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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 #A4591663

451 Avenida De Mayo, SARASOTA, FL
$1,350,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 926 SQFT
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This Oversized Canal Front Lot Is Located In The Heart Of Siesta Village Just Several Blocks To Beach. Build Your Dream Home And Boat Dock Here! Listed Also As Land/ Lot. Structures And Pool Of Negligible Value But May Be Used During Design / Cons...

Photo of Listing #A4587425

6548 Sabal Drive, SARASOTA, FL
$6,750,000

Residential, Single Family Residence
  • 9 Beds
  • 10 Baths
  • 4,514 SQFT
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Under Construction. Stunning 9 Bedroom 9 1/2 Bath Custom Waterfront Home Located In The Heart Of Siesta Key! A Masterpiece Of Design And Craftsmanship, This Home Boasts A Spacious Great Room Floor Plan That Seamlessly Blends Elegance With Function...

Photo of Listing #A4591480

9393 Midnight Pass Road 202, SARASOTA, FL
$595,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,029 SQFT
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If You Seek Incredible Views, Look No Further. Surrounded By Water On Three Sides, Enjoy The Panoramic Vistas On The Southernmost End Of Siesta Key. Look From The Lanai To The East At Scenic Neville Preserve And Little Sarasota Bay With Their Abun...

Photo of Listing #A4591443

8030 Midnight Pass Road, SARASOTA, FL
$3,750,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,720 SQFT
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Under Construction. Currently Under Development, A New Residence Is Taking Shape On The South End Of Siesta Key. The Home Offers Breathtaking Sunset Views From Various Vantage Points Of The Home’s Major Rooms. Step Outside Onto The Expansive Cover...

Photo of Listing #A4591827

5750 Midnight Pass Road 309, SARASOTA, FL
$1,450,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,335 SQFT
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Exquisite, Fully Updated, Turnkey Furnished, 2 Bedroom 2 Bathroom Beach Oasis! Located In The Heart Of Siesta Key At The Exclusive Upscale Gulf & Bay Club. Featuring High End Detailed Finishes And Interiors Professionally Crafted To Perfection. ...

Photo of Listing #A4591519

5361 Siesta Court, SARASOTA, FL
$1,800,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,594 SQFT
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Welcome To Your Dream Oasis In The Heart Of Siesta Key's Coveted Siesta Cove Neighborhood! This Beautifully Updated 3-bedroom, 2.5-bathroom Pool Home Is A Haven Of Luxury And Comfort, Just A Mile Away From The Renowned White Sand Beaches Of Siesta...

Photo of Listing #A4591838

3251 Higel Avenue, SARASOTA, FL
$6,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,733 SQFT
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This Architectural Award Winning Residence Offers Big Bay And City Skyline Views That Leave One Speechless. The Stunning Carl Abbott Residence Was Designed To Maximize Views And To Accentuate Natural Light. The Result Is One Of Sarasota's Most Exc...

Photo of Listing #O6162161

1241 Tree Bay Lane, SARASOTA, FL
$3,399,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 7,343 SQFT
  • 1 DOM
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Nestled On The Desirable Quiet South End Of Siesta Key Is This Lovely 3 Story Home. When You Walk Through The Front Gates You Immediately Hear The Calming Sounds Of Water From A Nearby Water Feature. You Step Inside The Front Door And Your Eyes A...

Photo of Listing #A4591424

1346 Siesta Bayside Drive 1346-c, SARASOTA, FL
$842,500

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,280 SQFT
  • 1 DOM
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Welcome To Gulf And Bay Club Bayside! Here You Will Find Family Style Resort Living With Great Amenities And Deeded, Walking Access To The World Famous Siesta Key Beach! You Can Have All That And Great Potential For Rental Income In This Two-bedro...

Photo of Listing #A4590485

5333 Siesta Court, SARASOTA, FL
$1,359,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,975 SQFT
  • 2 DOM
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Tucked Away On A Secluded Street On The Island Of Siesta Key, This Renovated Home Offers All The Modern Conveniences. The Spacious And Inviting Four-bedroom Home Creates An Immaculate Yet Comfortable Estate For Family Living, Friendly Gatherings, ...

Photo of Listing #A4590863

6318 Midnight Cove Road 612, SARASOTA, FL
$629,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,010 SQFT
  • 2 DOM
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Under Contract-accepting Backup Offers. Welcome To Paradise Living On Siesta Key! This Stunning 2-bedroom, 2-bath Condo Offers Not Just A Home, But A Lifestyle. Nestled In A Waterfront Community With Access To Serene Views, Boat Docks, And Top-not...

Photo of Listing #A4591459

1087 West Peppertree Drive 221d, SARASOTA, FL
$875,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,310 SQFT
  • 2 DOM
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Your Slice Of Paradise Awaits At Siesta Key! Experience The Beauty Of The #1 Beach In The Usa With This Gorgeous 2 Bedroom 2 Bath With An Oversized 1 Car Garage And Lake View! You Will Love This Split-level Unit With Great Room Size And Floor Plan...

Photo of Listing #A4590653

1237 Dockside Place 208, SARASOTA, FL
$999,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 1,737 SQFT
  • 2 DOM
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“living The Siesta Key Life” Is Waiting For You. Deeded Boat Dock And Deep- Water Basin. Private Single Car Garage Too! This Three-bedroom Condo Is Totally Updated, With A New Kitchen With Quartz Countertops, Breakfast Bar And Three Pantries! Ne...

Photo of Listing #A4590895

9011 Midnight Pass Road 328, SARASOTA, FL
$550,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 783 SQFT
  • 2 DOM
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Welcome To Your Waterfront Oasis In The Heart Of Siesta Key, Where Luxury Living Meets Coastal Convenience. Nestled On The Southern End Of Siesta Key, Right By Midnight Pass, And Just A Stone's Throw Away From The Pristine Turtle Beach, This 1-bed...

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 December 7th, 2023 at 5:21pm EST.