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

$1,550,000
3 Beds 2 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Walk to Siesta Key Beach ! Discover a hidden paradise just a stroll away from the world-renowned Siesta Key Beach. This newly renovated home offers a perfect blend of tranquility and modern comfort, nestled amidst lush tropical flora. Property Features: Bedrooms: 3 Bathrooms: 2 full Garage: 2-car sideload garage Exterior Highlights: A captivating brick driveway and front walk set the stage for this remarkable property. The exterior welcomes guests with an oasis of greenery, providing a serene escape from the hustle and bustle of everyday life. Interior Upgrades: Step inside to appreciate the thoughtful renovations, including neutral tile flooring throughout, new lights, cabinets, counters, and stainless steel appliances. The highlight of the interior is the new saltwater pool with enchanting rock falls, creating a spectacular focal point for both aesthetics and relaxation. Entertainment Hub: The spacious living room boasts a cathedral ceiling and sliders leading to a caged lanai by the pool. The pass-through kitchen window enhances the entertaining experience, connecting seamlessly to an outside quartz bar and a separate grill area with a built-in hood. Culinary Delights: The kitchen is a chef's dream with state-of-the-art features, including a new cooktop, double convection oven/microwave combo, quiet dishwasher, and a sleek refrigerator. Ample storage, including a built-in pantry and a large island, provides both functionality and style. Primary Retreat: The primary bedroom features an ensuite bath with dual sinks and a shower. A large walk-in closet ensures ample storage space. An inside laundry room, complete with new cabinets and a utility sink, offers convenience and efficiency, with room for a washer and dryer. Personalization Opportunity: This home awaits an owner's personal touch for decoration, providing the perfect canvas to create a space that truly feels like home. Prime Location: Enjoy the unique ambiance of Siesta Key living and take advantage of the easy walk to nearby restaurants and shops. Don't miss the chance to own this Siesta Key gem - where paradise meets modern living. Schedule a viewing today and make this oasis your own!

1224 S View Drive, Sarasota

$2,100,000
3 Beds 2 Baths Hidden Harbor SubDv. 34242 Zip Code
SIESTA KEY ISLAND LIVING AT ITS BEST! Nestled away on Siesta Key, you’ll find the neighborhood of Hidden Harbor – the tree-lined canopy streets with private paver roads add to the OLD FLORIDA TROPICAL CHARM of this highly coveted gem of a community. Whether you’re looking for a permanent residence or a second home retreat, this delightful home fits the bill! With 3 BEDROOMS, 2 BATHROOMS, a 2-CAR GARAGE and a HEATED POOL WITH SPA, this home sits on JUST UNDER A HALF ACRE and will surely capture your heart! The large circular driveway has a gate off to the right of the home leading to the huge, fenced-in backyard – perfect for privacy and keeping your “toys” hidden away! Welcoming warmth with character & charm is what you’ll find upon entering this home. The sweeping curved staircase draws your eyes up to the beautiful natural wood clad cathedral ceilings. From there, the living room impact sliding glass doors lead out to the expansive screen-enclosed back deck, perfect for entertaining and then on to the large custom designed, heated pool & spa. Take the staircase up to the 2nd floor where you’ll find the primary owners’ suite with a generous bedroom, walk-in closet, linen closet, ensuite bathroom and additional bonus room currently being used as an office/study space. The spa-like bathroom has been updated with a beautiful stand-alone soaking tub, large picture window, a separate glass enclosed shower with a rain-shower fixture, a double sink vanity with stone countertops. Downstairs you’ll find the 2nd and 3rd bedrooms, guest bathroom, inside laundry, living room with a coral stone woodburning fireplace, dining room with built-in curio cabinets and gourmet kitchen. Each of the 3 bedrooms has its own private, screened balcony with impact sliding glass doors. The kitchen with its timeless coastal cottage style cabinetry is equipped with Viking appliances. A side door that opens to the deck makes for convenient outdoor grilling! Recent seller updates include NEW POOL/SPA, DECK & CAGE (2020), NEW METAL ROOF (2021). Centrally located between the North & South bridges to Siesta Key and just a mile to Siesta Key Beach, you’re going to love being able to play on the white powder sand and enjoy the aqua marine waters of the Gulf of Mexico any time you wish! SCHEDULE YOUR SHOWING TODAY!

5310 Hidden Harbor Road, Sarasota

$459,000
Inlet Apts SubDv. 34242 Zip Code
Discover the allure of this attractively priced, recently updated condo on Siesta Key! Boasting minimal fees and exceptional rental returns, it stands out as one of the most enticing opportunities in the area. Nestled on the serene south end of Siesta Key near the Intracoastal Waterway, this ground floor unit is a haven of modernity, featuring recent renovations, a fresh coat of paint, and complete furnishings. Whether you seek a permanent residence, a winter retreat, or a lucrative rental property, this condo fits the bill! Savor your mornings with coffee on the spacious lanai, offering panoramic views of the heated pool and waterway, and delight in evening sunsets. The kitchen, bathed in natural light, seamlessly connects to the living area and showcases stainless steel appliances, contemporary lighting, a double stainless-steel sink with a spray faucet, and granite countertops. Throughout the entire home, the warm beachy tone of wood plank tile flooring adds to the inviting ambiance. Recent improvements include a replacement of the outer screen/storm door, a fresh coat of paint on the building's exterior, a resurfaced pool, new seawall and dock. Ample indoor and outdoor storage is available for beach gear and personal items. The community offers exciting water activities, with on-site kayak/paddleboard launch and storage as well. The Inlets, a serene community, provides proximity to all that Siesta Key and Sarasota has to offer, including dining, shopping, recreation, and pristine Gulf beaches. This smoke-free property ensures a clean and healthy living environment. Don't miss the chance to make this condo your gateway to the best of Siesta Key living!

9200 Midnight Pass Road Unit 15, Sarasota

$4,950,000
Sarasota Beach SubDv. 34242 Zip Code
Immerse yourself in the epitome of beachside living with Family Tides, an exceptional triplex situated on prestigious Beach Rd in Siesta Key. This stunning property harmonizes luxury, convenience, and income potential into an unparalleled coastal retreat. Perfectly positioned just steps away from the world-renowned Siesta Key Beach and the enchanting Siesta Key Village, Family Tides offers unrivaled access to sun, sand, and entertainment. Crafted with meticulous attention to detail and contemporary flair, Family Tides showcases block construction that ensures enduring durability, energy efficiency, and minimal upkeep. Inside and out, the property emanates modern elegance, creating a captivating ambiance for residents and guests alike. A highlight of Family Tides is its private pool, providing a serene haven for cooling off and unwinding amidst the lush surroundings. Whether enjoying refreshing dips or lounging poolside with loved ones, the pool offers a perfect escape from the Florida sun. With a history of rental success, Family Tides has grossed over $300,000 in past rental income, making it an enticing investment opportunity. Sold turnkey furnished, the property facilitates seamless income generation for buyers, allowing them to capitalize on its proven rental potential from day one. Whether you seek a lucrative investment property or a personal beach sanctuary, Family Tides delivers the best of both worlds—a true Beach Family Getaway. Revel in the delight of owning a slice of paradise while effortlessly reaping the rewards of passive rental income.PROFESSIONAL INTERIOR PHOTOS COMING SOON.

645 Beach Road, Sarasota

$21,000,000
4 Beds 4.5 Baths Bay Island SubDv. 34242 Zip Code
Discover your very own gated private peninsula on world-famous Siesta Key. Located on the north end of the island, this one-of-a-kind awe-inspiring furnished estate sits on more than an acre with over 700 waterfront feet. A custom-designed driveway leads to a grand entrance with waterfalls and fire features setting the stage for the luxury that lies within. Designed for entertaining and a relaxed island lifestyle, this home features multiple living spaces both inside and out that flow seamlessly with an open-air lifestyle, expansive walls of glass and the same rich wood and stone floor materials throughout. There is something for everyone including a game room, home theater, fitness room, meditation room and an 8+ car garage. Complementing the interior, the outdoor space offers some of the best resort-style living on the West Coast of Florida with an infinity edge pool, swim-up pool bar, a recessed seating area with fire pit in the pool, a dining pavilion with living plant wall, outdoor living room with fireplace, spa, outdoor kitchen, and an expansive koi pond running almost the entire length of the home with incredible built-in footbridges. A well-equipped boat dock and separate waterfront garage as well as a paddleboard/canoe launch will please the waterfront lifestyle enthusiast. A newer seawall, extensive garage and storage space, a full house generator, a 3-stop elevator, a Crestron home automation system, and a whole-house reverse-osmosis water filtration system are just a few of the technical highlights of this incredible home. Truly an island paradise and strategically located to provide quick access to Sarasota’s shopping, dining, and world-renowned attractions. This home is being sold furnished with less artwork and other specific items.

3799 Flamingo Avenue, Sarasota

$1,849,000
3 Beds 3 Baths Siesta Estates SubDv. 34242 Zip Code
Welcome to the epitome of luxury in a John Cannon home, nested in the gated neighborhood on Siesta Key. This exquisite residence boasts 3 Bedrooms and 3 En-suite Bathrooms, offering an unparalleled level of comfort and privacy. With a generous square footage of 2485, this home exudes elegance and sophistication. Stepping inside, you are greeted into a wall of disappearing sliding glass doors that opens from the Flex room into the spacious lanai, which features a heated contour pool & spa with a screened cage. Two more sets of sliders in the great room & the primary bedroom complete the home's seamless transition between the indoor & outdoor living spaces. Throughout the home, including cathedral, coffered & tray ceilings. The spacious entertainer's kitchen with a large breakfast bar, with all stainless steel appliances, solid wood cabinets and first floor laundry room. Completely opens to the sunny great room surrounding the pool. The Primary and 2nd Bedroom are both on the main level, on opposite sides of the home for privacy. The 3rd Bedroom and En-suite Bathroom is located on the second level along with aloft that would serve as a great office, den, studio, TV room or a place for extra storage. Situated just minutes from the world-renowned Siesta Key Beach, this home offers the perfect combination of exclusivity and accessibility. Embrace the allure of coastal living while reveling in the privacy and serenity of this remarkable property. Don't wait, book your showing today.

5585 Siesta Estates Court, Sarasota

Start Your Search