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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 #A4506293

8456 Midnight Pass Road, SARASOTA, FL
$850,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 966 SQFT
  • 1 DOM
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Located In The Southern End Of Siesta Key On Heron Lagoon - Perfect For Taking The Kayak Out To Enjoy Our Paradise. Nestled In The Charming Residential Area Of The Island With Multi-million Dollar Homes, New Owners Will Enjoy The Charm And Privacy...

Photo of Listing #A4507888

7007 Point Of Rocks Road, SARASOTA, FL
$1,000,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 904 SQFT
  • 1 DOM
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Rarely Does Such A Pristine Slice Of Old Florida Come To The Market. Located Near The Historic Point Of Rocks On Crescent Beach On Siesta Key, This Charming Getaway Is Ready For New Ownership. Not Even A Block Away Is The Public Beach Access Lead...

Photo of Listing #A4507886

5685 Midnight Pass Road 114, SARASOTA, FL
$429,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,012 SQFT
  • 1 DOM
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Directly Across From World Famous Siesta Beach, This 2 Bed 2 Bath Condo In Highly Desirable White Sands Village Encompasses All Siesta Key Has To Offer! This Pet Friendly Second Floor Unit Has Had Its Kitchen And Bathrooms Tastefully Updated With...

Photo of Listing #A4507558

19 Whispering Sands Drive 305, SARASOTA, FL
$850,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,282 SQFT
  • 4 DOM
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Enjoy Award-winning Sunsets And Beautiful Gulf Views From This Newly Updated Third-floor Unit. Two Sets Of Sliding Glass Doors Open Onto A 26-foot Balcony For You To Enjoy Gulf Breezes And Listen As The Water Laps Upon Your Private White Sand Beac...

Photo of Listing #A4507014

4900 Ocean Boulevard 401, SARASOTA, FL
$750,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,200 SQFT
  • 4 DOM
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Amazing Gulf Of Mexico Views From This Tastefully Renovated 2 Bedroom 2 Bath Condo In Sandy Cove Iv. Brand New Remodel Includes All Plumbing, All Electrical, Hvac, New Tankless Water Heater, Custom 2ftx4ft Tile Flooring, All New Gorgeous Cabinets,...

Photo of Listing #A4507446

8710 Midnight Pass Road 203b, SARASOTA, FL
$850,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,650 SQFT
  • 5 DOM
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Beach And Boat Docks! Gulf Front Residence! Spacious, Airy And Granting Spectacular Gulf-front Views. The Living And Dining Room Share An Elegant Space Extending Into What Was Once A Screened Lanai And Has Now Been Merged With The Main Interior Li...

Photo of Listing #A4506829

1285 Oyster Cove Drive, SARASOTA, FL
$4,225,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,253 SQFT
  • 5 DOM
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Follow Your Dreams To This Siesta Key Bayfront Home Newly Remodeled For A Welcoming Fresh Look And Feel. 2021 Improvements Include A New Kitchen, New Baths, Impact-resistant Windows, Wide-plank Wood Floors, New Ac, New Water Heater And New Paint I...

Photo of Listing #A4507587

1221 East Peppertree Drive 226, SARASOTA, FL
$614,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,180 SQFT
  • 5 DOM
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Live In Among The Treetops In This Spectacular Peppertree Condo! 2 Bedrooms, 2 Bath, In Unit Laundry. The 1 Car Garage Offer Refuge From The Sun And Has Storage As Well. Views Of The Trees And Heated Pool From This Unit. Access To A Heated Pool On...

Photo of Listing #A4505385

5206 Cape Leyte Drive, SARASOTA, FL
$1,300,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,509 SQFT
  • 6 DOM
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Rarely Does The Opportunity Come Along To Own A True Mid-century Modern Gem That Also Happens To Be Walking Distance To World Renowned Siesta Key Beach. The Current Owners Meticulously Renovated The Property To Provide All Of Today’s Conveniences ...

Photo of Listing #A4507377

1300 N Portofino Dr Drive 106sai, SARASOTA, FL
$450,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 929 SQFT
  • 6 DOM
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First Floor 2 Bedroom 2 Bath Original, Some Updates, Enclosed Lanai

Photo of Listing #O5960255

5005 Commonwealth Drive, SARASOTA, FL
$999,999

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,862 SQFT
  • 6 DOM
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Single Family Home On The Very Desirable Commonwealth Dr On Siesta Key. Over 12k Sf Lot That Is Actually Two Buildable Lots Directly Across The Street From The Grand Canal. Fixer Upper Or Build Two Houses And Sell One Of Them And Recover The Costs...

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, these beaches are known for their beauty and softness. Beaches on the key are Siesta Beach, Crescent Beach, Turtle Beach, and Shell Beach.

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 27th, 2021 at 1:05pm EDT.