Siesta Key FL Recently Sold Homes

2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code

Location Location Location! Beautifully updated and fully furnished 2-bedroom, 2-bath condo with a great rental history, ideal as a beach retreat, primary residence, or income-producing property. Located in the highly desirable beachfront Tortuga community, this residence is just steps from the sand and offers the perfect blend of coastal lifestyle and everyday comfort. Professionally designed, the open-concept living area features modern finishes throughout. The kitchen offers sleek appliances, attractive cabinetry, and ample counter space, perfect for entertaining or daily living. The bright lanai provides peaceful Gulf views, ideal for relaxing and enjoying coastal breezes. Windows throughout the condo feature plantation shutters, providing elegance, privacy, and light control, while HURRICANE IMPACT-RESISTANT windows add comfort and peace of mind. The spacious primary suite includes an en-suite bath with tasteful designer details. Laundry connections are conveniently located in the second bedroom closet. Tortuga is a well-maintained, boutique community of just 77 residences, offering resort-style amenities including secure keyless entry, heated indoor/outdoor pool, sauna, sundeck with grills, private beach access, clubhouse with full kitchen and dining area, tennis and pickleball courts, boat docks (first-come, first-served), under-building garage parking with a designated space, and additional storage. Tortuga has taken meaningful steps toward future storm preparedness. The association has invested in flood mitigation measures, including portable flood dams and water rerouting systems, which would be deployed in the event of an approaching hurricane. Onsite manager; trash, water, basic cable, and internet included. The community has completed its Milestone Inspection, and NEW ELEVATOR, NEW ROOF, NEW gutters, NEW fire pump, building generator, pool pump, and pool heater have all been installed as part of major capital improvements, providing added peace of mind for new owners. Just steps from the trolley stop, with easy access to Siesta Key public beach and Siesta Key Village, where you can enjoy a variety of restaurants, shops, and live entertainment. Schedule your showing today!

8710 Midnight Pass Road Unit 501b, Sarasota

$2,500,000

3 Beds ⋅ 3 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Upscale, fully renovated & furnished 3 bed 2 1/2 bath beach luxury escape! Located in the heart of Siesta Key at the exclusive & sought after Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. Enjoy direct beach access just steps away from your front door with breath taking sunsets, sandy white powder that stretches 800 feet across this 32 acre 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. Barbecue grills & tiki hut picnic areas are great for entertaining your guests. The club house has a library, bar, pool table and TV's all for your enjoyment. We have electric car charging stations and an on site car wash. Siesta Village offers alfresco dining with live music, specialty shops and more! This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5770 Midnight Pass Unit C608, Siesta Key

$462,500

2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Island living as it was meant to be. Rarely available two-bedroom, two bath, turnkey furnished second floor residence in a private Gulf front community. Enjoy the charm of an Old Florida setting paired with the ease of true condominium living, where neighbors know one another and weekly rentals are not part of the landscape. This light filled “tree top” condo features its own private exterior entrance, cathedral ceilings, and an open plan design that opens to a private balcony. The updated kitchen was thoughtfully expanded and features solid wood cabinetry, stone countertops, and a breakfast bar designed for casual dining and entertaining. The living room has high ceilings and two sets of sliders. The unit has been fully updated and is decorated in a relaxed beachy style - just move right in! There are essentially two primary suites - one on the main level with an updated bathroom and sliding doors to a private balcony and laundry closet. Upstairs, the second bedroom functions as its own private suite with a full bath and the flexibility to remain open to the living space below or be closed off with shutters for added privacy. Additional highlights include blackout blinds, large storage beneath the stairs, hurricane rated sliding doors and windows, and a separate assigned storage unit. The community provides direct access to the Gulf of Mexico, one of the best fishing piers and waterfront areas on the Key, kayak and paddleboard storage, and a sweeping Gulf front lawn dotted with chairs and umbrellas, the perfect setting to watch dolphins play and boats glide by. The clubhouse is currently not in use and is planned for revitalization. Pet friendly and ideally located on the north end of the island, just a short walk or bike ride to the shops and restaurants of the Village.

208 Pass Key Road Unit 208, Sarasota

$750,000

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

Build New or Major Redevelopment Near Siesta Beach. Large lot located just minutes from Siesta Beach in a well-established Sarasota neighborhood close to Siesta Key, shopping, and dining. County records indicate the property includes two platted lots of record (Lots 9 and 10). The existing structure has sustained significant damage; renovation may be possible, but is not likely. The property is best suited for new construction or substantial redevelopment, with value primarily in the land and location. Property is being sold as-is.

5144 Oxford Drive, Sarasota

$859,000

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

Welcome to Gulf-front living at 4822 Ocean Blvd, Apt 8D on Siesta Key, where expansive water views, glowing sunsets, and refreshing coastal breezes create an effortless island lifestyle. This 2-bedroom, 2-bath residence spanning 1,440 square feet offers a spacious, light-filled layout designed to showcase breathtaking Gulf views from the main living areas. Wide-plank flooring, recessed lighting, and neutral coastal tones provide a clean, inviting backdrop, while expansive sliding glass doors lead to a generously sized screened terrace—perfect for dining outdoors, relaxing with morning coffee, or enjoying sunset skies and passing boats. The well-appointed kitchen is both functional and welcoming, featuring rich wood cabinetry, quartz countertops, stainless steel appliances, a designer tile backsplash, and a large island that anchors the living space while maintaining open sightlines to the water. A desirable split-bedroom floor plan ensures privacy for owners and guests. The primary suite is a tranquil retreat with serene water views and a thoughtfully updated en-suite bath featuring custom cabinetry, quartz counters, and a walk-in shower with a glass enclosure. The guest bedroom is comfortably sized and conveniently located near a second updated full bath, ideal for hosting family and friends. This Gulf-front community is exceptionally well maintained and professionally managed, with strong financial reserves and a proven track record of completed building improvements focused on long-term value and storm protection. Notably, association fees have decreased, and a new seawall is currently being installed and is fully funded, offering added confidence for future ownership. Residents enjoy a full suite of amenities, including a Gulf-front pool, outdoor kitchen with grills, an inviting social room, fitness center, bike room, and a dedicated fishing room for gear storage. Each floor offers a laundry room with storage, with approved in-unit washers and dryers permitted. A new fishing pier and social sunset pier are being completed, creating an ideal waterfront setting for entertaining and unwinding. Just moments from Siesta Key Village, Island lifestyle is yours with coffee shops, dining, shopping, and nightlife close at hand. Offered at $899,000, Apt 8D represents an exceptional value for Gulf-front living—combining space, views, amenities, and a premier location at a compelling price point.

4822 Ocean Boulevard Unit 8D, Siesta Key

$4,000,000

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

Coastal Elegance on the Northern tip of Siesta Key. Discover timeless luxury in this waterfront estate nestled in the exclusive Bay Island enclave on Siesta Key's coveted North end. With panoramic views of Roberts Bay and the Intracoastal Waterway, this home captures the essence of Florida lifestyle- elegant, relaxed and designed for seamless indoor/outdoor living. Step inside to find all new engineered hardwood flooring, a gourmet kitchen with all new top of the line appliances featuring a Sub-Zero refrigerator, Bosch dishwasher, a Jenn Air Oven/Microwave combination, a 5-burner gas cooktop, a warming drawer and all new custom-made wood cabinetry. It also has a double door pantry for all your kitchen supplies and a built-in desk for all your recipes or a workstation for the family. The rear of the home has a wall of sliders across the back which gives you expansive views out to the bay. This level has 3 bedrooms and 3 baths, two of them are bedroom suites and there is a large laundry room with new washer/dryer and a wall of shelving for any storage or folding needs. The second level encompasses your main bedroom suite and two expansive screened-in porches/lanais for incredible southern and northern views. The all-new main bath has a soaking tub, a walk-in shower all new cabinetry and a walk-in closet. Stepping outside embrace the outdoors with an open-air pool, and an outdoor shower. Boating enthusiasts will appreciate the three docks, featuring a 16,000-pound boat lift, a 10,000-pound lift for an accessory boat or jet ski, and mooring for a 35-foot boat. The property offers direct sailboat access to the Gulf of Mexico, making it a boater's paradise. The property features a complete newer seawall installed in 2018 with a new wall and cap. The northern tip offers the convenient access to the gulf and easy-on/off the island for shopping, restaurants and access to downtown Sarasota. Freeling Drive is renowned for its pristine waters. From your backyard, watch dolphins play and kayakers glide by. Catch fresh stone crabs and blue crabs right off your dock. You're just minutes away from Siesta Key Beach, Shell Beach, downtown Sarasota, shopping, and the arts.

878 Freeling Drive, Sarasota

$810,000

3 Beds ⋅ 3 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code

LARGE 3 BED / 3 BATH SIESTA KEY WATERVIEW CONDO WITH A LARGE GARAGE AT A GREAT PRICE! Natural light and panoramic water views fill this spacious three-bedroom, three-bath end-unit residence in the sought-after Bayside community of Turtle Bay on Siesta Key. From the glass-enclosed lanai, enjoy breathtaking sunrises as boats glide along the Intracoastal Waterway, and in the evening, take in the sunset from the west-facing front lanai. The home’s kitchen and all three baths have been tastefully remodeled. The kitchen features a raised ceiling with recessed lighting, updated cabinetry, granite countertops, and premium Samsung appliances. Each bath offers elegant finishes, including glass-enclosed showers or tubs, wood cabinetry, and attractive flooring. The generously sized primary suite offers a beautifully updated en-suite bath. A second oversized guest bedroom is also en-suite with tranquil western views of the manicured grounds. Additional features include a new AC (2023), 40-gallon Rheem water heater (2020), indoor laundry room, and your own under-building private parking garage for storage, convenience, and security. No need to carry your beach chairs and accessories up to your condo, just put them in your private 12 X 28 garage with a 7x7 storage area on the ground level. Turtle Bay is a premier south Siesta Key community known for its lush tropical landscaping and exceptional amenities—updated fishing pier, boat dock with available slips (first-come, first-served), kayak launch, clubhouse, heated pool and spa, grilling area, and lighted tennis courts. Best of all, residents enjoy deeded Beach access just across the street to the Gulf of Mexico, where dazzling sunsets await. Experience the perfect blend of waterfront tranquility, resort-style living, and Siesta Key’s signature coastal charm at Turtle Bay. This condo is being sold TURNKEY - everything stays - just back your bags because everything else is already here! Milestone inspection and report has been completed and is available for potential buyers to review.

8735 Midnight Pass Road Unit 301B, Sarasota

$595,000

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

Bay Tree Club ground-floor condo on Siesta key with a beautiful view out to the beach. You will be impressed with the overall feel and condition of the property. Bay Tree Club is a Gulf to Bay property, with beautiful St. Augustine lawns, mature oaks and common areas that are pristine and well maintained. Relaxing Pool and deck area, convenient, and close. Unique, beach-side storage cabanas are perfect for beach stuff, including bikes, fishing poles, bikes etc. The condo is in pristine condition, and perfect for a Florida getaway, vacation rental, or primary home. Modern-coastal theme is instantly comfortable and inviting. Updated, and unpretentious, the condo is in perfect move in condition. Fully furnished and tastefully decorated. Pet-friendly with 1 small pets allowed for owners only, with approval. Bay Tree Club has a great location, on the south end of Siesta nearby shops, dining, and with easy access on and off the island. Direct Access to Siesta Key Beach, Boat Docks Available. Just minutes to the Gulf!

8630 Midnight Pass Road Unit 103A, Sarasota

$1,150,000

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

Sleek. Contemporary. Timeless elegance—with breathtaking views. Welcome to Whispering Sands, Unit #1105. This exquisite residence showcases thoughtfully curated finishes throughout, blending refined design with effortless coastal living. Crown molding, recessed lighting, and ceiling fans are just a few of the elegant details that set the tone. Offered turn-key and beautifully furnished with pieces from Bernhardt, Crate & Barrel, and more, this home is truly move-in ready. The cook’s kitchen is nothing short of divine and designed for entertaining. Stunning Cambria® quartz countertops are complemented by an impressive 8-foot waterfall breakfast bar. Abundant graceful cabinetry features soft-close doors and drawers throughout. The premium BOSCH stainless-steel appliance suite includes a refrigerator, range, dishwasher, built-in drawer microwave, and a 32-bottle wine refrigerator. Wide-plank tile flooring flows seamlessly throughout the home, creating an expansive, cohesive, and airy feel. The dining and living areas are ideal for everything from an intimate weeknight dinner and movie to larger gatherings with family and friends. Floor-to-ceiling impact glass sliders in both the living room and primary bedroom frame stunning views of the beach and the Gulf—and those unforgettable sunsets. Hunter Douglas motorized, light-filtering shades allow you to tailor the ambiance to suit your mood. The primary suite rivals a luxury hotel, offering sweeping Gulf views right from the bed. The spa-inspired bath is beautifully appointed with dual sinks, a vanity, abundant storage, a rainfall shower with built-in bench, and striking tile work—your own private sanctuary. The guest bedroom provides a welcoming retreat for visitors, conveniently located near a private guest bath. This gracious home delivers beauty, sophistication, and timeless design—just steps from a private beach, swimming pools, clubhouse, Tower Lounge, and the charm of Siesta Village.

19 Whispering Sands Drive Unit 1105, Sarasota

$2,550,000

6 Beds ⋅ 4 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

Exceptional four-unit boutique coastal hospitality investment ideally positioned directly across from PB13 public beach access on legendary Siesta Key. This distinguished property represents one of the island’s most compelling income-producing opportunities, offering immediate access to Siesta Beach, ranked the #1 Beach in America and #4 worldwide by TripAdvisor’s 2025 Travelers’ Choice Awards. Renowned for its 99% pure quartz crystal sand and vibrant turquoise Gulf waters, this iconic destination delivers an unparalleled coastal experience that drives year-round demand. The intimate complex features a desirable mix of one and two bedroom residences and is professionally managed and offered fully turnkey, with all systems, furnishings, and operational components optimized for short-term rental performance. This established, high-performing hospitality asset demonstrates strong guest appeal, repeat bookings, and the ability to command premium nightly rates, allowing a new owner to seamlessly step into a stabilized operation from day one. Guests are consistently drawn to the unbeatable across-the-street beach access, eliminating parking hassles and enhancing walkability, an increasingly rare and highly sought-after advantage that supports rate premiums throughout the year. The property’s boutique scale and coastal charm deliver the personalized, resort-style experience today’s travelers prefer, further strengthening occupancy and guest loyalty. No rental restrictions provide a critical competitive edge, offering complete flexibility to optimize booking strategies, pricing models, and minimum stays without regulatory limitations. Strong financials underscore the property’s exceptional performance. With limited comparable inventory, enduring demand for high-quality coastal accommodations, and an irreplaceable location on Siesta Key, this offering represents a rare opportunity to acquire a trophy boutique hospitality asset in one of Florida’s most coveted beach markets. The Point of Rocks location further elevates market performance, placing guests within walking distance of Crescent Village’s restaurants, shops, and boutiques, while maintaining direct proximity to one of the world’s most celebrated beaches. This is a truly exceptional acquisition for investors seeking immediate cash flow, long-term appreciation, and a premier presence in an iconic coastal destination.

6905 Point Of Rocks Road, Sarasota

$1,075,000

4 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection! A freshly painted exterior, paver driveway, and xeriscape landscaping create a warm welcome. Inside, an open floor plan creates effortless indoor-outdoor living with tile flooring, bright living area, and pocket sliding glass doors seamlessly connecting to your private backyard oasis. The expansive paradise features a sparkling pool and hot tub with new pump/heater, surrounded by new privacy fencing, and an extended paver patio. The heart of the home is the renovated chef's kitchen, boasting duo-toned soft-close cabinetry, quartz countertops, and tile backsplash. The oversized kitchen island and adjacent dining area set the stage for lively gatherings, while the cozy den opens up to the patio for effortless pool-side alfresco dining. The primary suite features direct pool access and a newly updated bathroom with soaking tub, walk-in shower, and modern finishes. Thoughtfully designed for privacy, the split floor plan includes a poolside guest room along with two additional bedrooms tucked in a private wing with an updated bathroom. Additional updates include a NEW AC system/ductwork and NEW Hot Water Heater ensuring year-round comfort. The oversized two car garage offers plenty of parking and extra space for a golf cart and beach gear. Enjoy the tranquility of the tree lined streets while still having easy access on and off the island. This home is being enjoyed by seasonal renters, but now it’s your turn to enjoy island life! Whether you're looking for a lucrative FURNISHED short-term rental, a seasonal retreat, or a forever home, this renovated Siesta Key gem offers the best of island living!

567 Venice Lane, Sarasota

$1,400,000

5 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

*2 BUILDABLE WATERFRONT LOTS* Palm Island IS the "Heart of Siesta Key". Don't miss this rare opportunity to live in Siesta Key's most sought-after neighborhood and experience the quiet, friendly, yet close to everything community of Palm Island. Build your tropical dream home on one lot and sell the other, or go "all in" and create your ideal island estate on the 17,883 sq ft lot. If restoration is more your style, this home was built using the Lamolithic poured in place construction method developed by John Lambie Jr and was a key design element in the Sarasota School of Architecture. As a result, most of the primary structure and walls are made of 12 inch poured concrete, providing unsurpassed strength and durability. This spacious property located in one of the finest and friendliest communities on Siesta Key is situated a mere 600 feet from arguably the best beach on the planet. Situated on the Grand Canal, it is minutes by boat to the Intercoastal Waterway and a short walk or bike ride to Siesta Key Village. This sought after Palm Island address sits on two county approved building lots and is a rare opportunity for all interests. Maximize your Island experience and treat yourself to this rare, peaceful island escape limited only by your imagination. *House Plans and Budget available for both lots

2 Island Circle, Sarasota

$1,700,000

4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

If you’ve been searching for a fully renovated waterfront beach home on Siesta Key where everything has already been done for you, this is it. This beautifully updated 3-story coastal contemporary offers 4 bedrooms, 3 full baths, and 2,822 square feet of light-filled living space on a saltwater canal with quick access to the Intracoastal Waterway. From the updated composite dock and lift to the refreshed pool, pool deck, hurricane rated windows and doors, HVAC system, mosquito misting system, composite front and rear decking, turf, kitchen, baths, flooring, paint, and finishes — nearly every major component has been thoughtfully upgraded, giving you the rare opportunity to simply move in and enjoy without the surprise costs and renovation timelines that often come with island properties. For the boating enthusiast, the location is ideal: step out your back door, hop on your boat, and reach the Intracoastal in minutes with no marina fees and no hassle. Spend your mornings fishing, your afternoons at a waterfront restaurant, and your evenings cruising at sunset — all from your own private dock. For the seasonal owner, the home’s higher elevation and minimal storm impact history offer peace of mind, while the updated systems reduce maintenance concerns and make lock-and-leave ownership simple. Investors will appreciate the absence of HOA restrictions and the flexibility of one-month minimum rentals, opening the door to strong seasonal income potential in a market consistently ranked among Florida’s most desirable beach destinations. Large, fully-fenced, updated canal-front homes with boating access remain in limited supply, supporting both rental demand and long-term appreciation. Full-time residents will love the space and versatility of three levels, ideal for hosting guests or creating private retreats for family, the oversized driveway in addition to the garage, and the balance of privacy and proximity to everything Siesta Key offers. Inside, the home blends modern design with coastal warmth, featuring stainless steel appliances, solid stone countertops, large plank natural-tone wood flooring, oversized grey tile on the lower level, and a soft neutral palette that enhances natural light throughout. Open living spaces flow seamlessly to the outdoors, creating the perfect environment for entertaining or relaxed island living. The updated pool area feels like a private resort, surrounded by refreshed decking and low-maintenance turf, while expansive composite decks on both the front and rear of the home provide multiple spaces to gather, dine, and unwind. Bike to Siesta Key Village, reach the world-famous white sand beach in minutes, or cruise from your own dock whenever the mood strikes. Priced to sell and positioned as one of the best values for a fully updated canal-front home on Siesta Key, this property delivers lifestyle, flexibility, income potential, and long-term upside in one compelling coastal package.

5119 Oxford Drive, Sarasota

$1,180,000

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

Ideally located on Palm Island in the heart of Siesta Key, this elevated block-construction home offers the ultimate blend of style and resilience. Situated on nearly a quarter-acre, this 2-bedroom, 2-bathroom residence includes a generously-sized office currently utilized as a 3rd bedroom. Elevated over 10 feet, the home features a metal roof (2019), hurricane impact windows (2019), newer HVAC (2022) and new exterior paint (2026). The interior shines with fresh paint, designer lighting, and a custom statement banquette. An updated kitchen with marble countertops is open to the ample living and dining space, perfect for entertaining. The oversized owner’s suite boasts a walk-in closet and an ensuite bath with dual sinks, and double doors opening to the deck and pool area. Outside, enjoy the newly installed heated pool and paver deck overlooking a tranquil saltwater pond, which provides additional privacy. Just blocks from the world-famous Siesta Key Beach and less than a mile from the Village, this is island living at its finest.

421 Island Circle, Sarasota

$2,713,000

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

Boater’s Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the Intracoastal Waterway. No bridges to the bay. This is truly a boater’s paradise, complete with a private dock featuring two lifts, perfect for accommodating your vessels and exploring the surrounding waters, from a quick cruise to Skiers Island for water sports, to sunset sails on the Gulf of Mexico. Recently and thoughtfully renovated, this stunning coastal residence perfectly blends timeless design with modern luxury. Although originally built in 1970, because of the significant recent renovations, the effective year of this home per Sarasota County tax records is 2015. Boasting five spacious bedrooms, four and a half bathrooms, and 4,201 square feet of refined living space, it offers the ideal setting for relaxed everyday living and effortless entertaining. All within a home designed to complement today’s vibrant family lifestyle. Step inside to discover a light-filled, open floor plan framed by tranquil water views. New flooring and stylish fixtures create a crisp, inviting ambiance. The kitchen blends form and function with stainless steel appliances, custom cabinetry, quartz countertops, and a spacious island ideal for gathering with family and friends. The primary suite is a serene retreat featuring a spa-inspired bath and direct access to the pool terrace. Outdoor living shines with multiple spaces for lounging and dining beside the pool or enjoying the expansive waterfront lawn. Located on the north end of Siesta Key, just minutes off the island via the North Bridge and close to Siesta Key Village and the island’s world-famous white-sand beach. This property combines the best of island living and boating convenience, all in one exceptional address.

910 Siesta Key Place, Sarasota

$2,025,000

3 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

Nestled behind the gates of the iconic Sanderling Club, widely regarded as one of Florida Gulf Coast’s only private, gated beachfront neighborhoods, this property offers a rare opportunity to establish a presence within one of Florida’s most storied coastal enclaves. Surrounded by multi-million-dollar estates and lush tropical landscaping, the homesite presents exceptional potential to capture sweeping Gulf views and create a truly remarkable coastal retreat. The existing residence is a charming 1953 beach house, distinguished by its original terrazzo floors and solid cast-in-place concrete construction, hallmarks of the durability and understated character that define mid-century coastal architecture. Offered as-is, the home provides a unique canvas for restoration, thoughtful renovation, or a visionary re-imagining that reflects the future owner’s architectural aspirations. Life within the Sanderling Club is defined by an unmatched Gulf-front lifestyle. Residents enjoy private access to pristine beaches, along with exclusive community amenities including tennis and pickleball courts set directly along the shoreline, a private marina, and the rare opportunity to swim in the clear Gulf waters alongside manatees and dolphins. Evenings often unfold beneath legendary Gulf sunsets, best experienced from the community’s historic clubhouse overlooking the water. Whether envisioned as a restoration of its mid-century charm, the site of a striking new architectural residence, or a long-term investment within one of Sarasota’s most coveted coastal neighborhoods, this property represents a compelling opportunity to become part of the enduring legacy of the Sanderling Club.

7665 Sanderling Road, Sarasota

$4,000,000

Oyster Cove SubDv. ⋅ 34242 Zip Code

Two-acre+/- lot on Little Sarasota Bay with exceptional privacy, views, boating access and development potential. This listing includes two contiguous buildable parcels (ID#s 0127030017 & 0127030018) which are only offered together. This unique lot with mature trees and lush landscaping includes a secluded bay offering protection of your lot and future dock from the elements as well as prying eyes. This visually stunning property has unique topography that culminates in a substantially elevated waterfront pad (be sure to watch our video). Build the mansion of your dreams with room for a pond, tennis courts, guest house(s) and caretaker’s quarters. The main residence can easily sit 500 feet from Midnight Pass Road and over 1,000 feet from the high-speed channel of Little Sarasota Bay, providing a tranquil environment to enjoy your castle. County approvals for mangrove trimming and future dock have been obtained. Include a roof-top deck to enjoy Gulf of Mexico (ocean) views and spectacular daily sunsets! Only 3 miles to world famous Siesta Key Beach with its crystal-white sands: 2 miles to Turtle Beach; and under 4 miles to the Village in North Siesta Key, all of which are accessible by the free Siesta Key Breeze Trolley which will pick you up at your driveway Sunday-Thursday 8 am to 10 pm and Friday-Saturday 8 am until midnight.

7707 Midnight Pass Road, Sarasota

$900,000

1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

This fully updated spacious and open condominium located on Siesta Key boasts incredible views of the Gulf of America and Siesta Key Village. Enjoy them one of your three private balconies! An abundance of bright natural light flows throughout the unit. With its private beach access, pool area, common area, and close proximity to the Siesta Key Village, this unit offers an abundance of lifestyle.

5400 Ocean Boulevard Unit 8-04, Sarasota

$5,800,000

4 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

LARGE PRICE REDUCTION on this Bay Island Waterfront NEW CONSTRUCTION, move in ready!!! Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid block construction on all levels. The house has been thoughtfully designed, maximizing privacy and use of space. The main level features a designer kitchen with an open floor plan to the great room, a separate office, two covered terraces and a summer kitchen. The spacious primary suite is also on the main level with dual closets and a sumptuous bathroom featuring a large walk in shower and separate soaking tub. Mid level you will find 2 en-suite bedrooms, and the upper level boasts a clubroom with wet bar, a second primary suite, and an outdoor covered terrace to enjoy the sunset views. Other notable features include high ceilings with an abundance of natural light, an elevator to all levels, 3-car garage (one tandem), and a heated saltwater pool & spa. Constructed by premier builder Mike Voigt and interiors by acclaimed designer Angela Rodriguez, this house will check all the boxes of your dream waterfront home. The property was listed pre-construction. The days on market are reflective of the entire construction process and certificate of occupancy was granted end of March 2025.

3550 Flamingo Avenue, Sarasota

$800,000

2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

If you're seeking a spacious condo on Siesta Key with incredible gulf front views, look no further. This exceptional residence is located in Sandy Cove, a hidden gem of Siesta Key and a distinguished mid-century modern development designed by locally renowned architect Frank Folsom Smith. Ideally situated close to Siesta Key Village—just a short walk away—the community features its own private beach and fishing pier. This 2-bedroom, 2-bathroom residence offers a unique and thoughtfully designed floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home through floor-to-ceiling glass. Step inside this beautifully preserved period residence and prepare to be captivated by soaring vaulted ceilings and breathtaking gulf front views. The home also includes an additional seating area and a front patio, perfect for savoring some of Siesta Key's most spectacular vistas. A rare and highly coveted feature: the residence comes with a 1-car garage—a true amenity in this sought-after community

37 Sandy Cove Road Unit 3B, Sarasota

Siesta Key Recently Sold Homes

Map Search

CREATE A FREE ACCOUNT

Recently Sold Homes in Siesta Key FL

Team Davis

Search

Resources

About