Siesta Isles Homes on Siesta Key, Florida

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.

Homes For Sale in Siesta Isles

All Listings Under $100,000 $600,000 - $700,000
$900,000 - $1,000,000 Over $1,000,000
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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 Eager To Find A Carefree And 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 Entert...

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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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5633 Cape Leyte Dr, Sarasota $999,900

  • 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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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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5542 Cape Aqua Dr, Sarasota $695,000

  • 3 Beds
  • 2.0 Baths
  • 1,591 SqFt
  • 0.25 Acres

This Siesta Isles House Is Ideally Located On A Quiet Cul De Sac And Just A Short Distance To The Number 1 Beach In Us - Siesta Key Beach. Private Access To Beach Road Runs Behind The House. Lovingly Maintained And Updated With A Split Floor Plan, This 3/...

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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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5525 Azure Way, Sarasota $8,000

  • 5 Beds
  • 4.0 Baths
  • 3,952 SqFt
  • 0.63 Acres

Fabulous Large Home Decorated To Perfection Just Over 400 Steps From Siesta Public Beach, One The Of The Best Beaches In The World. House Is Large And Has 5 En Suite Bedrooms. Enormous Poolwith Lions Head Fountains And Hot Tub Overlooking The Wide Canal. ...

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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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918 Contento St, Sarasota $3,995

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

Lovely Furnished Home Available Early July 2016 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 L...

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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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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.

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.

Listing information last updated on May 31st, 2016 at 2:18am EDT.