The community of Siesta Isles is situated in Fort Myers Beach. Ideally situated for access to all of the Fort Myers Beach region facilities and conveniences available.

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11 listings match your search criteria.
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18195 Cutlass Dr   Fort Myers Beach
  • 4Bedrooms
  • 3Bathrooms
  • 2534Sq Ft
  • 1970Year Built
$1,475,000

A Boater's Dream! This 4 bedroom, 3 bathroom waterfront pool home with over 2500 square feet under air is located in the sought-after Siesta Isles neighborhood. The interior of the home has been remodeled to perfection with high end finishings throughout, inclusive of porcelain wood plank tile, built in bar with wine refrigerator, custom tiled…

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18276 Cutlass Dr   Fort Myers Beach
  • 6Bedrooms
  • 6Bathrooms
  • 5767Sq Ft
  • 2007Year Built
$3,500,000

Waterfront Living at Its Best! Welcome to your ultimate fun-filled getaway just minutes from Fort Myers Beach! This 6-bedroom, 7-bathroom canal-front home is designed for making unforgettable memories—whether you're cruising the waterways, hosting poolside parties, or soaking up sun-filled days with the people you love most. The ground level sets the vibe with a custom…

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18468 Cutlass Dr   Fort Myers Beach
  • 5Bedrooms
  • 4Bathrooms
  • 3114Sq Ft
  • 1961Year Built
$2,260,000

Prime Location in Siesta Isles – A Boater’s Paradise! Minutes from Fort Myers Beach and Sanibel beaches, this stunning waterfront home is located in the highly sought-after Siesta Isles community—voted one of Southwest Florida’s best boating communities! Offering sailboat deep water Gulf access, and no miserable mile, while surrounded by multi-million-dollar properties that embody luxury…

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18181 Old Pelican Bay Dr   Fort Myers Beach
  • 6Bedrooms
  • 5Bathrooms
  • 4532Sq Ft
  • 2003Year Built
$2,999,999

Experience the thrill of Southwest Florida living in this breathtaking Mediterranean-style waterfront estate that redefines coastal luxury behind the gates of Siesta Isles. Offering 6 bedrooms, 5 full and 2 half bathrooms, and 4,532 square feet of pure indulgence, this meticulously crafted residence spans an extraordinary 160' x 140' parcel (.51 acre!)—the largest in the…

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18292 Deep Passage Ln   Fort Myers Beach
  • 4Bedrooms
  • 4Bathrooms
  • 4699Sq Ft
  • 1976Year Built
$1,495,000

Welcome to Your Boater’s Paradise in Siesta Isles! This beautifully elevated 4-bedroom, 4.5 bath coastal retreat offers everything you’ve been dreaming of—deep-water, sailboat, and direct Gulf access just minutes from open water. Nestled in the highly sought-after Siesta Isles community, this home sits on a wide, deep-water canal, allowing you to keep your boat right in…

Active
18196 Cutlass Dr   Fort Myers Beach
  • 2Bedrooms
  • 2Bathrooms
  • 1776Sq Ft
  • 1969Year Built
$800,000

Cutlass Dr in Siesta Isles is located in one of the best Boating Communities in SW Florida. Deep Water Direct Access. New Seawall and Cap. Lot is located Approximately 1 mile from the Gulf of Mexico. Quick out to North end of Ft. Myers Beach. Build your Dream Home…

Active
18307 Cutlass Dr   Fort Myers Beach
  • 3Bedrooms
  • 3Bathrooms
  • 2452Sq Ft
  • 1960Year Built
$860,000

Design Your Dream Waterfront Escape in Fort Myers Beach! Imagine waking up every day in a stunning waterfront home that you designed just the way you wanted. Nestled in the highly sought-after Siesta Isles community, this luxury property is an incredible opportunity for you to finish building your dream home in one of the most…

Active
18308 Cutlass Dr   Fort Myers Beach
  • 3Bedrooms
  • 3Bathrooms
  • 2122Sq Ft
  • 1961Year Built
$830,000

Discover Your Dream Waterfront Home in Fort Myers Beach! Seize the opportunity to finish building your dream waterfront home in the exclusive Siesta Isles community of Fort Myers Beach, where luxury meets coastal living. This extraordinary property is perfectly situated to cater to boating enthusiasts and families alike, nestled in one of the best boating…

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18404 Cutlass Dr   Fort Myers Beach
  • 5Bedrooms
  • 3Bathrooms
  • 2258Sq Ft
  • 1974Year Built
$1,425,000

Luxury Waterfront Estate in Fort Myers Beach welcomes you to the pinnacle of coastal living! Your dream home awaits at this luxurious waterfront estate in the enchanting Fort Myers Beach! Set in the coveted enclave of Siesta Isles, this remarkable property offers an unparalleled opportunity to immerse yourself in a world where opulence meets the…

Active
18548 Cutlass Dr   Fort Myers Beach
  • 5Bedrooms
  • 4Bathrooms
  • 2172Sq Ft
  • 1967Year Built
$1,450,000

Discover Your Dream Waterfront Estate, your ultimate slice of paradise in the heart of Fort Myers Beach! Nestled within the serene enclave of Siesta Isles, this stunning property offers a unique opportunity to experience the harmonious blend of opulence and tranquil canal-side living. With breathtaking views, high-end finishes, and an ideal locale, it is a…

Active
18350 Old Pelican Bay Dr   Fort Myers Beach
  • 4Bedrooms
  • 4Bathrooms
  • 3945Sq Ft
  • 2026Year Built
$6,495,500

The Eden Model is a brand new floor plan being offered for the first time by Claussen Residential Communities. The well thought out flow of the home will give the new owners a very comfortable live style with rooms for guests on the second floor which includes a separate laundry and gathering room. The elevator…

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