Siesta Isles Homes on Siesta Key, Florida

Search all of today's Siesta Isles homes for sale and Siesta Key, Florida real estate listings below! Siesta Isles offers 295 beautiful waterfront properties that are situated on two small man made islands in the center of Siesta Key just north of Siesta Key Beach. Many of these homes have swimming pools and screened-in lanais. Prior to this real estate being developed, this area of Siesta Key was very low and storm surges would not have the means to recede. Canals were constructed to allow drainage for the island and sometimes provide limited access to the Intracoastal Waterway for small watercraft. To schedule a private home tour and to get information about Siesta Isles neighborhood properties for sale, call or email your DWELL real estate agents and professionals in Siesta Key, FL today!

Homes for Sale in Siesta Isles Sarasota

All Listings Under $100,000 $600,000 - $700,000
$700,000 - $800,000 $900,000 - $1,000,000 Over $1,000,000
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918 Contento St, Sarasota $3,995

  • 3 Beds
  • 3.0 Baths
  • 2,390 SqFt
  • 0.28 Acres

Lovely Furnished Home Available Early August 2017 For Annual Rental. Located In One Of Siesta's Finest Neighborhoods, On A Deep Water Canal, And Just 7/10’s Of A Mile To The Country’s #1 Beach. Single Level Home With Beautiful Waterfront Views From The Main...

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5440 Azure Way, Sarasota $1,095,000

  • 3 Beds
  • 2.0 Baths
  • 2,252 SqFt
  • 0.42 Acres

Boating! Beach! Pool! This Spacious Siesta Key Home Has It All! Nicely Situated On An Extra Large Corner Lot ,one Can’t Help But Notice The Lush Landscaping Upon Approaching The Front Door. Once Inside, The Split Plan, 3 Bedroom 2 Bath Home Has An Updated K...

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813 Idlewild Way, Sarasota $1,750,000

  • 4 Beds
  • 3.0 Baths
  • 4,161 SqFt
  • 0.31 Acres

Start Living The Dream In This Newly Remodeled Oasis On The Water. Truly An Entertainers Delight. Whether Hosting A Dinner Party In Your Designer Kitchen Complete With Subzero Refrigerator And Thermador Professional 6 Burner Stove Top/oven Or Just Having ...

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5353 Cape Leyte Dr, Sarasota $1,295,000

  • 4 Beds
  • 3.0 Baths
  • 2,796 SqFt
  • 0.36 Acres

Stunning Waterfront Siesta Key Home Located On 150+ Feet Of The Grand Canal's Deep Boating Water With Direct Access To The Bay And Gulf Of Mexico & Just Two-and-a-half Blocks To The Powdery Sands Of Siesta Key Beach. Enter Through The Charming Gated Courtya...

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1033 Shadow Lawn Way, Sarasota $3,000

  • 3 Beds
  • 2.0 Baths
  • 2,103 SqFt
  • 0.43 Acres

Annual Rental On Siesta Key. This Spacious Pool Home In Siesta Isles Is The Perfect Place To Live The Beach Lifestyle. Just A Short Distance To The World Famous Siesta Key Beach. The Living Area Is An Open Floor Plan With Large Living Room And Dining Room...

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5302 Cape Leyte Dr, Sarasota $619,000

  • 2 Beds
  • 2.0 Baths
  • 1,649 SqFt
  • 0.36 Acres

Walk To Siesta Beach, The #1 Beach In The United States, From This Charming Well-maintained Home In Siesta Isles. You’ll Enjoy Relaxed Florida Living With A Private Back Yard On Nearly A Third Of An Acre That’s Home To Twenty-two Mature Palm Trees. The Two-...

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5515 Azure Way, Sarasota $1,150,000

  • 3 Beds
  • 3.0 Baths
  • 2,489 SqFt
  • 0.32 Acres

Perfect Island Living…your Own Private Dock And Pool, With Expansive Views Of The Grand Canal And Just A Short Walk To The #1 Beach In The Usa! Start Enjoying The Lifestyle You Have Always Dreamed Of In This Spacious, Beautifully Updated And Meticulously Ma...

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900 Contento Cir, Sarasota $1,375,000

  • 4 Beds
  • 4.0 Baths
  • 2,506 SqFt
  • 0.31 Acres

Calming Water Views From Every Room In This Home, Except One Bedroom. This Is The Key Lot, At The End Of A Cul-de-sac Street Boasting 188 Platted Feet Of Canal Frontage. The Recapped Seawall Has Two Concrete Docks. Plenty Of Water Frontage If You Want To Ap...

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1046 Contento St, Sarasota $999,000

  • 4 Beds
  • 3.0 Baths
  • 2,857 SqFt
  • 0.25 Acres

Wow - Reduced $151,000! Boating And The Beach! Truly The Best Value On Siesta Key. Spacious, Updated Four-bedroom, Two-and-a-half-bath Waterfront Home With Direct Bay Access Is Your Perfect Island Getaway With Plenty Of Room For Guests. The Floor Plan Of Ov...

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908 Contento Cir, Sarasota $975,000

  • 3 Beds
  • 3.0 Baths
  • 2,554 SqFt
  • 0.28 Acres

Lowest Priced Waterfront In Siesta Isles On The Grand Canal! Siesta Key Living!! 10 Minute Walk To Siesta Key Public Beach From This Waterfront Beauty. 2 Master Suites Plus A 3rd Bedroom And 3 Baths. 125 Ft Seawall, Dock & Floating Dock And Kayak Ramp, Lush...

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5456 Azure Way, Sarasota $1,139,750

  • 3 Beds
  • 3.0 Baths
  • 2,476 SqFt
  • 0.34 Acres

Move In Ready* Water* Water* Water* Spectacular Lot In Siesta Isles Neighborhood **192** Feet Of Canal Frontage With Seawall* Boatlift** Over Sized Lot At The End Of Private Cul De Sac * Short Walk To Siesta Beach (5 Min) Or Siesta Village (25 Min) * La...

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5281 Cape Leyte Way, Sarasota $1,275,000

  • 4 Beds
  • 3.0 Baths
  • 2,595 SqFt
  • 0.38 Acres

Siesta Isles Dream Home On 179 Feet Of Waterfront Within Minutes To The Grand Canal At Siesta Key. A Completely Renovated And Re-design Transformed This Former Ranch Into The Ideal Island Lifestyle Home Complete With Its Own Hammock By The Water. This Home ...

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Looking to sell or buy a home in Siesta Isles? Call DWELL Real Estate, your neighborhood Siesta Key, Florida real estate team at (941) 822-0708. We are Siesta Isles REALTORS® and experts on the Siesta Isles Siesta Key, FL housing market.

More About Siesta Isles

Built in the 1960’s and 70’s, most of the homes on Siesta Isles are primarily Florida Ranch designs. These were very popular during that era. Prices for the homes in the community vary because of older structures being torn down to make way for newer ones. The residences located in Siesta Isles can be found on Cape Aqua Drive, Azure Way, Shadow Lawn Way, Contento Street, Cape Leyte Drive, and Idlewild Way.

The finest and whitest sand in the world is an award that Siesta Key Beach has been recognized for. At the Great International White Sand Beach Challenge held in 1987, Siesta Key Beach won the title of “whitest and finest sand in the
world”. The homes located on the southern end of Siesta Isles are within walking distance to this amazing beach. In 2011, Dr. Beach rated Siesta Key Beach #1 in the nation.

Visit our Siesta Key real estate page to view other great places to live in Sarasota, Florida. If Roberts Point fits your budget and requirements then you should also explore Bayou Louise, Cocoanut Bayou, Gulfmead Estates, Bay Island, Siesta Bayside and Roberts Point.

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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.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on May 27th, 2017 at 10:18pm EDT.