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

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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5540 Cape Leyte Dr, Sarasota $649,000

  • 5 Beds
  • 3.0 Baths
  • 2,702 SqFt
  • 0.35 Acres

Short Sale-great Home...you Don't Want To Miss Out On This One! Layout And Location Perfect For A Very Profitable Investment Home! Wonderful And Spacious 5 Bedroom, 3 Bath, 2 Car Garage, With A Large Pool, On Over A 1/4 Acre Lot In Siesta Isles. This Resid...

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5332 Shadow Lawn Dr, Sarasota $2,075,000

  • 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 $1,985,000

  • 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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5223 Shadow Lawn Dr, Sarasota $3,000

  • 3 Beds
  • 2.0 Baths
  • 1,459 SqFt
  • 0.35 Acres

Beach Lovers Will Adore This Charming And Tranquil 3 Bedroom, 2 Bath Home Located In The Quiet, Peaceful Community Of Siesta Isles, Just 5 Minutes Away From The World Famous Siesta Key. This Home Is Light And Airy, With An Open And Inviting Floor Plan, Mode...

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1008 Glebe Ln, Sarasota $799,000

  • 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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5633 Cape Leyte Dr, Sarasota $969,000

  • 4 Beds
  • 3.0 Baths
  • 2,228 SqFt
  • 0.30 Acres

Fantastic Opportunity To Own A Home In An Incredible Location, Close To World Famous Siesta Key Beach And 101 Feet Of Wonderful Boating Water On The Grand Canal!!! Don't Miss This Beautiful And Well Cared For Canal Front Home Boasting Four Bedrooms And Thr...

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1046 Contento St, Sarasota $1,150,000

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

This Siesta Key Waterfront Home Is For Boaters And Beach Lovers Alike. With Over 2,850 Square Feet Of Living Area, This Updated Three Or Four Bedroom, Two-and-a-half-bath Island Home Offers A Large, Open-concept, Split-bedroom Floor Plan With Hardwood Floor...

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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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5353 Cape Leyte Dr, Sarasota $3,200

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

(not An Annual Rental) Beautiful Siesta Key Home Away From Home Located On The Grand Canal's Deep Boating Water And Just A Few Blocks To The Powdery Sands Of Siesta Key Beach. This Home Affords The Best Of Both Worlds.from The Charming Gated Courtyard Entr...

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5613 Cape Leyte Dr, Sarasota $6,000

  • 3 Beds
  • 2.0 Baths
  • 2,332 SqFt

This Gorgeous Mediterranean-style Home Has Great Curb Appeal And Is Situated On Deep Boating Grand Canal. Large Screened Lanai, Solar-heated Pool, Florida Room With Office Space And Pullout Twin Sleepers. Master Has 2 Over-sized Closets And Over-sized Bath...

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742 Edgemere Ln, Sarasota $5,000

  • 3 Beds
  • 2.0 Baths
  • 1,454 SqFt
  • 0.37 Acres

Seasonal Short Term Turnkey Furnished Canal Home. Your Home Away From Home --- A Beautiful 3 Bedroom House Is Located In A Quiet, Upscale Neighborhood Not Far From Siesta Beach, The Largest And Most Beautiful Beach On The Key. Also Near Siesta Village For...

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5519 Azure Way, Sarasota $8,000

  • 4 Beds
  • 3.0 Baths
  • 2,460 SqFt
  • 0.37 Acres

Sprawling 4 Bed. Plus Waterfront/pool/spa Home Is Only 4 Min. To World Famous Siesta Key Beach!!!tucked Away On The Little "island "of Azure Way You Are Afforded Privacy With Water Views . Perfect For Large And/or Multiple Families And Guests Who Want Toenj...

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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 August 25th, 2016 at 10:36am EDT.