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$5,000
4 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Experience luxury beachfront living on Siesta Key through this exceptional 1/16th fractional ownership opportunity at Hyatt Vacation Club. This desirable summer ownership package includes two consecutive fixed weeks—Weeks 32 and 33—plus one additional floating week each year, subject to availability and Hyatt Vacation Club’s reservation guidelines. A 1/16th ownership interest allows you to enjoy the benefits of owning a professionally managed luxury residence without the expense, maintenance, or responsibilities associated with full-time ownership. In addition to your guaranteed fixed summer weeks on Siesta Key, the floating week offers added flexibility for another annual stay. Owners may also have opportunities to use their Hyatt Vacation Club ownership to explore other participating Hyatt Vacation Club properties, subject to Hyatt Vacation Club’s applicable exchange program, reservation procedures, point values, and availability. Set directly on the Gulf of Mexico, this expansive Siesta Key beachfront residence offers the space, comfort, and privacy of a luxury condominium combined with the services and amenities of a premier resort. The thoughtfully designed floor plan includes a spacious primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa, providing comfortable accommodations for family and guests. The residence is beautifully appointed with custom furnishings originally valued at more than $150,000, imported linens, and a fully equipped gourmet kitchen featuring premium appliances by Wolf, Sub-Zero, and Fisher & Paykel. Every detail has been carefully considered, allowing owners to arrive, settle in, and immediately begin enjoying their Siesta Key vacation. Ownership also includes access to Hyatt Vacation Club’s renowned hospitality services, including attentive front-desk and recreation staff, assistance with local activities and reservations, valet parking, and 24-hour security. Owners enjoy the lifestyle of a luxury Gulf-front condominium with resort-style services and amenities—at a fraction of the cost of purchasing and maintaining a full-time beachfront residence. This is a rare opportunity to own a summer fractional package on Siesta Key Beach, enjoy two consecutive fixed weeks each year, benefit from an additional floating week, and potentially experience other Hyatt Vacation Club destinations through the ownership program.

915 Seaside Drive Unit 613, Weeks 32-33, Sarasota
$799,000
1 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code
Turnkey furnished and beautifully reimagined in 2024, this top-floor Gulf-front residence at Fisherman's Cove offers a rare opportunity to own one of Siesta Key's most distinctive beachfront retreats. Positioned at the quiet southern end of the island, this one-bedroom residence enjoys unobstructed panoramic views of the Gulf of Mexico from nearly every room, where turquoise waters, sugar-white sand, and breathtaking sunsets become part of everyday living. Thoughtfully renovated throughout, this residence is also the only one-bedroom floor plan in the community offering both a full bath and an additional half bath, providing added comfort and convenience for guests. Designed to maximize natural light and waterfront scenery, the open floor plan flows effortlessly from room to room. The Gulf-front terrace has been enclosed, expanding the living space while walls of impact-rated glass frame uninterrupted beach views. Soft coastal finishes, elegant tile flooring, and a fresh, contemporary palette create a relaxed yet refined atmosphere ideal for full-time living, seasonal enjoyment, or investment. The remodeled kitchen features custom cabinetry, stone countertops, newer appliances, generous storage, and an open design that overlooks the living and dining areas while keeping the Gulf as the focal point. Renovations completed in 2024 include impact windows and sliding glass doors, beautifully updated bathrooms, and quality finishes throughout, while a newer air-conditioning system installed in 2023 adds peace of mind. The spacious primary suite enjoys spectacular Gulf views through oversized windows and features an updated en-suite bath. The additional powder room is a rare feature within Fisherman's Cove, allowing guests the convenience of a separate bath while maintaining the privacy of the primary suite. Nestled between the Gulf of Mexico and Blind Pass Lagoon, Fisherman's Cove offers one of Siesta Key's most desirable waterfront settings. Residents enjoy direct beach access, a heated community pool, fishing pier, complimentary first-come boat slips, and easy access to kayaking, paddleboarding, and boating that leads to Sarasota Bay and the Gulf. The island's south end is also renowned for exceptional shelling and miles of unspoiled shoreline stretching toward Casey Key. Ideally located just minutes from Siesta Key Village, waterfront dining, marinas, and downtown Sarasota's renowned Cultural Coast, residents enjoy boutique shopping, acclaimed restaurants, theaters, galleries, Selby Gardens, and year-round entertainment. Whether you're searching for a luxurious beachfront escape, a high-demand investment with one-week rental flexibility, or a move-in-ready Gulf-front residence, this exceptional Fisherman's Cove offering delivers the very best of Siesta Key living.

9000 Blind Pass Road Unit 303, Sarasota
$7,675,000
5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code
Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without the wait. Renowned for impeccable craftsmanship, architectural integrity, and timeless coastal design, Dynan delivers a residence built to the Fortified Home Gold Standard, providing enhanced resilience against Florida's coastal elements while maintaining uncompromising luxury. Thoughtfully curated, every space reflects sophisticated design, elevated finishes, and enduring style. The gourmet kitchen is appointed with a premium Thermador appliance package, while Brizo plumbing fixtures are featured throughout the home, adding a refined level of quality and craftsmanship. This five bedroom single-story residence offers seven bathrooms - five full bathrooms, a dedicated pool bath, and an additional powder bath, creating a functional layout designed for both everyday living and effortless entertaining. Situated within the exclusive Hidden Harbor community—an intimate waterfront enclave known for its mature landscaping and lush, canopy-lined streets—the property enjoys a deep-water canal with direct access to Sarasota Bay and the Gulf of America. Designed to embrace Florida's indoor-outdoor lifestyle, expansive 10-foot sliding glass doors open to a resort-inspired outdoor living area complete with a custom pool and spa that is elevated to the finish floor of the home, covered pergola, and fully equipped outdoor kitchen. From sunrise cruises to sunset returns, enjoy the convenience of a private outdoor shower located just steps from the new dock and 10,000-pound boat lift. Every detail has been thoughtfully considered, from the seamless entertaining spaces to the carefully selected designer finishes throughout. Additional features include smart-home lighting controls, prewiring for security cameras and blinds, indoor/outdoor surround sound, and preparation for a future whole-house generator, providing convenience and peace of mind. Dual garage spaces—including a two-car garage and an additional one-car garage—offer the versatility to accommodate vehicles, water toys, bicycles, and storage with ease. Located just a short bike ride from the world-renowned Siesta Key Beach, this remarkable home combines luxury, durability, and an exceptional waterfront lifestyle with easy access to Sarasota's finest beaches, dining, shopping, and cultural attractions.

5215 Hidden Harbor Road, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code
Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Just steps from world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, rental potential, and investment opportunity. Whether you're searching for a vacation home, seasonal retreat, full-time residence, or income-producing property, this move-in-ready villa is a must-see. Recent updates include a metal roof (2020), impact-rated windows and front door, 200-amp electrical service, 2023 water heater, and an updated kitchen with newer cabinetry, countertops, and appliances. Offered turn-key furnished for immediate enjoyment or rental. Following Hurricane Milton, the first floor underwent professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available. Aloha Kai offers private deeded beach access, a heated Olympic-size pool, clubhouse, shuffleboard, tropical landscaping, and on-site management. Short-term rentals are permitted, making this an attractive opportunity for personal use or investment (subject to association rules). Conveniently located near Siesta Key Village, waterfront dining, shopping, boating, and downtown Sarasota. Buyer shall independently verify all room dimensions, rental restrictions, association rules, and all other information deemed material during the due diligence period.

6020 Midnight Pass Road Unit 49, Sarasota
$1,559,000
2 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code
Rarely available top-floor 2-bedroom condominium offering truly spectacular, million-dollar water views. Bay Tree Club is a gulf-to-bay property that provides the perfect Florida lifestyle. Enjoy breathtaking scenery of the Gulf from the comfort of your home while embracing the ultimate waterfront living. Gulf side has storage cabanas for your beach umbrella, chairs and bikes with secure restroom facilities just off the beachside path. For BOATING ENTHUSIASTS, this property is a RARE FIND! Easy access to the newly reopened Midnight Pass! Boat slips are just steps from your door on the Bay side. Year round moorings to the TREX dock at no charge. Convenient access to the Gulf along with free electricity and water. A floating dock or lift can also be added. Whether you're heading out for a day on the bay, enjoying sunset cruises, or simply appreciating the waterfront setting, this condo offers the perfect combination of comfort, convenience, and coastal living. Complex has two heated pools to provide the perfect spot for sunning or doing your laps. This condo was renovated to provide an open plan with IMPACT WINDOWS, UPDATED BATHS, TANKLESS HOTWATER HEATER, and IN UNIT LAUNDRY. In addition to the in unit laundry there is a laundry on all levels, elevator, full-time maintenance and onsite manager. The kitchen flows seamlessly into the dining/living combination. But the real living takes place from morning till sunset in the enclosed 14' X 8' loggia that can accommodate for cocktails, bridge, or just relaxing as the sun sets over the gulf horizon. Contiguous ceramic tile floors throughout, set diagonally add to the open feeling. Many cabinets and drawers in this kitchen with a breakfast island. Plenty of counter space covered in classic black granite. The guest room has its own ensuite bath and a Murphy Bed hidden behind a moving bookshelf should an office be needed. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach. The Siesta Key Trolley travels right by the front door 7 days a week from 10-10 and until midnight on weekends to make a trip to the Siesta Key Village easy and convenient. Unit comes furnished!

8630 Midnight Pass Road Unit 502A, Sarasota
$4,500,000
5 Beds ⋅ 7 Baths ⋅ 1142 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code
There is only one — Golden Set. Some residences embrace their surroundings. Others become an extension of them. Golden Set invites the island in—rich woods, woven textures, botanical motifs, and warm metallic accents establish a residence that feels both worldly and deeply rooted in Siesta Key. Your legacy, engineered for a lifetime of stories at a scale only you could imagine. This private resort centers around a breathtaking saltwater pool within its fully fenced backyard. Cross the sun shelf to the swim-up bar or unwind beneath the custom rock waterfall and built-in slide. Host championship matchups of pool volleyball or basketball, perfect your short game on the putting green, or dine alfresco beneath covered seating with multiple televisions and a state-of-the-art outdoor kitchen. Inside, nearly 3,600 square feet unfold across multiple levels connected by a private elevator. The great room serves as the social heart of the home – an exceptional setting for gatherings while the chef’s kitchen supports your culinary imagination. Festivities transition effortlessly from the expansive living and dining areas onto the terrace, blending the boundary between indoor elegance and outdoor paradise. The upper levels are devoted to privacy in four en-suite guest rooms and multiple viewing balconies. At the pinnacle of the residence lies its most exclusive destination. A well-appointed club room, complete with a half bath, creates an elevated entertainment hub, while the rooftop terrace, perched 50 feet above the island, is the final expression - sunrise over Siesta Key, long afternoons beneath the island sun, and evenings illuminated by the fading glow of the Gulf horizon. The secluded primary suite occupies the home's most private position, delivering breathtaking Gulf views, a spa-inspired bath, and the rare luxury of complete retreat. Here, your final view of the day is nothing short of spectacular. More than a home, Golden Set is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit B, Sarasota
$4,500,000
5 Beds ⋅ 7 Baths ⋅ 1140 Windsong Lane Land Condo SubDv. ⋅ 34242 Zip Code
There is only one — Siesta Springs. Some homes provide an escape. Others invite renewal. Inspired by the restorative rhythm of island living, Siesta Springs is a residence where every detail feels fresh, intentional, and connected to its surroundings. Driftwood-inspired finishes, layered coastal hues, and natural textures create a home that feels both contemporary and timeless—capturing the effortless spirit of Siesta Key without relying on convention. Designed to unfold naturally from one experience to the next, the residence balances vibrant gathering spaces with moments of quiet retreat. From private beach access and a lagoon-style pool to elevated terraces overlooking the Gulf, each level offers a new perspective while remaining connected to the whole. Across nearly 3,600 square feet and five levels connected by elevator access, the home encourages a lifestyle defined by movement, connection, and ease. The experience begins outdoors, where a resort-inspired backyard retreat features a cascading rock waterfall, custom slide, rope swing, sun shelf, ample covered patio seating with an outdoor kitchen, and lush landscaping. Here, recreation and relaxation exist in perfect balance. Inside, natural materials and modern finishes establish a sense of effortless sophistication. Driftwood-inspired flooring extends overhead, creating warmth and continuity throughout the residence, while shades of blue and gray evoke the colors of the shore beyond. A chef's kitchen supported by a dedicated scullery anchors the great room, where gatherings flow seamlessly onto expansive terraces and outdoor living spaces. Five en-suite bedrooms provide private retreats throughout the home, including a playful bunk room complete with a climbing wall—an unexpected detail that reinforces the home's spirit of energy and discovery. At the highest level, a club room designed for games, conversation, and connection opens to a rooftop terrace where sunrise and sunset become part of the daily rhythm. Nearby, the primary suite occupies the home's most private position, offering Gulf views, exceptional privacy, and a spa-inspired bath designed for restoration. More than a home, Siesta Springs is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

1142 Windsong Lane Unit A, Sarasota
$8,500,000
4 Beds ⋅ 5 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code
Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.

1280 Hidden Harbor Way, Sarasota
$6,990,000
5 Beds ⋅ 6 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in abundant natural light and seamlessly connect indoor and outdoor living. The adjacent dining area provides ample space for entertaining, while the stunning kitchen—completely open to the great room—serves as the heart of the home with a large 9-foot island with extended seating, professional stainless steel gas appliances and a walk-in butler’s pantry. The home also features a fully integrated security system, whole-home sound system and a complete Control4 smart home system. The first-floor owner’s suite offers a private retreat with a walk-in shower, freestanding tub, dual vanities, and a large custom walk-in closet. A laundry room, powder room and mudroom complete the first level, and a 3-car garage provides ample parking and storage. Upstairs you’ll find four en-suite guest bedrooms, an additional laundry area to service them, and an expansive second-level balcony to take in the views. Outdoor living includes approximately 1,502 square feet of covered lanai, an exterior wrap-around porch, and balcony space designed for enjoying the island lifestyle, complete with SunBrite outdoor TVs, and Brazilian hardwood ceilings. The privately gated driveway and fully fenced property are surrounded by lush landscaping, creating a secluded tropical setting with a large swimming pool, champagne spa and expansive pool deck perfect for relaxing or entertaining. A private well supports irrigation. With 31 linear feet of canal frontage, the property features a 31-by-12-foot electric boat lift rated for 6,500 pounds, two jet ski ramps and about a 4.5-foot draft—ideal for boating and enjoying the water, making this oasis the perfect place to enjoy the Siesta Key lifestyle.

4634 Higel Avenue, Sarasota
$699,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
Fantastic Siesta Key sunsets await from this spacious and updated two-bedroom, two-bath condominium facing west overlooking Siesta Key Beach. You can be on the sugary sands in seconds from your front door. Beautifully finished with an open floor plan, amazing natural light, neutral ceramic tile throughout, large kitchen island bar complete with granite countertops and beverage refrigerator, stainless steel appliances, spacious walk-in finished closets, custom built-ins, crown molding, plantation shutters, and all impact glass windows and sliders. This unit has a new air conditioning system, and the building has just been freshly painted. Beach Way allows monthly rentals 12 times a year, and has a large heated pool with an outside grilling area, social room with a kitchen for entertaining, elevator to your floor and a separate storage closet for all your beach needs. A carport just outside this condominium is included but there is no need for a car as you are minutes from the shopping and dining of Siesta Key Village, or a short ride to the arts and culture of downtown Sarasota. A great Island getaway, full-time residence or a highly desirable investment property as this condominium has a good rental history, allowing you to still enjoy the benefits of personal use when not renting. A truly unique property.

5600 Beach Way Dr Unit 213, Sarasota
$1,199,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just a short distance from all the shops, boutiques and restaurants of the village. With open-air hallway corridors, you will feel the island breeze as you enter the front door of the residence. An abundance of natural light immediately welcomes you from the windows and large wall of glass sliders in the living and dining area, designed to showcase the dreamy turquoise water views of the Gulf. This two-bedroom, two-bath unit features light and bright neutral tones providing a warm yet coastal feel. The highlight of this unit is the 25-foot terrace accessible through two sets of hurricane/impact rated floor-to-ceiling glass sliders with remote-controlled shades. Here is where you will want to sit, relax and take in the expansive and postcard-worthy beach views. The kitchen has been upgraded with granite countertops, breakfast bar, new cabinets, stainless steel appliances, a built-in desk area and a closet pantry. From your primary suite, you will enjoy views of the turquoise water by day and golden sunsets by night through the floor-to-ceiling glass sliders. This cozy retreat also offers an updated en-suite bath, generous walk-in closet and a wall of custom built-in drawers. The guest bedroom is versatile and large enough for two queen beds or could be used as a den or home office. Whispering Sands is a 55-plus community and is resort-inspired, featuring two heated pools with new travertine decks, canoe/kayak storage, shuffleboard, a beachside tiki hut with barbecue grills and lush landscaped grounds. The main clubhouse, featuring a fitness center, community room and lounge area, is undergoing a complete remodel with an expected completion date of late 2026. When you are ready to venture out beyond the sandy beaches, you’ll be just a short drive to downtown Sarasota and its world-class arts, dining and culture scene. This property is more than just a condominium, it’s a lifestyle. Come live it today!

20 Whispering Sands Drive Unit 501, Sarasota
$559,000
2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
Ideally on the south end of Siesta Key, directly across from the free Siesta Key trolley and less than a quarter mile to Turtle Beach, this two-bedroom, two-bath residence offers 1,093 square feet of living space with panoramic Sarasota Bay views and glimpses of the Gulf. The open-concept great room is designed to maximize the water views and features luxury vinyl tile flooring, built-in surround sound and direct access to the screened lanai. Motorized blinds enhance the lanai, creating a comfortable space to enjoy the serene bayfront scenery. The kitchen is open to the living area and offers granite countertops, stainless steel appliances, creamy white cabinetry, a spacious pantry, and views of the Gulf and Sarasota Bay. Water views continue into the primary suite, where owners can wake to spectacular sunrises from the comfort of their bedroom. The primary suite also features a custom walk-in closet system and en-suite bath. The guest bedroom offers Gulf views and a large walk-in closet. Additional conveniences include a dedicated storage space, communal laundry facilities on the same floor adjacent to the elevator, an assigned covered carport space near the elevator and abundant guest parking. Recent improvements include a new electrical panel in 2021 and a new water heater in 2026. Sunrise Cove offers an array of amenities, including a renovated clubhouse with social spaces and kitchen, fitness center, library, billiards and table tennis, two heated swimming pools, tennis courts, pickleball courts, grilling areas and boat slips available for lease. Residents can also take advantage of the kayak, canoe and paddleboard storage available for lease, along with convenient marina access nearby. Enjoy easy access to Turtle Beach, boating, waterfront recreation and all the shopping, dining and entertainment of Siesta Village. Experience the best of Siesta Key living with bayfront views, beach access and resort-style amenities in one exceptional location.

8911 Midnight Pass Road Unit 409, Sarasota
$1,195,000
2 Beds ⋅ 2 Baths ⋅ Siesta Sands Resort (Timeshare) SubDv. ⋅ 34242 Zip Code
Gulf view condominium at the Siesta Sands Resort, at the southern tip of world-famous Crescent Beach on Siesta Key. This second-floor end unit, featuring two bedrooms, two baths and two private balconies, has been completely renovated, tastefully decorated and furnished, with in-unit laundry, a reserved parking space and a nice view of the blue waters of the Gulf, as well as a good view of one of the resort’s pools. The resort-style condominium is on a beautiful private beach featuring what has been rated as the whitest sand, consisting of 99 percent pure quartz, which stays cool under your feet. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service for lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room and serene bamboo lounge. This boutique beachfront community offers a secluded, gated retreat with only 31 units and exclusive private beach access to Crescent Beach. The unbeatable location places you near Siesta Key's South Village. Siesta Sands allows weekly rentals and has an excellent on-site rental office to keep the condominium rented when not being utilized for personal use. The Point of Rocks is an area known for its coral formations and marine life, ideal for fishing or snorkeling. This resort condominium is offered turnkey furnished with solid rental history and further bookings in place. This is must-see. Don’t miss out.

1001 Point Of Rocks Road Unit 208, Sarasota
$8,000,000
Siesta Properties Inc SubDv. ⋅ 34242 Zip Code
An Extraordinary Gulf-Front Estate Opportunity There are few opportunities remaining to create a legacy estate directly on the Gulf of Mexico. At 7740 Sanderling Road, nearly one acre of pristine beachfront offers an exceptional canvas for a world-class custom residence in one of Florida's most exclusive coastal communities. Positioned along the sugar-white sands of Siesta Key, this rare Gulf-front homesite presents an unparalleled opportunity to design a private waterfront retreat with sweeping panoramic views of the Gulf of Mexico, spectacular year-round sunsets, and direct access to one of the world's most celebrated beaches. With expansive frontage and generous dimensions, the property invites limitless architectural possibilities—from a contemporary coastal masterpiece to a timeless estate designed for generations to enjoy. Located within the prestigious Sanderling Club, this exceptional property enjoys the distinction of being part of Siesta Key's only private, gated Gulf-front community with 24-hour manned security. Originally envisioned by renowned Architect Paul Rudolph, Sarasota School of Architecture, Sanderling Club has long been recognized as one of Sarasota's most coveted residential enclaves, where privacy, natural beauty, and architectural excellence come together in a setting unlike any other on Florida's Gulf Coast. Residents enjoy an exclusive collection of amenities, including a private beachfront clubhouse overlooking the Gulf, tennis and pickleball courts, a marina with boating access to Sarasota Bay, scenic nature canopy roads , and beautifully maintained grounds that preserve the community's tranquil coastal character. The neighborhood's low density and commitment to preserving its natural environment have made Sanderling Club one of the region's most enduring luxury addresses. Beyond the gates, Siesta Key offers an internationally acclaimed lifestyle defined by its powder-soft quartz beaches, turquoise Gulf waters, and relaxed sophistication. From waterfront dining and boutique shopping in Siesta Key Village to boating, paddleboarding, fishing, and endless days on the water, the island offers an effortless blend of recreation and refinement. Just minutes away, downtown Sarasota provides a vibrant cultural scene that rivals much larger metropolitan destinations. Residents enjoy world-class performing arts, acclaimed restaurants, private clubs, championship golf, luxury shopping, art galleries, marinas, and exceptional healthcare. From evenings at the Sarasota Opera or the Van Wezel Performing Arts Hall to waterfront dining at Marina Jack and shopping at St. Armands Circle, Sarasota continues to rank among the nation's premier luxury lifestyle destinations. Large Gulf-front homesites of this caliber have become exceedingly rare. Combining nearly an acre of buildable beachfront, extraordinary privacy, direct Gulf frontage, and the prestige of Sanderling Club, 7740 Sanderling Road represents an opportunity to create an iconic waterfront estate in one of the most desirable addresses on Florida's Gulf Coast. This is more than a homesite—it is the foundation for a legacy. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only And Not Included In The Sale Price. Building Price Is Available On Request.

7740 Sanderling Road, Sarasota
$15,900,000
4 Beds ⋅ 5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.

8132 Sanderling Road, Sarasota
$364,000
1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

9397 Midnight Pass Road Unit 903, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5780 Midnight Pass Road Unit 407, Sarasota
$625,000
2 Beds ⋅ 1 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code
Welcome to Casa Blanca, one of Siesta Key's most sought-after beachfront communities. This beautifully renovated two-bedroom, one-bath villa is ideally located on the Gulf side of Midnight Pass Road, just steps from the world-famous white quartz sands and turquoise waters of Crescent Beach. Situated near Point of Rocks, residents and guests enjoy some of the island's best beach walking, shelling, snorkeling, and breathtaking Gulf sunsets. Completely remodeled from top to bottom, this move-in-ready villa showcases quality craftsmanship and stylish coastal finishes throughout. Features include impact-rated windows and doors, a stunning updated kitchen with GE appliances and dining area, a beautifully renovated bathroom, tile flooring throughout, and an open, inviting floor plan designed for comfortable island living. Just a short stroll from the community pool and clubhouse, Casa Blanca offers resort-style amenities in an exceptional beachfront setting. The community's highly desirable 5- to 7-day minimum rental policy provides outstanding income potential, making this property an ideal investment opportunity, vacation retreat, or full-time residence. Conveniently located near the Siesta Key trolley route, you'll enjoy easy access to Siesta Key Village, Stickney Point, and an abundance of restaurants, shopping, entertainment, and waterfront dining. Offering the perfect blend of beachfront living, rental flexibility, and island convenience, this turnkey coastal retreat is an exceptional opportunity to experience the very best of Siesta Key.

6154 Midnight Pass Road Unit B1, Sarasota
$2,895,000
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.

Sarasota
$2,895,000
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
$624,900
2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code
BEST PRICED GULF-FRONT CONDO on SIESTA KEY, with the LOWEST HOA. Unbeatable proximity to Siesta Key Village, the #1 Beach in America, and Downtown Sarasota. TWO heated GULF FRONT POOLS. Brand new fishing dock. This unit has a BRAND-NEW A/C, is MOVE IN READY and can come partially furnished if you wish (a full list of items is available). Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. 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 exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Bike, walk, or use your golf cart to get around the island, and a free trolley stop is nearby. All assessments have been paid. 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. 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, 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.

4660 Ocean Boulevard Unit Q2, Sarasota
$1,845,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
Positioned on nearly an acre within the prestigious, guard-gated enclave of The Sanderling Club on Siesta Key, this exceptional waterfront homesite presents a rare opportunity to create a custom coastal estate in one of Sarasota’s most coveted communities. With over 180 feet of frontage on Heron Lagoon and the Gulf across the street, expansive water views and sunsets are everywhere creating the idyllic setting for a remarkable new residence designed to embrace Sarasota’s year-round outdoor lifestyle. The generous dimensions and waterfront setting provide the flexibility to envision everything from a contemporary architectural statement to a timeless island-inspired retreat. Residents of The Sanderling Club enjoy an unmatched lifestyle defined by privacy, security, and exclusive amenities, including a private marina, deeded beach access, 24-hour guard-gated entry, tennis, pickleball, and a casual Gulf front clubhouse. Just moments away, Siesta Key Beach, consistently ranked among America’s finest beaches and currently No. 1 by TripAdvisor, is renowned for its powder-soft quartz sand, turquoise Gulf waters, and unforgettable sunsets. Nearby, Siesta Key Village offers a vibrant collection of restaurants, cafés, boutiques, live music, and island gathering spots, creating an atmosphere that is both relaxed and distinctly coastal. Combining the privacy of The Sanderling Club with convenient access to Siesta Key’s beaches, restaurants, boutiques, and coastal recreation, this exceptional homesite offers the opportunity to create a custom residence tailored to an unparalleled island lifestyle.

7723 Sanderling Road, Sarasota
$558,000
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
$1,850,000
3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code
TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.

5880 Midnight Pass Road Unit 907, Sarasota
$2,795,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Discover a rare opportunity to build your dream estate within The Sanderling Club - Siesta Key’s premier and exclusive Gulf-front community known for its natural beauty, serenity, and unmatched coastal lifestyle. Set on 1.13 private acres overlooking the tranquil waters of Heron Lagoon, this cleared and ready-to-build homesite offers the perfect canvas to bring your architectural vision to life in a setting defined by timeless coastal elegance, Old Florida charm, and tropical surroundings - a true slice of paradise! Offering a rare amount of privacy, the property features no neighboring home on the left-hand side, creating an exceptionally secluded and peaceful setting. This expansive lot offers endless possibilities to create a one-of-a-kind residence tailored to your lifestyle. Stretching along the peaceful shoreline of Heron Lagoon, the setting is surrounded by calm water views, lush tropical scenery, and incredible natural beauty. Enjoy kayaking, paddleboarding, canoeing, fishing, birdwatching, or simply relaxing by the water while taking in the tranquil surroundings that make this opportunity so extraordinary. The Sanderling Club combines the beauty of Siesta Key’s coastal living with the privacy and security of an exclusive gated community. Residents enjoy private Gulf-front beach access where breathtaking sunsets over the Gulf of Mexico become part of everyday life, along with new Har-Tru tennis courts, pickleball courts, playground, marina access, and 24-hour staffed security. Boat slips, when available, provide direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico via the recently reopened Midnight Pass - a boater’s paradise. The community’s historic clubhouse is also entering an exciting new chapter, with newly released renderings envisioning a reimagined waterfront gathering space designed to further elevate The Sanderling Club lifestyle. Near Siesta Key’s world-renowned quartz sand beaches, Siesta Village, boutique shopping, fine dining, and Downtown Sarasota’s celebrated arts and cultural scene, this is an invitation to create your dream home in one of Florida’s most sought-after coastal destinations.

7825 Sanderling Road, Sarasota
$449,900
1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor villa that has been renovated for comfort and durability. Enjoy the new kitchen with new stainless steel appliances, quartz counters throughout and a new bath. All furnishings have been tastefully replaced with a focus on quality and functionality. The water heater is new, freshly painted, and waiting for its new owner. The location of the rear patio is conveniently near one of three pools. An on-site office offers an optional rental program, so you may generate potential income when not in residence. While you go out your rear patio to the beach, you will pass Jamaica Royale's additional pools, beach cabana and white sands of Siesta Key. The clubhouse offers a full kitchen, a meeting room, on-site association services and rental management. Outside offers barbecue grills, a table and chairs, a lounging area and shuffleboard, a great area to gather with family and friends. Siesta Key offers public transportation to many of the area's local coastal attractions, restaurants, shopping and Sarasota, with all that it offers.

5830 Midnight Pass Road Unit 32, Sarasota
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Experience the best of beachfront living at Gulf & Bay Club, one of Siesta Key's premier Gulf-front communities on the world-famous white quartz sands of Siesta Key Beach. This beautiful ground-floor residence offers 2 bedrooms/2 baths, office area, dining & living rooms, and in unit laundry - all surrounded by lush tropical landscaping that creates a peaceful, private setting. The open-concept floor plan features warm coastal finishes, crown molding, and an updated kitchen with newer appliances, abundant cabinetry, a convenient beverage cooler, and an in-unit LG washer/dryer. Expansive sliding glass doors fill the home with natural light while showcasing views of two lagoon fountains, tropical landscaping, and partial Gulf views that provide spectacular sunset backdrops. Recent updates include an A/C (Nov. 2021), hot water heater (Mar. 2026), and GE microwave (2025). Ideally located just steps from one of the community's grilling areas, this residence offers the perfect blend of comfort and convenience. Gulf & Bay Club is a gated 32-acre beachfront community with 800 feet of private Gulf frontage and exceptional resort-style amenities, including three heated pools, two clubhouses, a fitness center, hot tub, dry saunas, eight tennis courts, racquetball and basketball courts, a scenic lagoon with a charming island, electric vehicle charging stations, and an active social calendar with organized events and activities. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this exceptional condominium offers the ultimate Siesta Key lifestyle.

5780 Midnight Pass Road Unit B105, Sarasota
$100,000
2 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code
Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort, convenience, and elevated service of a luxury resort. This expansive residence features a primary suite, a junior suite and beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen is appointed with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy the legendary hospitality and services of Hyatt Vacation Club, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy the best of Siesta Key beachfront living with resort-style amenities, full-service convenience, and luxury condominium ownership, all at a fraction of the cost.

915 Seaside Drive Unit 402, Weeks 10-13, Sarasota
$2,850,000
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