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.

User

CREATE A FREE ACCOUNT

Get INSTANT MLS ACCESS and NEW LISTING ALERTS sent directly to your inbox

Recently Sold Homes in Siesta Key FL

$625,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Your Dream Coastal Retreat Awaits at Whispering Sands – Siesta Key> ** Private Beach @ #1 Beach in USA** Welcome to your beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Whispering Sands community, ideally located in the heart of Siesta Key Village. This stunning residence combines coastal elegance with modern convenience to create the ultimate island lifestyle. VIEW MATTERPORT VIRTUAL TOUR IN FIRST LINK. Step inside to an open, airy floor plan flooded with natural light. The spacious living area is perfect for relaxing or entertaining, while the modern kitchen impresses with stainless steel appliances, quartz countertops, and custom cabinetry. Every detail has been thoughtfully updated for style and comfort. The primary suite offers a peaceful retreat with a walk-in closet and a sleek en-suite bathroom. A versatile second bedroom is ideal for guests or a home office, paired with a beautifully updated second full bath. Step out onto your private impact glass enclosed porch with luxury electric shades for privacy at one push of a button! Enjoy tranquil mornings or dramatic sunsets, surrounded by lush tropical landscaping. Whispering Sands offers resort-style amenities including: >* Two sparkling swimming pools >* Private gulf-front beach access >* Fitness center >* Clubhouse & social activities >* Lush, walkable grounds with scenic lake views Just steps away from the vibrant energy of Siesta Key Village, you’ll enjoy walkable access to shopping, dining, and nightlife. And of course, the #1-rated Siesta Key Beach, famous for its powdery white quartz sand, is just outside your door. ****Don’t miss this rare opportunity to own a slice of paradise in one of Siesta Key’s most coveted communities.

199 Whispering Sands Drive Unit 105, Sarasota

$700,000
3 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to this rare, NEWLY REMODELED 3 bed/2 bath, 1,562 SF freestanding villa with attached 2 CAR GARAGE in the premiere GULF FRONT Siesta Key property of Whispering Sands! NEW 2025 VILLA ROOF. Updated and completely move-in ready, this residence offers the ideal blend of privacy, modern updates, and coastal convenience—all just a two-minute stroll to your own private quartz sand beach on the Gulf! Every detail of this remodel has been carefully considered by its current owners. You’ll find NEW luxury vinyl plank flooring, NEW paint, interior doors & trim, and even NEW remote-controlled ceiling fans. The bright NEW kitchen is a standout with its soft close white cabinetry, modern backsplash, granite counters, and GE and Bosch stainless appliances. A set of handsome French doors leads from the dining area into your own private, gated and fenced brick paver patio, perfect for morning coffee, quiet evenings under the stars, or entertaining at the grill. The spacious primary suite features a valuable SECOND, custom walk-in closet. Both bathrooms have been refreshed with NEW granite topped vanities and fixtures. The rare 3rd bedroom could serve as either a guest bedroom or office or both. The star of the show might be the oversized 2-car garage which boasts an entire wall of valuable built-in cabinets, NEW full sized washer & dryer, epoxy floor, and sink. Window treatments include plantation shutters, shades, and blinds. Additional features include a tankless water heater, water softener, textured ceilings, recessed lighting & tubular skylights. Don’t miss this opportunity to own a newly remodeled move-in-ready villa in one of Siesta Key’s most desirable Gulf front communities!

104 Whispering Sands Drive Unit V27, Sarasota

$357,500
1 Beds 1 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
Live the Ultimate Waterfront Lifestyle at The Pointe on Midnight Pass! Welcome to your private slice of paradise on Siesta Key, where panoramic full bay views, lush tropical surroundings, and upscale amenities come together in one of the island’s most coveted communities—The Pointe on Midnight Pass. This beautifully updated 970 sq ft residence offers a seamless blend of style and functionality. Step inside to discover brand-new appliances and sleek countertops in the kitchen, perfect for everyday cooking or entertaining with a view. The thoughtful floorplan includes built-in pocket doors that enhance flow and privacy without compromising space, and a newly installed A/C system and industrial-grade water heater ensure comfort and reliability year-round. A rare highlight is the built-in washer and dryer, tucked away for convenience without sacrificing style. You’ll also enjoy the added bonus of a dedicated storage unit, ideal for storing beach gear, bicycles, or seasonal items. Step out onto your private space and soak in expansive views of the bay, where dolphins are known to make appearances. The Pointe on Midnight Pass is a gated community renowned for its pristine landscaping and exceptional amenities. Residents enjoy deeded beach access, just a short stroll away, as well as a resort-style heated pool, fitness center, tennis and pickleball courts, sauna, kayak launch, and a bayfront BBQ area for unforgettable sunset dinners. For boating enthusiasts, dock access is available for only $100/month on a first come, first serve basis—an incredible value in this prime waterfront location. Tucked away at the quiet southern tip of Siesta Key, this community offers peace and privacy while still being close to the vibrant shops, restaurants, and nightlife of Siesta Village and mainland Sarasota. Whether you're seeking a full-time home, seasonal retreat, or investment opportunity, this residence offers a rare combination of move-in-ready comfort, upscale upgrades, and an unbeatable location. Don't miss your chance to live the waterfront lifestyle you’ve been dreaming of.

9393 Midnight Pass Road Unit 603, Sarasota

$380,000
2 Beds 1 Baths Vista Hermosa SubDv. 34242 Zip Code
Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island charm. Entering your bright, open living space adorned with new window treatments and sleek luxury vinyl flooring that flows seamlessly throughout. The lanai with newly installed indoor/outdoor carpet is the perfect place to sip your morning coffee before you head to the beach. The fully updated kitchen is a chef’s delight, featuring dazzling quartz countertops, premium stainless-steel appliances, including a new dishwasher, stovetop, and refrigerator—and ample cabinetry for effortless organization. An AC unit that can be accessed remotely and water heater were both replaced in 2025. As part of this maintenance-free community, you’ll enjoy resort-style amenities, including a heated pool, a newly renovated clubhouse with a full kitchen, outdoor grilling areas, and a dedicated covered parking space. Just minutes from the world-famous Siesta Beach, with its sugar-soft sands and turquoise Gulf waters, this villa offers the ultimate blend of serenity and adventure. Explore the lively Siesta Key Village, brimming with boutique shops, gourmet dining, and vibrant entertainment. With the Stickney Point Bridge nearby, you’re a quick drive from the cultural delights of Downtown Sarasota, the upscale charm of St. Armands Circle, and the pristine shores of Longboat Key. Don’t let this Siesta Key treasure slip away—schedule your private tour today and claim your piece of paradise!

151 Vista Hermosa Circle Unit 31C, Sarasota

$2,875,000
3 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Step into the Siesta Key lifestyle today — no waiting for construction, no uncertainty, just effortless waterfront living. Elevated at 10.5 feet with no history of flood damage, this exceptionally maintained 2015 Key West–style home offers an exceedingly rare turnkey waterfront opportunity, combining timeless design with peace of mind, creating a sanctuary where every detail has been carefully considered. Imagine mornings in your chef-inspired kitchen, quartz counters gleaming, Thermador appliances, and a gas stove ready for weekend brunches. Walls of glass invite sunlight into the great room and open to a covered lanai with outdoor kitchen, heated saltwater pool, carefully maintained landscaping, and majestic oak trees, where afternoons flow seamlessly into evenings spent entertaining family and friends. A versatile den/office provides a quiet retreat or workspace, and the outdoor shower makes rinsing off after a day on the water effortless. Outside, a wide waterfront canal with private dock, 13,000-lb boat lift, and fish cleaning station offers direct access to the Intracoastal — perfect for boating, yachting, and all water adventures with only one bridge to navigate. The 3-car split garage provides space for a collector car, golf cart, or hobby projects, while impact windows, a whole-house generator, and updated HVAC ensure comfort, safety, and peace of mind. The split floor plan offers privacy for guests with en suite baths, while the primary suite is your own private retreat. Nestled on a quiet cul-de-sac and WIDE canal, just minutes from Siesta Village, award-winning beaches, dining, shopping, and Sarasota’s vibrant arts scene, this walkable, bikeable, and kayak-friendly neighborhood lets you enjoy everything the Key has to offer without ever getting in your car — every day feels like a vacation. More than a house, this is a lifestyle ready now. Secure, elevated, turnkey waterfront property, and perfectly positioned on one of Siesta Key’s most desirable canals. Experience the rare combination of security, luxury, and effortless waterfront living — your turnkey Key West–style sanctuary awaits.

5169 Sandy Shore Avenue, Sarasota

$540,000
2 Beds 2 Baths Midnight Cove Ii SubDv. 34242 Zip Code
Step into your completely turnkey Siesta Key waterfront retreat at Midnight Cove II where everything is done for you – just bring your suitcase and start living the dream. This first floor condo comes furnished and equipped, eliminating the hassle of moving, decorating, and outfitting your new coastal sanctuary. The move-in ready convenience extends throughout this waterfront haven, featuring a washer and dryer in the unit, along with newer dishwasher, garbage disposal, and air handler already in place. Your turnkey package includes a generous storage unit plus a dedicated parking spot. The Condo Association handles the details for you, recently planning WiFi thermostat installations and thoughtfully providing luggage carts at mailboxes – even mail retrieval has been simplified in your ready-to-enjoy retreat. This fully equipped coastal escape sits beautifully positioned with approximately 300 feet of Intracoastal frontage in the heart of Siesta Key. Midnight Cove II’s resort-style amenities complement your lifestyle with heated swimming pool, newly rebuilt tennis courts, basketball court, clubhouse, and barbecue grilling areas. You’ll also enjoy kayak storage and easy launch access, direct beach access across the street, and private docks to accommodate your boat. Crescent Beach’s pristine white sands and world-famous Siesta Beach are just minutes away. The charming Siesta Key village awaits nearby with shops, restaurants, live entertainment, and nightlife. With weekly rentals permitted, this turnkey investment opportunity combines effortless coastal living with income potential in one of Florida’s most desirable destinations. Don’t miss your chance to own this rare Siesta Key retreat—schedule your private showing today and start living the island lifestyle you’ve always dreamed of!

1900 Cove Ii Place Unit 114, Sarasota

$729,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~ Recently remodeled w a warm neutral palette, this open plan offers split bedrooms for privacy while allowing gatherings in sun-dappled dining/living space bathed in natural light through the enclosed lanai ~ The KITCHEN includes Stainless appliances, granite breakfast bar, solid wood cabinets w soft close drawers. There’s a convenient breakfast nook doing double duty as ‘pocket’ office with desk/bistro table by the pantry. ~ The spacious LIVING area has comfy Crate & Barrel ‘L’ shaped couch and tranquil water views for relaxed entertainment ~ An Enclosed Lanai presents a serene DINING atmosphere, with an adjustable Crate & Barrel dining table, wonderful for hosting family and friends ~ The Luxurious MASTER suite has King bed, water view, Dual solid wood & granite vanities w soft close, spacious walk-in closet, hall closet, and linen closet! A newer Custom Glass Walk-in Shower is discreetly in the separate commode room ~ The well-appointed, no-shared walls, Guest bedroom provides ample comfort and relaxation for your guests w an adjoining modern bath also w newer, vinyl plank flooring and closet ~ A convenient Full sized Washer Dryer is located in guest hallway. ~ UPGRADES: HVAC June 2025, Recessed Lighting & Newer Fixtures, Newer Cabinetry, Newer Commodes, Vanities & Countertops, New Modern Doors and closet doors, Newer Blinds, Metal Roof 2015. Recent Luxury Vinyl Plank installed throughout ~ A Rare Private 1 Car Garage may hold: a vehicle, and/or bikes, beach & pool gear & toys and sports equipment ~ AMENITIES: 2 Heated Pools, Clubhouse, BBQ area, Walking paths on Well Maintained Grounds w 2 Ponds and Fountains, Pickleball & Tennis courts, Fitness room & Saunas, Private Deeded Beach Access, Community Grills and Fishing Pier/Deck on the Inter coastal Waterway perfect for enjoying a waterside cocktail hour, watching dolphins and being entertained by the endless boat parade passing by ~ LOCATION: Gulf & Bay Club Bayside is an exclusive Key West style, resort-like, gated community unique in its flora & architecture. This socially active community invites you to join the Coastal lifestyle! Enjoy a short walk on the dedicated path to your award winning sugary quartz sands of Siesta Beach, or Hop aboard the Siesta Key Trolley which connects the two ends of the island. Located between Siesta Key Village and Stickney Point Rd, this property places you within easy reach of the island’s most vibrant lifestyle: savory restaurants, boutique shopping and live entertainment, water-sports and sunsets~ RENTALS: Although this unit has Never been a rental, Weekly rentals are allowed. This option makes for an excellent investment opportunity. Gulf & Bay offers on-site rental management or choose your own! With 52 weeks to choose from, owners can save weeks for themselves and may still cover the nut! ~ Whatever your needs, you cannot go wrong in this charming condo, it’s Move-In ready, just waiting for you! ~ Schedule your showing today!

1240 Siesta Bayside Drive Unit 1240C, Sarasota

$4,300,000
4 Beds 4 Baths Cocoanut Bayou SubDv. 34242 Zip Code
Located in an exclusive enclave of multi-million-dollar homes, this custom residence offers a special combination of privacy, prestige, and move-in-ready waterfront living. Ideal for boating and car enthusiasts, this residence was completely updated in 2018 and is set on a beautifully landscaped 0.6-acre lot. Cedar Park owners can enjoy private beach access to a pristine beach overlooking Big Pass and the Gulf. Inside, an open and thoughtfully designed single-story layout maximizes water views and natural light. Elegant tray ceilings, a stacked-stone gas fireplace, and plank tile floors set a refined tone throughout the main living spaces. Sliding glass doors in the living area seamlessly connect the interior to the expansive outdoor space, delivering a true Florida indoor-outdoor lifestyle. The gourmet kitchen is appointed with custom cabinetry, quartz surfaces, high-end stainless appliances, a handy dumb waiter, and two islands, flowing naturally into the casual dining area and family room. The formal living and dining spaces provide flexibility for both entertaining and everyday living. The spacious primary suite enjoys pool and water views, direct access to the covered terrace, a luxurious spa-style bath with freestanding tub, and a spacious walk-in closet. Three additional bedrooms, a private office, a large laundry/hobby room and a butler’s pantry complete the interior footprint, offering flexibility and privacy for guests and everyday living needs. One of the best features of this home is the huge garage – there is room for all your toys, 6-8 vehicles, storage, a climate-controlled game room, and a workshop! Designed for effortless entertaining, the expansive covered lanai features retractable screens, multiple lounging and dining areas, and overlooks the resort-like heated pool and spa framed with lush tropical landscaping. Neatly manicured, thick mangroves protect the property and provide a gateway to a large Trex dock with a 10,000-lb boat lift and 4,500-lb lift for two jet skis. The calm, protected waters of Cocoanut Bayou offer quick access to the open waters of Sarasota Bay and the Gulf. Homeowners have access to 100 feet of private beachfront with a gated entry, tiki hut, a dog run, parking, and a set of multi-colored Adirondack chairs from which to enjoy the spectacular sunset skies. Additional features of the home include hurricane-impact windows and doors, central vac, circular brick driveway, a side parking pad, huge garage with workshop and game room fitted with Endura flood easy maintenance wall system, a pre-wired elevator shaft, and an outdoor shower. Block construction and built to hurricane code standards, this residence offers peace of mind and modern convenience. Located on the north end of the island, just 1.4 miles from Siesta Key Village and moments from downtown Sarasota - 244 Cedar Park Circle delivers a unique blend of privacy, boating lifestyle, and coastal elegance.

244 Cedar Park Circle, Sarasota

$1,000,000
4 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
SIGNIFICANT PRICE IMPROVEMENT! Discover the rare opportunity to build or renovate on an exceptional .36-acre canal-front property located in the sought-after Sara Sands neighborhood on Siesta Key. Tucked away in a serene, upscale enclave just moments from the vibrant Siesta Key Village and the world-renowned Siesta Key Beach, this property offers the perfect blend of tranquility and convenience. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. With ideal north-south exposure, this lot provides the perfect canvas for creating a custom-designed retreat that captures the coastal lifestyle. Boating enthusiasts will appreciate the private dock on a wide, deep-water canal, granting effortless access to the scenic Grand Canal and the Intracoastal Waterway. Whether you envision peaceful mornings on the water, lively gatherings by the pool, or simply relaxing in your personal oasis, the possibilities are endless. 5072 Higel Avenue is more than just a homesite—it's a lifestyle destination. Walk or bike to the #1 beach in the USA, then return to your private paradise. Enjoy world-class boating, fishing, fine dining, boutique shopping, and the cultural offerings of downtown Sarasota—all just minutes away. Bring your contractors, your architect, and your vision. This is your chance to create something truly special in one of Siesta Key’s most desirable locations. Don’t miss this exceptional opportunity. Schedule your private showing today.

5072 Higel Avenue, Sarasota

$3,000,000
5 Beds 5 Baths Twitchell Ralph S Siesta Key SubDv. 34242 Zip Code
**BELOW APPRAISED VALUE**This exquisite Key West-inspired residence, perfectly positioned along Siesta Key's pristine Gulf waters, embodies the epitome of sophisticated coastal living. Spanning an impressive 4,486 square feet, this custom-built haven seamlessly blends casual elegance with luxurious comfort. The home's grand entrance welcomes you through a covered porch into a spectacular open floor plan, where soaring ceilings and gleaming hardwood floors set the stage for refined entertainment. The great room showcases a majestic floor-to-ceiling natural cut coral fireplace, while the gourmet kitchen boasts premium KitchenAid appliances, granite countertops, and a convenient butler's pantry. Triple pocketing glass doors create a magnificent 10-foot opening to an expansive covered balcony, perfect for enjoying endless Gulf vistas. The main level features two generously sized bedrooms, shared bath facilities, and a thoughtfully placed elevator. The upper level houses a sumptuous primary suite, complete with hardwood floors, a private Gulf-view balcony, and a luxurious ensuite bathroom. An adjoining private office with full bath offers additional Gulf views. Outdoor living reaches new heights with a Gulf-side heated pool and spa, complemented by a 2,300-square-foot travertine patio. A mother-in-law suite provides perfect accommodations for family or visitors. Modern amenities include impact glass, hurricane protection, and a new metal roof. The low-maintenance exterior features composite siding, Trek decking, and a circle paver driveway. Down a private, gated lane this coastal masterpiece sits moments from Siesta Key Village and the renowned Siesta Beach, while downtown Sarasota's cultural attractions lie just 15 minutes away. Recently enhanced with new pool equipment, landscape lighting, and a mosquito mist system, this residence represents the pinnacle of island living.

137 Big Pass Lane, Sarasota

$2,650,000
4 Beds 5 Baths Harmony Sub SubDv. 34242 Zip Code
Elevated Living. Expanded Luxury. Move-In Ready. More space. More land. More peace of mind — and better value than new construction. This rare Siesta Key estate offers twice the living space and double the lot size of typical new construction homes on the Key, while sitting high and dry on an above-flood-level lot. No construction delays. No compromises. Designer Waterfront Living on Treasure Boat Way – Rare Value Meets Lasting Style Modern Waterfront Estate on Siesta Key | 512 Treasure Boat Way Perfectly situated on a spacious .44-acre corner lot in one of Siesta Key’s most sought-after boating communities, this fully renovated modern estate offers over 5,000 square feet of sophisticated living. With 4 bedrooms, 4.5 bathrooms, and a dedicated media room, the layout is both functional and refined. Enjoy deep-water dockage on a wide canal and direct access to Sarasota Bay—ideal for boaters looking to explore the Gulf of Mexico with ease. The home’s high flood elevation and no history of flooding provide peace of mind and lower insurance premiums, adding even more value to this exceptional property. Inside, dramatic design meets everyday comfort. Step through the doors to find soaring ceilings, a custom open-tread staircase with walnut treads, and a striking stone feature wall. Walls of glass flood the interiors with natural light, highlighting European porcelain flooring, designer lighting, and a double-sided fireplace that anchors the open living spaces. The gourmet kitchen is a showstopper—designed for both entertaining and daily living—outfitted with quartz countertops, flat-panel cabinetry, floating shelves, and a full suite of premium appliances. The luxurious primary suite includes private pool access and a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and bespoke tilework. The dedicated media room features sliding glass doors that open to a private courtyard, offering a quiet, flexible space ideal for movie nights or casual relaxation. Treasure Boat Way has been thoughtfully renovated to preserve its original mid-century style while modernizing with sleek industrial touches. The result is a home that is sophisticated, private, and relaxing. Outside, tropical landscaping and an expansive backyard set the tone for true waterfront living. Multiple lounge areas and seamless indoor-outdoor flow make this a perfect setting for entertaining or unwinding, with captivating water views from nearly every room. Whether you’re searching for a primary residence, a vacation retreat, or an income-generating investment, 512 Treasure Boat Way checks every box—offering modern updates, premium waterfront access, and a short stroll to Siesta Key Village and Siesta Beach. This property offers strong appeal for both investors and owner-occupants. With excellent potential for short-term rental income and a layout designed for comfort and privacy, it’s equally suited for generating revenue or providing a welcoming home for a family. Schedule your private showing today to experience the pinnacle of luxury waterfront living. **No flood damage**

512 Treasure Boat Way, Sarasota

$578,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Discover this beautifully renovated and fully furnished 1,287 square foot condominium on Siesta Key, featuring 2 spacious bedrooms and 2 modern bathrooms. Nestled in the prestigious Anchorage Yacht and Tennis Club, this southern-exposure gem offers breathtaking views of both the Gulf and the Intercoastal Waterway. Ideal for both personal use and investment, the HOA permits weekly rentals year-round when not owner-occupied. Step inside unit 607 to find a bright, open-concept living area that connects to a private, condo-width balcony through sliding glass doors. The fully-equipped kitchen, adorned with elegant granite countertops, opens onto the dining area and living space, perfect for entertaining or enjoying quiet evenings at home. The expansive master suite features an ensuite bathroom with a luxurious walk-in shower, a separate dressing area, a generous walk-in closet, and its own access to the balcony. The inviting guest bedroom also includes a walk-in closet and balcony access, ensuring comfort for all your visitors. This unit comes with a deeded carport, along with ample guest parking for your convenience. The Anchorage offers an impressive array of amenities, including an Olympic-sized heated swimming pool, a state-of-the-art fitness center, lighted pickleball and tennis courts, a clubhouse, BBQ and picnic areas, and kayak storage facilities. With private beach access to the renowned Siesta Key Crescent Beach, The Anchorage combines the luxury of resort-style living with the comforts of a residential community. Enjoy living or vacationing in this prime location condominium on beautiful Siesta Key. Don’t miss your chance to own this exceptional property!

6415 Midnight Pass Road Unit 607, Sarasota

Start Your Search