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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 #T3512454

5855 Midnight Pass Road 320, SARASOTA, FL
$725,000

Residential, Condo - Hotel
  • 2 Beds
  • 2 Baths
  • 1,056 SQFT
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This Property Has So Much To Offer, Location< Location< Location !!!! Watch Stunning Sunsets Right From Your Balcony Every Clear Evening. Harbor Towers Is A Short Half Mile Walk From The Crescent Beach Of Siesta Key. There Is Also A Troll That Can...

Photo of Listing #A4603830

113 & 125 Big Pass Lane, SARASOTA, FL
$16,000,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,162 SQFT
  • 1 DOM
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A Rare Offering To Purchase Two Gulf Front Building Lots Side By Side (parcel Id Numbers-0080010021 & 0080010023) Where Sarasota’s Big Pass Meets The Gulf Of Mexico Providing One Of The Best Panoramic Views In The Area, Located On A Private Gated ...

Photo of Listing #A4603567

113 & 125 Big Pass Lane, SARASOTA, FL
$16,000,000

A Rare Offering To Purchase Two Gulf Front Building Lots Side By Side (parcel Id Numbers-0080010021 & 0080010023) Where Sarasota’s Big Pass Meets The Gulf Of Mexico Providing One Of The Best Panoramic Views In The Area, Located On A Private Gated ...

Photo of Listing #A4603553

4049 Shell Road, SARASOTA, FL
$5,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,844 SQFT
  • 2 DOM
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A Rare Opportunity To Own A Charming Private Home On Almost An Acre With 84 Ft. Of Seawall Located Directly On Big Pass With Incredible Views Of The Gulf Of Mexico, South Lido Key Beach And Sarasota Bay. The Island Residence Boasts Mature Trees An...

Photo of Listing #A4603231 OPEN HOUSE
Mar24th
Sunday1AM-3PM

5317 Siesta Court, SARASOTA, FL
$1,695,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,918 SQFT
  • 3 DOM
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Welcome To Your Dream Home In The Heart Of Siesta Key! Nestled Within The Highly Sought-after Siesta Cove Subdivision, This Stunning Single Level Home Offers A Sophisticated Coastal Living Experience. With 4 Bedrooms, 3 Full Baths, And Nearly 3,0...

Photo of Listing #A4597634

5880 Midnight Pass Road 908, SARASOTA, FL
$1,295,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,562 SQFT
  • 4 DOM
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Penthouse Condominium With Running Beach And Gulf Views

Photo of Listing #A4603140

7435 Sanderling Road, SARASOTA, FL
$2,800,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,638 SQFT
  • 4 DOM
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Welcome To Your Exclusive Island Retreat At 7435 Sanderling Road, Where Luxury And Coastal Charm Merge Seamlessly To Create The Ultimate Beach Living Experience. Nestled Behind The Gates Of The Esteemed Sanderling Club, This Spacious Estate Offers...

Photo of Listing #A4602014

6150 Midnight Pass Road Villa4, SARASOTA, FL
$825,000

Residential, Villa
  • 2 Beds
  • 1 Baths
  • 939 SQFT
  • 4 DOM
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Looking For A Vacation Home Or Investment Property? Look No Farther! This 2-bedroom, 1-bath Villa In The Island House Beach Resort Community Is Perfect! This Home Features Tile Flooring Throughout, Ceiling Fans, Dining Space Inside And On The Scre...

Photo of Listing #A4602030

1300 North Portofino Drive 301sai, SARASOTA, FL
$675,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 991 SQFT
  • 4 DOM
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3rd Floor Corner End Unit On The Canal! Rarely Available 2 Bedroom 2 Bath In The Sailfish Building! Pictures Are All From Before The Remodel! Welcome To This Delightful, Nearly Complete Remodel, Ready To Move In Mid-april, 2-bedroom, 2-bathroom ...

Photo of Listing #A4603317

5400 Ocean Boulevard 11-3, SARASOTA, FL
$2,000,000

Residential, Condo - Hotel
  • 2 Beds
  • 2 Baths
  • 1,187 SQFT
  • 5 DOM
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Panoramic Siesta Key Views!!!!! This 2 Bedroom / 2 Bath, 11th Floor Residence Is Located In The Heart Of Siesta Key. The Beach Terrace Building Has One Of The Most Desirable Locations With A Direct Gulf Of Mexico Location. It Nestled At The ...

Photo of Listing #A4603124

9030 Midnight Pass Road 4, SARASOTA, FL
$725,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,280 SQFT
  • 5 DOM
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Introducing Your Exquisite Siesta Key Waterfront Retreat! Embrace The Essence Of Beach Living In This Charming 2-bedroom, 2.5-bathroom Waterfront Condo Nestled On The Serene Southern Shores Of Siesta Key, Mere Steps Away From Turtle Beach. Spannin...

Photo of Listing #A4603520

1048 West Peppertree Lane 118b, SARASOTA, FL
$747,500

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 975 SQFT
  • 5 DOM
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Welcome To Your New Piece Of Paradise In Peppertree Bay At Siesta Key! This Charming 2-bedroom, 2-bathroom Condo Is Located On The Coveted Gulf Side Of Peppertree Bay With A Short Walk To The White Sands Of Siesta Key Beach. Step Inside To Find A ...

Photo of Listing #A4603563

4832 Primrose Path, SARASOTA, FL
$1,675,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,897 SQFT
  • 5 DOM
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Welcome To Your Charming Mid-century Waterfront Retreat Nestled Into A Quiet, Low Traffic Neighborhood Yet Just A Stone's Throw Away From Siesta Beach, Consistently Voted The Usa's #1 Beach, And The Quaint (and Fun) Siesta Village. Enter The Home ...

Photo of Listing #A4598938

8911 Midnight Pass Road 514, SARASOTA, FL
$699,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,233 SQFT
  • 6 DOM
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Sunrise Cove's Best Views Of The Bay And Gulf Can Be Yours! This Condo Has Been Tastefully Updated And Furnished With No Expense Spared. Living Room Has Been Extended To Increase Your Living Space. Kitchen Includes Quartz Counters, Custom Cabinets...

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 March 19th, 2024 at 4:48am EDT.