Siesta Isles

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# A4695248 - Status: Active View Property Details Add to Favorites View Map

• 5572 SHADOW LAWN DR
• Price: $4,795,000
• Zip Code: 34242
• 3523 Square Feet
• Subdivision: SIESTA ISLES
• Bedrooms: 4 Baths: 4+
• Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custom Construction, this British West Indies-inspired custom home offers 3,568 squar ... Read More
• Listing courtesy of: NCC PROPERTIES LLC

MLS# A4694937 - Status: Active View Property Details Add to Favorites View Map

• 813 IDLEWILD WAY
• Price: $3,795,000
• Zip Code: 34242
• 4161 Square Feet
• Subdivision: SIESTA ISLES UNIT 5
• Bedrooms: 4 Baths: 3
• Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive ... Read More
• Listing courtesy of: MANGROVE REALTY ASSOCIATES

MLS# TB8483961 - Status: Active View Property Details Add to Favorites View Map

• 814 PARADISE WAY
• Price: $1,945,000
• Zip Code: 34242
• 1996 Square Feet
• Subdivision: SIESTA ISLES
• Bedrooms: 4 Baths: 2
• Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island's most desirable and tranquil locations. Situated on a quiet cul-de-sac along a grand canal, ... Read More
• Listing courtesy of: COMMUNITY REALTY ASSOCIATES

MLS# W7883717 - Status: Active View Property Details Add to Favorites View Map

• 742 EDGEMERE
• Price: $1,700,000
• Zip Code: 34242
• 1454 Square Feet
• Subdivision: SIESTA ISLES
• Bedrooms: 3 Baths: 2
• Build or RenovateDiscover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lot at the intersection of two canals, this property offers 118 feet of seawall, wide water views, and di ... Read More
• Listing courtesy of: LISTWITHFREEDOM.COM

MLS# A4683288 - Status: Active View Property Details Add to Favorites View Map

• 5507 CONTENTO DR
• Price: $1,599,999
• Zip Code: 34242
• 1788 Square Feet
• Subdivision: SIESTA ISLES
• Bedrooms: 3 Baths: 3
• A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great wat ... Read More
• Listing courtesy of: PREFERRED SHORE LLC

MLS# A4675607 - Status: Active View Property Details Add to Favorites View Map

• 734 CANAL RD
• Price: $995,000
• Zip Code: 34242
• 1412 Square Feet
• Subdivision: SIESTA ISLES
• Bedrooms: 3 Baths: 2
• Endless possibilities just two blocks from Siesta Beach! Whether you're looking to remodel the structure or build a new island retreat, opportunity awaits. A prime 12,229-square-foot property in sought-after community of Siesta Isles, just two blocks ... Read More
• Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# A4699270 - Status: Active View Property Details Add to Favorites View Map

• 5451 SHADOW LAWN DR
• Price: $859,000
• Zip Code: 34242
• 2172 Square Feet
• Subdivision: SIESTA ISLES
• Bedrooms: 3 Baths: 2+
• Virtually Staged. Live the ultimate island life in the highly sought-after waterfront community of Siesta Isles. Perfectly positioned just 0.8 miles from the public parking lot of world-famous Siesta Beach, you can easily stroll to the powdery white ... Read More
• Listing courtesy of: PREFERRED SHORE LLC