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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1046 Contento St, Sarasota $1,125,000

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

The Best Of All - Boating And The Beach! This 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 Over 2,850 Square Feet Offers A Large O...

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908 Contento Cir, Sarasota $1,000,000

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

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 (lighted) Landscaping With Fruit And Nut Trees, Deep Well An...

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5456 Azure Way, Sarasota $1,249,000

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

**bring Your Water Toys To This Premium Siesta Key Property **192** Feet Of Canal Frontage With Seawall** Boatlift*** (2,476 Sf) On An Over Sized Lot At The End Of A Private Cul De Sac * Short Walk To Siesta Beach Main Entrance (5 Min) Or Siesta Village (2...

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5257 Cape Leyte Way, Sarasota $1,850,000

  • 5 Beds
  • 3.0 Baths
  • 3,922 SqFt
  • 0.46 Acres

Mid-century Modern-dock & Lift! Expanded On A Half An Acre; A Half A Mile To The Beach! Overlooking Wonderful Views Of The 145ft Canal Frontage. More Than 200ft Of Glass Doors & Windows Brings Light Into The Entire House. The Striking Open Concept Offers ...

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5281 Cape Leyte Way, Sarasota $1,450,000

  • 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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5439 Azure Way, Sarasota $1,175,000

  • 3 Beds
  • 3.0 Baths
  • 2,473 SqFt
  • 0.32 Acres

Welcome To The Ideal Waterfront Island Home On Siesta Key. If You Are Searching For The Casual Lifestyle With Sparkling Water Views And The Deepest Boating Water By The White Sands Of Siesta Beach, This Renovated Home Is For You. Ideal For Entertaining With...

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5409 Azure Way, Sarasota $1,349,000

  • 3 Beds
  • 2.0 Baths
  • 2,008 SqFt
  • 0.32 Acres

Discover This Siesta Key Waterfront Retreat, With 112 Ft. Of Frontage Along One Of The Widest Points Of The Grand Canal. Renovated To Perfection And In A Prime Position, This Coastal Cottage Oasis Is Within Walking Distance Of Siesta Key Beach. The Open Flo...

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5640 Cape Leyte Dr, Sarasota $6,400

  • 3 Beds
  • 2.0 Baths
  • 1,628 SqFt
  • 0.26 Acres

Bring The Family And Enjoy The Powdery Sand And Gorgeous Sunsets Of World Famous Siesta Key Beach, Voted #1 In America. The Beach Is Only 2 Blocks Away From This Perfect Getaway Home. This Freshly Remodeled, Turnkey Furnished Home Has Everything You Need ...

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5332 Shadow Lawn Dr, Sarasota $2,112,800

  • 4 Beds
  • 5.0 Baths
  • 4,085 SqFt
  • 0.34 Acres

Under Construction...award Winning Allegra Homes New Construction. British West Indies Inspired Located On The Coveted Grand Canal Of Siesta Key. Enjoy A Waterfront Lifestyle Of Boating And The Beach. A Deep Water Idle Ride Out The Canal Into Sarasota Bay A...

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5555 Cape Leyte Dr, Sarasota $1,835,000

  • 4 Beds
  • 5.0 Baths
  • 4,172 SqFt
  • 0.35 Acres

Waterfront Elegance Is Captured At Its Finest In This Beautifully Detailed Siesta Key Home, Featuring 4,172 Sf Under Air And Located Less Than A Quarter-mile From The World-famous, Dazzling White Sands Of Siesta Beach. This Premier Location On The Tranquil ...

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1008 Glebe Ln, Sarasota $775,000

  • 3 Beds
  • 3.0 Baths
  • 2,557 SqFt
  • 0.23 Acres

Wonderful Key West Style Home Located In Siesta Isles That Has Been Completely Remodeled From Top To Bottom Both Inside And Out. Current Owner Has Done A Ton Of Recent Updates Including A New Metal Roof, 2 New Hvac Systems, New Stainless Appliances, A Ne...

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5327 Shadow Lawn Dr, Sarasota $699,000

  • 4 Beds
  • 3.0 Baths
  • 2,252 SqFt
  • 0.35 Acres

Charming 4 Bedroom 3 Bath Pool Home On Siesta Key. Separate In-law Suite Adds To The Appeal. Very Spacious And Warm, This Home Has Been Well Cared For By The Live-in Owner, Who Has Installed Many Upgrades Over The Years. In 2015, Owner Installed An 83 Ga...

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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 February 23rd, 2017 at 6:33am EST.