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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 #A4618001

303 Beach Road, SARASOTA, FL
$2,500,000

Whether You Imagine Owning A Prime Siesta Key Beach Building Lot That Offers A Steady Income Stream Of $100,000 Per Year While Planning To Expand The Cottages, Develop A Luxury Vacation Resort Destination Or Holding For Future Appreciation This Pr...

Photo of Listing #A4617797 OPEN HOUSE
Jul28th
Sunday1-4PM

722 Siesta Key Circle, SARASOTA, FL
$3,650,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,488 SQFT
  • 3 DOM
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This Gorgeous Island Paradise Is Sure To Be Another Award-winner From Notable Home Builder Allegra Homes. The Coveted Sailboat Water Location Allows For Quick And Easy Boating Access To The Intracoastal Waterway And The Gulf Of Mexico. This 4 Bedr...

Photo of Listing #A4616843

6535/6537 Peacock Road, SARASOTA, FL
$2,298,000

Residential, Half Duplex
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
  • 3 DOM
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Two Townhouses Joined Side By Side In One Building Overlooking Pretty Sabal Lake. Each Side Has A Large Foyer Entrance, Laundry, Garage, 350 Square Foot Studio, Bath And Huge Deck On Ground Level. Each Side Has Separate Utilities. Upstairs 15...

Photo of Listing #A4617651

4822 Ocean Boulevard 4d, SARASOTA, FL
$850,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,440 SQFT
  • 4 DOM
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Welcome To Your New Home, A Meticulously Crafted Turnkey 2 Bed 2 Bath Condo Nestled In The Newly Renovated Siesta Towers. Positioned Along "the Big Pass," Where The Gulf's Azure Waters Meet The Intercoastal, This Residence Offers A Seamless Blend ...

Photo of Listing #A4617715

1125 Lake House Circle C112, SARASOTA, FL
$725,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,352 SQFT
  • 4 DOM
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Breathtaking Waterfront Condo With Panoramic Lake Views Located Across The Street From Siesta Key Beach! This Stunning Condo Is Everything You Have Been Looking For. The High Ceilings, Large Sliding Glass Doors And Bi-level Floor Plan Gives This H...

Photo of Listing #A4617179

100 Columbus Boulevard C2, SARASOTA, FL
$2,395,000

Residential, Half Duplex
  • 2 Beds
  • 3 Baths
  • 1,959 SQFT
  • 4 DOM
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The Magic Of Siesta Key Beach Is Known Worldwide. The White-sand Beaches, Breathtaking Sunsets, The Gentle Waters Of The Gulf Of Mexico, The Quaint But Lively Siesta Key Village's Shops, Restaurants, Sidewalk Happy Hours And Nightlife Has Made Thi...

Photo of Listing #A4615949

6480 Midnight Pass Road 503, SARASOTA, FL
$1,100,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,265 SQFT
  • 5 DOM
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Welcome To Your Island Getaway That Offers All The Comforts Of Home. Nestled In The North Building Of Siesta Breakers, This Cozy Two Bedroom Two Bathroom Beachside Abode Is Bright And Cheerful. As You Approach The Front Door With A Convenient Scre...

Photo of Listing #A4617207

1223 Lyric Lane, SARASOTA, FL
$890,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,075 SQFT
  • 5 DOM
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Enter This Carefully Planned Residence To Discover A Perfect Balance Of Sophistication And Style That Embodies Contemporary Living. The Smooth Transition Of Modern Design Elements, From Refined Flooring To Stylish Lighting Fixtures, Establishes An...

Photo of Listing #A4616738

5858 Midnight Pass Road 27, SARASOTA, FL
$659,900

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 531 SQFT
  • 5 DOM
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The Endless Beach Vacation Awaits. This Beachaven Villa Certainly Lives Up To Its Name. Located On Siesta Key Beach-named The #1 Beach For Many Times Over. Beachaven Is Situated At The Widest Point Of The Beach, Plenty Of Soft Sand And Warm Balmy ...

Photo of Listing #A4617305

5215 Calle De Costa Rica, SARASOTA, FL
$1,100,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,762 SQFT
  • 6 DOM
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Charming Cottage In Siesta Key. Get Ready To Be Wowed! This Is A Rare And Special Opportunity To Own A Charming Three-bedroom, Two-bath Home With A Separate Guest House In The Highly Desired Village Area Of Siesta Key. You'll Love The Generous, P...

Photo of Listing #A4616567 OPEN HOUSE
Jul28th
Sunday1-4PM

1260 Dolphin Bay Way 203, SARASOTA, FL
$1,283,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,915 SQFT
  • 6 DOM
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Experience The Ultimate In Waterfront Living With This Gorgeous Condominium, Offering Breathtaking Bay Views. The Expansive 2-bedroom, 2-bath Residence Boasts An Impressive 1,915 Square Feet Of Under-air Living Space, Complemented With Covered Lan...

5613 Cape Leyte Drive, SARASOTA, FL
$2,300,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,752 SQFT
  • 8 DOM
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One Or More Photo(s) Has Been Virtually Staged. Turnkey Furnished 3-bedroom, 2-bath Residence Located A Block Away From The World Famous Beach. This Property's Prime Location Offers Unparalleled Convenience And Extends Nearly 100ft Along The Grand...

1223 Siesta Bayside Drive 1223, SARASOTA, FL
$595,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 959 SQFT
  • 8 DOM
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Back On The Market!!!!!!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!. This One Bed/one Bath Offers An Open Floor Plan With...

5244 Winding Way, SARASOTA, FL
$1,690,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,100 SQFT
  • 10 DOM
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Expansive Coastal Modern Property In A Serene And Peaceful Setting, Seconds To Siesta Key Beach ** 4 Bedrooms, 4 Full Baths With Detached Studio/adu Above The 3 Car Garage (5 Total Bedrooms, 5 Bathrooms) ** Gorgeous Pool Among Lush Native Landscap...

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 July 23rd, 2024 at 3:19am EDT.