Siesta Isles

Listings For SaleSold History and Market Report

 

Siesta Isles Homes for Sale

Siesta Isles is a waterfront development made up of two small man made islands in the center of Siesta Key just north of Siesta Key Beach. Before this real estate was developed, the center of Siesta Key was extremely low and any storm surge would not have the means to recede. Though the canals that surround the community do provide limited access to the Intracoastal Waterway for small watercraft, the primary function of these canals was to provide the earth needed to raise the level of the home sites and to act as a means of drainage for the island in the event of a storm surge.

There are 295 homes in Siesta Isles, many with swimming pools and screened-in lanais. Most of the Siesta Isles homes were built in the 1960’s and 70’s and are primarily Florida Ranch designs that were very popular during that era. Prices for the homes in the community range from $400,000 for the smaller residences to nearly $2 million for the newer and larger homes. The residences located in Siesta Isles can be found on Azure Way, Contento Street, Shadow Lawn Way, Cape Leyte Drive, Idlewild Way, and Cape Aqua Drive.

At the Great International White Sand Beach Challenge held in 1987, Siesta Key Beach was recognized as having the whitest and finest sand in the world. The Siesta Isles homes located on the southern end of the community are within walking distance to this amazing beach, the rest of the homes are within a short bike ride.

Being centrally located, residents of Siesta Isles are close to the best of everything Siesta Key has to offer. From the fine restaurants and beach nightlife found in Siesta Key Village to the amazing white sandy beaches found on the island, Siesta Isles is close to it all. As a result of the “moat” that surrounds these castles, the community is tranquil and extremely safe.


Siesta Isles Real Estate for Sale

Below are all of the current real estate listings available for sale in Siesta Isles.

Please contact me if you would like to schedule a tour of any of the listed properties.

MLS# A4157847 - Status: Active View Property Details Add to Favorites View Map

  • 5332 SHADOW LAWN DR
  • Price: $2,112,800
  • Zip Code: 34242
  • 4085 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 4 Baths: 4+
  • 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 Sarasot ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4172653 - Status: Active View Property Details Add to Favorites View Map

  • 5257 CAPE LEYTE WAY
  • Price: $1,795,000
  • Zip Code: 34242
  • 3922 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 4 Baths: 3
  • CONTEMPORARY RALPH TWITCHELL -DOCK & LIFT! Expanded on a half an acre; a couple of blocks to beach! Overlooking wonderful views of the 145FT canal frontage. More than 200FT of glass doors & windows brings light into the entire house. The striking o ... Read More
  • Listing courtesy of: CANDY SWICK & COMPANY

MLS# A4157475 - Status: Active View Property Details Add to Favorites View Map

  • 5555 CAPE LEYTE DR
  • Price: $1,738,000
  • Zip Code: 34242
  • 4172 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 4 Baths: 4+
  • Casual, coastal, and carefree, this four-bedroom Siesta Key home is less than a 5 minute walk to the dazzling white sands of Siesta Beach. Kick off your sandals and relax in comfort after a day spent boating tropical waterways, strolling along the be ... Read More
  • Listing courtesy of: Michael Saunders & Company

MLS# A4179116 - Status: Active View Property Details Add to Favorites View Map

  • 900 CONTENTO CIR
  • Price: $1,375,000
  • Zip Code: 34242
  • 2506 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 4 Baths: 4
  • 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 wan ... Read More
  • Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4171478 - Status: Active View Property Details Add to Favorites View Map

  • 5281 CAPE LEYTE WAY
  • Price: $1,300,000
  • Zip Code: 34242
  • 2595 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 4 Baths: 3
  • 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. Thi ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4183455 - Status: Active View Property Details Add to Favorites View Map

  • 5353 CAPE LEYTE DR
  • Price: $1,295,000
  • Zip Code: 34242
  • 2796 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 4 Baths: 3
  • 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 ... Read More
  • Listing courtesy of: QUEST PROPERTIES INC

MLS# A4179734 - Status: Active View Property Details Add to Favorites View Map

  • 5515 AZURE WAY
  • Price: $1,150,000
  • Zip Code: 34242
  • 2489 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 3 Baths: 2+
  • 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 meticu ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4175137 - Status: Active View Property Details Add to Favorites View Map

  • 5456 AZURE WAY
  • Price: $1,139,750
  • Zip Code: 34242
  • 2476 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 3 Baths: 3
  • PRICE LOWERED TO SELL NOW *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 ( ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4168784 - Status: Active View Property Details Add to Favorites View Map

  • 5439 AZURE WAY
  • Price: $1,135,000
  • Zip Code: 34242
  • 2473 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 3 Baths: 3
  • New price. The best value on Siesta Key for a renovated, move-in ready, waterfront home. Spectacular, sparkling wrap-around water views and the deepest boating water by the white sands of Siesta Beach. Located on Azure Way, one of the most desired st ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4176964 - Status: Active View Property Details Add to Favorites View Map

  • 1046 CONTENTO ST
  • Price: $1,125,000
  • Zip Code: 34242
  • 2857 Square Feet
  • Subdivision: SIESTA ISLES UNIT 8
  • Bedrooms: 4 Baths: 2+
  • 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 ... Read More
  • Listing courtesy of: Premier Sothebys Intl Realty

MLS# A4176469 - Status: Active View Property Details Add to Favorites View Map

  • 908 CONTENTO CIR
  • Price: $975,000
  • Zip Code: 34242
  • 2554 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 3 Baths: 3
  • LOWEST PRICED WATERFRONT IN SIESTA ISLES!! 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) ... Read More
  • Listing courtesy of: ENRIGHT REALTY INC

MLS# A4182082 - Status: Active View Property Details Add to Favorites View Map

  • 1002 GLEBE LN
  • Price: $749,000
  • Zip Code: 34242
  • 1808 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 3 Baths: 2
  • Chic and elegant, this optionally furnished pool home is located only minutes from the award winning Siesta Key Beach. This beautifully remodeled residence epitomizes island living with its casual, tropical vibe and masterful use of finishes. The o ... Read More
  • Listing courtesy of: KATHLEEN DANIEL LICENSE BROKER

MLS# A4137140 - Status: Active View Property Details Add to Favorites View Map

  • 5327 SHADOW LAWN DR
  • Price: $698,000
  • Zip Code: 34242
  • 2252 Square Feet
  • Subdivision: SIESTA ISLES UNIT 5
  • Bedrooms: 4 Baths: 3
  • 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 a ... Read More
  • Listing courtesy of: A YOUNG REALTY GROUP INC

MLS# A4180498 - Status: Active View Property Details Add to Favorites View Map

  • 5302 CAPE LEYTE DR
  • Price: $619,000
  • Zip Code: 34242
  • 1649 Square Feet
  • Subdivision: SIESTA ISLES
  • Bedrooms: 2 Baths: 2
  • 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 tree ... Read More
  • Listing courtesy of: MICHAEL SAUNDERS & COMPANY