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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 #C7476411

6334 Midnight Pass Road 45, SARASOTA, FL
$550,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 612 SQFT
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Beachfront Condo Awaits New Owners!! This Unit Is Great To Live In Full Time Or Rent Out For A Great Investment!! This Great 1br Condo Sleeps 4 With The Fold Out Murphy Bed In The Living Room! Bright, Airy & Open Floor Plan Is Great For Entertaini...

Photo of Listing #A4572592

6518 Midnight Pass Road 510, SARASOTA, FL
$1,120,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,215 SQFT
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Rarely Available Top Floor Unit In Always Desirable And Well Managed House Of The Sun On Siesta Key. This One Is Going To Check All The Boxes. The Seller Has Updated It Completely. The Baths Are Updated, The Kitchen Is Updated. It Comes Turnkey An...

Photo of Listing #A4572053 OPEN HOUSE
Jun4th
Sunday12-2PM

1125 West Peppertree Drive 803, SARASOTA, FL
$975,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,200 SQFT
  • 2 DOM
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Incredible Siesta Key Beach View Penthouse! This Fully Furnished Penthouse Condo Offers An Incredible Beach View And Is Ready For Immediate Move-in. The Spacious Open Floor Plan Is Perfect For Entertaining With Plenty Of Room For Family And Guest...

Photo of Listing #A4571948

85 Avenida Messina, SARASOTA, FL
$8,950,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 3,504 SQFT
  • 2 DOM
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Welcome To Shell-abrate Good Times, A Brand-new Luxury Home Just A One-minute Walk To Siesta Key Beach And Four Minutes To Siesta Key Village. This Six-bedroom, Eight-bathroom, New Construction Home Can Sleep Up To Twelve Guests. The Open Living D...

Photo of Listing #A4569996 OPEN HOUSE
Jun4th
Sunday1-4PM

5238 Winding Way, SARASOTA, FL
$1,299,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,620 SQFT
  • 2 DOM
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Elegantly Renovated Home With High-end Finishes While Restoring That Siesta Key Charm. This Three-bedroom Three Full Bathroom Home Has Undergone A Major Renovation Finished June 1st, 2023. Starting With The Exterior, New Paint, Hardware, Landscapi...

Photo of Listing #A4571260

19 Whispering Sands Drive 803, SARASOTA, FL
$1,499,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,282 SQFT
  • 2 DOM
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Welcome To This Exquisite, Custom Remodeled 8th Floor Whispering Sands North Tower Unit With Full Gulf Views Of The Shimmering Gulf Of Mexico And 800’ Of Your Own Private Beach - Representing The Best In Easy, Modern Luxury! Incredible Attention ...

Photo of Listing #A4570028

445 Reid Street, SARASOTA, FL
$1,295,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,658 SQFT
  • 3 DOM
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This Coastal Inspired Property Is Situated In The Heart Of Siesta Key, A Highly Sought-after And Well-known Paradise. Featuring 3 Bedrooms And 2 Bathrooms Spread Across 1,658 Square Feet Of Living Space, You Will Have Ample Space For Entertaining....

Photo of Listing #A4572047

8701 Midnight Pass Road 607a, SARASOTA, FL
$975,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 1,922 SQFT
  • 3 DOM
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"as Is" With The Right To Inspect. A True Three-bedroom, Three-bath Condominium At Turtle Bay, Located At The South End Of Siesta Key. Turtle Bay Amenities Include Deeded Beach Access, A Heated Pool And Spa, Three Lighted Tennis Courts, Two Pickle...

Photo of Listing #A4571945

538 Canal Road, SARASOTA, FL
$6,850,000

Residential, Single Family Residence
  • 8 Beds
  • 7 Baths
  • 4,094 SQFT
  • 3 DOM
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Siesta Key Luxury Rental Property Located In Siesta Key Village And The Perfect Boater's Dream House With A Private Resort Style Heated Pool For The Entire Family That Features A Rock Water Slide, Waterfall, Grotto, Swim Up Bar, Sun Shelf, And...

Photo of Listing #A4571946

332 Avenida De Mayo, SARASOTA, FL
$6,750,000

Residential, Single Family Residence
  • 8 Beds
  • 9 Baths
  • 4,055 SQFT
  • 3 DOM
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• New Luxury Home In The Heart Of Siesta Key Village W/ Elevator To All Floors • Heated Resort Pool With Sun Shelf, Lounge Ledge, Pool Bar, Jacuzzi/spa And More • Roof Top Deck With City And Gulf Views • Spectacular Siesta Key Village Views Fro...

Photo of Listing #A4571947

316 Beach Road, SARASOTA, FL
$8,450,000

Residential, Single Family Residence
  • 8 Beds
  • 10 Baths
  • 4,681 SQFT
  • 3 DOM
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Siesta Key Nearly Beachfront Home With Gorgeous Gulf Of Mexico, Siesta Key Beach, And City Views From All Levels. This Nearly 5,000 Square Foot Home, With Tons Of Exterior Patio And Balcony Spaces, Features 8 Bedrooms, And 8 Full Baths + 2 Half Ba...

Photo of Listing #A4572070

831 Siesta Drive, SARASOTA, FL
$1,200,000

Your Own Piece Of Paradise, On The North End Of Siesta Key, With Easy Access To All The Wonderful Amenities In The Village And The World Class Crescent Beach. Additionally - Close To Downtown Sarasota With Exceptional Dining, Theatre, Shopping And...

Photo of Listing #A4571736

5631 Midnight Pass Road 1007, SARASOTA, FL
$425,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 857 SQFT
  • 4 DOM
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Experience The Ultimate Paradise At White Sands Village In Siesta Key! Whether You're Seeking An Investment Opportunity Or A Personal Oasis, This Property Has It All. Turn-key Furnished, Open Concept Living, Full Tile Flooring, Loads Of Natural Li...

Photo of Listing #A4571423

3484 Hamilton Avenue, SARASOTA, FL
$1,500,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,658 SQFT
  • 5 DOM
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Discover The Epitome Of Comfort In This Charming, Coastal Cottage Style Home, Nestled On The Renowned Island Of Siesta Key. Situated On A Generous Double Lot In The Highly Desirable Neighborhood Of Bay Island Park, This Property Boasts A Prime Loc...

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 June 4th, 2023 at 8:48am EDT.