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5830 Midnight Pass Road Unit 3, Sarasota

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value!

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest gulf side weekly rental property to the main public beach offering 3 swimming pools, grilling stations and shuffle board. Make this great property yours today at a value!

5830 Midnight Pass Road Unit 3, Sarasota

6267 Midnight Pass Road Unit 306, Sarasota

$630,000

Motivated Seller! Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery white quartz sands of Siesta Beach, this property grants you your own private deeded beach access where loungers are waiting for you. With the vibrant dining and shopping of the Village, this location cannot be beat. You can be picked up right at the front of the building with free transportation on the island. The split bedroom living space area features Italian porcelain tile flooring, crown molding, abundant natural light, hurricane impact windows throughout, NO popcorn ceilings here-smooth as butter, seamlessly flowing onto a private lanai where you can enjoy your morning coffee with a peaceful view of the courtyard, pool, pond, a peak of the Bay, and beautiful grounds. The community offers resort-style amenities, including two heated pools and hot tubs (one on the Bay side and one on the Gulf side), tennis courts, pickleball courts, a fitness center, shuffle board, fishing dock, grilling stations, library and a community room. You will have an assigned covered parking space under the building, ample additional parking for your guests and a storage unit for your beach toys. Excelsior Beach to Bay also has a management company on site to rent your unit while you are away for your convenience, if you choose to do so. You will love this close knit community and all the fun social events offered throughout the season. One week rentals now allowed outside of High Season! Call for your private showing today.

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Motivated Seller! Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery white quartz sands of Siesta Beach, this property grants you your own private deeded beach access where loungers are waiting for you. With the vibrant dining and shopping of the Village, this location cannot be beat. You can be picked up right at the front of the building with free transportation on the island. The split bedroom living space area features Italian porcelain tile flooring, crown molding, abundant natural light, hurricane impact windows throughout, NO popcorn ceilings here-smooth as butter, seamlessly flowing onto a private lanai where you can enjoy your morning coffee with a peaceful view of the courtyard, pool, pond, a peak of the Bay, and beautiful grounds. The community offers resort-style amenities, including two heated pools and hot tubs (one on the Bay side and one on the Gulf side), tennis courts, pickleball courts, a fitness center, shuffle board, fishing dock, grilling stations, library and a community room. You will have an assigned covered parking space under the building, ample additional parking for your guests and a storage unit for your beach toys. Excelsior Beach to Bay also has a management company on site to rent your unit while you are away for your convenience, if you choose to do so. You will love this close knit community and all the fun social events offered throughout the season. One week rentals now allowed outside of High Season! Call for your private showing today.

6267 Midnight Pass Road Unit 306, Sarasota

$1,250,000

This beautifully updated Siesta Key retreat lives far larger than its bedroom count suggests! Offering nearly 1,900 sq. ft. of single-level living on an oversized private lot, the home features expansive gathering spaces plus a light-filled sunroom/flex space currently enjoyed as a second living area and additional guest accommodations—ideal for hosting family and friends. Enjoy a private heated screened pool, 2-car garage, beautifully renovated interiors, new roof, impact-rated windows and NO HOA. Professionally decorated with an effortless coastal style, this home offers the space, privacy and flexibility that's increasingly hard to find on Siesta Key. Whether you're searching for a full-time residence or your own island retreat, there's room here to truly settle in and entertain. All just minutes from Siesta Village and the powder-white sands of Siesta Beach. Not a condo. Not a project. Your own private piece of Siesta Key. A pre-sale home inspection has been completed, providing added peace of mind, and the property is being offered turn-key and ready to enjoy. The seller is also offering a one-year home warranty with the sale.

2 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

This beautifully updated Siesta Key retreat lives far larger than its bedroom count suggests! Offering nearly 1,900 sq. ft. of single-level living on an oversized private lot, the home features expansive gathering spaces plus a light-filled sunroom/flex space currently enjoyed as a second living area and additional guest accommodations—ideal for hosting family and friends. Enjoy a private heated screened pool, 2-car garage, beautifully renovated interiors, new roof, impact-rated windows and NO HOA. Professionally decorated with an effortless coastal style, this home offers the space, privacy and flexibility that's increasingly hard to find on Siesta Key. Whether you're searching for a full-time residence or your own island retreat, there's room here to truly settle in and entertain. All just minutes from Siesta Village and the powder-white sands of Siesta Beach. Not a condo. Not a project. Your own private piece of Siesta Key. A pre-sale home inspection has been completed, providing added peace of mind, and the property is being offered turn-key and ready to enjoy. The seller is also offering a one-year home warranty with the sale.

5128 Oxford Drive, Sarasota

6154 Midnight Pass Road Unit B1, Sarasota

$595,000

BEACH DAYS, GULF SUNSETS, AND A REDUCED PRICE—WELCOME TO CASA BLANCA! Discover easy island living in this beautifully renovated, TURNKEY FURNISHED 2-bedroom, 1-bath villa in Casa Blanca, one of Siesta Key’s most desirable beachfront communities. Ideally situated on the Gulf side of Midnight Pass Road, this inviting retreat is just steps from the powdery white quartz sands and turquoise waters of Crescent Beach. With Point of Rocks nearby, enjoy days filled with beach walks, shelling, snorkeling, and swimming, followed by spectacular sunsets over the Gulf. Remodeled from top to bottom, this move-in-ready villa combines coastal style with everyday comfort. A bright, open floor plan, tile flooring throughout, and stylish coastal finishes create a welcoming atmosphere, while impact-rated windows and doors add to the home’s appeal. The updated kitchen features GE appliances, and the beautifully renovated bathroom completes this thoughtfully refreshed retreat. Simply unpack and start enjoying carefree island living! The location within Casa Blanca makes it easy to enjoy the community, with the pool, clubhouse, and BEACH just a short stroll away. Looking for a property that offers both personal enjoyment and rental flexibility? Casa Blanca’s desirable 5- to 7-day minimum rental policy makes this villa an appealing option for a vacation getaway, investment property, seasonal retreat, or full-time island home. Leave the car behind and explore the best of Siesta Key! The nearby trolley provides convenient access to Siesta Key Village, restaurants, shopping, entertainment, and waterfront dining, making it easy to fill your days with everything you love about the island. With one of the world’s most beautiful beaches just steps away, your little piece of paradise is waiting. Don’t miss this opportunity—schedule your private showing today!

2 Beds ⋅ 1 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code

BEACH DAYS, GULF SUNSETS, AND A REDUCED PRICE—WELCOME TO CASA BLANCA! Discover easy island living in this beautifully renovated, TURNKEY FURNISHED 2-bedroom, 1-bath villa in Casa Blanca, one of Siesta Key’s most desirable beachfront communities. Ideally situated on the Gulf side of Midnight Pass Road, this inviting retreat is just steps from the powdery white quartz sands and turquoise waters of Crescent Beach. With Point of Rocks nearby, enjoy days filled with beach walks, shelling, snorkeling, and swimming, followed by spectacular sunsets over the Gulf. Remodeled from top to bottom, this move-in-ready villa combines coastal style with everyday comfort. A bright, open floor plan, tile flooring throughout, and stylish coastal finishes create a welcoming atmosphere, while impact-rated windows and doors add to the home’s appeal. The updated kitchen features GE appliances, and the beautifully renovated bathroom completes this thoughtfully refreshed retreat. Simply unpack and start enjoying carefree island living! The location within Casa Blanca makes it easy to enjoy the community, with the pool, clubhouse, and BEACH just a short stroll away. Looking for a property that offers both personal enjoyment and rental flexibility? Casa Blanca’s desirable 5- to 7-day minimum rental policy makes this villa an appealing option for a vacation getaway, investment property, seasonal retreat, or full-time island home. Leave the car behind and explore the best of Siesta Key! The nearby trolley provides convenient access to Siesta Key Village, restaurants, shopping, entertainment, and waterfront dining, making it easy to fill your days with everything you love about the island. With one of the world’s most beautiful beaches just steps away, your little piece of paradise is waiting. Don’t miss this opportunity—schedule your private showing today!

6154 Midnight Pass Road Unit B1, Sarasota

6910 Midnight Pass Road Unit A, Sarasota

$2,750,000

There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

6910 Midnight Pass Road Unit A, Sarasota

6910 Midnight Pass Road Unit B, Sarasota

$2,750,000

There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

5 Beds ⋅ 7 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.

6910 Midnight Pass Road Unit B, Sarasota

$610,000

Wake up to breathtaking uninterrupted Gulf views, watch as dolphins swim and boats pass, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in Sea Village, a small community located exactly 1 mile north of Siesta Key Village and 1 mile from the #1 Beach in America Unobstructed GULF VIEWS are forever YOURS! Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This unit has a new A/C (2025), brand new Washer/Dryer (2026), is MOVE IN READY and can come partially furnished if you wish (a full list of items is available). HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Bike, walk, or use your golf cart to get around the island, and a free trolley stop is nearby. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. The complex is PET FRIENDLY and offers two heated Gulf Front pools and a brand-new fishing dock. All assessments have been paid. This exceptional unit has had just one owner and has been in the family since the complex was built. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops, and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, Downtown Sarasota, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential. This is the BEST PRICED GULF-FRONT CONDO on SIESTA KEY, with the LOWEST HOA.

2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code

Wake up to breathtaking uninterrupted Gulf views, watch as dolphins swim and boats pass, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in Sea Village, a small community located exactly 1 mile north of Siesta Key Village and 1 mile from the #1 Beach in America Unobstructed GULF VIEWS are forever YOURS! Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This unit has a new A/C (2025), brand new Washer/Dryer (2026), is MOVE IN READY and can come partially furnished if you wish (a full list of items is available). HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Bike, walk, or use your golf cart to get around the island, and a free trolley stop is nearby. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. The complex is PET FRIENDLY and offers two heated Gulf Front pools and a brand-new fishing dock. All assessments have been paid. This exceptional unit has had just one owner and has been in the family since the complex was built. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops, and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, Downtown Sarasota, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential. This is the BEST PRICED GULF-FRONT CONDO on SIESTA KEY, with the LOWEST HOA.

4660 Ocean Boulevard Unit Q2, Sarasota

5830 Midnight Pass Road Unit 48, Sarasota

$558,000

Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.

5830 Midnight Pass Road Unit 48, Sarasota

1250 N Portofino Drive Unit 202, Sarasota

$469,900

This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views. Included in the many amenities are a heated pool, shuffleboard, library and a fitness area. Feel free to participate in movie night, Tai Chi and Happy Hour along with many other activities offered at the clubhouse. Are you a boater? Siesta Harbor is one of the few condos on Siesta Key that offers a boat dock with deep water, for those interested in this bonus extra. If you wish to walk to the beautiful Siesta Key beach, voted best beach in the USA and the world, private access right across the street through a deeded access. Siesta Harbor keeps its grounds and buildings well maintained, recently updated with new roofs and updated common areas. This unit is a must have, with the deep water of the Intracoastal Waterway right in your backyard, the peaceful and serene atmosphere of the area, the beautiful beach just a shore walk away and it can be an income producer should that be something you want to consider.

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty of light. Step out onto one of the balcony’s to view the peaceful water, boats going by and you may see dolphins playing while you are enjoying your morning beverage. This community offers more than just serene water views. Included in the many amenities are a heated pool, shuffleboard, library and a fitness area. Feel free to participate in movie night, Tai Chi and Happy Hour along with many other activities offered at the clubhouse. Are you a boater? Siesta Harbor is one of the few condos on Siesta Key that offers a boat dock with deep water, for those interested in this bonus extra. If you wish to walk to the beautiful Siesta Key beach, voted best beach in the USA and the world, private access right across the street through a deeded access. Siesta Harbor keeps its grounds and buildings well maintained, recently updated with new roofs and updated common areas. This unit is a must have, with the deep water of the Intracoastal Waterway right in your backyard, the peaceful and serene atmosphere of the area, the beautiful beach just a shore walk away and it can be an income producer should that be something you want to consider.

1250 N Portofino Drive Unit 202, Sarasota

$2,850,000

Positioned on one of Siesta Key’s most iconic and sought-after residential streets, this extraordinary property presents a rare opportunity to create a custom coastal estate in the heart of one of America’s most celebrated beach destinations. Encompassing approximately 0.59 acres, the property offers 55 feet of waterfront frontage on Hansen Bayou, complete with a private dock and boat lift, creating an exceptional setting for boating, kayaking, paddleboarding and effortless access to Sarasota’s sparkling waterways. Set along a private, tree-lined street on the coveted north end of Siesta Key, the property captures the essence of relaxed yet refined island living. Just moments away, Siesta Key’s world-renowned shoreline, celebrated for its powder-soft quartz sand and consistently ranked among the nation’s top beaches, offers the quintessential Gulf Coast lifestyle buyers travel from around the world to experience. From morning walks along turquoise waters to sunset dinners overlooking the Gulf, this is a location designed around everyday luxury and unforgettable coastal living. The expansive homesite provides the flexibility and scale to design and build a truly remarkable dream residence tailored to your vision, whether a modern coastal retreat, timeless island-inspired estate or multi-generational waterfront compound. With four platted lots already in place, the property also presents unique development potential rarely found on Siesta Key. Ideally located near the Siesta Key North Bridge, the property offers convenient access to downtown Sarasota, St. Armands Circle, Southside Village and Sarasota’s renowned arts, dining and cultural scene while still maintaining the privacy and serenity that define north Siesta Key living. This is more than a homesite, it is an opportunity to build a legacy property in one of Florida’s most coveted waterfront communities.

Roberts Point SubDv. ⋅ 34242 Zip Code

Positioned on one of Siesta Key’s most iconic and sought-after residential streets, this extraordinary property presents a rare opportunity to create a custom coastal estate in the heart of one of America’s most celebrated beach destinations. Encompassing approximately 0.59 acres, the property offers 55 feet of waterfront frontage on Hansen Bayou, complete with a private dock and boat lift, creating an exceptional setting for boating, kayaking, paddleboarding and effortless access to Sarasota’s sparkling waterways. Set along a private, tree-lined street on the coveted north end of Siesta Key, the property captures the essence of relaxed yet refined island living. Just moments away, Siesta Key’s world-renowned shoreline, celebrated for its powder-soft quartz sand and consistently ranked among the nation’s top beaches, offers the quintessential Gulf Coast lifestyle buyers travel from around the world to experience. From morning walks along turquoise waters to sunset dinners overlooking the Gulf, this is a location designed around everyday luxury and unforgettable coastal living. The expansive homesite provides the flexibility and scale to design and build a truly remarkable dream residence tailored to your vision, whether a modern coastal retreat, timeless island-inspired estate or multi-generational waterfront compound. With four platted lots already in place, the property also presents unique development potential rarely found on Siesta Key. Ideally located near the Siesta Key North Bridge, the property offers convenient access to downtown Sarasota, St. Armands Circle, Southside Village and Sarasota’s renowned arts, dining and cultural scene while still maintaining the privacy and serenity that define north Siesta Key living. This is more than a homesite, it is an opportunity to build a legacy property in one of Florida’s most coveted waterfront communities.

Roberts Point Road, Sarasota

$4,795,000

Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors. Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic. The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage. Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment. Additional features include: • Approximately 4,300 square feet under roof • Elevated construction designed to current Florida wind and flood standards • Resort-inspired courtyard pool and outdoor entertaining spaces • Large covered terraces and second-floor balcony areas • Custom landscaping and curated architectural detailing throughout • Oversized glass openings designed to maximize natural light • Two-story floor plan with private guest accommodations A thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations. Estimated completion: Winter 2026. For additional renderings, floor plans, and project details, visit: 4857PrimrosePath dotc0m

4 Beds ⋅ 5 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors. Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic. The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage. Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment. Additional features include: • Approximately 4,300 square feet under roof • Elevated construction designed to current Florida wind and flood standards • Resort-inspired courtyard pool and outdoor entertaining spaces • Large covered terraces and second-floor balcony areas • Custom landscaping and curated architectural detailing throughout • Oversized glass openings designed to maximize natural light • Two-story floor plan with private guest accommodations A thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations. Estimated completion: Winter 2026. For additional renderings, floor plans, and project details, visit: 4857PrimrosePath dotc0m

4857 Primrose Path, Sarasota

5830 Midnight Pass Road Unit 29, Sarasota

$525,000

SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

5830 Midnight Pass Road Unit 29, Sarasota

$8,950,000

Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

6 Beds ⋅ 8 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code

Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

1249 S Basin Lane, Sarasota

$2,675,000

Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought- after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four- bedroom, fourand-a-half-bathroom home is a masterpiece of refined design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indooroutdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!

4 Beds ⋅ 4 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code

Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought- after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four- bedroom, fourand-a-half-bathroom home is a masterpiece of refined design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indooroutdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!

6901 Bochi Circle, Sarasota

$2,800,000

Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar-white sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four-bedroom, four- and-a-half-bathroom home is a masterpiece of sophisticated design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indoor- outdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!

4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code

Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar-white sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four-bedroom, four- and-a-half-bathroom home is a masterpiece of sophisticated design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indoor- outdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!

6907 Bochi Circle, Sarasota

$1,900,000

Short Sale. Lot currently has slab in place but building stopped. Plans could be taken over and completed and build your own dream home on Siesta Key. Short walk to the village and all it has to offer. Pics are the rendering of the permitted house to be built.

Harmony Sub SubDv. ⋅ 34242 Zip Code

Short Sale. Lot currently has slab in place but building stopped. Plans could be taken over and completed and build your own dream home on Siesta Key. Short walk to the village and all it has to offer. Pics are the rendering of the permitted house to be built.

4838 Higel Avenue, Sarasota

$2,550,000

This version sells privacy, scarcity, design, and effortless service first. The rental history supports the value proposition without cheapening the residence. A rare opportunity within Ten35 Seaside, the newest boutique Gulf-front community on South Siesta Key. Residence #308 offers an elevated coastal lifestyle defined by contemporary design, exceptional amenities, private beach access, and the personalized atmosphere discerning buyers seek from an intimate luxury property. This beautifully appointed 2-bedroom, 2.5-bath residence pairs refined interiors with effortless lock-and-leave living. An open, light-filled floor plan features Wolf and Sub-Zero appliances, custom cabinetry, designer finishes, and expansive sliding glass doors that extend the living space onto a private terrace. The spacious primary suite is a serene retreat with a spa-inspired bath and walk-in closet, while the guest suite—enhanced by custom built-in bunk beds—provides stylish flexibility for family and guests. Ten35 Seaside delivers a resort-caliber experience with direct private beach access, a Gulf-front pool and spa, fitness center, private cabanas, and a more intimate alternative to Siesta Key’s larger condominium communities. Its coveted south-key location offers convenient access to Siesta Key Village, acclaimed dining, shopping, boating, and downtown Sarasota. Beyond its lifestyle appeal, the residence offers compelling financial flexibility. It generated more than $164,800 in gross rental income and has already recorded over $101,000 in 2026, providing documented performance that may help offset ownership expenses while preserving the opportunity for personal enjoyment. For the buyer seeking a beachfront retreat, second residence, or luxury property with established rental demand, Residence #308 presents a distinctive combination of newer construction, boutique exclusivity, Gulf-front amenities, and proven income performance in one of Florida’s most celebrated coastal destinations. Buyer shall independently verify rental policies and income history, association information, room dimensions, and all property details deemed material.

2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

This version sells privacy, scarcity, design, and effortless service first. The rental history supports the value proposition without cheapening the residence. A rare opportunity within Ten35 Seaside, the newest boutique Gulf-front community on South Siesta Key. Residence #308 offers an elevated coastal lifestyle defined by contemporary design, exceptional amenities, private beach access, and the personalized atmosphere discerning buyers seek from an intimate luxury property. This beautifully appointed 2-bedroom, 2.5-bath residence pairs refined interiors with effortless lock-and-leave living. An open, light-filled floor plan features Wolf and Sub-Zero appliances, custom cabinetry, designer finishes, and expansive sliding glass doors that extend the living space onto a private terrace. The spacious primary suite is a serene retreat with a spa-inspired bath and walk-in closet, while the guest suite—enhanced by custom built-in bunk beds—provides stylish flexibility for family and guests. Ten35 Seaside delivers a resort-caliber experience with direct private beach access, a Gulf-front pool and spa, fitness center, private cabanas, and a more intimate alternative to Siesta Key’s larger condominium communities. Its coveted south-key location offers convenient access to Siesta Key Village, acclaimed dining, shopping, boating, and downtown Sarasota. Beyond its lifestyle appeal, the residence offers compelling financial flexibility. It generated more than $164,800 in gross rental income and has already recorded over $101,000 in 2026, providing documented performance that may help offset ownership expenses while preserving the opportunity for personal enjoyment. For the buyer seeking a beachfront retreat, second residence, or luxury property with established rental demand, Residence #308 presents a distinctive combination of newer construction, boutique exclusivity, Gulf-front amenities, and proven income performance in one of Florida’s most celebrated coastal destinations. Buyer shall independently verify rental policies and income history, association information, room dimensions, and all property details deemed material.

1035 Seaside Drive Unit 308, Sarasota

$3,950,000

Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

4 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code

Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

847 Freeling Drive, Sarasota

$599,000

Auction Property. This property has been identified for auction and the seller will transition the property to an auction if not under contract by the deadline of Nov 20th. Please make all offers by Nov 19th and the seller will consider all offers. Submit your offer TODAY and take advantage of this incredible investment opportunity before it’s gone!!

4 Beds ⋅ 2 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code

Auction Property. This property has been identified for auction and the seller will transition the property to an auction if not under contract by the deadline of Nov 20th. Please make all offers by Nov 19th and the seller will consider all offers. Submit your offer TODAY and take advantage of this incredible investment opportunity before it’s gone!!

749 Siesta Drive, Sarasota

$1,490,000

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

2 Beds ⋅ 2 Baths ⋅ Heron Lagoon Lodge Sub SubDv. ⋅ 34242 Zip Code

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

8456 Midnight Pass Road, Sarasota

6334 Midnight Pass Road Unit 41, Sarasota

$624,000

Siesta Royale is a Beachfront complex on Siesta Key located on the world famous Crescent Beach. This unit is Located right by the pool and close to the beach. This unit has been updated with High end laminant flooring throughout, new appiances, Granite counters and all new impact windows with beautiful finishing touches that makes you feel like you are really on vacation. Perfect for investment or full time use, Parking right outside unit, No stairs. This complex is close to many retaurants, boating, parasailng and shopping. This unit has a good rental histoy with steady rentals though out the year. Dont miss this one.

1 Beds ⋅ 1 Baths ⋅ Siesta Royale SubDv. ⋅ 34242 Zip Code

Siesta Royale is a Beachfront complex on Siesta Key located on the world famous Crescent Beach. This unit is Located right by the pool and close to the beach. This unit has been updated with High end laminant flooring throughout, new appiances, Granite counters and all new impact windows with beautiful finishing touches that makes you feel like you are really on vacation. Perfect for investment or full time use, Parking right outside unit, No stairs. This complex is close to many retaurants, boating, parasailng and shopping. This unit has a good rental histoy with steady rentals though out the year. Dont miss this one.

6334 Midnight Pass Road Unit 41, Sarasota

$1,800,000

Make Florida home by Dec. 31 and get the bigger 2027 homestead exemption. Wait until 2027 and it’s a 4-year wait! No HOA, weekly rentals permitted, sold turnkey, and plenty of room for everyone on Siesta Key! Situated on an oversized double lot, 3515 La Paloma offers 5 bedrooms, 3 bathrooms, and a detached guest suite, all just minutes from world-famous Siesta Key Beach, Siesta Village, and the north bridge. This updated property features an inviting layout, a well-appointed kitchen with granite countertops and stainless steel appliances, and spacious living areas ideal for relaxing and entertaining. Step outside to your own private tropical retreat, complete with a screened, heated saltwater pool and spa, covered patio, and outdoor grilling area perfect for enjoying the Florida lifestyle year-round. Overlooking the pool, the detached guest suite features its own private bathroom, offering added flexibility for visiting family, guests, a home office, or potential rental income. With no HOA, no association approval required, and a one-week minimum rental period, this property offers exceptional flexibility and investment potential. Featuring a proven vacation rental history and offered fully turnkey, it’s ready for immediate enjoyment or continued rental use. Whether you’re searching for a primary residence, a vacation getaway, or an income-producing investment on Siesta Key, 3515 La Paloma delivers the space, location, and versatility to make it happen. Schedule your private showing today!

5 Beds ⋅ 3 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Make Florida home by Dec. 31 and get the bigger 2027 homestead exemption. Wait until 2027 and it’s a 4-year wait! No HOA, weekly rentals permitted, sold turnkey, and plenty of room for everyone on Siesta Key! Situated on an oversized double lot, 3515 La Paloma offers 5 bedrooms, 3 bathrooms, and a detached guest suite, all just minutes from world-famous Siesta Key Beach, Siesta Village, and the north bridge. This updated property features an inviting layout, a well-appointed kitchen with granite countertops and stainless steel appliances, and spacious living areas ideal for relaxing and entertaining. Step outside to your own private tropical retreat, complete with a screened, heated saltwater pool and spa, covered patio, and outdoor grilling area perfect for enjoying the Florida lifestyle year-round. Overlooking the pool, the detached guest suite features its own private bathroom, offering added flexibility for visiting family, guests, a home office, or potential rental income. With no HOA, no association approval required, and a one-week minimum rental period, this property offers exceptional flexibility and investment potential. Featuring a proven vacation rental history and offered fully turnkey, it’s ready for immediate enjoyment or continued rental use. Whether you’re searching for a primary residence, a vacation getaway, or an income-producing investment on Siesta Key, 3515 La Paloma delivers the space, location, and versatility to make it happen. Schedule your private showing today!

3515 La Paloma Avenue, Sarasota

1206 Siesta Bayside Drive Unit 1206B, Sarasota

$895,000

Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay Club Bayside community on Siesta Key. Just minutes from the world-renowned beaches and Siesta Key Village, this property offers the perfect blend of relaxation and convenience to shopping, dining and entertainment. This turn-key furnished 3-bedroom, 2-bathroom townhome is thoughtfully designed for both comfort and functionality, featuring a desirable first-floor primary suite complete with a spacious walk-in closet and a beautifully updated en-suite bathroom showcasing a stunning marble walk-in shower. The third floor offers two spacious bedrooms along with a full bathroom featuring dual vanity sinks and a walk-in shower, providing a private and comfortable retreat for guests or family. The residence offers a light-filled, open layout enhanced by luxury vinyl plank flooring throughout, creating a modern and cohesive feel. The well-equipped kitchen is outfitted with stainless steel appliances and includes a charming breakfast nook—perfect for casual dining—while the living and dining room combination flows seamlessly to a beautiful screened-in lanai overlooking the pool, tennis courts, and lake—ideal for relaxing or entertaining in a serene setting. Gulf and Bay Club Bayside residents enjoy resort-style amenities, including a pool, clubhouse, fitness center, tennis courts, and private deeded beach access just minutes away. With weekly rentals allowed, this property presents an outstanding opportunity for investors seeking strong income potential or buyers looking for a flexible vacation home.

3 Beds ⋅ 2 Baths ⋅ 0222 Beach Rd SubDv. ⋅ 34242 Zip Code

Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay Club Bayside community on Siesta Key. Just minutes from the world-renowned beaches and Siesta Key Village, this property offers the perfect blend of relaxation and convenience to shopping, dining and entertainment. This turn-key furnished 3-bedroom, 2-bathroom townhome is thoughtfully designed for both comfort and functionality, featuring a desirable first-floor primary suite complete with a spacious walk-in closet and a beautifully updated en-suite bathroom showcasing a stunning marble walk-in shower. The third floor offers two spacious bedrooms along with a full bathroom featuring dual vanity sinks and a walk-in shower, providing a private and comfortable retreat for guests or family. The residence offers a light-filled, open layout enhanced by luxury vinyl plank flooring throughout, creating a modern and cohesive feel. The well-equipped kitchen is outfitted with stainless steel appliances and includes a charming breakfast nook—perfect for casual dining—while the living and dining room combination flows seamlessly to a beautiful screened-in lanai overlooking the pool, tennis courts, and lake—ideal for relaxing or entertaining in a serene setting. Gulf and Bay Club Bayside residents enjoy resort-style amenities, including a pool, clubhouse, fitness center, tennis courts, and private deeded beach access just minutes away. With weekly rentals allowed, this property presents an outstanding opportunity for investors seeking strong income potential or buyers looking for a flexible vacation home.

1206 Siesta Bayside Drive Unit 1206B, Sarasota

$1,600,000

A rare offering on the south end of Siesta Key, this 0.25-acre waterfront lot on Blind Pass delivers an exceptional canvas for coastal living and development. With protected water frontage and direct access leading out to Sarasota Bay, the location is ideal for enjoying the area’s incredible boating, fishing, kayaking and the breathtaking sunsets that paint the sky each evening. Property offers outstanding flexibility, whether you envision a multi-residence project, luxury townhomes, or creating an island paradise ideal for a family vacation compound. Just three minutes from world-famous, white-sand Siesta Key Beaches, this site also provides convenient access with a short drive to Siesta Key Village, known for its shopping and dining. Only a bridge away from the mainland, you’re close to all Sarasota has to offer, including cultural venues, marinas and urban conveniences. A standout waterfront opportunity in one of Sarasota’s desirable coastal corridors.

Siesta Key SubDv. ⋅ 34242 Zip Code

A rare offering on the south end of Siesta Key, this 0.25-acre waterfront lot on Blind Pass delivers an exceptional canvas for coastal living and development. With protected water frontage and direct access leading out to Sarasota Bay, the location is ideal for enjoying the area’s incredible boating, fishing, kayaking and the breathtaking sunsets that paint the sky each evening. Property offers outstanding flexibility, whether you envision a multi-residence project, luxury townhomes, or creating an island paradise ideal for a family vacation compound. Just three minutes from world-famous, white-sand Siesta Key Beaches, this site also provides convenient access with a short drive to Siesta Key Village, known for its shopping and dining. Only a bridge away from the mainland, you’re close to all Sarasota has to offer, including cultural venues, marinas and urban conveniences. A standout waterfront opportunity in one of Sarasota’s desirable coastal corridors.

9244 Midnight Pass Road, Sarasota

$500,000

Virtually Staged. Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak storage - all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

Virtually Staged. Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak storage - all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

225 Hourglass Way Unit 106, Sarasota

8635 Midnight Pass Road Unit 201C, Sarasota

$579,999

Discover coastal living in this fully furnished, second-floor end unit at Bay Tree. With abundant natural light and a spacious, open layout, this two-bedroom, two-bath condo offers a welcoming place to relax, entertain, and enjoy Siesta Key. Step onto the private lanai and take in serene Intracoastal views. Inside, the living and dining areas flow together, while the split floor plan places the bedrooms on opposite sides of the main living space for added privacy. The kitchen features granite countertops, stainless steel appliances, and shaker cabinets with soft-close features. The primary bedroom offers a walk-in closet and an en-suite bath, while the second bedroom provides comfortable accommodations for guests. Hurricane-impact windows complement this coastal retreat. Bay Tree’s Gulf-to-Bay setting lets you enjoy both sides of Siesta Key. The beach is just a short stroll away, and the condo includes an assigned beach storage cabana for chairs, umbrellas, bikes, and other essentials, plus an assigned parking space. Spend the afternoon by one of the community’s two heated pools, gather at the barbecue areas, launch a kayak, or enjoy the view from the fishing pier. For boating enthusiasts, boat slips are offered subject to availability, with access to the Intracoastal Waterway and a route through Midnight Pass to the Gulf, subject to navigable conditions. For owners interested in rental opportunities, Bay Tree is a popular vacation rental community (January thru April -- Minimum rental period - One Month May thru December | Minimum rental period - Two Weeks). Enjoy the condo as your own getaway and explore the option to rent it when you’re away. The community has completed its milestone inspection, and monthly fees include common area insurance, common area flood insurance, an annual A/C inspection, and an onsite property manager. A nearby free trolley stop makes it easy to visit Siesta Village’s restaurants and shops or spend the day on Siesta Key Beach’s famous white quartz sand, without the hassle of finding parking. Whether you’re looking for a personal retreat, a flexible vacation property, or a place to enjoy the Siesta Key lifestyle, this furnished Bay Tree end unit is ready to welcome you. Schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code

Discover coastal living in this fully furnished, second-floor end unit at Bay Tree. With abundant natural light and a spacious, open layout, this two-bedroom, two-bath condo offers a welcoming place to relax, entertain, and enjoy Siesta Key. Step onto the private lanai and take in serene Intracoastal views. Inside, the living and dining areas flow together, while the split floor plan places the bedrooms on opposite sides of the main living space for added privacy. The kitchen features granite countertops, stainless steel appliances, and shaker cabinets with soft-close features. The primary bedroom offers a walk-in closet and an en-suite bath, while the second bedroom provides comfortable accommodations for guests. Hurricane-impact windows complement this coastal retreat. Bay Tree’s Gulf-to-Bay setting lets you enjoy both sides of Siesta Key. The beach is just a short stroll away, and the condo includes an assigned beach storage cabana for chairs, umbrellas, bikes, and other essentials, plus an assigned parking space. Spend the afternoon by one of the community’s two heated pools, gather at the barbecue areas, launch a kayak, or enjoy the view from the fishing pier. For boating enthusiasts, boat slips are offered subject to availability, with access to the Intracoastal Waterway and a route through Midnight Pass to the Gulf, subject to navigable conditions. For owners interested in rental opportunities, Bay Tree is a popular vacation rental community (January thru April -- Minimum rental period - One Month May thru December | Minimum rental period - Two Weeks). Enjoy the condo as your own getaway and explore the option to rent it when you’re away. The community has completed its milestone inspection, and monthly fees include common area insurance, common area flood insurance, an annual A/C inspection, and an onsite property manager. A nearby free trolley stop makes it easy to visit Siesta Village’s restaurants and shops or spend the day on Siesta Key Beach’s famous white quartz sand, without the hassle of finding parking. Whether you’re looking for a personal retreat, a flexible vacation property, or a place to enjoy the Siesta Key lifestyle, this furnished Bay Tree end unit is ready to welcome you. Schedule your showing today!

8635 Midnight Pass Road Unit 201C, Sarasota

6154 Midnight Pass Road Unit A-05, Sarasota

$595,000

PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched value! Casa Blanca is a charming Gulf-side community with a mix of cozy villas and a three-story beachfront building overlooking the Siesta Key’s world famous Crescent Beach. This residence features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends, family or neighbors. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from your front door. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south village, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.

2 Beds ⋅ 2 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code

PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched value! Casa Blanca is a charming Gulf-side community with a mix of cozy villas and a three-story beachfront building overlooking the Siesta Key’s world famous Crescent Beach. This residence features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends, family or neighbors. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from your front door. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south village, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.

6154 Midnight Pass Road Unit A-05, Sarasota

$1,299,000

A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot property in Heron Lagoon presents a rare opportunity to own in one of Siesta Key’s most intimate waterfront communities. The existing residence offers the potential to renovate or personalize, all while enjoying a tranquil lagoon setting. The property features a resort-style pool already in place which will need rehabbed, creating a strong foundation for an upgraded outdoor living space. With thoughtful improvements, this home can be transformed into a private coastal retreat that embraces indoor-outdoor living. Set within an exclusive enclave of just 13 homes — while this is 1 of 6 located on the water — residents enjoy a quiet, low-HOA community with direct access to kayaking, paddleboarding, fishing, and birdwatching. Private bridge access leads to a short stroll to Siesta Key’s world-renowned quartz-crystal beaches. The private beach cabana has been beautifully restored and is fully functioning, offering a unique amenity just steps from the private beach area. It is conveniently accessed directly from the footpath leading from the small private bridge, creating a seamless and secluded connection to the beach. Conveniently located just minutes from Siesta Key Village’s shops and dining, this property offers a unique opportunity to create your own island getaway. 3D renderings are available upon request for those seeking design inspiration.

2 Beds ⋅ 2 Baths ⋅ Heron Lagoon Lodges SubDv. ⋅ 34242 Zip Code

A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot property in Heron Lagoon presents a rare opportunity to own in one of Siesta Key’s most intimate waterfront communities. The existing residence offers the potential to renovate or personalize, all while enjoying a tranquil lagoon setting. The property features a resort-style pool already in place which will need rehabbed, creating a strong foundation for an upgraded outdoor living space. With thoughtful improvements, this home can be transformed into a private coastal retreat that embraces indoor-outdoor living. Set within an exclusive enclave of just 13 homes — while this is 1 of 6 located on the water — residents enjoy a quiet, low-HOA community with direct access to kayaking, paddleboarding, fishing, and birdwatching. Private bridge access leads to a short stroll to Siesta Key’s world-renowned quartz-crystal beaches. The private beach cabana has been beautifully restored and is fully functioning, offering a unique amenity just steps from the private beach area. It is conveniently accessed directly from the footpath leading from the small private bridge, creating a seamless and secluded connection to the beach. Conveniently located just minutes from Siesta Key Village’s shops and dining, this property offers a unique opportunity to create your own island getaway. 3D renderings are available upon request for those seeking design inspiration.

8534 Heron Lagoon Circle, Sarasota

$5,995,000

An exceptionally rare opportunity to acquire an assemblage of fully renovated, income-producing, nine-unit, waterfront condominiums as an entire complex located adjacent to Turtle Beach on world-renowned Siesta Key. Coral Shores offers immediate short-term rental income opportunity, paired with long-term redevelopment and appreciation potential, in one of Florida’s most desirable and supply-constrained coastal markets. Property Highlights: • Nine (9) condominium unit assemblage, sold as a package • Just under 0.50-acre waterfront site • Direct Sarasota Bay to Gulf of Mexico access – no bridges • Four private docks with eight slips (up to ~40’+ vessels) • Heated in-ground swimming pool • Large central parking lot for tenants and guests • New shared coin laundry, ice machine and owner storage facilities • Predominantly 2BR units with select 1BR and studio layouts Renovations & Interior Upgrades: Units have recently completed renovations featuring modern coastal interiors, updated kitchens with new appliances, stone countertops and new cabinetry, glass-enclosed contemporary bathrooms, new flooring, trim, windows, and select in-unit laundry, new common coin laundry appliances with ice machine and unit storage closets, new raised HVAC units, new pool pump equipment, and more. The property is fully turnkey for continued short-term rental use. Income & Zoning Upside: Currently operating as weekly short-term rentals with strong seasonal occupancy. Zoned for low-rise condominiums (2–3 stories), with surrounding properties zoned mid-rise (4–6 stories), providing future redevelopment or density expansion potential subject to approvals. More detail is available with executed NDA.

Coral Shores SubDv. ⋅ 34242 Zip Code

An exceptionally rare opportunity to acquire an assemblage of fully renovated, income-producing, nine-unit, waterfront condominiums as an entire complex located adjacent to Turtle Beach on world-renowned Siesta Key. Coral Shores offers immediate short-term rental income opportunity, paired with long-term redevelopment and appreciation potential, in one of Florida’s most desirable and supply-constrained coastal markets. Property Highlights: • Nine (9) condominium unit assemblage, sold as a package • Just under 0.50-acre waterfront site • Direct Sarasota Bay to Gulf of Mexico access – no bridges • Four private docks with eight slips (up to ~40’+ vessels) • Heated in-ground swimming pool • Large central parking lot for tenants and guests • New shared coin laundry, ice machine and owner storage facilities • Predominantly 2BR units with select 1BR and studio layouts Renovations & Interior Upgrades: Units have recently completed renovations featuring modern coastal interiors, updated kitchens with new appliances, stone countertops and new cabinetry, glass-enclosed contemporary bathrooms, new flooring, trim, windows, and select in-unit laundry, new common coin laundry appliances with ice machine and unit storage closets, new raised HVAC units, new pool pump equipment, and more. The property is fully turnkey for continued short-term rental use. Income & Zoning Upside: Currently operating as weekly short-term rentals with strong seasonal occupancy. Zoned for low-rise condominiums (2–3 stories), with surrounding properties zoned mid-rise (4–6 stories), providing future redevelopment or density expansion potential subject to approvals. More detail is available with executed NDA.

9022 Midnight Pass Road, Sarasota

$1,500,000

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.

2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.

1280 Dolphin Bay Way Unit 504, Sarasota

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