Siesta Key Property Search

Search All Siesta Key Real Estate

Our website features the best Siesta Key real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Hot Siesta Key Properties

$3,595,000
3 Beds 3 Baths Siesta Bayside SubDv. 34242 Zip Code
Indulge in the epitome of waterfront luxury living with this exceptional custom-built residence on Siesta Key. Crafted by NC Ferguson with meticulous attention to detail and completed in 2017, this three-bedroom plus office home blends sleek contemporary finishes with comforting style, offering peace of mind with recent hurricane specifications, including impact windows, sliders, doors, and high elevation. Nestled on an oversized waterfront parcel, this home welcomes you with lush landscaping, a pavered driveway, and a spacious three-car garage equipped with an electrical car charging receptacle. Step inside the nearly 2,600-square-foot interior to discover a sprawling great room layout, with its gourmet kitchen, open dining, and living area all adorned with Italian Argento travertine flooring that extends onto the outdoor terrace, creating a seamless indoor-outdoor living experience. The chef’s kitchen is a culinary dream, featuring quartz countertops, a 10’ island with extra thick quartz countertop, high-end Miele appliances including a built-in coffee station and natural gas cooktop, custom Irpinia cabinetry, designer lighting, and two pantries for ample storage. Pocketing sliding glass doors in the living/dining room bring the outdoor spaces inside, while a gas fireplace adds warmth and ambiance. Convenient electric shades offer effortless control of light and privacy, and the main living space easily converts to a home theater with its hidden, remote-controlled projector and screen. Retreat to the luxurious owners' suite, where Caribbean-inspired styling meets modern comfort. Wood floors, tray ceilings, and disappearing corner sliders create a serene atmosphere, while a walk-in closet spanning 16-feet, with custom built-ins, offers abundant storage. The accompanying spa-like bath features double sinks with LED motion sensor vanity mirrors, a water closet with bidet, and a walk-in shower designed for relaxation. The adjacent office provides a convenient workspace. Two additional bedrooms and inspired quartz bathrooms ensure comfort for guests or family members. Step outside to discover an outdoor paradise, complete with private canal views, a summer kitchen, dining and lounge areas, a heated pool with sun shelf and spa, built-in fire pit, outdoor shower, newer dock with Trex decking, and a 6,000-pound boat lift, ideal for exploring Siesta Key’s sparkling waterways. Located within walking distance to Out of Door Academy and moments away from Siesta Key beach, this home offers luxury, convenience, and island living. Siesta Key's vibrant community boasts its own nearby Village with shopping, parks, and family-friendly activities. Just minutes away, downtown Sarasota beckons with its array of activities, fine dining, and shopping options.

601 Lotus Lane, Sarasota

$1,700,000
Point Of Rocks Terrace SubDv. 34242 Zip Code
Discover the allure of this enchanting vintage pool home retreat, wood fenced, nestled within strolling distance of Crescent Beach Access #13 on the renowned Siesta Key, consistently rated as the nation’s #1 beach. Rarely available in the Point of Rocks community, this property presents an exceptional opportunity, boasting two distinct units, a private backyard with natural landscape, a large and beautiful in-ground pool with paver patio and lots of room to entertain family and friends. The first unit features 1 bedroom and 1 bathroom studio, with a private lanai, while the second unit offers 1 bedrooms and 2 bathrooms, living room, dining room, kitchen, lanai, one-car carport, and ample parking for both vehicles and boats. Whether utilized as a primary residence, vacation getaway, or investment with lucrative rental potential, this property provides versatility and value. Set amidst lush tropical foliage & majestic specimen palms, the expansive backyard beckons with its tranquil setting, offering space for kayaks, boats, and outdoor leisure. Inside, the charming heart-pine wood cottage exudes warmth & character, with termite-resistant features ensuring lasting quality. Step into the first unit and delight in the cool travertine floors, plantation shutters, and inviting open layout. The kitchen, equipped with granite countertops and wood cabinets, overlooks the lanai and pool area, seamlessly blending functionality with aesthetics. Both units offer private bedrooms and baths, ensuring comfort and privacy for residents and guests alike and a convenient laundry area by the lanai with a storage room next to it with plenty of room. Two outside showers with cold & hot water conveniently located on each side of the house. Outside, in the privacy of the lanais with travertine floors, surrounded by tropical trees, lush gardens, spectacular specimen palms, fruit trees (Key Lime, Meyer Lemon, Kaffir Lime-used in Thai cooking, Loquat Tree) and flowering plants that enhance the beautiful grounds of your backyard. Your private oasis awaits, with a sprawling pool, paver patio, and refreshing outdoor showers, perfect for entertaining and relaxation. Notably, the Point of Rocks community imposes no deed restrictions or mandatory HOA fees, fostering a sense of freedom and flexibility for homeowners. Recent upgrades... remodeled all 3 bathrooms in 2015, Lined all cast iron piping in the slab with PVC 2015, All above ground plumbing was redone between 2012-2014, Installed an irrigation in all flower beds in the back & front of the property, pool water pump & HVAC compressor in 2016, Re-screened both lanais, New flower bed in front of the living room window in 2018, Epoxy floor in the carport & in the front walkway/entrance 2019, Roof and Impact windows in 2014, Newer locks in 2024. Great boating/kayak access nearby with no fixed bridges, walking distance to Crescent Market and restaurants, or take the free Siesta Key Breeze Trolley to Siesta Key Village and a few minutes drive to Costco, Sprouts, Target, Publix, medical services and to culturally rich downtown Sarasota, theater, ballet, opera, museums, galleries, and more shopping. Embrace the natural beauty, savor the beachside bliss, and make every day a celebration of the vibrant culture that surrounds your perfect home in Siesta Key. Escape to your own slice of paradise, where everyday living feels like a perpetual vacation, and the vibrant culture of Siesta Key awaits just moments away.

1132 Crescent Street, Sarasota

$775,000
2 Beds 2 Baths Horizons West SubDv. 34242 Zip Code
Private Intracoastal Park. Private and Deeded Siesta Key Beach Access. FULLY FURNISHED with NEW IMPACT WINDOWS. This hidden gem is on a pavered street with beautiful canopied live oak trees. A quick stroll to the waterfront park finds a day dock, intracoastal seating, two waterside grills and plenty of dolphin and manatee viewings. Or cross the street to the crystal sands of Crescent Beach with beach private entrance, 300 feet of deeded beach access, beach cabanas and plenty of beach chairs. Spend the day at the beachside pool and spa, frolic in the gulf waters, or have a cookout at one of the beachside grills. All this and more comes with your 2-bedroom / 2-bath stand-alone villa on one of the prettiest streets on Siesta Key. Move right in or bring your designer to give a modern feel to this island retreat. The large living room feels more expansive with the enclosed lanai that can be used as an office, additional sleeping area, or opened to the living and dining rooms. The villa has generous bedrooms and closet space. The carport can be used as an outside seating and grilling area and contains an enclosed laundry room with plenty of storage for your beach toys, fishing rods and bicycles. Find an additional secluded pool directly across the street from your villa. Horizons West is a Gulf-to-Bay community that offers Weekly Rentals. Condo fee includes roof replacement, all outside maintenance, basic cable, internet, water, sewer, trash, pest, exterior building and flood insurance and healthy reserves. Use the free Siesta Key Trolley to travel the Key to great dining, shopping, and entertainment. Come see all Horizons West and Siesta Key has to offer.

6145 Midnight Pass Road Unit F-1, Sarasota

$1,025,000
2 Beds 2 Baths Horizons West SubDv. 34242 Zip Code
The best of Siesta Key awaits in this tranquil retreat on one of the most beautiful streets on the Key. Outside you will find canopied live oak trees, mature landscaping and a brick-pavered street leading to your private intracoastal park. Sit and watch the dolphins, manatees and pelicans from this peaceful waterfront park. View the boats coasting on the Intracoastal waterway from the community rocking chairs along the water. Or use one of the two gas grills to enjoy a scenic meal while you fish or catch some sun. Ready for beach and pool time? Just down the street you will find 300 ft. of private deeded beach access on the cool, sparkling sands of Crescent Beach. Relax under a beach cabana or take a dip in the gulf-front pool and spa. Want a little more privacy? A second, more secluded pool, is perfect for some quiet time. Inside your stand-alone villa you will find an immaculate home updated to the highest standards. From the imported Italian tile flooring found throughout the unit, to the custom wood cabinetry and solid stone counters, this home is move in ready! Sold TURNKEY FURNISHED, find an OPEN FLOORPLAN, two en-suite bedrooms, impact windows and doors with planation shutters, and crown molding throughout. High-end appliances, tankless water heater, and whirlpool soaking tub are just of few of the amenities waiting for you. The laundry room has been opened to the kitchen to allow for plenty of storage. The second bedroom has an en-suite bath. Pocket doors have been added to the laundry room and 2nd bath. The freshly painted interior showcases the Tommy Bahama furnishings with matching ceiling fans and décor. Live full-time or use this property as a second home with immediate rental opportunity. Horizons West is a Gulf-to-Bay community that offers Weekly Rentals. Condo fee includes roof replacement, all outside maintenance, basic cable, internet, water, sewer, trash, pest, exterior building and exterior flood insurance, and reserves. Don’t miss seeing this quiet and peaceful retreat.

6145 Midnight Pass Road Unit F-6, Sarasota

$2,300,000
4 Beds 3.5 Baths Sarasota Beach SubDv. 34242 Zip Code
Experience the ultimate island lifestyle on Siesta Key. This waterfront home offers the ideal blend of luxury, comfort and convenience, making it an ideal full-time residence or vacation retreat for those seeking the quintessential Siesta Key experience. Immerse yourself in the beauty of coastal living and indulge in the myriad of recreational opportunities just steps from your door in this sought-after location. Just two blocks from the pristine white quartz sands and azure water of Siesta Beach on the Gulf of Mexico and less than a mile from the vibrant Siesta Village, this Key West pool home epitomizes luxury coastal living. Boasting four bedrooms and 3.5 baths, this residence offers an open floor plan designed for relaxation and entertainment. The light-and-bright, open-concept floor plan features a spacious great room with high ceilings, all overlooking the pool and waterway. The large open kitchen boasts stainless steel appliances, while easy-care tile and engineered wood flooring flow throughout the home. Additional living spaces include a family room and dining area, ensuring ample room for relaxation and entertainment. A fabulous waterfront primary bedroom suite provides a serene escape with breathtaking views. Enjoy balmy breezes from the private balcony. Outdoor dining and lounge areas create the ideal ambiance for making memories with family and friends. The screened lanai and sparkling heated pool overlook a spacious yard shaded by a majestic oak tree, gently rolling to the waterfront dock on the Grand Canal. You'll delight in living on the water and marvel at the amazing marine life and waterfowl outside your door. Fish from your own backyard, launch your paddleboard or kayak from the dock, or just relax and enjoy living in paradise. For boaters, only one fixed bridge to the bay and Intracoastal Waterway with direct access to the Gulf of Mexico. Less than one mile from Siesta Village's unique boutiques and restaurants and only a 15-minute drive to downtown Sarasota's urban and cultural amenities, shopping, schools and hospital.

5322 Avenida Del Mare, Sarasota

$1,500,000
2 Beds 2 Baths Tivoli By The Sea SubDv. 34242 Zip Code
DIRECT GULF VIEWS accompany this FULLY REMODELED 2 BED/ 2BATH PENTHOUSE ALLOWING WEEKLY RENTALS in Tivoli by the Sea on SIESTA KEY. Being offered TURNKEY FURNISHED AS SHOWN and ready to be rented IMMEDIATELY if desired. Similar units in Tivoli are generating approximately 100k IN BOOKINGS YEARLY! OWN YOUR OWN PIECE OF SIESTA KEY FLORIDA PARADISE and use the property when you have the time while generating income when you cannot be here! Welcome to your dream waterfront retreat, where views of the sparkling ocean greet you each morning and spectacular sunsets bid you goodnight. This exquisite and luxurious beachfront condo offers an unparalleled blend of modern sophistication and tranquil beach living, set in a prime location that's both secluded and connected. The spacious 26’ x 6’ balcony is your front-row seat to an endless horizon, ideal for sipping coffee at sunrise or cocktails at dusk. With sleek lines and a crisp, neutral palette, the living areas are a testament to modern design. Natural light floods the space, highlighting the home's airy ambiance. Entertain and cook with ease in a state-of-the-art kitchen featuring high end fixtures and top-of-the-line stainless steel appliances including a SUBZERO REFRIGERATOR, stone countertops, and RICH CUSTOM WOOD CABINETRY, ensuring every meal is a culinary delight. Retreat to the comfort of plush bedrooms, where the sound of waves ensures a peaceful night's sleep. The master suite boasts GULF VIEWS WITH SLIDING GLASS DOORS TO THE BALCONY, an ensuite bathroom with high-end finishes providing a spa-like experience, and a large walk-in closet. For EXTRA PEACE OF MIND, this 6th floor unit comes with the MAXIMUMUM HURRICANE PROTECTION - FULL ELECTRIC METAL ROLL DOWN SHUTTERS. Owners enjoy access to a sparkling swimming pool for leisurely swims accompanied by a poolside cabana with billiard and ping pong tables, a rooftop CLUB ROOM with sweeping GULF VIEWS, private tennis/basketball sport court, putting green, fitness room, and a PRIVATE GATED ACCESS TO SIESTA KEY BEACH. Walking distance to SIESTA KEY VILLAGE restaurants, chic boutiques, bike rentals, and vibrant nightlife. This property is more than just a home; it's a lifestyle choice for those who value elegance, comfort, and the beauty of oceanfront living. Don't miss the opportunity to make this coastal haven your own. This one is AN ABSOLUTE MUST SEE!

625 Beach Road Unit 602, Sarasota

$9,200,000
5 Beds 6.5 Baths Point Crisp SubDv. 34242 Zip Code
Experience elegance and waterfront luxury at 1321 Point Crisp Rd, Sarasota, FL – an exquisite 5-bedroom, 6.5-bathroom, 1.35 acre estate that harmoniously blends sophistication with the natural beauty including a beautiful garden on Sarasota Bay. Nestled on the prestigious Point Crisp enclave, this home spans over 6,572 sqft of opulent living space, offering panoramic bay views that encapsulate the essence of Florida’s coastal living. As you approach this magnificent home, the expanded paver driveway leads to a commodious 4-car garage, setting a regal tone. The entrance unveils a grand foyer graced with travertine tile, inviting you into a realm where every detail is meticulously crafted to perfection. The essence of luxury is palpable throughout, from the crown molding and tray ceilings that add depth and character to each room, to the farmhouse sink and breakfast bar that complement the bespoke kitchen. Equipped with a Viking gas cook-top and under-cabinet lighting, culinary adventures await. The kitchen unifies form and function with a custom wine room and wet bar, enhancing the home’s entertainment capabilities. Immerse yourself in the panoramic bay views from the great room, where wood-burning fireplace warmth meets cathedral ceilings grandeur, creating an ambience that is both majestic and inviting. The living room captivates with full open sliders, seamlessly blending indoor opulence with the tranquility of the outdoor patio. Here, overlooking the heated saltwater pool, luxury meets leisure in a setting that boasts rare yard space and a private dock with an electric boat lift. Each of the estate’s five bedrooms comes with its own en suite, ensuring privacy and comfort for family and guests alike. The primary bedroom is a haven of tranquility, offering enchanting bay views and outdoor living space that beckons for mornings spent in serenity. The luxury en suite bathroom, complete with a soaking tub, expanded shower, and double vanity, serves as a private spa for relaxation and rejuvenation. Not to be overlooked, the media room, equipped with surround sound, offers an immersive experience for movie nights and gatherings. Additionally, the home boasts office spaces on both the first and second floors, accommodating the needs of those who work from home or require a quiet study. Its strategic location not only presents breathtaking vistas but also places you within proximity to Sarasota’s renowned dining, shopping, and cultural offerings. The embodiment of luxury and leisure, this property promises a lifestyle that is both sumptuous and serene. This home is more than just a residence; it is a masterpiece of design and craftsmanship that offers an unparalleled lifestyle. With its rare yard space, in addition to the heated saltwater pool and private dock with an electric boat lift, leisure and luxury converge in an exquisite waterscape setting. Whether you are hosting gatherings, enjoying quiet moments by the pool, or setting sail from your private dock, this estate caters to every aspect of upscale living. In summary, 1321 Point Crisp Rd stands as a testament to luxury waterfront living. With panoramic bay views, high-value interior and exterior characteristics, and unparalleled amenities, this property is truly a rare gem in Sarasota’s prestigious landscape. Do not miss the opportunity to own this pinnacle of waterfront luxury.

1321 Point Crisp Road, Sarasota

Start Your Search