Siesta Key FL Recently Sold Homes

Siesta Key Recently Sold Homes

Find the recently sold home listings in Siesta Key FL, today! Looking for new homes? Check out the latest Siesta Key homes for sale.

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Recently Sold Homes in Siesta Key FL

$1,481,696
4 Beds 2 Baths Siesta SubDv. 34242 Zip Code
Beach House Bungalows offers an exceptional opportunity to own a fully rebuilt, potential income-producing duplex in one of Siesta Key’s sought-after rental locations, just one block from world-famous Crescent Beach. With no minimum rental period, this property is ideally suited for short-term vacation rentals, seasonal stays or flexible personal use, making it a compelling investment in a high-demand coastal market. Completely rebuilt in June 2025, both bungalows have been thoughtfully reimagined to deliver modern comfort with a relaxed island aesthetic that today’s travelers seek. Each bungalow features two bedrooms with a king and queen bed, a queen sleeper sofa, and accommodations for up to six guests. New kitchens and baths, all new appliances, furnishings, televisions, and in-unit washer and dryer systems ensure a turnkey experience for owners and guests alike. Private outdoor showers, along with dedicated grilling and dining areas, enhance the laid-back beach lifestyle and add to the property’s strong rental appeal. Guests are drawn to the unbeatable go-to-everything location, with easy access to Crescent Beach’s powdery white sands, spectacular sunsets and soothing Gulf breezes. A nearby trolley stop provides convenient transportation throughout the island, connecting to the shops, restaurants and boutiques of Siesta Key Village. Favorite local spots are just steps away, while water sports, bike and kayak rentals, tiki bars and everyday conveniences are all within a single block. For outdoor and water enthusiasts, nearby Point of Rocks offers snorkeling, diving and fishing along the Gulf Coast’s only natural coral reef, adding another layer of adventure and allure for vacationers. With its recent total rebuild, prime location near the beach and flexible rental structure, Beach House Bungalows is a rare opportunity to own a high-performing Siesta Key investment property that captures the essence of island living, where guests arrive, unwind and happily repeat the experience again and again.

1136 Seaside Drive, Sarasota

$875,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Experience breathtaking, 180 degree FULL GULF VIEWS from this 8th floor North Tower residence overlooking 800’ of private beach in the premiere Gulf front property of Whispering Sands! Priced to sell, this 2 bedroom/2 bath, upper floor unit represents an exceptional investment opportunity in one of Siesta Key’s most sought after communities. It could be considered a blank slate, offering the new owner the opportunity to use their imagination and create a retreat that reflects their own personal style. A 25' private balcony, accessible via floor to ceiling sliders opening from the living room and primary bedroom, offers panoramic vistas across the shimmering shoreline and powder soft sands and a lifetime of spectacular symphonies of colorful sunsets over the Gulf. A complete set of NEW 2024 hurricane impact exterior balcony sliders provides total peace of mind. The galley kitchen includes a nice eat-in space and Bosch, Whirlpool, and Frigidaire appliances. The primary bedroom features an ensuite bath with tub/shower combination, walk-in closet, and generous vanity area. The guest bedroom is large enough to accommodate two queen beds – or would easily make a great home office or den. The furniture and furnishings minus a small exclusion list are being offered with this property. Seize this opportunity to create a lifetime of memories by investing in one of Siesta Key’s most desirable Gulf front communities.

19 Whispering Sands Drive Unit 802, Sarasota

$2,400,000
3 Beds 3 Baths Bay Island Shores SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Experience the ultimate in coastal living with this two-story residence in the highly desirable Bay Island Shores on the world-renowned Siesta Key. Located in a prime waterfront setting, this all-concrete block home boasts a new tile roof in 2016 and offers unparalleled access to deep water and sailboat-friendly waters, making it the perfect haven for boating enthusiasts. The property, set on over a .35-acre lot, is nestled in a protected basin and features a newer dock with composite decking, complete with two boat lifts (12,000 and 4,500 pounds), installed in 2018—truly a boater’s paradise.The home’s elevated design places all living spaces on the second floor, ensuring captivating water views and privacy. A secure, walled gated entrance leads to a spacious garage area of nearly 3,000 square feet, offering abundant storage for vehicles, watercraft, outdoor equipment, just off the pool and spa. With room for multiple cars, golf carts, motorcycles, and kayaks, this area can also be transformed into a game room, home theater, fitness space, or sauna—catering to a variety of lifestyles and interests.Perfectly suited for both relaxation and entertaining, the home features high ceilings, crown molding, an elevator, and expansive living areas that flow effortlessly into the outdoors. A wraparound balcony, accessible from nearly every room, allows you to enjoy the island breeze and scenic surroundings, while multiple indoor and outdoor spaces provide plenty of room to host family and friends.Located on the desirable north end of Siesta Key, this property is just moments from the renowned Siesta Key Beach and the vibrant downtown Sarasota area. Additionally, being within the city of Sarasota, the property offers the flexibility of weekly rentals, making it an excellent investment opportunity. This exceptional home combines the best of island living with modern amenities—your coastal dream awaits.

508 Siesta Drive, Sarasota

$960,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Experience the ultimate beachfront lifestyle in this stunning turn-key 2-bedroom, 2-bath second floor condo offering a full, unobstructed Gulf view on one of the best beaches in the world. From the moment you step inside, you’re greeted by breathtaking panoramic views of shimmering turquoise waters, powder-soft crystal sand, and unforgettable sunsets that paint the sky each evening. This light-filled residence features an open, inviting layout designed to maximize the incredible coastal scenery from the main living areas. The spacious primary suite offers comfort and privacy with an en-suite bath and generous closet space. A comfortable guest bedroom and second full bath provide the perfect setup for family or visitors. Enjoy the convenience of an additional dedicated storage closet, ideal for beach gear, bicycles, or seasonal belongings. Located just steps to the community pool, fitness center, clubhouse, tennis & pickleball courts and private beach access, this premier beachfront community delivers true resort-style living. Soak in the sights and sounds of waterfront life—morning coffee with sea breezes, afternoon relaxation, and sunsets that feel close enough to touch. Whether you're seeking a full-time residence, a seasonal retreat, or an investment property, this condo offers the perfect blend of comfort, amenities, and world-class beach living. For your convenience, Peppertree offers onsite rental.

1017 W Peppertree Drive Unit 116, Sarasota

$4,095,000
4 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
Completed in 2024, this custom one-story canal-front residence in the sought-after Sara Sands neighborhood offers a seamless blend of modern coastal design and effortless island living. Ideally located just minutes from Siesta Key Village, you’re close to boutique shopping, top restaurants, coffee shops, popular wine bar, and lively evening entertainment—while enjoying excellent boating water with quick 10–15 minute access to the Intracoastal Waterway. The home welcomes you with striking curb appeal, featuring a wide paver driveway, lush tropical landscaping, and a covered entry leading to an impressive wood front door. Inside, the open, airy floor plan is designed to maximize indoor-outdoor living. The main living space flows beautifully into the outdoors, highlighted by a dramatic covered lanai with a rich wood-plank ceiling, recessed lighting, and modern ceiling fans—creating a resort-style atmosphere year-round. The gourmet chef’s kitchen is both functional and elegant, showcasing custom wood cabinetry, quartz countertops, premium appliances, and a dedicated beverage bar ideal for entertaining. Large sliding glass doors open fully to the expansive covered patio, creating a true extension of the living space. This thoughtfully designed home offers four bedrooms and four bathrooms, providing privacy and comfort for family and guests alike. Each space is finished with clean lines, high ceilings, and quality craftsmanship throughout. Outdoors is where this property truly shines. The large covered patio deck includes multiple seating and dining areas, a fully equipped outdoor kitchen, and overlooks a resort-style pool with sun shelf, all framed by tropical landscaping and tranquil canal views. A covered boathouse with 10,000 lb lift, charming gazebo, and fenced yard complete this exceptional waterfront setting—perfect for boating days, sunset gatherings, and relaxed island evenings. This is a rare opportunity to own a nearly new canal-front home in one of Siesta Key’s most desirable neighborhoods—offering luxury, lifestyle, and location in perfect harmony.

5078 Sandy Beach Avenue, Sarasota

$695,000
2 Beds 2 Baths Crescent Arms SubDv. 34242 Zip Code
Welcome to 6312 Midnight Pass Rd #203S, an exceptional opportunity to own a turnkey furnished, income-producing beach retreat in the highly sought-after Crescent Arms community on Siesta Key. This rarely available 2 bedroom, 2 bathroom condo offers partial Gulf views from the spacious screened lanai and is just steps from private deeded beach access to Siesta Beach, ranked the #1 beach in the USA for its powdery white sand and crystal clear waters. This residence is thoughtfully designed for effortless coastal living, featuring an open layout with a welcoming living and dining area filled with natural light. Whether you're searching for a personal getaway, seasonal retreat, or a smart investment, this residence offers the best of all worlds. With a strong rental history driven by its 1 week minimum rental policy, this condo offers excellent income potential. Even better, Crescent Arms offers on-site property management, allowing you to enjoy the unit when you want it and rent it seamlessly when you're away, truly a hands off investment opportunity on one of the most desirable beaches in the world. Crescent Arms is a gated beachfront community offering resort-style amenities including a heated pool, clubhouse, private beach access, WiFi and cable, beach chairs, and secure building access. The dedicated on-site management and maintenance teams provide owners peace of mind and consistent rental support. Ideally located in the heart of Siesta Key, you’re just a short walk or bike ride from Siesta Village, restaurants, shopping, fishing charters, and all the local charm the island has to offer. With easy access to the mainland, downtown Sarasota’s vibrant arts, dining, and cultural scenes are just minutes away. Live on the #1 beach in the USA while your investment works for you. This is Siesta Key living at its finest.

6312 Midnight Pass Road Unit 203S, Sarasota

$1,850,000
3 Beds 2 Baths Midnight Harbor Sub SubDv. 34242 Zip Code
Siesta Key Waterfront Canal Home - Experience the best of waterfront living on Siesta Key with this charming canal-front home, just one house from the open bay and offering quick, easy access to the Intracoastal Waterway. Nestled in a tranquil and highly desirable location, the property enjoys a private setting on an expansive lot with a wide canal and stunning views of Sarasota Bay. This well-designed 3-bedroom, 2-bath residence sits high and dry, featuring an open floor plan perfect for entertaining. The spacious living and dining rooms flow seamlessly into the kitchen and family room, all enhanced by high ceilings and natural light. The master suite includes a cozy sitting area—ideal for a home office, den, or hobby room. On cooler evenings, relax by the wood-burning fireplace in the family room while watching boats drift by the bay. Outdoor living is equally inviting, with a sparkling pool and spa that provide the perfect retreat on warm Florida days. For boating enthusiasts, the property includes a dock equipped with a boat lift, water, electricity, swim ladder, and sundeck. Enjoy fishing, swimming, kayaking, or paddle-boarding right from your backyard. Upgrades include Roof (5 years old), A/C (3 years old). All hurricane impact windows & sliders and a 2 Car Garage. This home offers a rare opportunity to own a piece of Siesta Key waterfront—where every day feels like a vacation.

1236 Port Lane, Sarasota

$7,454,237
4 Beds 6 Baths Mira Mar Sub SubDv. 34242 Zip Code
Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key — a breathtaking bayside coastal estate that artfully blends modern innovation with timeless design. Set on nearly an acre of prime waterfront with 154 feet of shoreline, this gated property offers just under 7,500 square feet of luxurious living area with more than 9,200 total square feet of combined living and entertaining space, recently transformed through a full-scale two-year architectural renovation by Braidenview Architects and Christner Brothers — winners of the 2024 Aurora Grand Award for Best Renovated Home. From the moment you arrive at the gated motor court, you’ll be struck by the serenity of the grand live oaks, artistically designed landscaping, and elegant curb appeal. Inside, the home, with classical proportions, opens to soaring ceilings, DuChateau European oak flooring, and thoughtful details at every turn — from custom cabinetry and designer lighting to Euro-Wall sliders and state-of-the-art automation by Coastal Smart Homes. The heart of the home features multiple expansive living areas, all with views of Little Sarasota Bay and the Intracoastal Waterway from nearly every room, a show-stopping kitchen outfitted with Wolf and Sub-Zero appliances, double islands, and a butler’s pantry make for effortless entertaining. With four bedrooms, 2 of which offer additional sleeping areas in the suites, six baths, a private gym, a large office with two separate workspaces, a sewing/project room, and bespoke closets throughout — every space is both beautiful and functional. Step outside to enjoy a reimagined resort-style pool and new spa, Brazilian IPE decking, and multiple areas to savor sunsets over the Intracoastal Waterway. For boating enthusiasts, there is an impressive 200-foot dock with lift to accommodate a 25’ vessel plus an additional mooring area. Whether hosting a family celebration or simply savoring the coastal breeze, this property is designed for making lasting memories. Plus you are minutes from Siesta Key beach when you want to take a walk and put your toes in the famed quartz-sand as you watch the sun disappear into the horizon. With Sarasota’s vibrant cultural offerings, shopping and dining just moments away, you are all set to enjoy every imaginable amenity for an impressive lifestyle.

8155 Midnight Pass Road, Sarasota

$3,180,000
3 Beds 4 Baths Siesta Bayside SubDv. 34242 Zip Code
Pre-Construction. To be built. Island retreat meets waterfront luxury in this custom-built masterpiece by renowned builder Allegra Homes. Situated in an exclusive Siesta Key location, this "Laurie Coastal" floor plan offers an extraordinary 2,757 sq. ft. of open, bright living space. Designed with the utmost attention to detail, the home includes 3 spacious bedrooms, 3.5 baths, a study, and a bonus room, providing plenty of room for both relaxation and entertainment. Step outside and experience true Florida living with a screen-enclosed lanai, a private saltwater pool/spa, stunning views of the saltwater canal with south facing exposure. The chef’s kitchen is equipped with top-of-the-line Wolf, SubZero, and Dove appliances, perfect for culinary enthusiasts. The luxurious master suite offers dual walk-in closets and a spa-like bath, while each guest room features an en suite bath for ultimate privacy and comfort. New Seawall and not too far from world renowned Siesta Key beach. Seamlessly transition between indoor and outdoor living with the great room's pocketing glass sliders that open to the lanai. Additional features include a 3-car garage with an epoxy floor, impact Low-E windows and doors, a tankless water heater, and professional landscaping, enhancing both style and functionality. A paver brick driveway and tongue-and-groove wood ceiling on the lanai further elevate the home's elegance. Located just minutes from Crescent Beach and Siesta Village, this home offers the ultimate in waterfront living and access to the vibrant Siesta Key lifestyle. Don’t miss the opportunity to own this incredible home—where modern design and luxurious living come together in perfect harmony!

616 Mangrove Point Road, Siesta Key

$5,600,000
4 Beds 4 Baths Cocoanut Bayou SubDv. 34242 Zip Code
This award-winning Modernist home was designed to provide privacy while maintaining direct tranquil water views framed by mature tropical landscaping. In the desired and private lot enclave of Cedar Park, one approaches the residence via a canopied private lane before entering the ideal spot for boaters, car enthusiasts, or those who just enjoy the serenity of the .6-acre grounds with plus/minus 350 feet of frontage on Cocoanut Bayou. The car enthusiast will appreciate the twin garages accommodating five cars, while boaters will be impressed by the water depth of plus/minus 4 feet, substantial IPE wood dock with 10,000-pound and 7,000-pound lifts, and immediate access to the Bay and Gulf. Designed with practicality and easy living in mind, the light-filled rooms feature high ceilings, wall-to-wall stacking glass doors, a chef’s kitchen with Miele appliances and Italian cabinetry, elevator, a generator, and an open concept plan that incorporates nearly 900 sq ft of non-conforming space in the most ingenious fashion, and transitions seamlessly between indoor and outdoor living spaces. Enjoy outdoor dining and relaxing on the expansive covered terrace, lounge by the private 40-foot saltwater pool with spa or just drink in the tranquility offered by this special property. The split plan with four bedrooms (one makes an ideal office) and 3½ baths allows for flexibility of use and manageable size. Private, gated beach access is available. This is the ideal home base to enjoy island lifestyle and for you and yours to take advantage of all Sarasota and Siesta offer. Set out by land or sea to enjoy the world-renowned sugar sand beaches, downtown cultural venues, museums, multiple restaurants and shopping. An exceptional opportunity for the discerning.

251 Cedar Park Circle, Sarasota

$600,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations.

6415 Midnight Pass Road Unit 310, Sarasota

$530,000
2 Beds 2 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Discover an exclusive, gated oasis at the southernmost tip of Siesta Key. This recently renovated 5th-floor condo, nestled within the private 5.2 acre community of The Pointe, offers a lifestyle of unparalleled luxury & tranquility. The residence provides a rare opportunity to witness breathtaking sunrises over Sarasota Bay & celebrate unforgettable sunsets over Midnight Pass & the Gulf of America. Inside, a chef’s kitchen features solid-wood, soft-close cabinetry, granite countertops & several new appliances. The 2 full bathrooms are equally modern with new fixtures & sleek quartz vanity tops. Throughout the light-filled, move-in-ready home with Impact Glass windows, elegant luxury vinyl & porcelain tile provide low-maintenance sophistication. The new professional staging can be included or purchased separately. Relax on your spacious, 29-foot screened lanai as you watch kayakers glide over the water & observe the natural beauty of the Neville Bird Sanctuary. Engage with resort-style amenities, including a heated lap pool & spa, lighted tennis & pickleball courts, a fitness center & saunas. The pet-friendly community offers the ultimate peace of mind with a dedicated management team & dual elevators. For the boater, slips up to 26 feet & kayak storage are available for a nominal annual fee. Located on an elevated part of the Key, this property had no water damage or storm assessments in 2024. Enjoy the convenience of a short stroll to Turtle Beach & the free public trolley to Siesta Village & Siesta Beach.

9397 Midnight Pass Road Unit 505, Sarasota

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