Siesta Key Property Search

Siesta Key, Florida Real Estate

Siesta Key is a barrier island in the Gulf of Mexico, off of the coast of Sarasota.  It provides delightful, pristine  waters, white sandy beaches, with a play ground and tennis courts.  Nearby Point of Rocks offers limestone outcroppings surrounding tidal pools and coral reefs, ideal for snorkeling.  Nearby Turtle Beach has boat ramps and picnic areas.

Find Homes for Sale on Siesta Key

Search our property listings below to find what homes are currently for sale on Siesta Key. You can dig in a bit deeper in our search to find condos for sale on Siesta Key, as well as other types of houses or property. 

Siesta Key Propert Search

$2,295,000
4 Beds 2.5 Baths Siesta Isles SubDv. 34242 Zip Code
Welcome to your personal island paradise on Siesta Key! This stunning 4-bedroom, 3.5-bath home with a 2-car garage and office is the epitome of beach and boating bliss. Just a short walk from the world-renowned Siesta Key Beach, famous for its powdery white quartz sand and dazzling azure waters, this 2,527 square-foot gem sits on the grand canal, offering deep boating water and a front-row seat to spectacular, colorful sunsets every evening. Step inside to an open, light-filled floor plan that has been lovingly expanded and renovated. A new 2024 roof, 2021 & 2017 HVACs, 2 new 200-amp electrical panels, 50-amp EV charging outlet, new tankless water heater, new pool pump & heater, with plumbing hydrojetted, descaled & lined in 2023, provides peace of mind & affordable insurance for decades to come. The entire interior has been freshly painted, including the trim and ceilings, with new door hardware and modern touches. The bamboo floors in the bedrooms have been beautifully refinished, creating a warm and inviting atmosphere throughout. The heart of this home is the gourmet kitchen, a masterpiece of high-end design and functionality. Custom-built cabinetry with a sleek melamine finish, including a coffee station and appliance garage, all feature push-to-open mechanisms. The floating butcher block table adds a touch of rustic charm, complemented by custom pendant lights and a ceiling flush mount light fixture in the kitchen nook. The kitchen is adorned with hand-crafted Moroccan tile and boasts top-of-the-line appliances: an Ilve Majestic II induction 36-inch range with an external venting hood, a Liebherr built-in panel-ready fridge and freezer, a Miele built-in panel-ready dishwasher, a Summit Combination Dual Zone Wine Cellar, a Moen smart touchless faucet, and a Ruvati stainless steel deep sink with new garbage disposal. Even the bougiest of chefs would approve! The great room and dining area flow effortlessly to the expansive outdoor entertaining space. The dining room, featuring a striking wood ceiling and sliding glass doors, opens to a lush, tropical backyard. Here, you can relax by the pool, catch some rays, or dine alfresco under the stars on the trellised patio. An extensive landscaping rebuild has transformed the yard into a tropical oasis. The owner's suite is a serene retreat with a custom wood ceiling, bamboo floors, and a large master bath featuring a separate shower, jetted tub, and new Toto toilet. French doors open to a versatile space that can serve as a den, office, or fifth bedroom. The guest wing includes three large bedrooms with bamboo floors, walk-in closets, one-and-a-half baths, and access to a private outdoor shower. For the boating enthusiast, the 14,000-pound boat lift and dock with water & power are just minutes from the open bay, with only one higher fixed bridge to the Intracoastal Waterway. The Pelican whole-house water filtration system ensures comfort and convenience, while the two-car garage with epoxy flooring & extra storage, and expansive circular driveway provide ample parking. This home is just a short walk from the vibrant Siesta Key Village, with its charming boutiques, eclectic restaurants, and lively nightlife. Downtown Sarasota, offering a wealth of shopping, dining, and cultural amenities, is only a 15-minute drive. Embrace the ultimate beach lifestyle with this Siesta Key gem. Contact us today to schedule your private showing!

5536 Contento Drive, Sarasota

$3,500,000
3 Beds 3.5 Baths Bay Island SubDv. 34242 Zip Code
Step through the grand, gated entrance of 548 Siesta Drive and be greeted by a luxurious estate on Florida's breathtaking Siesta Key. This 4399 square foot waterfront haven exudes elegance from the very curb. As you pass through the wrought iron gate the home stands proudly on this .38 acre property amidst lush tropical landscaping and a custom brick paver driveway that can accommodate multiple cars. Step inside through the solid double doors and prepare to be dazzled. A grand foyer with gleaming porcelain tile floors sets the stage, plantation shutters filtering in warm sunlight. Coffered ceilings soar overhead, adorned with elegant chandeliers and recessed lighting that bathes the space in a warm glow. Fourteen-foot-high ceilings are further emphasized by grand columns that line the entryway and flow into the formal dining area. The back wall of the living area is a masterpiece of light and openness. Andersen sliding glass doors stretch from end to end, revealing a breathtaking vista of the pool, entertainment space, and the shimmering waterway beyond. Imagine hosting unforgettable gatherings for your family and friends. Providing ample space guests, the home features three comfortable bedrooms, each with a luxurious touch and feel. An additional loft space offers versatility, perfect for a home office, media room, or extra sleeping quarters. The 3.5 bathrooms are tastefully designed with beautiful bright cabinetry, lighting and gold fixtures. The heart of the home is a bright kitchen, boasting ample storage in stylish Shaker-style cabinetry. A center island with granite countertops and vegetable sink provides the perfect spot for meal prep, while expansive windows ensure every seat at the breakfast table enjoys the stunning lanai, pool and water views. The luxurious feel extends to the private quarters. Large bedrooms offer spacious en suite baths, custom closets, high ceilings adorned with crown molding, and morning porch for relaxing creating a sense of spacious comfort. The elegant primary bathroom is a spa-like retreat, featuring multiple vanities, a dedicated makeup vanity, gold fixtures, soaking tub with separate shower, water closet, and gleaming porcelain tile flooring. The garage/man cave is a luxury car owners dream featuring marble floors, cabinetry, air conditioning and flat screen television. But the true star of the show unfolds behind the house. Imagine a sparkling oasis – a gorgeous open pool surrounded by swaying palm trees, a paver deck and a privacy wall, creating a secluded haven for relaxation. The 108 linear foot water frontage includes a double-dock with two boat lifts and a jet ski lift. The canal ends in a cul-de-sac at this point so you can enjoy access to the Gulf but not a lot of boat traffic behind your home. This isn't just a house; it's a luxurious waterfront sanctuary designed for grand living and unforgettable memories. From the tropical landscaping and inviting pool to the expansive living areas and opulent bathrooms, 548 Siesta Drive promises an unparalleled Siesta Key experience. Siesta Key itself is a paradise, renowned for its sugar-whit sand beach, consistently rated among the nation's finest. Beyond the beach, Siesta Village pulsates with energy, offering a delightful mix of shops, restaurants, and nightlife. Immerse yourself in the natural beauty of the area's parks or explore the hidden coves accessible by kayak or boat. Siesta Key truly delivers an idyllic Florida lifestyle.

548 Siesta Drive, Sarasota

$1,800,000
3 Beds 2.5 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Sunset bliss awaits you on Siesta Key! Escape to one of Siesta Keys most coveted locations. This home is nestled in the well established subdivision of Siesta Cove and just 1/2 mile to Siesta Key beach. This coastal retreat offers a lifestyle of luxury and relaxation. Step inside and be greeted by soaring ceilings, abundant natural light, and a contemporary design that feels fresh and airy. The living room features a charming wood burning fireplace that adds warmth and charm, perfect for cool beach evenings. The kitchen, heart of the home, features solid wood cabinets, stainless steel appliances, Cambria quartz counter tops and a reverse osmosis water filter system. Imagine entertaining family and friends in the great room where the kitchen seamlessly integrates into. There is a formal dining room plus and additional breakfast nook as well. Upstairs you will find three spacious bedrooms that offer respite after sun soaked days at the beach. The primary bedroom has a large walk in closet with built in cabinets. All three bathrooms have been remodeled. The two bathrooms upstairs have rain fall shower heads, extra large showers, dual sinks and all new tile in the showers. Just gorgeous. You're going to love the loft space upstairs that over looks the family room that can be used as a office, workout room or reading room. Outside you will find ample space for entertaining around the pool, lush mature landscaping throughout the property, a wonderful heated pool and a pool shower to rinse off with after a long day at the beach. The two car garage is extra deep for ample storage. And the convenience? Unbeatable! Just a 6 minute walk to the main area of Siesta Key Beach, 1.5 miles to the popping Siesta Key Village and a quick 12 mile straight drive to I-75. Don't miss this opportunity to live the Siesta Key dream! Schedule your showing with us today to see this amazing home before it is gone.

5357 Siesta Court, Sarasota

$565,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
Relax and enjoy Island-style living at Siesta Harbor II, a waterside community bordering the Intracoastal Waterway and the community’s 807-foot boat canal. Nicely maintained and updated, this delightful waterside condominium is fully furnished and ready for your own enjoyment or available to rent on a monthly basis. The southern-facing lanai affords shade in the summer months and a bit of warmth in the cooler months allowing you to enjoy the water views from your lanai all year long. Removal of the wall between the kitchen and dining area allows natural light and soft tropical breezes to flow seamlessly through-out this third floor, move-in condition unit. Additional updates included newer kitchen cabinets and appliances, all tile flooring, impact windows plus new impact-glass sliding glass doors leading from both the living room and main bedroom onto the lanai. A sampling of Siesta Harbor amenities includes deeded, beach access to world famous Siesta Key Beach, active clubhouse with wide variety of social gatherings, work-out room, barbecue grills, fitness center, fishing pier, waterside swimming pool and spa, laundry room, separate storage areas plus assigned, covered parking. Dock space available for owners to lease on a first-come, first-served bases. Ideally located on Siesta Key, Siesta Harbor is an easy stroll to the south Siesta village with a wide variety of outdoor dining options, plus restaurants, deli’s, coffee & ice cream shops, a local grocery store and assorted entertainment venues. The trolley service ‘stops’ directly in front of the complex, servicing Siesta Key from Turtle Beach on the south end to Siesta Key Village on the north end.

1350 N Portofino Drive Unit 309, Sarasota

$629,000
2 Beds 2 Baths Polynesian Gardens SubDv. 34242 Zip Code
If you’re looking for a beautifully updated villa in a prime location on Siesta Key, then this 2/2 island get-away is for you. Located in the lush grounds of Polynesian Gardens, this stand-alone villa comes with the benefits of a condo association. This property is one of the few on the island that welcomes up to two pets. With beautifully diamond polished terrazzo floors, this villa boasts an impressive list of updates including new roof and insulation in 2024, along with two completely remodeled bathrooms. The entire villa has been replumbed with Pex pipes and cast- iron drainage has been replaced with pvc. All high-impact hurricane windows and doors were completed in 2022. The washer-dryer and hot water heater were replaced in 2023, along with interior and exterior paint in 2022. Organized closet systems were installed in both bedrooms, as well as window treatments throughout in 2023. The kitchen was updated in 2016. The living room includes a sleeper-sofa, Stressless recliners, 65” Smart TV. The bedrooms include Smart TVs, new beds and a never slept on mattress in the guest room. The screened-in lanai in the front offers a place to enjoy morning coffee, the breezes, and conversing with friends and neighbors. The private back patio offers extended living space that was paved in 2021 and offers hours of enjoying the sun, barbequing, and quiet nights with enhanced lighting, and amazing sunset views. Close to the large, heated pool, clubhouse, and the fishing pier on the Intracoastal. Close to the famous Siesta Key Beach, grocery store, and restaurants. The free Siesta Breeze trolley stops out front for a ride to the Village Shops and restaurants.

1107 N Moonmist Court Unit L-2, Sarasota

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