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Siesta Key Homes for Sale

If you're looking for a home in the Sarasota or Venice, Florida areas, then Siesta Key might be your dream location. Homes for sale in Siesta Key range from luxury beachside estates, to inviting condos in communities with all the best amenities. Here you can enjoy some of the finest beaches in the country, next to a charming village center, surrounded by crystal-blue waters, and all within easy travelling distance of the mainland.

Giant pools, swaying palms, and your own private dock - these features and more are waiting for you in Siesta Key.

Siesta Key

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Photo of Listing #A4515408

1055 West Peppertree Drive 701aa, SARASOTA, FL
$1,425,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,365 SQFT
  • 1 DOM
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Panoramic Views! Sunsets! Amazing Beach And Gulf Views! You Can Own Your Own Slice Of Paradise On Siesta Key! It Is Time To Relax And Enjoy Life. This Updated And Immaculate 7th Floor Condominium Has 2 Bedrooms And 2 Bathrooms. There Is Plenty Of ...

Photo of Listing #A4515642

9393 Midnight Pass Road 403, SARASOTA, FL
$415,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 778 SQFT
  • 2 DOM
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Waterfront. Amazing Views! Move-in Ready. Turnkey Furnished 1br/1b Condo With Flexible Space For An Office. The Pointe Is Situated On The Peninsula Of Little Sarasota Bay At The Southernmost End Of Siesta Key. From Every Room You Have Fabulous Wat...

Photo of Listing #A4514640

4831 Primrose Path, SARASOTA, FL
$2,500,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 3,893 SQFT
  • 2 DOM
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Prime Location On North Siesta Key!!! Situated On A Private Oversized Corner Lot And Surrounded By A Lush Tropical Setting This 4 Bedroom, 5 Bath, 2 Half Bath Pool Home Is Well Positioned On The Canal With 80 Ft. Of Water Frontage. The Ground Floo...

Photo of Listing #A4514630

43 Sandy Cove Road 3g, SARASOTA, FL
$479,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 561 SQFT
  • 3 DOM
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Escape To Paradise! This Charming And Rarely Available First Floor Condo Has It All. Private And Coveted Crystal White Sand Beach And A Private Fishing Pier With Arguably The Best Fishing On The West Coast Of Florida. Watch The Sunsets From Your...

Photo of Listing #T3336026

3928 Solymar Drive, SARASOTA, FL
$1,500,000

This Beautiful Lot Is Calling For A Family Who Loves A Gorgeous Sunset View On Their Beautiful Beach! This Lot Has Spectacular Views In A Small Gated Community Of 9 Homeowners. A Half Minute Stroll Down A Shell Path Leads You To Solymar Member's...

Photo of Listing #A4515770 OPEN HOUSE
Oct31st
Sunday1-4PM

1250 North Portofino Drive 407, SARASOTA, FL
$499,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 929 SQFT
  • 4 DOM
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Siesta Key Beach Access Directly Across The Street. You Are Welcome To View This Lovely 4th Floor Condo In "the Marlin" Building. This Great Condo Is Near The Pool & Clubhouse And Very Close To The Siesta Key Beach Access. Charming Screened Lanai...

Photo of Listing #A4515030

726 Birdsong Lane, SARASOTA, FL
$1,085,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,822 SQFT
  • 5 DOM
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Just Bring Your Toothbrush! This Is A Move In Ready Spanish Style Siesta Key Find. Only 1.5 Miles To The Beach And In A Quiet Non-hoa Community With Pride Of Ownership. Completely Updated Home With Items Such As New Tile Roof 2017, New Hvac 201...

Photo of Listing #A4515242

Flamingo Avenue, SARASOTA, FL
$1,990,000

Looking For That Perfect Waterfront Home On Siesta Key? Maybe It Is Time To Think About Building. This Waterfront Lot Located On Hanson Bayou Sits On A Private Tree-lined Street On The Coveted North End Of World-famous Siesta Key. It Is A Great Op...

Photo of Listing #A4515601 OPEN HOUSE
Oct30th
Saturday12-3PM

5214 Avenida Del Mare, SARASOTA, FL
$1,799,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,334 SQFT
  • 5 DOM
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Breathtaking! This Gorgeous 3 Bedroom/2 Bath Home Has It All! On The Water- Check! Swimming Pool- Check! Spa- Check! Updates Done- Check! Boat Dock- Check! Separate 2 Bedroom, 2 Bath Guesthouse- Check! Turnkey Furnished- Check! Located On The Gran...

Photo of Listing #A4514635

915 Seaside Drive 405, Weeks 4 &5, SARASOTA, FL
$128,000

Residential, Condominium
  • 4 Beds
  • 3 Baths
  • 1,920 SQFT
  • 6 DOM
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Fractional Ownership. Fractional Ownership. Fractional Ownership. 2020 Fractional Ownership, Weeks 4 & 5, Plus One Floating Week. Enjoy Spectacular Vacations Directly On Top-rated Siesta Key Beach In This Magnificent Condominium. Your Dream Of A L...

Photo of Listing #A4515286

304 Avenida Leona, SARASOTA, FL
$2,100,000

Finally Available! Unique Opportunity To Build Your Siesta Key, Canal Front, Dream Home On A Large Parcel (two Adjacent Lots 150 X 125). Almost A Half Acre, Corner Lot! This Desirable Location Is Not Only Walking Distance To Siesta Key Village, Bu...

More About Siesta Key Real Estate

The moment you cross over the Siesta Key's north bridge, along Siesta Drive, you'll probably be struck by the variety of properties. From grand island villas, to understated residential ranch homes, the Siesta Key real estate market has the perfect home to make your island dreams come true.

Winding between the narrow canals and waterways, you're likely to see waterfront homes in bright Mediterranean styles - with tall arches, arcades, red-tile roofs, and rows of swaying palms. And tucked away in private settings, modest bungalows in stucco and pastel-toned siding.

Almost all of these properties in Siesta Key have some kind of water access, whether it's a lagoon, canal, or the ocean. And if you're looking to simply cool off, or wash away the sand and salt, covered pools are practically standard here.

Moving down towards Siesta Key's narrow middle corridor, you'll find a range of condo and detached villa communities. Homes for sale in this sector of Siesta Key's real estate market promise excellent amenities, like swimming pools, tennis courts, and fitness centers. Expect beautiful light interiors with modern kitchens and open living areas. These units typically sleep a generous number of people, perfect for having friends or family over.

The biggest highlight of Siesta Key's condo market is their location, as many open directly onto the legendary Siesta Key Beach, offering residents daily sunsets over crystal sands and turquoise waters.

Travelling even further down the island, as the land narrows, properties become even more exclusive. Lush estates with spacious lawns, and forest-like vegetation occupy this stretch. Many of the luxury homes here have been completed in the modern style that Florida is known for.

These luxury homes also come in Southern Colonial and Mediterranean-revival styles, and almost all have their own private deep-water docks. Interiors vary between sleek, modern, almost Scandinavian style, and the rich, ornate aesthetic typical of the Southern Estate home, including stained wood finishes, crown molding, wainscoting, and so on.

Siesta Key Area Information

Siesta Key is a barrier island off the western coast of Florida, near the city of Sarasota. The island is connected to the mainland via two islands - one north and one south - and separated from the mainland by Roberts Bay.

Sarasota can be accessed in 15 minutes from Siesta Key Village, and Venice is a little over 30 minutes away to the south.

Siesta Key History

The first developments on Siesta Key began in 1907 with the dredging of the inshore canals and the building of docks. The first bridge was built in 1917, and the area officially recognized as "Siesta Key" in 1952.

Siesta Key Attractions

Siesta Key's main highlight is its world-renowned, award-winning beaches. Covered in sugar-fine quartz sand from the Appalachian Mountains, these beaches are known for their beauty and softness. Beaches on the key are Siesta Beach, Crescent Beach, Turtle Beach, and Shell Beach.  Siesta Beach has been voted the number one beach in the United States in 2015, 2017, and 2020.

Along Siesta Key's central Ocean Boulevard strip, visitors and residents enjoy numerous eateries, stores, and entertainment venues. Some popular spots to grab a drink, or a bite to eat are:

  • Solorzanos Pizzeria
  • The Hub Baja Grill
  • Another Broken Egg Cafe
  • Siesta Key Oyster Bar
  • Gilligan's Island Bar & Grill
  • 3.14 Pi Craft Beer & Spirits

The island itself is also a perfect venue for outdoor or marine recreation, with facilities for biking, sailing, fishing, or parasailing.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on October 26th, 2021 at 7:23pm EDT.