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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 #A4548376

5740 Midnight Pass Road 207, SARASOTA, FL
$1,100,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,340 SQFT
  • 4 DOM
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Relish Gorgeous Sunsets And Abundant Outdoor Activities In This 2-bedroom, 2-bath Condominium Located In The Beautiful Gulf & Bay Club. Offered Turnkey Furnished, The Quiet 1,340-square-foot End-unit Residence Includes Side Windows For Abundant Na...

Photo of Listing #A4548787

5830 Midnight Pass Road 44, SARASOTA, FL
$639,000

Residential, Villa
  • 1 Bed
  • 2 Bath
  • 728 SQFT
  • 6 DOM
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Rarely Available 1 Bed, 1.5 Baths Villa In Highly Desirable And Excellently Managed Jamaica Royale. Only Five Of The 1 Bed Units In The Complex Offer This Extra Half Bath And It Helps It To Rent Nearly Like A 2 Bed. This Year It Will Gross Over 4...

Photo of Listing #A4546453

9150 Blind Pass Road 505, SARASOTA, FL
$989,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,797 SQFT
  • 6 DOM
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If Living Steps To The Beach Plus Having The Ability To Easily Hop In Your Boat Is What You Are Looking For, Then Look No Further Than Fishermans Haven! Located Just South Of Siesta Key's Famous Turtle Beach, This Gorgeous Condo Is In The Perfect ...

Photo of Listing #A4548435

5406 Avenida Del Mare, SARASOTA, FL
$1,295,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,644 SQFT
  • 6 DOM
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Bring Your Flip Flops And Sunscreen! The Lowest Priced Canal-front Property Available On Siesta Key. Don't Miss This Adorable Waterfront Vintage Beach Bungalow Just Two Blocks To The World-famous Powdery White Sands Of Siesta Beach. Ready For Your...

6267 Midnight Pass Road 304, SARASOTA, FL
$795,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,387 SQFT
  • 8 DOM
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Excelsior Beach To Bay Complex Unit Is Immaculate With Tasteful Upgrades. !enjoy Your Piece Of Paradise In A Resort Style Condominium On America's Top Rated Beach. Beach Chairs And Lounges Await You On Your Own Private Beach To Soak Up The Sun An...

119 Avenida Messina, SARASOTA, FL
$6,900,000

Residential, Single Family Residence
  • 7 Beds
  • 8 Baths
  • 3,600 SQFT
  • 9 DOM
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Under Construction. The Construction Start Date Is Mid October 2022, With Completion Estimated Fall Of 2023. This Is Both An Amazing And Rare Opportunity To Own A Luxury Second Home Or Luxury Rental Property Steps From Both The White Sand Beaches ...

5966 Midnight Pass Road G-103, SARASOTA, FL
$1,650,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,164 SQFT
  • 10 DOM
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Captivating Views And Resort-like Amenities Combine To Create The Ultimate Owner Opportunity In This Tower Unit At The Palm Bay Club. Perched High Above The Crystal Blue Waters Of The Gulf Of Mexico, This 10th Floor Unit Offer Soaring Views Of Ame...

Photo of Listing #A4547205

5855 Midnight Pass Road 704, SARASOTA, FL
$759,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,152 SQFT
  • 11 DOM
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Fantastic Panoramic Views Of Little Sarasota Bay And Intra-coastal Waterway Greet You As You Enter This Immaculate, Upgraded And Furnished Penthouse 2 Bedroom / 2 Bath Condo At Harbor Towers Yacht & Racquet Club. In Fact, You Can Enjoy Unobstructe...

8115 Midnight Pass Road, SARASOTA, FL
$1,500,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,744 SQFT
  • 11 DOM
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Siesta's "cottage" Is Finally On The Market. Direct Little Sarasota Bay Waterfront At This Price? Deep Water Dock, Charming Key West Style Cottage. Private Outdoor Deck With Water Views. This 2-story Wooden Cottage Has Been Renovated, Well Maintai...

Photo of Listing #A4546689

5790 Midnight Pass Road 301 A, SARASOTA, FL
$2,200,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,730 SQFT
  • 13 DOM
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Located In Coveted Building A And The End Unit Third Floor Beachside! The View Of The Beach And Gulf From This Condo Speaks For Itself, Prepare Yourself For Spectacular Sunsets And Direct Beach Access. Gulf And Bay Club Provides A Beach Front Exp...

4822 Ocean Boulevard 9d, SARASOTA, FL
$899,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,440 SQFT
  • 13 DOM
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Terrific, Convenient Building Has The Most Incredible Views Of The Gulf Of Mexico. This Building Is Situated On The North End Of Siesta Key With Unobstructed Views Of All Waterway Traffic, Sunrises And Sunsets. This Ninth Floor Two Bedroom, Two Ba...

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 September 30th, 2022 at 7:33am EDT.