Refine Search
Sort by
$1,475,000
2 Beds 2 Baths Crystal Sands SubDv. 34242 Zip Code
Welcome to luxury living in the renowned Crystal Sands building on Siesta Key, where every day brings full, unobstructed views of the Gulf of Mexico. This stunning condo features an open-concept design with newer windows that allow the turquoise waters and breathtaking sunsets to fill your living space. The kitchen is open to the living space and has the same stunning views, perfect for both casual meals and entertaining. The owner's suite provides a serene oasis, offering panoramic ocean views for ultimate relaxation. Crystal Sands is known for its upscale amenities, including private access to the world-famous quartz sand beaches of Siesta Key, a beachfront heated pool, and a second pool for added convenience. Whether you're enjoying the beach just steps from your condo or villa or relaxing poolside, this is coastal living at its finest. Siesta Key is celebrated for its pristine turquoise waters and powdery sand, and this condo puts you right in the heart of it all. Just 2 miles from the vibrant Siesta Key Village, you’ll have easy access to shops, restaurants, bars, coffee shops, and more. Nearby, you’ll also find a variety of restaurants, convenience stores, and water sports rentals within close proximity, ensuring you can enjoy both relaxation and adventure without ever straying far from home. This is your chance to own a piece of paradise in one of Florida’s most sought-after destinations.

6300 Midnight Pass Road Unit 603, Sarasota

$601,050
2 Beds 2 Baths Siesta Bayside SubDv. 34242 Zip Code
The epitome of Siesta Key charm. Old Florida oaks provide shade and epitomize Sarasota character on this large 8,869 sqft LOT. Birdsong Lane is a quiet and friendly neighborhood just minutes away from Siesta Key Village and minutes from world-famous Siesta Key Beach. The block construction home with POOL features a fantastic, versatile floorplan with 2 bedrooms PLUS DEN, 2 bathrooms; 2 large dining room options and 2 spacious living/family room options. A third bedroom can easily be added. A gorgeous screened-in pool is nestled amongst tropical foliage in the private fenced-in yard. ** Hurricane Helene caused water intrusion for the first time since the home was built. This resulted in damage to the carpets, lower drywall, appliances and cabinetry. No further damage was caused by hurricane Milton. The property will be sold in AS-IS condition and is priced to reflect its current condition. **

734 Birdsong Lane, Sarasota

$3,025,000
5 Beds 5 Baths Siesta Bayside SubDv. 34242 Zip Code
PRIVATE WATERFRONT OASIS in one of Siesta Key's most cherished neighborhoods. A circular drive and three-car garage welcome you to your 4/5 bedroom (all en suite), 5 full baths, office, and kitchen/family room combo overlooking the saltwater pool. The large, first floor owners' suite features a recently updated bathroom with soaking tub, and walk-in closet on the first floor. One of the additional bedrooms is a private guest suite with its own fridge, sink, and coffee bar. The outdoor pool area is very private and complete with a waterfall, large paver deck, an outdoor kitchen and screened dining area, and a short walk to your private dock and boat lift. The close proximity to the open waters of the intercoastal means "no bridges" to the bay, just minutes to the Gulf, and smooth sailing back to your protected dock that includes water and electric. This custom-built home has been reinforced with the highest-grade glass doors and windows, and a heavy duty generator so you can rest easy, regardless. Come see if this retreat is for you.

850 Siesta Key Circle, Sarasota

$2,750,000
4 Beds 5 Baths Siesta Rev SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. CERTAIN CRYPTOCURRENCIES ACCEPTED. An exquisite waterfront retreat in SIESTA KEY, SARASOTA, FL – a sanctuary of COASTAL LUXURY. Enter the fully REMODELED CONTEMPORARY residence with CUSTOM WOOD CABINETRY, DELUXE APPLIANCES, and STONE COUNTERTOPS. The great room with 11-FOOT CEILINGS and SLIDING DOORS flows to a 50-FOOT PORCH overlooking the water. This home boasts ESPRESSO CABINETRY, POLISHED NICKEL DETAILS, and an 8-FOOT CUSTOM FRONT ENTRY DOOR. The open-concept living area features IMPACT SLIDING DOORS and WINDOWS, creating seamless indoor-outdoor living. Premium finishes include LUXURY LVP FLOORING, a BUILT-IN STONE DINING TABLE, and a high-end THERMADOR & BOSCH Appliances. Entertain in the sophisticated bar area with the CUSTOM WALNUT shelving WINE COOLER, 2 U-line drink fridges, and a ICE MAKER. The PRIMARY SUITE is a private oasis with HIS AND HERS WALK-IN CLOSETS and an opulent bath with DUAL RAIN SHOWERHEADS, a STEAM SHOWER, a GLASS-WALLED SOAKING TUB, and STONE SURFACES. Three additional bedroom includes an EN-SUITE BATH with premium stone finishes. This waterfront sanctuary is loaded with high-end features: a SECURITY CAMERA SYSTEM, LED LIGHTING, and IMMERSIVE SOUND SYSTEM. The versatile LOWER LEVEL includes over 2500 SQ FT of garage space – ideal for CAR COLLECTORS or CRAFTSMEN. Located on ROBERTS POINT ROAD, great views of BAYOU NETTIE, a haven for BOATERS that offers QUICK ACCESS to SARASOTA BAY and a short two block walk to the sands of SHELL BEACH.

3920 Roberts Point Road, Sarasota

$1,300,000
4 Beds 3 Baths Siestas Bayside SubDv. 34242 Zip Code
LOCATED ON SIESTA KEY . . . PROXIMITY TO BEACH . . . 2017 NEW ROOF . . . 2021 NEW HOT WATER HEATER . . . 2018 NEW POOL SCREEN . . . 2016 REPLUMBED . . . REFACED KITCHEN CABINETS . . . OVER 1/3 OF AN ACRE LOT . . . LOCATION . . . LOCATION . . . LOCATION . . . Imagine daily walks on the famous powdery sands of Siesta Key and enjoying the breathtaking sunsets over the Gulf of Mexico daily. This property is situated on a quiet dead-end street, close to Heron Lagoon and Roberts Bay with lush landscaping on an oversized lot. This 4 bedroom, 2.5 bathroom home is spread across 2,512 square feet and offers you the opportunity to live the coastal Siesta Key lifestyle. The home sits on a .38-acre lot providing ample outdoor space for relaxation and entertainment. The property also includes a pool, perfect for enjoying the Florida sunshine. The interior is a comfortable layout with a generous living area, split floor plan with 2 guest rooms on one side with a full size bathroom and the primary space on the opposite. The large primary bedroom has two closets, one walk-in and one reach-in. There is another bedroom and half bath toward the front of the home which could also serve as an office. The flooring is a mix of true hardwood floors and tile. The front door opens up to a welcoming view of the pool, outdoor space, conversation room and a formal dining area. The kitchen is expansive with an abundance of storage and cabinet space. Located in a very desirable neighborhood, this is the perfect home for anyone looking to enjoy the Sarasota and Siesta Key lifestyle. Call today for your private tour.

737 Tropical Circle, Sarasota

$470,000
2 Beds 2 Baths Sunrise Cove SubDv. 34242 Zip Code
Discover the ultimate coastal lifestyle in this beautifully updated furnished 2-bedroom, 2-bath ground-floor condo located in the highly desirable Sunrise Cove community on Siesta Key, Sarasota. This meticulously maintained condo offers a seamless blend of comfort and convenience, enhanced by numerous upgrades including a full kitchen renovation with granite countertops, tile flooring, and modern appliances in 2019. The open-concept living area extends to a spacious lanai with hurricane-rated custom sliding doors, providing a serene space to relax. Throughout the home, updated flooring and new ceiling fans create a fresh and inviting atmosphere. Sunrise Cove is a vibrant community with outstanding amenities, including two pools—one heated and cooled—tennis and pickleball courts, a fully renovated fitness center, and a 40-slip marina with updated seawalls and docks. The community also offers secure kayak and bike storage, making it ideal for outdoor enthusiasts. Additional conveniences include on-site management, maintenance, and housekeeping services. Located directly across from Turtle Beach and Park, you'll have easy access to boat and kayak launches, playgrounds, and picnic areas. Dining and entertainment options abound with Turtles Pub, Turtles Restaurant, and Ophelia's On The Bay. Whether you're enjoying a day on the water, relaxing by the pool, or exploring local dining, this condo offers a perfect island escape. With its prime ground floor location, proximity to parking, and expansive private storage, this condo combines ease of living with modern amenities. Experience the best of Siesta Key in a community designed for relaxation and recreation.

8911 Midnight Pass Road Unit 110, Sarasota

$1,375,000
4 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
Mediterranean Estate Masterpiece nestled on the peaceful tranquil island of Siesta Key.. world renowned for its world-class beach and romantic sunset. ENTERTAINING AT ITS BEST - JUST MINUTES FROM THE BEACH *** Welcome to your dream residence on Siesta Key where your family can fully enjoy this stunning 3 story 4 bedroom home filled with unique features., This home is well constructed to endure any storm and high and dry, the new owners of this amazing home will enjoy the comfort of its new clay tile roof, High-Quality craftsmanship, and recently installed solar panel system which add a level of confidence and comfort. If you are seeking a relaxed, coastal living lifestyle, you'll find everything you need right here., The master suite, located on the second level, offers a private sanctuary. On the lower level, you'll find an open-concept living room,. kitchen, and dining area, all with views of the pool, patio, and fireplace., Three additional bedrooms and a bathroom are situated on the 3rd level providing comfortable accommodations for family and guests. This home is just perfect for the most memorable evenings with family and friends. The pool and spa create the perfect place for a day full of fun. This desirable home comes FULLY TURN KEY FURNISHED. All you need is your toothbrush and bathing suit. Bike to the beach for a sunset walk or you can enjoy and explore extraordinary local restaurants throughout the island. This is the most wonderful place to embrace beachy island-style living during the day or evening or plan an elegant evening out. The first to visit this home will fall in love with its Mediterranean style. Just a few of its amazing features are the Teak floors throughout the main living area. Bamboo inlay in the foyer ceiling. Ray Routh designed the kitchen with bamboo glass insets in cabinetry, extensive use of granite, upgraded stainless appliances, and glass tile backsplash. The custom-designed pool/spa has LED & fiber optic lighting, several stone waterfall features, and its proximity to The Out-of-Door Academy - Lower School - Siesta Key make it the perfect home or investment…

702 Treasure Boat Way, Sarasota

$650,000
3 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Welcome to great potential and endless possibilities on Siesta Key. This three bedroom, 2 bath pool home on one third of an acre in the Waterside East neighborhood is conveniently located for easy access on and off the island via the north bridge, and just a short bike ride to the vibrant Siesta Key Village and the world-famous Siesta Key beach. Enjoyed as a permanent residence by the current owners since 1989, it is ready for the next chapter awaiting a new owner to bring their vision to transform it into their personal oasis. Re-plumbed in 2011, new roof 2014 and entire interior freshly painted September 2024. A popular split bedroom floor plan features an ensuite primary bedroom with lanai access on one side of the home and two guest bedrooms sharing a bathroom on the other. Garage with side service door and built in shelving has new beautiful epoxy-finish floor. The yard is spacious on all four sides and presents opportunity for various scenarios including a circular drive, a grassed lawn and additional fences. The pristine private pool is surrounded by tiled patio with undercover space. No through traffic on this short cul-de-sac lane off of Commonwealth Drive. Whether as a vacation home or a permanent residence, the Siesta Key lifestyle affords the tranquil island dynamic coupled with diverse dining options, shopping galore, pristine award-winning beaches and just a few minutes to the mainland and Southside Village and downtown Sarasota. Don't miss out on this chance to embrace the coastal lifestyle on Siesta Key at a price point that leaves room for you to make your mark and see this home shine. *This home had some water intrusion during Helene - the first time any water came in the house in 35 years. No impact from Milton except lawn debris.

631 Venice Lane, Sarasota

$894,000
2 Beds 2 Baths House Of The Sun (Was Known As Haleakala) SubDv. 34242 Zip Code
LOCATION, LOCATION, LOCATION! This 2 bed, 2 bath third floor condo in the desirable House of the Sun community offers a spacious open floor plan, good sized balcony with partial ocean views and is ready for new owners. Whether you are looking for a vacation home or an investment opportunity you will not be disappointed! Being tastefully furnished this unit is being offered turnkey and is move in ready. Sit on your balcony enjoying the sea breeze whilst drinking your morning coffee, then saunter down to the fabulous Siesta Key beach with the quartz sand, which never gets hot, take a morning stroll or soak up the sun and swim in the clam waters of the Gulf of Mexico. YOU CAN BRING YOUR PET TOO! House of the Sun is one of the few communities on Siesta Key which allow owners to bring their pets! Offering secure building with fob entry, a heated pool, two private sun decks on the 4th and 5th floors, tennis court, private beach chairs, BBQ & picnic areas, a storage unit and much more! Alternatively cross the street for your evening’s entertainment with live music, shops and restaurants or take the free trolley bus to the famous Siesta Key village. This truly is a magical place with a tropical feel which you will never want to leave! This great location allows easy access on and off the island to central and downtown Sarasota. With great rental restrictions of only 3 nights minimum stay makes this community a great investment.

6518 Midnight Pass Road Unit 302, 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

$890,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Rare opportunity to own a turnkey-furnished two-bedroom, two-bath beach oasis on the seventh floor in the highly sought-after D Building with beach access just steps away. Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club offering an incredibly beautiful lifestyle right on the Gulf of Mexico. Enjoy breathtaking sunsets from your personal enclosed veranda. With conveniences like in-unit laundry and a recently renovated covered carport, this residence offers quintessential and elevated island life. Gulf & Bay Club is situated on 32 acres of manicured tropical landscaping, with a gate and guard, 800 feet of private beach with pristine sugar white sand. Enjoy the comfort of 24-hour gated security, heated pools, a fitness center, dry saunas, a hot tub, tennis courts, racquetball, pickleball courts, walking trails and an engaging social calendar. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The clubhouse has a library, bar, pool table, and TVs for your enjoyment. Electric car charging stations and on-site car wash. You are moments away from Siesta Village to enjoy outdoor dining with live music, specialty shopping, and more! Take a short trip to downtown 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.

5760 Midnight Pass Road Unit 702, Sarasota

$10,350,000
5 Beds 8 Baths Cocoanut Bayou SubDv. 34242 Zip Code
A True Island Estate…This picture perfect home is located in The Exclusive Cocoanut Bayou neighborhood. An intimate community with estate sized parcels, deep water docks, canopy lined streets and even a gated private beach. This home was redesigned by Clifford Schultz and could be featured in House Beautiful. The gated parcel is almost 2/3 of an acre, complete with mature tropical landscaping. The home features an oversized Chicago brick motor court with a 3 car side entry garage. The custom wood detailing throughout includes mahogany entry doors, crown moldings, cased impact windows, shiplap ceilings, wainscoting, custom built-ins and more. A gourmet kitchen with Campbell Custom Cabinetry featuring a butler’s pantry, a beverage station, Wolf appliances and an entertaining island complete with additional seating. The main house has a foyer gallery wall, soaring ceilings, picture perfect views, a Holiday sized living room, a coveted great room, a morning room, a private office, as well as a spectacular Owner’s suite…. all located on the first living level. The owner’s suite has a large sitting area, a spa inspired bathroom and 2 walk-in closets. The second floor has a hobby room, 3 ensuites and a flex room. The guest house above the garage has a kitchenette, a great room and an ensuite with private entrance in close proximity to the main home. The outdoor veranda is complete with kitchen, dining and living areas. The mesmerizing views of the Bayou are ever changing, a kaleidoscope of nature … you will see dolphin, manatee, area fish and seabirds, mangroves and much more. A resort style pool with travertine pavers, a separate spa, a large garden, and 2 boat docks complete this waterfront lifestyle. Cocoanut Bayou is minutes to Siesta village for shopping, dining and Siesta’s world-famous beach. You are close to downtown Sarasota which is known for its cultural significance. The opera, orchestra, ballet, symphony, performing arts center, art galleries are all at your disposal. Shop, dine or just enjoy the city that embraces it all. Sarasota County really has something for everyone. Selby Botanical Gardens, Mote Marine Aquarium, several nature parks, bike trails, water sports, Polo, sport venues, multiple Universities and the list goes on. Don’t wait to discover this unique opportunity … It will not last long.

241 Cedar Park Circle, Sarasota

$1,029,000
1 Beds 1 Baths Palm Bay Club SubDv. 34242 Zip Code
Siesta Key ~ Palm Bay Club ~ 9th Floor ~ Breathtaking "Direct" Siesta Key Beach & Gulf of Mexico Views ~ Direct Siesta Beach Access ~ Rental Income $90K +/- ~ this property is updated throughout (including windows) ~ 1 bedroom / 1 bath / open or closed balcony ~ sold turnkey furnished ~ managed on-site ~ offering an excellent investment with its rare three day minimum rental policy and on-site rental office including property management. The community amenities include but not limited too direct access to both beach and bay, two heated swimming pools, lighted tennis courts with pickleball, grills, a fishing pier, a complimentary fitness center, a custom luxury hot tub overlooking the intracoastal waterway, and daily boat dock rentals. very rare siesta key beach property/community combination ~ ready for your visits ~ easy showing.

5966 Midnight Pass Road Unit G-92, Sarasota

$900,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
This unit had no storm damage! Discover the epitome of beachfront living in this splendidly remodeled 2-bedroom, 2-bathroom condo, with full Gulf views and private beach access on world-renowned Siesta Key. Feel the embrace of luxury as you step inside and take in the all-new, turtle-grade tinted impact windows and sliding glass doors, combining beauty and safety. Bask in the perfect balance of light and privacy provided by Hunter Douglas accordion shades and charming plantation shutters. This spacious home boasts a plethora of unique built-ins for optimal storage, combining functionality with style. The open kitchen, equipped with a breakfast bar, solid wood cabinets, under-cabinet lighting, and a reverse osmosis system, complements the wine fridge, making it an entertainer's dream. From here you continue into the great room with custom built-in buffet and media storage and the extended living space where you will be captivated by the fresh Gulf air and endless water views that caught your eye as soon as you walked in. Experience tranquility in the generously sized primary bedroom which proudly features triple sliding glass doors opening to breathtaking views of the Gulf of Mexico and private beach. The ensuite bathroom, with a dazzling sapphire granite dual vanity and custom-cut sinks, also includes a walk-in shower with multiple shower heads, ensuring a spa-like experience. The entire unit is all accented by crown molding and six-inch floorboards for an added touch of sophistication. Enjoy the convenience of this unit which is perfectly positioned across from the laundry area. Whispering Sands isn't just about luxury condos – it's a lifestyle. With two heated swimming pools, shuffleboard courts, kayak/canoe storage, tiki huts with charcoal grills, a natural lagoon, and a clubhouse with Wi-Fi, fitness center, and 24-hour security, every detail is catered for. Step outside into the vibrant Siesta Key Village, teeming with dining, shopping, and entertainment options. Fall in love with the tranquility of beach living, while indulging in the vibrant lifestyle of Siesta Key with this wonderful property. Experience the best of island living at 19 Whispering Sands #302. Your perfect beachfront retreat awaits!

19 Whispering Sands Drive Unit 302, Sarasota

$1,060,000
3 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
This is a real estate investment worth exploring. Experience an island lifestyle in this distinctive & charming coastal Siesta Key Beach House. This is a completely renovated, like new, showroom condition, move-in ready established income producing vacation rental property. This property awaits the right year round homeowner, vacation rental investor or new construction investor. This is a true gem with no HOA fees & a premium location just literally a few steps away from Siesta Key Beach & a short walk or trolley ride to the center of Siesta Key Villages. This ground level, 3 bedrooms, 2 bath, light, bright & cozy beach property boasts terrific design features, craftsmanship & quality materials. The kitchen offers an efficient culinary space with quality custom cabinetry, granite counters, tile backsplash & updated stainless steel energy efficient appliances. The floor plan offers easy care engineered flooring throughout, ample bedroom space & closet spaces tucked away from the main living areas, ensuring privacy. The convenient laundry & utility room provides additional pantry or storage space. The low maintenance landscaping will free up your time to relax & enjoy the ocean breeze & serene Gulf of Mexico sunset views from the front westward facing screened porch with outdoor dining & lounge areas. The back yard offers a larger secluded screened porch, uncovered patio with outdoor shower & potential for additional features such as swim spa, hot tub, pool and/or landscape fountains. See the attachments with professional pool design w 3D images & proposal. This is a must see real estate opportunity. Owner managed vacation rentals generate approx. $40k annually, professional rental management forecasts $60-65k. With zoning approval the building can possibly be expanded.

5539 Avenida Del Mare, Sarasota

$870,000
2 Beds 2 Baths Crescent Royale SubDv. 34242 Zip Code
Boasting breathtaking Gulf views, a tastefully updated interior, and first-class amenities, this is more than just a property - it's an opportunity. Invest in your dream lifestyle or build a profitable rental portfolio with this updated fourth-floor condominium directly across from Siesta Key Beach. Crescent Royale's desirable location and impressive amenities make it a standout investment. Capture the coastal lifestyle with family and friends while enjoying gentle Gulf breezes at the Olympic-sized heated pool, gas grills and tables, a shuffleboard court, recreation room with a pool table, kitchen and fitness center. This gated community offers ample guest parking, a dedicated carport next to the elevator, laundry rooms on each floor and storage for beach chairs and toys. Offered turnkey furnished, this condominium is the perfect vacation escape with two generously sized bedrooms with ensuite baths, comfortable yet sophisticated furniture, and a recently remodeled kitchen showcasing granite countertops and modern stainless steel appliances. This corner unit is bright and sunny with natural sunlight from southern and western exposures, and effortlessly combines dining and living areas for entertaining and taking in the spectacular sunsets from your large enclosed patio. With onsite rental management available, the guesswork is taken out of making a sound financial investment if you should decide to capitalize on the opportunity.

757 Beach Road Unit 412, Sarasota

$1,800,000
5 Beds 4 Baths Siesta Isles SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. This property is priced to sell! Situated on one of the most beautiful boat basins on the island providing exceptional open serene views. Ideally poised on a generous 16,000+ sq ft lot close to the world-renowned Siesta Key Beach, this home offers easy access to powdery white sands and breathtaking sunsets. Enjoy the convenience of Siesta Village which provides nearby shops and restaurants with a variety of dining and shopping options minutes away. This home is perfect for multi-generational families or those wanting separate yet attached guest quarters. The second floor addition was added in 2008 with a separate entrance making the perfect in-law suite or 2 BR guest quarters. The home is equipped with a majority of hurricane rated windows and sliding doors. There's an opportunity for a dock at a designated cut-in on the seawall. A large oak tree with a tree swing adds a touch of nostalgia and provides the perfect spot to reflect on the lovely water views. Inside, the home is bathed in natural light, creating a warm and inviting atmosphere throughout. Five generously sized bedrooms ensure comfort and privacy for family and guests. The living areas are generously sized for entertaining with views of the water. The oversized 3 car garage has expansive storage. Step outside to your private oasis, where the expansive outdoor spaces are perfect for enjoying the Florida sunshine. A stunning pool and outdoor entertaining area offer the ideal setting for al fresco dining, lounging, and hosting gatherings with friends and family. Beautiful mature trees adorn the lot and the circular drive offers convenient access. This stunning Siesta Isles home is a rare find, offering the best of Siesta Key living. Don't miss the opportunity to make this your new waterfront paradise. Storms caused only minor exterior damage with a skim of wind-blown water in garage.

5531 Contento Drive, Sarasota

$775,000
2 Beds 2 Baths Turtle Bay SubDv. 34242 Zip Code
Top floor condo with direct Bay views. Nearly 1400 sq. ft. totally renovated, new gourmet kitchen with white cabinets, granite counters, induction oven & stainless appliances. All new commercial grade luxury vinyl flooring. 2 generous bedrooms & 2 remodeled baths. All hurricane impact windows have been added. Enclosed porch features unobstructed full bay views. Private garage with 1 parking space is included with additional storage space. Boat docks are available with dockage fee of $300 annually. Exceptional waterfront amenities include: heated salt water pool, clubhouse, tennis, pickle ball, spa & full time manager. Located at the south end of Siesta Key with deeded beach access to Turtle Beach close to downtown Siesta Key. Nothing to do but unpack & enjoy the Island lifestyle.

8735 Midnight Pass Road Unit 606B, Sarasota

$660,000
2 Beds 2 Baths Sandy Cove SubDv. 34242 Zip Code
.Enjoy Siesta Key in the tropical Gulf side community of Sandy Cove IV. This 2 bedroom, 2 bath unit comes turnkey furnished with many upgrades. New plumbing, vinyl plank flooring, refrigerator, washer/dryer, interior painting and newer AC unit. Located on the 3rd floor this bright and open floor plan will allow you to enjoy views of the pool, lush well maintained grounds and a peek at the Gulf of Mexico. The many amenities include a heated pool, kayak rack and historic clubhouse. Enjoy magnificent sunsets and city views from the private fishing pier and shell beach located in the park like setting along the Gulf coast. Sandy Cove is pet friendly and steps from the vibrant Siesta Key Village offering restaurants, shopping and entertainment. There is also easy access to downtown Sarasota to enjoy the arts district, theater, gourmet dining and more. Don't miss this opportunity to have all that Siesta Key has to offer! Great rental or call it home.

4900 Ocean Boulevard Unit 303, Sarasota

$3,500,000
3 Beds 3 Baths Riegels Landing SubDv. 34242 Zip Code
When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.

5727 Riegels Point Road, Sarasota

$965,000
3 Beds 2 Baths Harbour Towne SubDv. 34242 Zip Code
Experience coastal living in this HIGH and DRY waterfront 3-bedroom, 2-bathroom condo on the sought-after Siesta Key. Perfectly positioned just steps from the renowned Siesta Key Beach, this second-floor gem offers unparalleled access to sun and sand, while a private boat slip and lift awaits your boating adventures. This turnkey-furnished condo is meticulously designed for both relaxation and entertainment. The modern kitchen features stainless steel appliances, spacious panty all seamlessly connecting to the dining and living areas, where vaulted ceilings and expansive sliding doors open to the screened lanai offering stunning water views. The spacious master bedroom boasts a private ensuite bathroom with a double vanity, updated to reflect ease of use with access to the large walk-in closet. The second bedroom and bath is conveniently located on the first floor along with the washer and dryer. The lofted third bedroom includes an expansive additional living area. An adjoining oversized storage space presents an ideal opportunity for a creative studio, or additional living area. The property includes a one-car garage and an additional assigned parking space, accommodating guests or a second vehicle. The deeded boat slip/lift can accommodate a 25-foot boat with no bridges to the bay, making it a haven for boating enthusiasts. Harbour Towne is a gated community of just 50 waterfront units, featuring exceptional amenities such as a heated pool, hot tub, tennis/pickleball courts, clubhouse, and a covered picnic area with grills. With the vibrant Siesta Key Village nearby and downtown Sarasota’s restaurants, theaters, and cultural attractions just 15 minutes away, this condo offers both a tranquil retreat and a gateway to local excitement. Don’t miss the chance to make this Siesta Key paradise your own.

1271 Dockside Place Unit 215, Sarasota

$615,000
2 Beds 2 Baths Our House At The Bch SubDv. 34242 Zip Code
** THIS HOME WAS NOT AFFECTED BY THE PAST STORMS AND IS MOVE IN READY! ** BREATHTAKING WATERFRONT CONDO WITH PANORAMIC LAKE VIEWS LOCATED ACROSS THE STREET FROM SIESTA KEY BEACH! This stunning condo is everything you have been looking for. The high ceilings, large sliding glass doors and bi-level floor plan gives this home a light, bright and open feeling. When you walk in you will be pleasantly surprised by the space and view that the living room has to offer. Perfect for you to host family and friends and the large sliding glass door bring in tons of natural light and leads out to your balcony that looks over the beautiful lake. The kitchen is completely updated with granite counter tops, stainless steel appliances, and tons of cabinet and counter space. In the kitchen you will also find your in-side washer and dryer closet. The master bedroom features plenty of space for a king sized bed, private access to your balcony and a large walk-in closet. The master bathroom is also completely updated and offers a large walk-in shower and extra dressing space. The second bedroom also offers plenty of space and second bathroom features updated countertops along with a tub and shower combo. Downstairs, the oversized 1 car GARAGE has plenty of additional storage for your beach gear, bikes, paddleboards, golf clubs and other toys. This property is perfect for your beach get away or great investment with rental projections over $55k. This home is already set up with Our House at the Beach’s short term rental program and has several leases already in place for next winter season. The community also comes with access to a heated pool, tennis courts, BBQ grills and pavilion. Water, sewer and cable TV are all included in the HOA fee. All of this is located across the street from the world-famous Siesta Key Beach, Siesta Key village with plenty of restaurants, night clubs and shopping!

1125 Lake House Circle Unit C112, Sarasota

$2,075,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. WATERFRONT + ONE BLOCK TO SIESTA KEY BEACH! Location, location, location—don’t miss this chance to own a stunning canal-front home with 100 feet of frontage, just a block from the world-famous Siesta Key Beach! This property features impressive upgrades: - New Seawall and Dock - New Roof (Nov. 2022) - Hurricane-Impact Rated Windows, Sliders, Doors, and Garage Door (2023) - New Circular Driveway with Lighting - Paver Paths and Rear Patios - Newly Resurfaced Pool - Fresh Exterior Paint and Epoxied Garage Floor - All New Irrigation Lines and Landscape Lighting This meticulously updated 3-bedroom, 2-bath charmer offers captivating coastal appeal. Perfect for enjoying water activities, the coastal lifestyle, or simply relaxing in a serene setting. Seize the opportunity to own this beautiful waterfront property on Siesta Key!

5613 Cape Leyte Drive, Sarasota

$357,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
MOTIVATED SELLER! The ONLY 2 bed/2 bath Siesta Condo listed under $400K! Siesta Harbor is a unique condominium complex located on the famous Siesta Key, offering residents the opportunity to lease a boat dock on an annual basis along the Intercoastal Waterway. Residents enjoy deeded access to Siesta Beach through Crescent Arms, and the community boasts Gulf-to-Bay access, a beautiful pool area, fitness center, clubhouse, and an active community calendar. This sunny end unit features a beautiful view of the canal and boat docks, with impact windows and doors installed in 2017 for added peace of mind and safety. While the condo is a blend of updates and original features, it is in solid condition, move-in ready, and priced to allow a new owner to invest in further updates. Siesta Harbor is a 55+ community with on-site management and is easy to show!

1300 N Portofino Drive Unit 208, Sarasota

$1,575,000
3 Beds 2 Baths Paradise Island SubDv. 34242 Zip Code
Stunning Waterfront Property Near Siesta Key Beach! Discover an incredible opportunity with this waterfront property, just a short stroll from Siesta Key Beach and Siesta Village! Nestled in a tranquil cul-de-sac, this beautiful single-family home offers the quintessential Florida lifestyle. Enjoy direct canal access to the Intracoastal Waterway—perfect for boating enthusiasts. This charming residence boasts a spacious open floor plan with 3 bedrooms, 2 baths, and a two-car garage. As you enter, you’ll be greeted by an abundance of natural light and generous living spaces. The kitchen is a cook’s delight, featuring wood cabinets, stainless steel appliances, high ceilings, and a breakfast bar that overlooks the living and dining areas. Step through the oversized sliding doors to your private oasis, complete with a sparkling swimming pool, spa, and canal access—ideal for hosting gatherings with family and friends. The spacious master bedroom features elegant vinyl floors and a fully updated ensuite bathroom with new tile, vanity, and a luxurious walk-in shower. The two additional bedrooms also feature vinyl floors, and the guest bathroom has been completely renovated. This exceptional canal-front property is perfect as a private residence or as a lucrative investment opportunity, offering phenomenal rental income potential. With its prime location, you’ll be a short walk to the beach, restaurants, bars, and shops. Don’t miss out on this must-see home that perfectly encapsulates the Florida lifestyle.

339 Avenida De Paradisio, Sarasota

$1,985,000
4 Beds 4 Baths Siesta Manor SubDv. 34242 Zip Code
RARE Siesta Key Waterfront property located in the Heart of Siesta Key Village! This home, which lives as a duplex, can be YOUR beach dream! Unique floorplan featuring two complete living spaces, each with two bedrooms and two baths, allows for you to live in one half and RENT the other. This distinctive home is fully furnished, including many upgrades & improvements. Meticulously cared-for, it features a myriad of SmartHome Features, listed on the sheet under Improvements, including the ability to adjust lighting, heating/cooling, pool equipment, garage door, and much more remotely! Situated on a PRIME corner lot with PLENTY of off-street parking, it's truly steps away from the main street of Siesta Key Village. This remarkable property includes saltwater canal access, heated/lighted saltwater pool, garage & carport, and SO much more! Unit B is one-floor living with a garage and private washer/dryer. Unit A includes bedrooms split by a floor with the master on the top- including a huge balcony just beyond the sliders- enjoy sunbathing, grilling, or watching the Village action from this amazing vantage point! This home currently functions as an income-producing property including all furnishings, appliances, equipment, and working inventory to convey in order to continue seamlessly- including the transfer of future revenues! Siesta Key- the perfect location in which to enjoy Siesta Beach, Village shopping & nightlife, and close proximity to Sarasota, with its world-class arts & culture, golf, boating, entertainment and dining. Whether you choose to rental part, all or none of this amazing property, there's nothing else like it- It's a Siesta Key WIN! Schedule your showing TODAY!

301 Avenida Madera, Sarasota

$820,000
3 Beds 4 Baths Midnight Sea SubDv. 34242 Zip Code
Brand new AC installed August 2024. Welcome to your dream coastal retreat steps away from Point of Rocks beach on stunning Siesta Key! This immaculate 3 bedroom, 3.5 bath townhouse with a garage offers everything you need for the perfect beach lifestyle. Walk to the beach, shops, and restaurants; free trolley to the village makes commuting a breeze. Ideal for investors with up to 12 rentals per year allowed on platforms like VRBO. Potential earnings of $5k to $10k per month during peak season! Or make it your primary residence, No carpets, updated kitchen and bathrooms, balcony with steps down to the pool and a Juliet balcony facing west, and a cozy fireplace for chilly evenings in the winter months. Enjoy a heated pool for year-round relaxation. Sold furnished and ready for immediate occupancy, this turnkey townhouse is your ticket to effortless beachside living. Don't miss out on this rare opportunity to own a slice of paradise in one of Siesta Key's most desirable locations. Contact us today to schedule your private showing!

6786 Sarasea Circle Unit 6786, Sarasota

$1,667,500
3 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Welcome to this tropical waterfront gem in an idyllic location with direct access to Sarasota Bay, the Intracoastal Waterway and near world-famous Siesta Beach. This wonderful three-bedroom, two-bath island residence has wonderful curb appeal, nestled on an upscale cul-de-sac on Siesta Key and is a perfect primary or second home. The paver drive and walkway lead to a covered entry leading to the living area, which boasts a tray ceiling and separate dining room overlooking the sparkling pool and lanai. The tastefully updated island kitchen is adorned with solid maple cabinets, granite countertops, top-of-the-line appliances and a planning desk, and offers abundant storage and workspaces. The convenient pass-through window offers easy access to the outdoor entertaining area. Relax and unwind in the primary suite, a spacious bedroom overlooking the pool and waterway, offering an oversized walk-in closet and an en-suite bath with dual sinks, tub and shower. Baths have been tastefully updated, showcasing stunning granite countertops that add a touch of elegance. The split bedroom plan affords guest bedrooms privacy. Additional features include a large laundry room with storage, Bahama shutters, and elegant travertine and tile floors throughout. Step outside into your own private oasis, featuring a screened lanai with charming pavers, a heated pool for year-round relaxation and enjoyment, and a built-in entertainment bar for gatherings with family and friends. Delight leisurely by poolside, gather around the inviting fire pit and luxuriate in the bubbling hot tub. Embrace the essence of coastal living in this impeccably landscaped home, offering remarkable canal access for fishing, kayaking or paddleboarding right from your dock. Boasting a convenient 10,000-pound lift, eagerly awaiting your watercraft for endless adventures on the water, 133-foot recapped seawall, and Trex dock further elevate the appeal of this exceptional waterfront property. The home offers peace of mind with hurricane shutters for added protection during inclement weather, a fenced yard, a paver driveway and a two-car garage. As a bonus, the shops and restaurants of charming Siesta Key Village are just minutes away, while the renowned #1 beach in the U.S. awaits your exploration. Just 15 minutes to downtown Sarasota’s vibrant galleries, museums, theatres, shopping and dining.

565 Commonwealth Place, Sarasota