$1,325,000
5 Bed Pool Home for Sale in Siesta Isles
18404 Cutlass Drive, Fort Myers Beach, FL, 33931
About this home
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 tranquil charm of canal-side living. With breathtaking views, sophisticated finishes, and an enviable location, this estate is the epitome of a perfect coastal retreat that will captivate the most discerning homeowners. The thoughtfully designed floor plan features floor-to-ceiling windows that invite an abundance of natural light while framing unobstructed views of the picturesque waterfront, a canvas of serene beauty that brings nature indoors. The heart of the home is the great room, an elegant space perfect for entertaining or unwinding in a peaceful environment. Every detail of this home has been meticulously crafted to offer modern luxury while maintaining the timeless charm that defines waterfront living. For the culinary enthusiast, the gourmet kitchen is a dream come true. Equipped with high-end stainless steel appliances, classic cabinetry, and a soothing organic palette, this kitchen is designed to inspire creativity. Step outside, and the luxurious lifestyle continues to flourish in your private outdoor oasis. The outdoor area is an entertainer's paradise, featuring a stunning heated swimming pool and spa, surrounded by towering palms. For the water enthusiasts, this estate truly shines with its very own private dock positioned on a spacious deep-water access canal. This exceptional feature accommodates large boats, offering seamless access to the aquatic adventures that Southwest Florida has to offer. Just minutes away from the pristine shores of Fort Myers Beach by car or boat, you'll have quick access to some of the most stunning white-sandy beaches and vibrant coastal communities, including the iconic Sanibel and Captiva Islands. The neighborhood is rich with local eateries, lively pubs, and diverse entertainment options, ensuring that fun and excitement are always just around the corner. Nestled on a cul-de-sac just steps from the bay, this estate positions you perfectly to take advantage of all the aquatic adventures the region has to offer. Whether you're an avid boater or simply appreciate the beauty of waterfront living, this property promises an enviable lifestyle for those who cherish the ocean. This luxurious waterfront estate is not just a house; it's a lifestyle choice that embodies the essence of coastal living. With stunning architecture, high-end finishes, and an unbeatable location, this property is a sanctuary where you can relax, rejuvenate, and bask in nature's beauty every day. Own your dream home in one of Florida's most sought-after locales and revel in the magic of everyday living.
Property details
- Type
- SingleFamilyResidence
- Year built
- 1974
- Interior
- 2,258 sqft
- Lot size
- 13,024.44 sqft
- Acreage
- 0.30 acres
- Garage
- 2 car
- Days on market
- 414
- Total association fees
- None
- CDD
- None
- Est. taxes (1.4%)
- $18,550/yr
- Flood zone (area est.)
- Yes · High risk (AE)
- Storm protection
- Impact Windows/Doors
- Exposure
- West
- Waterfront
- Yes
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- Yes
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Yes
- County
- Lee
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
We rate a home against recently SOLD homes within ~1 mile that match on size, beds/baths, and age. This home doesn't have enough close comparables in the last 12 months for a reliable read, ask Rick for a personalized CMA.
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months, similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 18452 Cutlass Drive | Mar 2026 | $1,275,000 | 4/2 | 2,058 | $620 |
| 270 Delmar Avenue | Feb 2026 | $1,448,500 | 4/3 | 2,389 | $606 |
| Average | 2 comps | $1,361,750 | $613 |
Market trends, Fort Myers Beach
Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $411,000 (27%) from the original list price.
| Mar 2, 2026 | Sold | $1,114,000 |
| Sep 12, 2025 | Price reducedfrom $1,425,000 | $1,325,000 |
| Dec 10, 2024 | Listed | $1,525,000 |
The good, the trade-offs & the location
- Private pool
- Waterfront
- Storm protection: Impact Windows/Doors
- 2-car garage
- Built 1974 — pre-2002 construction may carry older wind codes and higher insurance
- In a higher-risk flood zone (AE) — flood insurance likely required
Straight-line distances to major SWFL amenities, approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.