$4,250,000 Modern architecture reaches an extraordinary new level at 1555 Eastbrook Drive, a newly completed 2025 estate offering nearly 4,000 square feet of sophisticated single-level living in one of Sarasota’s most coveted residential corridors. Positioned on an expansive 0.45-acre homesite near Oyster Bay and the sought-after West of Trail area, this five-bedroom, five-and-one-half-bath residence was created for the discerning buyer who values distinctive design, advanced technology, privacy, and effortless entertaining. Beyond its dramatic contemporary façade, soaring ceilings, expansive glass, warm architectural woodwork, and statement lighting create an atmosphere that is both impressive and inviting. The designer kitchen commands attention with custom flat-panel cabinetry, premium appliances, elegant stone surfaces, and an oversized waterfall island that opens seamlessly to the grand living and dining spaces. Integrated smart-home automation, generator, whole-home audio, surveillance, and dedicated controls place lighting, sound, and security at your fingertips. The primary suite is a private sanctuary with direct access to the pool, dual custom walk-in closets, and a spa-inspired bath featuring a sculptural soaking tub, dramatic stonework, dual vanities, and an oversized glass-enclosed shower. Four additional bedroom suites offer beautifully appointed private baths, creating exceptional accommodations for family and guests. A rare four-car garage with soaring ceilings provides space for an impressive automobile collection, with the potential for lift systems and additional storage. Designed to rival a private resort, the expansive outdoor retreat features a heated saltwater pool, elevated spa, illuminated water features, panoramic screen enclosure, and lush tropical surroundings. The covered lanai is finished with wood-accented ceilings and dramatic stone surfaces, while the fully equipped outdoor kitchen, wet bar, and generous gathering areas make year-round entertaining effortless. This exceptional Sarasota luxury home places Siesta Key’s celebrated quartz-sand beaches and vibrant village atmosphere within easy reach. Enjoy convenient access to the historic Field Club, Southside Village, Sarasota Bay, downtown Sarasota, St. Armands Circle, Marie Selby Botanical Gardens, fine dining, designer shopping, boating, golf, and the city’s renowned arts and cultural venues. More than a residence, 1555 Eastbrook Drive is a statement of modern luxury in an irreplaceable Sarasota setting. 5 Beds ⋅ 6 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code Modern architecture reaches an extraordinary new level at 1555 Eastbrook Drive, a newly completed 2025 estate offering nearly 4,000 square feet of sophisticated single-level living in one of Sarasota’s most coveted residential corridors. Positioned on an expansive 0.45-acre homesite near Oyster Bay and the sought-after West of Trail area, this five-bedroom, five-and-one-half-bath residence was created for the discerning buyer who values distinctive design, advanced technology, privacy, and effortless entertaining. Beyond its dramatic contemporary façade, soaring ceilings, expansive glass, warm architectural woodwork, and statement lighting create an atmosphere that is both impressive and inviting. The designer kitchen commands attention with custom flat-panel cabinetry, premium appliances, elegant stone surfaces, and an oversized waterfall island that opens seamlessly to the grand living and dining spaces. Integrated smart-home automation, generator, whole-home audio, surveillance, and dedicated controls place lighting, sound, and security at your fingertips. The primary suite is a private sanctuary with direct access to the pool, dual custom walk-in closets, and a spa-inspired bath featuring a sculptural soaking tub, dramatic stonework, dual vanities, and an oversized glass-enclosed shower. Four additional bedroom suites offer beautifully appointed private baths, creating exceptional accommodations for family and guests. A rare four-car garage with soaring ceilings provides space for an impressive automobile collection, with the potential for lift systems and additional storage. Designed to rival a private resort, the expansive outdoor retreat features a heated saltwater pool, elevated spa, illuminated water features, panoramic screen enclosure, and lush tropical surroundings. The covered lanai is finished with wood-accented ceilings and dramatic stone surfaces, while the fully equipped outdoor kitchen, wet bar, and generous gathering areas make year-round entertaining effortless. This exceptional Sarasota luxury home places Siesta Key’s celebrated quartz-sand beaches and vibrant village atmosphere within easy reach. Enjoy convenient access to the historic Field Club, Southside Village, Sarasota Bay, downtown Sarasota, St. Armands Circle, Marie Selby Botanical Gardens, fine dining, designer shopping, boating, golf, and the city’s renowned arts and cultural venues. More than a residence, 1555 Eastbrook Drive is a statement of modern luxury in an irreplaceable Sarasota setting. 1555 Eastbrook Drive, Sarasota
$4,225,000 Move in Ready New Construction on Prime Lakefront Lot in exclusive Oyster Bay Estates. Welcome to modern luxury living, safely outside the flood zone and offering a refined alternative to barrier island life. This brand-new contemporary masterpiece combines striking architectural design with uncompromising quality construction. Built with solid block construction, impact windows, and dramatic 10-foot impact sliders throughout, this home delivers both beauty and peace of mind. Step inside through the beautiful Mahogany front door to soaring ceilings up to 21 feet and wide-plank French oak flooring that flows throughout the light-filled living spaces. The gourmet kitchen is a chef’s dream, featuring a Thermador Professional Series appliance package with a dual-fuel gas range, plus an oversized island perfect for entertaining and everyday gathering. The thoughtful split floor plan offers 4 bedrooms, 4.5 bathrooms, and a versatile den — ideal for privacy and flexible living. From the moment you walk in, the sparkling lake and resort-style pool take center stage, setting the tone for effortless Florida living. Enjoy alfresco dining and relaxing evenings in the covered outdoor kitchen and seating area overlooking the water. Additional highlights include an oversized 3-car side-load garage, full irrigation system, and a whole-house generator for added convenience and security. Energy-efficient features include Icynene spray foam insulation and a multi-zone HVAC system with advanced filtration — smart, sustainable comfort year-round. Ideally situated in a top-rated school district, this exceptional home offers the perfect blend of luxury, convenience, and safety. Close to the award winning beaches of Siesta Key without all the day to day traffic and also easy access to downtown. Come experience Sarasota living at its finest. 4 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code Move in Ready New Construction on Prime Lakefront Lot in exclusive Oyster Bay Estates. Welcome to modern luxury living, safely outside the flood zone and offering a refined alternative to barrier island life. This brand-new contemporary masterpiece combines striking architectural design with uncompromising quality construction. Built with solid block construction, impact windows, and dramatic 10-foot impact sliders throughout, this home delivers both beauty and peace of mind. Step inside through the beautiful Mahogany front door to soaring ceilings up to 21 feet and wide-plank French oak flooring that flows throughout the light-filled living spaces. The gourmet kitchen is a chef’s dream, featuring a Thermador Professional Series appliance package with a dual-fuel gas range, plus an oversized island perfect for entertaining and everyday gathering. The thoughtful split floor plan offers 4 bedrooms, 4.5 bathrooms, and a versatile den — ideal for privacy and flexible living. From the moment you walk in, the sparkling lake and resort-style pool take center stage, setting the tone for effortless Florida living. Enjoy alfresco dining and relaxing evenings in the covered outdoor kitchen and seating area overlooking the water. Additional highlights include an oversized 3-car side-load garage, full irrigation system, and a whole-house generator for added convenience and security. Energy-efficient features include Icynene spray foam insulation and a multi-zone HVAC system with advanced filtration — smart, sustainable comfort year-round. Ideally situated in a top-rated school district, this exceptional home offers the perfect blend of luxury, convenience, and safety. Close to the award winning beaches of Siesta Key without all the day to day traffic and also easy access to downtown. Come experience Sarasota living at its finest. 4431 Camino Real, Sarasota
$4,195,000 Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota. 4 Beds ⋅ 6 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota. 1575 Eastbrook Drive, Sarasota
$4,100,000 Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home. 5 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home. 1815 S Lake Shore Drive, Sarasota
$4,000,000 Completed and Move-In Ready. A rare opportunity to own a newly completed custom residence by Nutter Custom Construction, thoughtfully designed and set on an expansive homesite in the sought-after Field Club Estates. Spanning over 4,000 square feet, this single-story home blends refined architectural detail with a layout that offers both openness and privacy. A striking arrival is framed by mature palms and lush landscaping, complemented by a three-car side-load garage with epoxy flooring and a grand iron front door that sets the tone for the home’s elevated design. Impact-rated windows and sliding glass doors, along with solid core doors throughout, further enhance both quality and comfort. Inside, the home unfolds into a grand great room with soaring 15.5-foot ceilings, naturally aged flooring, and expansive 10-foot sliding glass doors that create a seamless connection to the outdoors. The kitchen is designed for both everyday living and entertaining, featuring an oversized island, custom wood cabinetry, luxury appliances, and a gas cooktop, along with a spacious walk-in pantry. The primary suite serves as a private retreat, thoughtfully positioned to capture serene views of the pool and tranquil pond beyond. This space features dual walk-in closets, custom cabinetry, and a spa-inspired bath complete with a soaking tub and a beautifully appointed walk-in shower. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom is thoughtfully designed to function as a private casita or pool bath with dual access from both the interior and lanai. A media lounge with disappearing corner sliders enhances the home’s indoor-outdoor flow, opening to a resort-style outdoor living space. The covered lanai is designed for year-round enjoyment, highlighted by a 72” ventless gas linear fireplace, a fully equipped outdoor kitchen, and a dedicated dining area. The pool and spa are gas-heated and perfectly positioned to capture tranquil pond views, with a sun shelf and expansive deck creating a true backyard retreat—all enclosed within a clear-view screen for unobstructed views. Designed to balance luxury living with a serene natural setting, the home is equipped with gas service for the cooktop, water heater, outdoor kitchen, and pool/spa heater, offering both efficiency and elevated functionality. Ideally located, it provides convenient access to Sarasota’s renowned beaches, downtown, dining, and shopping. Please inquire for a complete list of features and specifications. Please note: Some photos have been virtually staged for illustration purposes. 4 Beds ⋅ 5 Baths ⋅ Field Club Estates SubDv. ⋅ 34231 Zip Code Completed and Move-In Ready. A rare opportunity to own a newly completed custom residence by Nutter Custom Construction, thoughtfully designed and set on an expansive homesite in the sought-after Field Club Estates. Spanning over 4,000 square feet, this single-story home blends refined architectural detail with a layout that offers both openness and privacy. A striking arrival is framed by mature palms and lush landscaping, complemented by a three-car side-load garage with epoxy flooring and a grand iron front door that sets the tone for the home’s elevated design. Impact-rated windows and sliding glass doors, along with solid core doors throughout, further enhance both quality and comfort. Inside, the home unfolds into a grand great room with soaring 15.5-foot ceilings, naturally aged flooring, and expansive 10-foot sliding glass doors that create a seamless connection to the outdoors. The kitchen is designed for both everyday living and entertaining, featuring an oversized island, custom wood cabinetry, luxury appliances, and a gas cooktop, along with a spacious walk-in pantry. The primary suite serves as a private retreat, thoughtfully positioned to capture serene views of the pool and tranquil pond beyond. This space features dual walk-in closets, custom cabinetry, and a spa-inspired bath complete with a soaking tub and a beautifully appointed walk-in shower. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom is thoughtfully designed to function as a private casita or pool bath with dual access from both the interior and lanai. A media lounge with disappearing corner sliders enhances the home’s indoor-outdoor flow, opening to a resort-style outdoor living space. The covered lanai is designed for year-round enjoyment, highlighted by a 72” ventless gas linear fireplace, a fully equipped outdoor kitchen, and a dedicated dining area. The pool and spa are gas-heated and perfectly positioned to capture tranquil pond views, with a sun shelf and expansive deck creating a true backyard retreat—all enclosed within a clear-view screen for unobstructed views. Designed to balance luxury living with a serene natural setting, the home is equipped with gas service for the cooktop, water heater, outdoor kitchen, and pool/spa heater, offering both efficiency and elevated functionality. Ideally located, it provides convenient access to Sarasota’s renowned beaches, downtown, dining, and shopping. Please inquire for a complete list of features and specifications. Please note: Some photos have been virtually staged for illustration purposes. 1802 Field Road, Sarasota
$3,888,888 A private, resort-caliber residence where exceptional architectural execution, bespoke finishes, and seamless indoor-outdoor living define the experience. Located in Sarasota’s coveted Oyster Bay enclave, this custom-built home features a private gated entry and is surrounded by extensively upgraded, professionally curated tropical landscaping that creates a strong sense of arrival and privacy. Inside, soaring 16-foot ceilings, clerestory windows, and expansive walls of glass flood the home with natural light while highlighting clean architectural lines and premium finishes throughout. Pocketing sliders open effortlessly to outdoor living spaces, creating true indoor-outdoor integration. Wide-plank Duchateau French Oak flooring provides warmth and timeless sophistication across the residence. The open-concept great room is designed for both large-scale entertaining and refined everyday living. The chef’s kitchen rivals those found in luxury hospitality settings, featuring custom shaker cabinetry, honed quartz and quartzite surfaces, an oversized statement island, premium Monogram appliances, and a walk-in pantry designed for both functionality and elegant storage. A Culligan whole-house water filtration system with reverse osmosis serves the kitchen and supports a wellness-focused lifestyle. The primary suite serves as a private retreat, highlighted by custom millwork, designer lighting, a spa-inspired bath with freestanding soaking tub, expansive glass-enclosed shower, bespoke closet build-outs, and a private enclosed outdoor shower with open sky and tropical views. Each additional bedroom includes a private en-suite bath, providing exceptional comfort and privacy for family and guests. Outdoor living is elevated by an expansive covered lanai centered around a heated saltwater pool and spa, outdoor kitchen, and multiple lounge areas surrounded by lush, mature landscaping. Raised irrigated garden beds provide space for herbs and seasonal produce, while established banana trees and maturing mango and guava trees enhance the property’s tropical estate feel. A generous, gated front yard offers an additional secure and private outdoor living area. Additional features include advanced Lutron smart-home automation, integrated audio, lighting, and security systems, impact-rated windows and doors, whole-house generator, gas-heated pool and spa, gas firepit, Icynene spray foam insulation, irrigation well, EV charging capability, and a spacious three-car garage with high ceilings, epoxy flooring, and abundant storage. Ideally located just blocks from Siesta Key’s north bridge, Publix, Trader Joe’s, CVS, and Walgreens, with walking access to family friendly Red Rock Park in this quiet neighborhood with no major through streets. 4050 Camino Real represents a rare offering that combines superior construction quality, elevated design, and an exceptional Sarasota location. 4 Beds ⋅ 5 Baths ⋅ Westbrook SubDv. ⋅ 34231 Zip Code A private, resort-caliber residence where exceptional architectural execution, bespoke finishes, and seamless indoor-outdoor living define the experience. Located in Sarasota’s coveted Oyster Bay enclave, this custom-built home features a private gated entry and is surrounded by extensively upgraded, professionally curated tropical landscaping that creates a strong sense of arrival and privacy. Inside, soaring 16-foot ceilings, clerestory windows, and expansive walls of glass flood the home with natural light while highlighting clean architectural lines and premium finishes throughout. Pocketing sliders open effortlessly to outdoor living spaces, creating true indoor-outdoor integration. Wide-plank Duchateau French Oak flooring provides warmth and timeless sophistication across the residence. The open-concept great room is designed for both large-scale entertaining and refined everyday living. The chef’s kitchen rivals those found in luxury hospitality settings, featuring custom shaker cabinetry, honed quartz and quartzite surfaces, an oversized statement island, premium Monogram appliances, and a walk-in pantry designed for both functionality and elegant storage. A Culligan whole-house water filtration system with reverse osmosis serves the kitchen and supports a wellness-focused lifestyle. The primary suite serves as a private retreat, highlighted by custom millwork, designer lighting, a spa-inspired bath with freestanding soaking tub, expansive glass-enclosed shower, bespoke closet build-outs, and a private enclosed outdoor shower with open sky and tropical views. Each additional bedroom includes a private en-suite bath, providing exceptional comfort and privacy for family and guests. Outdoor living is elevated by an expansive covered lanai centered around a heated saltwater pool and spa, outdoor kitchen, and multiple lounge areas surrounded by lush, mature landscaping. Raised irrigated garden beds provide space for herbs and seasonal produce, while established banana trees and maturing mango and guava trees enhance the property’s tropical estate feel. A generous, gated front yard offers an additional secure and private outdoor living area. Additional features include advanced Lutron smart-home automation, integrated audio, lighting, and security systems, impact-rated windows and doors, whole-house generator, gas-heated pool and spa, gas firepit, Icynene spray foam insulation, irrigation well, EV charging capability, and a spacious three-car garage with high ceilings, epoxy flooring, and abundant storage. Ideally located just blocks from Siesta Key’s north bridge, Publix, Trader Joe’s, CVS, and Walgreens, with walking access to family friendly Red Rock Park in this quiet neighborhood with no major through streets. 4050 Camino Real represents a rare offering that combines superior construction quality, elevated design, and an exceptional Sarasota location. 4050 Camino Real, Sarasota
$3,795,000 Exquisite home by Heritage Builder, situated on almost half an acre, in the most desirable area, West of the Trail, on a quiet canopy street. Lovely styling inspired by homes in the West Indies with the finest of interior finishes and memorable architectural details. A breathtaking view of a tropical paradise is seen from the Great Room and Kitchen, with sparkling pool and expansive area for entertaining including a beatiful covered area and outdoor kitchen. The owners suite features a formal entry vestibule, vaulted ceiling, his and her walk in closets, and a spacious bathroom with dual vanities. The open design kitchen has Chef's grade stainless steel appliances, full height backsplash and walk in pantry. Hurricane, impact rated, insulated, low E windows with vinyl frames, spray foam insulation and 8' solid core doors. This remarkable residence is more like a tropical resort on a "one of a kind" property. Located 10 minutes from downtown and the beaches. 4 Beds ⋅ 5 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code Exquisite home by Heritage Builder, situated on almost half an acre, in the most desirable area, West of the Trail, on a quiet canopy street. Lovely styling inspired by homes in the West Indies with the finest of interior finishes and memorable architectural details. A breathtaking view of a tropical paradise is seen from the Great Room and Kitchen, with sparkling pool and expansive area for entertaining including a beatiful covered area and outdoor kitchen. The owners suite features a formal entry vestibule, vaulted ceiling, his and her walk in closets, and a spacious bathroom with dual vanities. The open design kitchen has Chef's grade stainless steel appliances, full height backsplash and walk in pantry. Hurricane, impact rated, insulated, low E windows with vinyl frames, spray foam insulation and 8' solid core doors. This remarkable residence is more like a tropical resort on a "one of a kind" property. Located 10 minutes from downtown and the beaches. 4009 Red Rock Lane, Sarasota
$3,750,000 An Oyster Bay masterpiece, where legacy homes and new architectural statements coexist, this striking modern residence delivers volume, spatial continuity, and refined indoor/outdoor living just minutes from Siesta Key, dining and boating. Built in 2023 and thoughtfully composed on a single level, the home balances bold contemporary design with privacy, warmth and livability. A dramatic entry introduces soaring ceilings and immediate visual impact, opening into expansive living spaces designed for daily life and entertaining. Walls of glass, disappearing corner sliders, and ceiling heights approaching 17 feet create a sense of scale and light rarely achieved, while wide plank French oak flooring and curated designer lighting provide continuity throughout. The kitchen is a centerpiece, anchored by an oversized island and outfitted with high-end integrated appliances, custom cabinetry and a full walk-in pantry. It flows seamlessly into the great room and wet bar, making the home equally suited for quiet evenings or larger gatherings. Outdoor living takes center stage. The screened lanai features a fully equipped summer kitchen, generous covered seating and dining areas, and a resort-style heated saltwater pool and spa with fire bowls and cascading water features. Lush tropical landscaping, a precast concrete privacy wall, and a fully fenced yard create a sense of retreat while maintaining openness and light. The owner’s suite is a private sanctuary with direct lanai access, dual custom closets and a spa-inspired bath. Three additional en-suite bedrooms include a poolside cabana-style suite ideal for guests, while a dedicated office or den offers flexibility for work or relaxation. Additional highlights include a three-car garage with epoxy flooring and storage systems, impact-rated windows and doors, smart home automation, whole-house generator, tankless water heaters and refined finishes throughout. This is a modern Sarasota residence designed for those who value architecture, flow, and lifestyle in one of the city’s established and sought-after neighborhoods. 4 Beds ⋅ 5 Baths ⋅ Westbrook SubDv. ⋅ 34231 Zip Code An Oyster Bay masterpiece, where legacy homes and new architectural statements coexist, this striking modern residence delivers volume, spatial continuity, and refined indoor/outdoor living just minutes from Siesta Key, dining and boating. Built in 2023 and thoughtfully composed on a single level, the home balances bold contemporary design with privacy, warmth and livability. A dramatic entry introduces soaring ceilings and immediate visual impact, opening into expansive living spaces designed for daily life and entertaining. Walls of glass, disappearing corner sliders, and ceiling heights approaching 17 feet create a sense of scale and light rarely achieved, while wide plank French oak flooring and curated designer lighting provide continuity throughout. The kitchen is a centerpiece, anchored by an oversized island and outfitted with high-end integrated appliances, custom cabinetry and a full walk-in pantry. It flows seamlessly into the great room and wet bar, making the home equally suited for quiet evenings or larger gatherings. Outdoor living takes center stage. The screened lanai features a fully equipped summer kitchen, generous covered seating and dining areas, and a resort-style heated saltwater pool and spa with fire bowls and cascading water features. Lush tropical landscaping, a precast concrete privacy wall, and a fully fenced yard create a sense of retreat while maintaining openness and light. The owner’s suite is a private sanctuary with direct lanai access, dual custom closets and a spa-inspired bath. Three additional en-suite bedrooms include a poolside cabana-style suite ideal for guests, while a dedicated office or den offers flexibility for work or relaxation. Additional highlights include a three-car garage with epoxy flooring and storage systems, impact-rated windows and doors, smart home automation, whole-house generator, tankless water heaters and refined finishes throughout. This is a modern Sarasota residence designed for those who value architecture, flow, and lifestyle in one of the city’s established and sought-after neighborhoods. 1429 Westbrook Drive, Sarasota
$3,700,000 Substantial price change, $750,000 less. Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef’s kitchen appointed with high-end appliances and generous workspace, ideal for entertaining against a backdrop of ever-changing bay views. Walls of glass invite the outdoors in, opening to a terrace-style balcony overlooking the water, where evenings unfold with glowing skies and gentle bay breezes. From the terrace-style balcony, the home transitions naturally down to a resort-style bayfront heated pool and spa, and expansive waterfront yard, creating a stunning setting for alfresco dining, relaxation and waterfront gatherings. Boaters will appreciate the private bayfront dock and lift, protected Intracoastal waters ideal for kayaking and paddleboarding, and daily encounters with dolphins and abundant marine life, all enjoyed right from the comfort of home. The primary bedroom suite encompasses the entire top floor, creating a private sanctuary above it all. Thoughtfully designed for tranquility and privacy, the suite features expansive bay views, a private balcony positioned for sunset watching and a spa-inspired bath designed for relaxation. This serene retreat offers an owner’s haven, secluded, elevated, and immersed in the beauty of the surrounding water and sky. Offering four bedrooms, four full baths and three additional half baths, the residence provides exceptional comfort and flexibility for family and guests. A three-car garage and a one-year-old metal roof complete the home, balancing refined elegance with everyday functionality. Quietly tucked away in Sarasota’s sought-after Coral Cove neighborhood, yet moments from world-famous Siesta Beach and Sarasota’s cultural, dining, and coastal attractions, this exceptional estate delivers an extraordinary waterfront lifestyle, where boating, sunsets and refined living come together in harmony. Tranquil, elegant and undeniably special. 4 Beds ⋅ 7 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code Substantial price change, $750,000 less. Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef’s kitchen appointed with high-end appliances and generous workspace, ideal for entertaining against a backdrop of ever-changing bay views. Walls of glass invite the outdoors in, opening to a terrace-style balcony overlooking the water, where evenings unfold with glowing skies and gentle bay breezes. From the terrace-style balcony, the home transitions naturally down to a resort-style bayfront heated pool and spa, and expansive waterfront yard, creating a stunning setting for alfresco dining, relaxation and waterfront gatherings. Boaters will appreciate the private bayfront dock and lift, protected Intracoastal waters ideal for kayaking and paddleboarding, and daily encounters with dolphins and abundant marine life, all enjoyed right from the comfort of home. The primary bedroom suite encompasses the entire top floor, creating a private sanctuary above it all. Thoughtfully designed for tranquility and privacy, the suite features expansive bay views, a private balcony positioned for sunset watching and a spa-inspired bath designed for relaxation. This serene retreat offers an owner’s haven, secluded, elevated, and immersed in the beauty of the surrounding water and sky. Offering four bedrooms, four full baths and three additional half baths, the residence provides exceptional comfort and flexibility for family and guests. A three-car garage and a one-year-old metal roof complete the home, balancing refined elegance with everyday functionality. Quietly tucked away in Sarasota’s sought-after Coral Cove neighborhood, yet moments from world-famous Siesta Beach and Sarasota’s cultural, dining, and coastal attractions, this exceptional estate delivers an extraordinary waterfront lifestyle, where boating, sunsets and refined living come together in harmony. Tranquil, elegant and undeniably special. 1500 Caribbean Drive, Sarasota
$3,500,000 Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer. 4 Beds ⋅ 4 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer. 6448 Hollywood Boulevard, Sarasota
$2,930,000 Gently used as a family vacation home and meticulously maintained, this furnished 5-bedroom, 4-bath canal-front residence is just 0.8 mile from the beach on a private dead-end street. West of Trail on a deep-water canal with direct access to Little Sarasota Bay, the property includes a private dock with a 13,000-lb. boat lift, a 3-car garage, pool and spa, three distinct outdoor entertaining areas, and an upper-level bonus room with an entertaining bar. Cool coastal colors, high ceilings and generous living spaces give the interior a relaxed Sarasota feel. The upper-level bonus room expands the living space with a bar for entertaining, while five bedrooms and four bathrooms provide plenty of room for family and guests. Outdoor living is a major part of the property. The pool and spa are surrounded by spaces designed for Florida living — a comfortable lounging lanai; a covered dining area with outdoor kitchen, kegerator and wall-mounted TV; and a second-floor terrace for relaxing and watching the sunset. The home’s orientation provides excellent sun exposure, while manicured tropical landscaping, including four royal palms framing the entrance, adds privacy and a gracious sense of arrival. For boaters, the deep-water canal provides direct access to Little Sarasota Bay, with a full-service marina nearby for fuel and service. The property is also positioned on the beach-access side of the canal, making the beach an easy bike ride away. Shopping, dining and everyday conveniences are equally accessible. Altogether, the property offers an exceptional combination of beach proximity, boating access and well-maintained coastal living. 5 Beds ⋅ 4 Baths ⋅ 34231 Zip Code Gently used as a family vacation home and meticulously maintained, this furnished 5-bedroom, 4-bath canal-front residence is just 0.8 mile from the beach on a private dead-end street. West of Trail on a deep-water canal with direct access to Little Sarasota Bay, the property includes a private dock with a 13,000-lb. boat lift, a 3-car garage, pool and spa, three distinct outdoor entertaining areas, and an upper-level bonus room with an entertaining bar. Cool coastal colors, high ceilings and generous living spaces give the interior a relaxed Sarasota feel. The upper-level bonus room expands the living space with a bar for entertaining, while five bedrooms and four bathrooms provide plenty of room for family and guests. Outdoor living is a major part of the property. The pool and spa are surrounded by spaces designed for Florida living — a comfortable lounging lanai; a covered dining area with outdoor kitchen, kegerator and wall-mounted TV; and a second-floor terrace for relaxing and watching the sunset. The home’s orientation provides excellent sun exposure, while manicured tropical landscaping, including four royal palms framing the entrance, adds privacy and a gracious sense of arrival. For boaters, the deep-water canal provides direct access to Little Sarasota Bay, with a full-service marina nearby for fuel and service. The property is also positioned on the beach-access side of the canal, making the beach an easy bike ride away. Shopping, dining and everyday conveniences are equally accessible. Altogether, the property offers an exceptional combination of beach proximity, boating access and well-maintained coastal living. 1662 Anchorage Street, Sarasota
$2,850,000 Price improved to sell! 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, granite counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. For added peace of mind, the home is elevated to nearly 12 feet — well above FEMA flood plain requirements. A host of thoughtful upgrades further protect and elevate your lifestyle: new hurricane-grade front entry doors (2024), a fully redone 100.7-foot seawall (2015), two 5-ton A/C units (2026 & 2024, each with a transferable 10-year warranty), and fresh interior and exterior paint (2024). The home is also equipped with gas, and a dedicated 45-gallon water heater for the primary suite. Tile roof and block/stucco construction ensure lasting durability. To top it all off, storage is never a concern — enjoy an attached 2-car garage plus an additional oversized 1-car garage, perfect for a third vehicle or extra storage for your water toys! Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat. 4 Beds ⋅ 5 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code Price improved to sell! 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, granite counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. For added peace of mind, the home is elevated to nearly 12 feet — well above FEMA flood plain requirements. A host of thoughtful upgrades further protect and elevate your lifestyle: new hurricane-grade front entry doors (2024), a fully redone 100.7-foot seawall (2015), two 5-ton A/C units (2026 & 2024, each with a transferable 10-year warranty), and fresh interior and exterior paint (2024). The home is also equipped with gas, and a dedicated 45-gallon water heater for the primary suite. Tile roof and block/stucco construction ensure lasting durability. To top it all off, storage is never a concern — enjoy an attached 2-car garage plus an additional oversized 1-car garage, perfect for a third vehicle or extra storage for your water toys! Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat. 7637 Cove Terrace, Sarasota
$2,768,500 **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video** 4 Beds ⋅ 4 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video** 4439 Westwood Lane, Sarasota
$2,700,000 Imagine having your own private outdoor paradise designed for a relaxing life on the water. This custom designed Key West style residence in Southpointe Shores offers deep sailboat water on a rare wide natural bayou with more than 100 feet of waterfront, complemented by a new Atkins seawall, a 30 foot Cool Touch dock, a 27,000 pound boat lift, second wet slip capability, and a fish cleaning station. Built by Graber Homes and extensively and beautifully renovated, the residence features an open floor plan with living and dining areas that transition naturally to the kitchen and waterfront. Renewal by Andersen sliding doors frame the canal and provide direct access to the outdoor living spaces. Travertine flooring extends throughout the entire first level. The kitchen includes fine wood custom Campbell Cabinetry, Calacatta marble countertops and backsplash, a large entertaining island, a walk in pantry, and gourmet appliances featuring a new Sub Zero refrigerator, a Wolf wall oven, two Miele dishwashers, a Wolf coffee station, and a 48 inch Fulgor Milano induction range. Additionally, the first floor offers a roomy primary suite with two walk in closets and an updated Campbell Cabinetry bath with dual vanities, a walk in shower, and a clawfoot tub, along with a pool bath and an oversized laundry room. The second level offers three guest bedrooms, a full bath with a marble walk in shower and Campbell Cabinetry, and a large bonus room currently arranged as a home gym. New wood look tile flooring extends throughout the second floor. Outdoor spaces include a 7 foot deep saltwater pool and deep seat gas heated spa, a built in 48 inch Lynx outdoor kitchen, professionally designed Artistic paver patios and walkways, a gas fire pit in a private seating area, a second patio for sunbathing, and a stunning landscaped pond with waterfalls inspired by Marie Selby Botanical Gardens. The home also features a 14 speaker indoor and outdoor NHT sound system for entertaining. The entirely fenced backyard provides privacy with direct access to the dock and waterfront. Recent improvements include a whole house 26KW Generac generator, three new Bryant HVAC systems with new ductwork and Knauf insulation, an Aprilaire whole home fresh air and dehumidification system, whole house water filtration, new Starlink internet, two 48 amp Tesla charging stations, and a large air conditioned three car garage with hanging rack storage along the ceiling. Located West of the Trail, Southpointe Shores offers a friendly optional HOA, a private gated neighborhood boat ramp and park, and easy access to Midnight Pass, Sarasota Bay, Siesta Key, downtown Sarasota, shopping, and dining. 4 Beds ⋅ 3 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code Imagine having your own private outdoor paradise designed for a relaxing life on the water. This custom designed Key West style residence in Southpointe Shores offers deep sailboat water on a rare wide natural bayou with more than 100 feet of waterfront, complemented by a new Atkins seawall, a 30 foot Cool Touch dock, a 27,000 pound boat lift, second wet slip capability, and a fish cleaning station. Built by Graber Homes and extensively and beautifully renovated, the residence features an open floor plan with living and dining areas that transition naturally to the kitchen and waterfront. Renewal by Andersen sliding doors frame the canal and provide direct access to the outdoor living spaces. Travertine flooring extends throughout the entire first level. The kitchen includes fine wood custom Campbell Cabinetry, Calacatta marble countertops and backsplash, a large entertaining island, a walk in pantry, and gourmet appliances featuring a new Sub Zero refrigerator, a Wolf wall oven, two Miele dishwashers, a Wolf coffee station, and a 48 inch Fulgor Milano induction range. Additionally, the first floor offers a roomy primary suite with two walk in closets and an updated Campbell Cabinetry bath with dual vanities, a walk in shower, and a clawfoot tub, along with a pool bath and an oversized laundry room. The second level offers three guest bedrooms, a full bath with a marble walk in shower and Campbell Cabinetry, and a large bonus room currently arranged as a home gym. New wood look tile flooring extends throughout the second floor. Outdoor spaces include a 7 foot deep saltwater pool and deep seat gas heated spa, a built in 48 inch Lynx outdoor kitchen, professionally designed Artistic paver patios and walkways, a gas fire pit in a private seating area, a second patio for sunbathing, and a stunning landscaped pond with waterfalls inspired by Marie Selby Botanical Gardens. The home also features a 14 speaker indoor and outdoor NHT sound system for entertaining. The entirely fenced backyard provides privacy with direct access to the dock and waterfront. Recent improvements include a whole house 26KW Generac generator, three new Bryant HVAC systems with new ductwork and Knauf insulation, an Aprilaire whole home fresh air and dehumidification system, whole house water filtration, new Starlink internet, two 48 amp Tesla charging stations, and a large air conditioned three car garage with hanging rack storage along the ceiling. Located West of the Trail, Southpointe Shores offers a friendly optional HOA, a private gated neighborhood boat ramp and park, and easy access to Midnight Pass, Sarasota Bay, Siesta Key, downtown Sarasota, shopping, and dining. 7631 Cove Terrace, Sarasota
$2,550,000 Construction now complete! Prepare to be impressed with artful expressions of design, beautifully tailored interiors and an open brightness filling the home and welcoming you to further explore the many subtle nuances and brilliant examples of excellence in craftsmanship. The talented team at Allegra Homes are experts at designing and building quality state-of-the-art homes with the best of family living in mind. Founder Rob Allegra brings over three decades of experience and skill in building hundreds of incredible residences in some of Sarasota’s most elite locations. 1801 Field Road is no exception. This new construction move in ready beauty is located on over 1/3-acre in prestigious Oyster Bay Estates and just a short distance from the iconic Field Club, one of Sarasota’s oldest by-invitation-only social clubs. This coveted location near the exciting downtown scene gives you easy access to just about anything you could desire. With open living spaces, contemporary architecture and designer touches, the 3,035-square-foot “Kristi Ann” with its extended outdoor living area is destined to become another top choice among today’s buyer who wants it all. Desirable highlights include a generous family room with entertainment/fireplace wall and triple sliders opening wide to the pool area, a dazzling island kitchen with premium amenities second to none, a dining room with built-in buffet and private patio, a deluxe primary suite with an exquisite jewel-like bath and enormous walk-in closet, 2 additional en suite bedrooms, a study with wall of built-ins, a large covered lanai, bonus room with bath opens on 2 sides to the covered poolside living area with full kitchen, 3-car garage with epoxy floor, and a wonderful heated pool/spa with screen enclosure in a gorgeous tropical setting conducive to precious moments with those you love. Other honorable mentions: 10-foot ceilings throughout, tray ceilings in great room/primary suite/study, professionally landscaped with irrigation well, brick paver walk and driveway, impact windows and sliding glass doors, cove or crown molding, concrete tile roof, tankless gas water heater, recessed lighting, pool and house alarm, and 4 natural gas drops (cooktop, grill, water heater, pool heater). Discover a new standard in luxury living. Relax knowing your most important asset is a well-deserved investment and a place to raise a family, pursue your passions and live life to the fullest. 3 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code Construction now complete! Prepare to be impressed with artful expressions of design, beautifully tailored interiors and an open brightness filling the home and welcoming you to further explore the many subtle nuances and brilliant examples of excellence in craftsmanship. The talented team at Allegra Homes are experts at designing and building quality state-of-the-art homes with the best of family living in mind. Founder Rob Allegra brings over three decades of experience and skill in building hundreds of incredible residences in some of Sarasota’s most elite locations. 1801 Field Road is no exception. This new construction move in ready beauty is located on over 1/3-acre in prestigious Oyster Bay Estates and just a short distance from the iconic Field Club, one of Sarasota’s oldest by-invitation-only social clubs. This coveted location near the exciting downtown scene gives you easy access to just about anything you could desire. With open living spaces, contemporary architecture and designer touches, the 3,035-square-foot “Kristi Ann” with its extended outdoor living area is destined to become another top choice among today’s buyer who wants it all. Desirable highlights include a generous family room with entertainment/fireplace wall and triple sliders opening wide to the pool area, a dazzling island kitchen with premium amenities second to none, a dining room with built-in buffet and private patio, a deluxe primary suite with an exquisite jewel-like bath and enormous walk-in closet, 2 additional en suite bedrooms, a study with wall of built-ins, a large covered lanai, bonus room with bath opens on 2 sides to the covered poolside living area with full kitchen, 3-car garage with epoxy floor, and a wonderful heated pool/spa with screen enclosure in a gorgeous tropical setting conducive to precious moments with those you love. Other honorable mentions: 10-foot ceilings throughout, tray ceilings in great room/primary suite/study, professionally landscaped with irrigation well, brick paver walk and driveway, impact windows and sliding glass doors, cove or crown molding, concrete tile roof, tankless gas water heater, recessed lighting, pool and house alarm, and 4 natural gas drops (cooktop, grill, water heater, pool heater). Discover a new standard in luxury living. Relax knowing your most important asset is a well-deserved investment and a place to raise a family, pursue your passions and live life to the fullest. 1801 Field Road, Sarasota
$2,220,000 Oversized lot, Newly Built, Granada & Red Rock Park Discover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility. Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this thoughtfully designed residence embodies effortless elegance. The primary owner’s suite on the main level opens seamlessly to the private pool and lush backyard, while the second owner’s suite upstairs features a spa-inspired marble walk-in shower. Two additional bedrooms share a stylish Jack and Jill bath, each with custom-built closets and abundant natural light. Step inside to a soaring entryway with vaulted shiplap ceilings, wide-plank wood flooring, and expansive hurricane-impact windows and sliding glass doors, inviting the outdoors in. The open-concept living area is perfect for entertaining, flowing into a chef’s dream kitchen with a massive island, generous counter space, and premium finishes. Surrounded by lush landscaping and a fenced backyard oasis, this home is designed for seamless indoor-outdoor living. An extraordinary opportunity to own a new coastal contemporary gem in one of Sarasota’s most desirable locations, just moments from Siesta Key, The Field Club, Oyster Bay, and Southside Village. 4 Beds ⋅ 4 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code Oversized lot, Newly Built, Granada & Red Rock Park Discover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility. Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this thoughtfully designed residence embodies effortless elegance. The primary owner’s suite on the main level opens seamlessly to the private pool and lush backyard, while the second owner’s suite upstairs features a spa-inspired marble walk-in shower. Two additional bedrooms share a stylish Jack and Jill bath, each with custom-built closets and abundant natural light. Step inside to a soaring entryway with vaulted shiplap ceilings, wide-plank wood flooring, and expansive hurricane-impact windows and sliding glass doors, inviting the outdoors in. The open-concept living area is perfect for entertaining, flowing into a chef’s dream kitchen with a massive island, generous counter space, and premium finishes. Surrounded by lush landscaping and a fenced backyard oasis, this home is designed for seamless indoor-outdoor living. An extraordinary opportunity to own a new coastal contemporary gem in one of Sarasota’s most desirable locations, just moments from Siesta Key, The Field Club, Oyster Bay, and Southside Village. 4013 Red Rock Lane, Sarasota
$2,175,000 Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly. 4 Beds ⋅ 4 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly. 1725 Baywood Drive, Sarasota
$2,125,000 Welcome to this stunning, fully reimagined residence in Oyster Bay Estates, one of Sarasota’s most coveted West of the Trail neighborhoods. Renovated down to the studs with an effective build date of 2020, this exceptional home blends timeless coastal elegance with modern sophistication, showcasing the level of craftsmanship and finish quality typically found in five million dollar plus luxury properties. Thoughtfully designed throughout, the home features wide-plank wood flooring, custom millwork, and an open-concept floor plan designed for both everyday living and effortless entertaining. The gourmet kitchen serves as the centerpiece of the home, offering designer cabinetry, quartz countertops, an oversized island, Sub-Zero and Wolf appliances, and luxury Perrin & Rowe fixtures. The residence includes four spacious bedrooms, three full bathrooms, and two half baths, each beautifully finished with premium materials and spa-inspired details. The beachy character continues with an outdoor shower. Major systems and components have all been replaced, including the electrical, plumbing, HVAC systems, roof, siding, and hurricane-impact windows and doors, including the garage door, providing both comfort and peace of mind. Located in Flood Zone X, flood insurance is not required. Privately set back from the street, the property offers a quiet, resort-like setting with lush new tropical landscaping featuring coconut palms, cabbage palms, orchid trees, pitch apple hedges, and bougainvillea to name a few. The outdoor spaces have been completely transformed with shell-finished hardscape, new patios, elegant walkways, and a private irrigation well. Offered fully furnished, this move-in-ready home is ideally located just moments from downtown Sarasota, St. Armands Circle, world-renowned beaches, shopping, dining, top-rated schools, and less than a block from the historic The Field Club. Buyer and Buyer’s Agent to verify all room dimensions. 4 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code Welcome to this stunning, fully reimagined residence in Oyster Bay Estates, one of Sarasota’s most coveted West of the Trail neighborhoods. Renovated down to the studs with an effective build date of 2020, this exceptional home blends timeless coastal elegance with modern sophistication, showcasing the level of craftsmanship and finish quality typically found in five million dollar plus luxury properties. Thoughtfully designed throughout, the home features wide-plank wood flooring, custom millwork, and an open-concept floor plan designed for both everyday living and effortless entertaining. The gourmet kitchen serves as the centerpiece of the home, offering designer cabinetry, quartz countertops, an oversized island, Sub-Zero and Wolf appliances, and luxury Perrin & Rowe fixtures. The residence includes four spacious bedrooms, three full bathrooms, and two half baths, each beautifully finished with premium materials and spa-inspired details. The beachy character continues with an outdoor shower. Major systems and components have all been replaced, including the electrical, plumbing, HVAC systems, roof, siding, and hurricane-impact windows and doors, including the garage door, providing both comfort and peace of mind. Located in Flood Zone X, flood insurance is not required. Privately set back from the street, the property offers a quiet, resort-like setting with lush new tropical landscaping featuring coconut palms, cabbage palms, orchid trees, pitch apple hedges, and bougainvillea to name a few. The outdoor spaces have been completely transformed with shell-finished hardscape, new patios, elegant walkways, and a private irrigation well. Offered fully furnished, this move-in-ready home is ideally located just moments from downtown Sarasota, St. Armands Circle, world-renowned beaches, shopping, dining, top-rated schools, and less than a block from the historic The Field Club. Buyer and Buyer’s Agent to verify all room dimensions. 1705 Field Road, Sarasota
$2,000,000 Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities. Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel. The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays. Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer. Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars. For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises. Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway. 4 Beds ⋅ 4 Baths ⋅ Holiday Harbor SubDv. ⋅ 34231 Zip Code Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities. Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel. The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays. Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer. Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars. For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises. Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway. 7755 Holiday Drive N, Sarasota
$1,950,000 OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and reconstructed to the highest standards in 2021 this residence is like new. This remarkable property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking through the lovely treed neighborhood and biking to tennis, dining & the marina at the Field Club, and to Red Rock Park and Siesta Key. The home is in an excellent location just minutes to Siesta Key beach, Southside Village and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity! 4 Beds ⋅ 4 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and reconstructed to the highest standards in 2021 this residence is like new. This remarkable property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking through the lovely treed neighborhood and biking to tennis, dining & the marina at the Field Club, and to Red Rock Park and Siesta Key. The home is in an excellent location just minutes to Siesta Key beach, Southside Village and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity! 1717 Field Road, Sarasota
$1,875,000 Welcome to a beautiful custom residence in Portofino on the Bay, a boutique waterfront community nestled along Little Sarasota Bay. Privately positioned on a quiet cul-de-sac and just a short walk from the water and its private deeded boat slip, this stunning Mediterranean-inspired home offers an elevated lifestyle defined by elegance, comfort, and exceptional design. A dramatic yet inviting entry introduces soaring 23-foot ceilings, abundant natural light, and expansive living spaces thoughtfully designed for entertaining and effortless everyday living. The grand living room, anchored by a fireplace and walls of glass sliders, seamlessly opens to the screened saltwater pool and spa, creating a true indoor-outdoor retreat. The state-of-the-art chef’s kitchen is both beautiful and functional, featuring granite countertops, custom cabinetry, an oversized island, premium appliances, a Viking range, and a warming drawer designed to impress culinary enthusiasts and guests alike. The luxurious first-floor primary suite is a private sanctuary, offering spacious custom his-and-her closets and a spa-inspired ensuite bath complete with dual vanities, a large soaking tub, and a steam shower featuring three shower heads. Also conveniently located on the first floor are a spacious den/office with two built-in desks and a Murphy bed, as well as one of the guest bedrooms. Upstairs, a dramatic balcony overlooks the main living spaces below, while three additional guest bedrooms offer beautifully appointed accommodations with custom built-in closets. One bedroom features an ensuite bath, while the other two share an elegant Jack-and-Jill bathroom. Designed with comfort and wellness in mind, the home also features a whole-house water filtration system and reverse osmosis water systems with remineralization in both the kitchen and upstairs living area. With no flood insurance required, enjoy the benefits of living near waterfront, including peaceful walks to watch spectacular sunsets, fishing from the dock, and effortless boating from your private deeded boat slip with a 10,000-pound lift and direct access to the Intracoastal Waterway and Gulf waters beyond. Additional community amenities include kayak launch access, dedicated kayak storage, and a guest boat slip for visiting boaters. Ideally located just minutes from the nationally recognized Pine View School, world-class dining, shopping, downtown Sarasota's cultural attractions, and the white sands of Siesta Key Beach, as well as Nokomis Beach and charming downtown Venice. Opportunities like this in Portofino on the Bay are rare—don't miss your chance to make this stunning home your own! 5 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code Welcome to a beautiful custom residence in Portofino on the Bay, a boutique waterfront community nestled along Little Sarasota Bay. Privately positioned on a quiet cul-de-sac and just a short walk from the water and its private deeded boat slip, this stunning Mediterranean-inspired home offers an elevated lifestyle defined by elegance, comfort, and exceptional design. A dramatic yet inviting entry introduces soaring 23-foot ceilings, abundant natural light, and expansive living spaces thoughtfully designed for entertaining and effortless everyday living. The grand living room, anchored by a fireplace and walls of glass sliders, seamlessly opens to the screened saltwater pool and spa, creating a true indoor-outdoor retreat. The state-of-the-art chef’s kitchen is both beautiful and functional, featuring granite countertops, custom cabinetry, an oversized island, premium appliances, a Viking range, and a warming drawer designed to impress culinary enthusiasts and guests alike. The luxurious first-floor primary suite is a private sanctuary, offering spacious custom his-and-her closets and a spa-inspired ensuite bath complete with dual vanities, a large soaking tub, and a steam shower featuring three shower heads. Also conveniently located on the first floor are a spacious den/office with two built-in desks and a Murphy bed, as well as one of the guest bedrooms. Upstairs, a dramatic balcony overlooks the main living spaces below, while three additional guest bedrooms offer beautifully appointed accommodations with custom built-in closets. One bedroom features an ensuite bath, while the other two share an elegant Jack-and-Jill bathroom. Designed with comfort and wellness in mind, the home also features a whole-house water filtration system and reverse osmosis water systems with remineralization in both the kitchen and upstairs living area. With no flood insurance required, enjoy the benefits of living near waterfront, including peaceful walks to watch spectacular sunsets, fishing from the dock, and effortless boating from your private deeded boat slip with a 10,000-pound lift and direct access to the Intracoastal Waterway and Gulf waters beyond. Additional community amenities include kayak launch access, dedicated kayak storage, and a guest boat slip for visiting boaters. Ideally located just minutes from the nationally recognized Pine View School, world-class dining, shopping, downtown Sarasota's cultural attractions, and the white sands of Siesta Key Beach, as well as Nokomis Beach and charming downtown Venice. Opportunities like this in Portofino on the Bay are rare—don't miss your chance to make this stunning home your own! 1630 Assisi Drive Unit 18, Sarasota
$1,800,000 Located in the sought-after West of Trail neighborhood of Oyster Bay Estates, this beautifully updated residence sits on nearly one-third of an acre just around the corner from the historic Field Club. The home blends timeless architectural character with extensive recent improvements, creating a refined yet relaxed retreat close to Sarasota’s most desirable destinations. A beautifully landscaped yard and newly added covered front porch with brick pavers create inviting curb appeal and lead to a charming courtyard entry. Inside, the home showcases distinctive craftsmanship and warm architectural details, including Mexican tile floors, natural wood cabinetry and baseboards, exposed ceiling beams, plantation shutters, and hand-crafted clay sconces and pendant lighting. Fresh interior and exterior paint, updated trim, solid-core doors, and impact-rated windows and doors complement the home’s original character while adding modern comfort. The main living spaces flow naturally together, with the kitchen, dining area, and living room opening through walls of glass to the expansive screened lanai. A wood-burning fireplace with carved stone mantel anchors the living room, while a newly detailed tray ceiling adds architectural interest. The kitchen combines artisanal style with high-end functionality, offering custom wood cabinetry, updated countertops, an intricate ceiling detail, and premium appliances including a Sub-Zero refrigerator and Fisher & Paykel dual-fuel range with side-by-side ovens. Privately positioned, the primary suite features vaulted ceilings with exposed wood beams and sliding glass pocket doors that open directly to the pool terrace. Two walk-in closets with newly designed systems lead to the renovated primary bath, which offers dual vanities, private water closets, and a spacious walk-in shower. Two generously sized guest bedrooms provide comfortable accommodations, each with built-in closet systems and beautifully renovated en-suite baths, creating privacy for family and guests within the home’s traditional split floor plan. Outdoor living is designed for both relaxation and entertaining. The screened lanai surrounds a 40-by-14 heated pool framed by stone columns and generous covered seating areas with wood ceilings, while an Ipe wood open deck, fire pit, and lush tropical landscaping create a private backyard sanctuary. Additional improvements include updated plumbing and HVAC throughout, new ductwork and attic insulation, LED lighting, a Sonos sound system in the main living area and covered porch, renovated laundry room with new cabinetry and appliances, epoxy garage flooring, and a propane tankless water heater with gas supplied to the kitchen range and outdoor grill. Ideally located close to shopping, dining, and just minutes from world-renowned Siesta Beach and downtown Sarasota, this Oyster Bay Estates home offers a rare blend of character, privacy, and thoughtful updates in one of Sarasota’s most established neighborhoods. 3 Beds ⋅ 3 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code Located in the sought-after West of Trail neighborhood of Oyster Bay Estates, this beautifully updated residence sits on nearly one-third of an acre just around the corner from the historic Field Club. The home blends timeless architectural character with extensive recent improvements, creating a refined yet relaxed retreat close to Sarasota’s most desirable destinations. A beautifully landscaped yard and newly added covered front porch with brick pavers create inviting curb appeal and lead to a charming courtyard entry. Inside, the home showcases distinctive craftsmanship and warm architectural details, including Mexican tile floors, natural wood cabinetry and baseboards, exposed ceiling beams, plantation shutters, and hand-crafted clay sconces and pendant lighting. Fresh interior and exterior paint, updated trim, solid-core doors, and impact-rated windows and doors complement the home’s original character while adding modern comfort. The main living spaces flow naturally together, with the kitchen, dining area, and living room opening through walls of glass to the expansive screened lanai. A wood-burning fireplace with carved stone mantel anchors the living room, while a newly detailed tray ceiling adds architectural interest. The kitchen combines artisanal style with high-end functionality, offering custom wood cabinetry, updated countertops, an intricate ceiling detail, and premium appliances including a Sub-Zero refrigerator and Fisher & Paykel dual-fuel range with side-by-side ovens. Privately positioned, the primary suite features vaulted ceilings with exposed wood beams and sliding glass pocket doors that open directly to the pool terrace. Two walk-in closets with newly designed systems lead to the renovated primary bath, which offers dual vanities, private water closets, and a spacious walk-in shower. Two generously sized guest bedrooms provide comfortable accommodations, each with built-in closet systems and beautifully renovated en-suite baths, creating privacy for family and guests within the home’s traditional split floor plan. Outdoor living is designed for both relaxation and entertaining. The screened lanai surrounds a 40-by-14 heated pool framed by stone columns and generous covered seating areas with wood ceilings, while an Ipe wood open deck, fire pit, and lush tropical landscaping create a private backyard sanctuary. Additional improvements include updated plumbing and HVAC throughout, new ductwork and attic insulation, LED lighting, a Sonos sound system in the main living area and covered porch, renovated laundry room with new cabinetry and appliances, epoxy garage flooring, and a propane tankless water heater with gas supplied to the kitchen range and outdoor grill. Ideally located close to shopping, dining, and just minutes from world-renowned Siesta Beach and downtown Sarasota, this Oyster Bay Estates home offers a rare blend of character, privacy, and thoughtful updates in one of Sarasota’s most established neighborhoods. 1514 S Lake Shore Drive, Sarasota
$1,800,000 Rare Waterfront Lot with Direct Intracoastal and Easy Gulf Access. A Boater’s Dream in Baywood Colony. Discover a truly unique opportunity to build your custom waterfront retreat on this prime 0.36-acre lot in the highly desirable Baywood Colony. With direct views of the Intracoastal Waterway and breathtaking western sunsets, this Premium Lot offers the perfect combination of privacy, water access, and location. This exceptional lot is already equipped with a private dock, a 16,000 lb boat lift, a jet-ski lift, and a dredged passage—providing seamless access to the Gulf with no fixed bridges. It's a rare find for boating enthusiasts seeking convenience and open water freedom. The lot was previously improved with a home, and existing utilities remain on-site, potentially qualifying the buyer for reduced or waived impact fees for new construction. A standout feature is the transferable mangrove trimming permit, ensuring you’ll always enjoy unobstructed views across the Bay, a valuable and uncommon advantage for waterfront living. Ideally located just minutes from downtown Sarasota, Siesta Key Beach, and Sarasota Memorial Hospital, this homesite offers quick access to world-class dining, shopping, healthcare, and cultural experiences, all while providing a peaceful and private retreat. This is one of the few remaining waterfront parcels offering this level of access, infrastructure, and scenic beauty. Don’t miss your chance to create your dream home in one of Sarasota’s most coveted coastal enclaves. Baywood Colony SubDv. ⋅ 34231 Zip Code Rare Waterfront Lot with Direct Intracoastal and Easy Gulf Access. A Boater’s Dream in Baywood Colony. Discover a truly unique opportunity to build your custom waterfront retreat on this prime 0.36-acre lot in the highly desirable Baywood Colony. With direct views of the Intracoastal Waterway and breathtaking western sunsets, this Premium Lot offers the perfect combination of privacy, water access, and location. This exceptional lot is already equipped with a private dock, a 16,000 lb boat lift, a jet-ski lift, and a dredged passage—providing seamless access to the Gulf with no fixed bridges. It's a rare find for boating enthusiasts seeking convenience and open water freedom. The lot was previously improved with a home, and existing utilities remain on-site, potentially qualifying the buyer for reduced or waived impact fees for new construction. A standout feature is the transferable mangrove trimming permit, ensuring you’ll always enjoy unobstructed views across the Bay, a valuable and uncommon advantage for waterfront living. Ideally located just minutes from downtown Sarasota, Siesta Key Beach, and Sarasota Memorial Hospital, this homesite offers quick access to world-class dining, shopping, healthcare, and cultural experiences, all while providing a peaceful and private retreat. This is one of the few remaining waterfront parcels offering this level of access, infrastructure, and scenic beauty. Don’t miss your chance to create your dream home in one of Sarasota’s most coveted coastal enclaves. 5848 Tidewood Avenue, Sarasota
$1,775,000 The property in question is a large, vacant, and meticulously landscaped lot situated on the mainland of Sarasota. This exceptional lot offers western views over a serene lake, providing an idyllic setting for luxury home development. Importantly, the property is located in "X" a non-flood zone, ensuring peace of mind and added value for future homeowners. Key features of the property include: • Location: West of the Trail, Sarasota. (Oyster Bay Estates). • Views: Western views over a beautiful lake • Condition: Vacant, Cleared and landscaped • Safety: Situated in a non-flood zone This large lot represents a rare opportunity to develop a luxury home in one of Sarasota's most desirable neighborhoods. The combination of its prime location, serene views, and secure setting makes it an ideal investment for discerning builders and developers. Oyster Bay Estates SubDv. ⋅ 34231 Zip Code The property in question is a large, vacant, and meticulously landscaped lot situated on the mainland of Sarasota. This exceptional lot offers western views over a serene lake, providing an idyllic setting for luxury home development. Importantly, the property is located in "X" a non-flood zone, ensuring peace of mind and added value for future homeowners. Key features of the property include: • Location: West of the Trail, Sarasota. (Oyster Bay Estates). • Views: Western views over a beautiful lake • Condition: Vacant, Cleared and landscaped • Safety: Situated in a non-flood zone This large lot represents a rare opportunity to develop a luxury home in one of Sarasota's most desirable neighborhoods. The combination of its prime location, serene views, and secure setting makes it an ideal investment for discerning builders and developers. 1643 S Lakeshore Drive, Sarasota
$1,775,000 On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full interior transformation opened the home to light, flow and functionality. The newly relocated chef’s kitchen features bespoke cabinetry, premium finishes and a full suite of Thermador appliances, all thoughtfully positioned to overlook the tropical gardens. Wide-plank flooring carries through every room, complemented by exposed beams, curated lighting and refined architectural details. Every major system has been replaced or upgraded, including all-new HVAC, a tankless water heater, new plumbing and water lines, new insulation, and hurricane-rated windows, doors and sliders, ensuring enduring comfort and peace of mind. The home’s heart is its stunning sunroom, surrounded by glass and bathed in natural light, an ideal space for morning coffee, quiet reading or gathering with guests while taking in the lush, mature landscaping. Three beautifully redesigned baths, a gas fireplace, custom California Closets and a new laundry suite continue the theme of thoughtful luxury throughout. Outside, the home lives like a private botanical retreat. A full landscape redesign brought in layered tropical plantings, ambient lighting, new walkways and hardscape, all-new fencing and gates, and a pool with a replaced deck and rescreened cage. A new roof, fresh stucco exterior, carport enhancements and upgraded exterior lighting, complete the transformation. With its rare combination of single-level living, expansive grounds and meticulous top-to-bottom renovation, this Pine Bay Estates residence offers an inspired West of Trail lifestyle just moments from The Field Club, Southside Village, Siesta Key and Sarasota’s finest dining, beaches and marinas. 3 Beds ⋅ 3 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full interior transformation opened the home to light, flow and functionality. The newly relocated chef’s kitchen features bespoke cabinetry, premium finishes and a full suite of Thermador appliances, all thoughtfully positioned to overlook the tropical gardens. Wide-plank flooring carries through every room, complemented by exposed beams, curated lighting and refined architectural details. Every major system has been replaced or upgraded, including all-new HVAC, a tankless water heater, new plumbing and water lines, new insulation, and hurricane-rated windows, doors and sliders, ensuring enduring comfort and peace of mind. The home’s heart is its stunning sunroom, surrounded by glass and bathed in natural light, an ideal space for morning coffee, quiet reading or gathering with guests while taking in the lush, mature landscaping. Three beautifully redesigned baths, a gas fireplace, custom California Closets and a new laundry suite continue the theme of thoughtful luxury throughout. Outside, the home lives like a private botanical retreat. A full landscape redesign brought in layered tropical plantings, ambient lighting, new walkways and hardscape, all-new fencing and gates, and a pool with a replaced deck and rescreened cage. A new roof, fresh stucco exterior, carport enhancements and upgraded exterior lighting, complete the transformation. With its rare combination of single-level living, expansive grounds and meticulous top-to-bottom renovation, this Pine Bay Estates residence offers an inspired West of Trail lifestyle just moments from The Field Club, Southside Village, Siesta Key and Sarasota’s finest dining, beaches and marinas. 1621 Pine Bay Drive, Sarasota
$1,650,000 Multiple Offers. Seller requests highest and best offers by 8pm on May 10. Nestled behind the gates of The Landings, one of the only gated communities "West of the Trail", this custom Florida-style home offers the perfect blend of timeless elegance, spacious living, and an exceptional Sarasota lifestyle. Situated on a desirable corner lot with easy access to the members-only gate, this beautifully updated home spans more than 3,100 square feet and features four bedrooms, three-and-a-half baths, a three-car garage, bonus room, and an upstairs loft area ideal for flexible living. Designed with an open, airy feel and soaring high ceilings, the home is filled with natural light and inviting living spaces perfect for both everyday comfort and entertaining. The expansive screened lanai showcases two separate sitting areas, an outdoor kitchen, a large heated pool with recent resurfacing, and views of the spacious backyard, the benefits of being a corner lot, creating a true private retreat. Inside, the thoughtfully designed floor plan features a rare first-floor primary suite, a highly sought-after feature for a two-story home in The Landings. The updated kitchen is the heart of the home, complete with a large center island perfect for gathering with family and friends while creating lasting memories. Updated bathrooms, a cozy fireplace in the living room, fresh interior and exterior paint, further enhance the move-in-ready appeal of this exceptional property. Residents of The Landings enjoy tree-canopied streets, a private nature trail leading to Roberts Bay, and optional membership to the Landings Racquet Club, featuring tennis, pickle ball, a heated pool, fitness center, and clubhouse. This prestigious gated community of 702 residences borders the Intracoastal Waterway and spans 280 acres with stand-alone homes, villas, and town-homes surrounded by 75 acres of protected mangroves, nature preserves, walking trails, a gazebo, kayak launch, and butterfly garden. Take your golf cart to the Landings Shopping Center which features, Publix grocery store, Starbucks, and numerous dining options from breakfast hot spots to outstanding seafood options. Ideally located near A-rated schools, Southside Village, Sarasota Memorial Hospital, and Sarasota’s renowned dining, arts, and waterfront attractions, this is a rare opportunity to own a beautifully updated home in one of Sarasota’s most desirable gated communities. Located in flood zone X, the highest zone, no flood insurance required. 4 Beds ⋅ 4 Baths ⋅ Landings SubDv. ⋅ 34231 Zip Code Multiple Offers. Seller requests highest and best offers by 8pm on May 10. Nestled behind the gates of The Landings, one of the only gated communities "West of the Trail", this custom Florida-style home offers the perfect blend of timeless elegance, spacious living, and an exceptional Sarasota lifestyle. Situated on a desirable corner lot with easy access to the members-only gate, this beautifully updated home spans more than 3,100 square feet and features four bedrooms, three-and-a-half baths, a three-car garage, bonus room, and an upstairs loft area ideal for flexible living. Designed with an open, airy feel and soaring high ceilings, the home is filled with natural light and inviting living spaces perfect for both everyday comfort and entertaining. The expansive screened lanai showcases two separate sitting areas, an outdoor kitchen, a large heated pool with recent resurfacing, and views of the spacious backyard, the benefits of being a corner lot, creating a true private retreat. Inside, the thoughtfully designed floor plan features a rare first-floor primary suite, a highly sought-after feature for a two-story home in The Landings. The updated kitchen is the heart of the home, complete with a large center island perfect for gathering with family and friends while creating lasting memories. Updated bathrooms, a cozy fireplace in the living room, fresh interior and exterior paint, further enhance the move-in-ready appeal of this exceptional property. Residents of The Landings enjoy tree-canopied streets, a private nature trail leading to Roberts Bay, and optional membership to the Landings Racquet Club, featuring tennis, pickle ball, a heated pool, fitness center, and clubhouse. This prestigious gated community of 702 residences borders the Intracoastal Waterway and spans 280 acres with stand-alone homes, villas, and town-homes surrounded by 75 acres of protected mangroves, nature preserves, walking trails, a gazebo, kayak launch, and butterfly garden. Take your golf cart to the Landings Shopping Center which features, Publix grocery store, Starbucks, and numerous dining options from breakfast hot spots to outstanding seafood options. Ideally located near A-rated schools, Southside Village, Sarasota Memorial Hospital, and Sarasota’s renowned dining, arts, and waterfront attractions, this is a rare opportunity to own a beautifully updated home in one of Sarasota’s most desirable gated communities. Located in flood zone X, the highest zone, no flood insurance required. 4689 Pine Harrier Drive, Sarasota
$1,650,000 Waterfront Luxury Living at its Finest! Enjoy direct boat access to Gulf through Midnight Pass with no bridges to navigate under. This stunning canal-front estate offers the perfect blend of elegance, comfort, and functionality, all just minutes from Siesta Key and the best of Sarasota living. A private iron gate and paver driveway lead to a secluded courtyard, setting the tone for the luxurious living that awaits inside. Upon entering through etched glass double doors, you're greeted by soaring tray ceilings, custom architectural details, and a spacious open floor plan designed for both everyday relaxation and seamless entertainment. The great room is anchored by a striking European-style carved wood fireplace with a wine-making motif, creating a cozy focal point. Adjacent to the living area, the gourmet kitchen is a chef’s dream, featuring solid wood cabinetry, a copper sink, and a large granite bar with seating for six, plus an induction cooktop and separate oven. A butler’s pantry and an eat-in area overlooking the pool add convenience and charm. For more formal occasions, the dining room provides a view of the private courtyard. Designed with privacy in mind, the home boasts a split-floor plan, including a spacious owner’s suite with a newly renovated spa-inspired bathroom, complete with a custom tile walk-in shower, soaking tub, dual sinks with granite countertops, and built-in cabinetry. The walk-in closet offers custom organization, and the suite has direct access to the pool area through sliding glass doors. The second bedroom is handicap accessible with its own ensuite bathroom and pool access, while the third bedroom, currently used as a den, offers a Murphy bed and its own ensuite bathroom. The expansive living space extends outdoors through French doors leading to the oversized pool and spa, surrounded by lush tropical landscaping and offering stunning water views. A boater’s paradise, the private 65’ dock has room for two vessels with one in the 13,000 lb. lift and space for another boat or yacht along the dock, complete with shore power, freshwater, and night lighting. The canal has direct access to the Intracoastal Waterway. Additional features include tile and engineered hardwood floors, a large two-car garage with built-in storage, updated AC units, a new metal roof (2023), dual tankless water heaters, and modern pool equipment. This property is fully equipped with outdoor electrical, irrigation, and a dog run with fencing, ensuring comfort and convenience for all. Located in a coveted West of Trail neighborhood, this home offers unparalleled proximity to Siesta Key, Gulf Gate dining and shopping, and downtown Sarasota and Venice. This home sits on high ground and has never sustained any storm damage or flooding. Flood map indicates a 1% flood risk; owner is not required to carry flood insurance. This one-of-a-kind property truly offers the best of waterfront living—don’t miss the opportunity to make it yours! 3 Beds ⋅ 4 Baths ⋅ Buccaneer Bay SubDv. ⋅ 34231 Zip Code Waterfront Luxury Living at its Finest! Enjoy direct boat access to Gulf through Midnight Pass with no bridges to navigate under. This stunning canal-front estate offers the perfect blend of elegance, comfort, and functionality, all just minutes from Siesta Key and the best of Sarasota living. A private iron gate and paver driveway lead to a secluded courtyard, setting the tone for the luxurious living that awaits inside. Upon entering through etched glass double doors, you're greeted by soaring tray ceilings, custom architectural details, and a spacious open floor plan designed for both everyday relaxation and seamless entertainment. The great room is anchored by a striking European-style carved wood fireplace with a wine-making motif, creating a cozy focal point. Adjacent to the living area, the gourmet kitchen is a chef’s dream, featuring solid wood cabinetry, a copper sink, and a large granite bar with seating for six, plus an induction cooktop and separate oven. A butler’s pantry and an eat-in area overlooking the pool add convenience and charm. For more formal occasions, the dining room provides a view of the private courtyard. Designed with privacy in mind, the home boasts a split-floor plan, including a spacious owner’s suite with a newly renovated spa-inspired bathroom, complete with a custom tile walk-in shower, soaking tub, dual sinks with granite countertops, and built-in cabinetry. The walk-in closet offers custom organization, and the suite has direct access to the pool area through sliding glass doors. The second bedroom is handicap accessible with its own ensuite bathroom and pool access, while the third bedroom, currently used as a den, offers a Murphy bed and its own ensuite bathroom. The expansive living space extends outdoors through French doors leading to the oversized pool and spa, surrounded by lush tropical landscaping and offering stunning water views. A boater’s paradise, the private 65’ dock has room for two vessels with one in the 13,000 lb. lift and space for another boat or yacht along the dock, complete with shore power, freshwater, and night lighting. The canal has direct access to the Intracoastal Waterway. Additional features include tile and engineered hardwood floors, a large two-car garage with built-in storage, updated AC units, a new metal roof (2023), dual tankless water heaters, and modern pool equipment. This property is fully equipped with outdoor electrical, irrigation, and a dog run with fencing, ensuring comfort and convenience for all. Located in a coveted West of Trail neighborhood, this home offers unparalleled proximity to Siesta Key, Gulf Gate dining and shopping, and downtown Sarasota and Venice. This home sits on high ground and has never sustained any storm damage or flooding. Flood map indicates a 1% flood risk; owner is not required to carry flood insurance. This one-of-a-kind property truly offers the best of waterfront living—don’t miss the opportunity to make it yours! 1887 Buccaneer Circle, Sarasota
$1,600,000 Motivated seller and welcomes serious offers! This 5-bedroom single-family home on just under an acre in the heart of Sarasota is a rare find. The residence has been beautifully updated featuring a stunning, newly renovated kitchen with modern finishes, quality cabinetry, and generous space for cooking, gathering, and entertaining. The thoughtfully designed layout flows seamlessly, offering both comfortable everyday living and an ideal setting for hosting family and friends. Set on an incredibly hard-to-find .93 acres, the property provides exceptional privacy and outdoor enjoyment. The fully fenced yard offers security and peace of mind, while the heated pool creates the perfect space for year-round relaxation and entertaining. Located within an excellent school district and close to everything Sarasota has to offer, this home delivers the perfect blend of space, style, privacy, and location. 5 Beds ⋅ 4 Baths ⋅ Sesame Street SubDv. ⋅ 34231 Zip Code Motivated seller and welcomes serious offers! This 5-bedroom single-family home on just under an acre in the heart of Sarasota is a rare find. The residence has been beautifully updated featuring a stunning, newly renovated kitchen with modern finishes, quality cabinetry, and generous space for cooking, gathering, and entertaining. The thoughtfully designed layout flows seamlessly, offering both comfortable everyday living and an ideal setting for hosting family and friends. Set on an incredibly hard-to-find .93 acres, the property provides exceptional privacy and outdoor enjoyment. The fully fenced yard offers security and peace of mind, while the heated pool creates the perfect space for year-round relaxation and entertaining. Located within an excellent school district and close to everything Sarasota has to offer, this home delivers the perfect blend of space, style, privacy, and location. 2519 Sesame Street, Sarasota
$1,520,000 Virtually Staged. Welcome to 5166 Kestrel Park Terrace, an exceptional opportunity in the highly sought-after gated community of The Landings. Privately positioned on an oversized, fully fenced homesite, this expansive 3,993-square-foot residence offers impressive scale, an abundance of natural light and a thoughtfully designed single-level floor plan with tremendous potential to create a truly exceptional home. The residence features four bedrooms, three full baths and one half bath, arranged in a desirable split plan that provides privacy for each bedroom. Soaring 12-foot ceilings throughout enhance the home’s open, airy feel, while generous windows fill the interiors with natural light. The gracious formal living room with wet bar and separate formal dining room are ideal for entertaining. A spacious family room with a wood-burning fireplace provides a comfortable gathering space, while a private office and separate den offer flexibility for work, relaxation or additional living space. The generously proportioned kitchen features a large center island and abundant workspace, offering an excellent foundation for a beautifully redesigned chef’s kitchen. An adjoining breakfast area provides a casual dining space and opens to a private deck with convenient access for grilling. The home’s living spaces flow seamlessly to the expansive brick-paver lanai and private swimming pool, creating an inviting setting for outdoor living and entertaining. Surrounded by the privacy of the oversized, fenced property, the outdoor areas offer ample room to relax and enjoy the Florida lifestyle. Additional features include a three-car garage, a 2018 tile roof and whole home hurricane protection. With nearly 4,000 square feet of living space all on one level, this residence presents a wonderful opportunity to reimagine and renovate an exceptionally well-proportioned home to reflect today’s style and finishes. The spacious rooms, high ceilings, abundant natural light, private bedroom configuration and oversized homesite provide the ideal canvas for creating a beautifully customized residence with the feel of a new home. Located within The Landings, one of Sarasota’s most established and desirable communities, this home offers a rare combination of space, privacy, flexibility and potential in an exceptional setting. Residents enjoy exclusive access to the private Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms and a well-stocked library. The community also offers 24-hour security and a beautiful natural setting with access to Sarasota Bay, providing a distinctive lifestyle in the heart of Sarasota. 4 Beds ⋅ 4 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code Virtually Staged. Welcome to 5166 Kestrel Park Terrace, an exceptional opportunity in the highly sought-after gated community of The Landings. Privately positioned on an oversized, fully fenced homesite, this expansive 3,993-square-foot residence offers impressive scale, an abundance of natural light and a thoughtfully designed single-level floor plan with tremendous potential to create a truly exceptional home. The residence features four bedrooms, three full baths and one half bath, arranged in a desirable split plan that provides privacy for each bedroom. Soaring 12-foot ceilings throughout enhance the home’s open, airy feel, while generous windows fill the interiors with natural light. The gracious formal living room with wet bar and separate formal dining room are ideal for entertaining. A spacious family room with a wood-burning fireplace provides a comfortable gathering space, while a private office and separate den offer flexibility for work, relaxation or additional living space. The generously proportioned kitchen features a large center island and abundant workspace, offering an excellent foundation for a beautifully redesigned chef’s kitchen. An adjoining breakfast area provides a casual dining space and opens to a private deck with convenient access for grilling. The home’s living spaces flow seamlessly to the expansive brick-paver lanai and private swimming pool, creating an inviting setting for outdoor living and entertaining. Surrounded by the privacy of the oversized, fenced property, the outdoor areas offer ample room to relax and enjoy the Florida lifestyle. Additional features include a three-car garage, a 2018 tile roof and whole home hurricane protection. With nearly 4,000 square feet of living space all on one level, this residence presents a wonderful opportunity to reimagine and renovate an exceptionally well-proportioned home to reflect today’s style and finishes. The spacious rooms, high ceilings, abundant natural light, private bedroom configuration and oversized homesite provide the ideal canvas for creating a beautifully customized residence with the feel of a new home. Located within The Landings, one of Sarasota’s most established and desirable communities, this home offers a rare combination of space, privacy, flexibility and potential in an exceptional setting. Residents enjoy exclusive access to the private Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms and a well-stocked library. The community also offers 24-hour security and a beautiful natural setting with access to Sarasota Bay, providing a distinctive lifestyle in the heart of Sarasota. 5166 Kestral Park Terrace, Sarasota
$1,500,000 Rarely does a property combine tropical privacy, creek access, and an in town Sarasota location quite like this. Tucked within mature palms, bamboo, and towering oaks, this distinctive home offers deeded access to Philippi Creek with a shared private dock just steps from the backyard, perfect for launching a kayak or paddleboard and enjoying peaceful mornings on the water. Set within lush landscaping that creates a true sense of seclusion, the property feels like a private retreat while remaining minutes from the conveniences of the city. Expansive windows throughout the home frame the greenery and invite natural light into the living spaces, while wood look tile flooring in the main areas adds warmth and durability. Offering 3,439 square feet of living space, the home features four bedrooms and four bathrooms designed for both comfortable everyday living and effortless entertaining. The main floor includes three bedrooms and two full bathrooms, providing flexibility for family living, guests, or a home office. The main living areas overlook the pool and tropical backyard, creating a seamless connection between indoor and outdoor spaces. A versatile playroom or den just off the kitchen offers additional space for a media room, office, or casual gathering area. The kitchen blends style and function with marble countertops, glass front upper cabinetry, and thoughtful design details. Just beyond, the dining room features a built in buffet with marble counters, creating an inviting space for entertaining and hosting gatherings. An interior laundry room with built in cabinetry, sink, and wine cooler adds convenience and extra storage. The entire second floor is devoted to the spacious primary suite, creating a true private retreat within the home. The suite features with views of the creek, a large walk in closet, and a dedicated office space. Dual bathrooms with concrete walls and porcelain tile add a distinctive spa inspired design. Outdoor living is equally impressive. The heated pool is surrounded by lush professional landscaping with lighting and irrigation, creating a serene environment for relaxing or entertaining. A built in BBQ with storage, propane tank, and a fully fenced backyard enhance the outdoor lifestyle. Located near Phillippi Shores Elementary, Riverview High School, and the shops and restaurants of The Landings, this property offers the rare opportunity to enjoy a peaceful tropical setting with creek access while remaining close to everything Sarasota has to offer. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently. 4 Beds ⋅ 4 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code Rarely does a property combine tropical privacy, creek access, and an in town Sarasota location quite like this. Tucked within mature palms, bamboo, and towering oaks, this distinctive home offers deeded access to Philippi Creek with a shared private dock just steps from the backyard, perfect for launching a kayak or paddleboard and enjoying peaceful mornings on the water. Set within lush landscaping that creates a true sense of seclusion, the property feels like a private retreat while remaining minutes from the conveniences of the city. Expansive windows throughout the home frame the greenery and invite natural light into the living spaces, while wood look tile flooring in the main areas adds warmth and durability. Offering 3,439 square feet of living space, the home features four bedrooms and four bathrooms designed for both comfortable everyday living and effortless entertaining. The main floor includes three bedrooms and two full bathrooms, providing flexibility for family living, guests, or a home office. The main living areas overlook the pool and tropical backyard, creating a seamless connection between indoor and outdoor spaces. A versatile playroom or den just off the kitchen offers additional space for a media room, office, or casual gathering area. The kitchen blends style and function with marble countertops, glass front upper cabinetry, and thoughtful design details. Just beyond, the dining room features a built in buffet with marble counters, creating an inviting space for entertaining and hosting gatherings. An interior laundry room with built in cabinetry, sink, and wine cooler adds convenience and extra storage. The entire second floor is devoted to the spacious primary suite, creating a true private retreat within the home. The suite features with views of the creek, a large walk in closet, and a dedicated office space. Dual bathrooms with concrete walls and porcelain tile add a distinctive spa inspired design. Outdoor living is equally impressive. The heated pool is surrounded by lush professional landscaping with lighting and irrigation, creating a serene environment for relaxing or entertaining. A built in BBQ with storage, propane tank, and a fully fenced backyard enhance the outdoor lifestyle. Located near Phillippi Shores Elementary, Riverview High School, and the shops and restaurants of The Landings, this property offers the rare opportunity to enjoy a peaceful tropical setting with creek access while remaining close to everything Sarasota has to offer. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently. 2381 Florinda Street, Sarasota