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Fort Myers Beach Florida Siesta Isles Homes

Naples Florida Real Estate

Siesta Isles Fort Myers Beach Real EstateSiesta Isles Fort Myers Beach

Homes For Sale8$800K - $5.9M
Sold ( Past 6 Months )5$725K - $3.5M
Last updated at 1:10am 12/05/2025

Sold
$3,500,000
Sold Price:
$2,850,000
Sold Date:
11/21/2025

MLS# 225038688

18276 Cutlass Dr, Fort Myers Beach, FL 33931

Homes - 5,767 ft² / 9,059 ft² - 3 Car Garage

6 or More / 6 Baths / 1 Half / Pool / Spa

Built 2007

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 wrap-around bar—complete with a 12’ shark hanging overhead! Kick back in the theater room or perfect your swing on the indoor golf simulator. The relaxed lounge area flows seamlessly to your Private Saltwater Pool and Spa. A tiki hut adds a tropical touch, while the Massive Sun Deck with dining and lounge areas—features a boat lift and large slip for your water toys, so you’re always just moments from your next adventure. The 80' Wide Canal makes it easy to accommodate most vessels. Take the Private Elevator up to the second floor, where everyday living meets effortless entertaining. The open-concept layout includes a gourmet kitchen with built-in appliances, a center island cooktop, an oversized breakfast bar, and a spacious eat-in dining area. Exposed beams, a stone accent wall, and a cozy fireplace add warmth and style. Slide open the Collapsible Glass Doors and expand your living space onto a Huge Balcony overlooking the pool and canal. With a full Outdoor Kitchen and Built-in BBQ, it’s the perfect place to grill, gather, and enjoy the coastal breeze. Upstairs, the third floor features three additional bedrooms—including two spacious en-suite rooms and a Luxurious Primary Suite with a Spa-like Bathroom offering a soaking jet tub and an expansive walk-around shower. But the real showstopper? The Private, oversized third-floor balcony, where you’ll enjoy Epic Panoramic Views of the canal, nature preserve, and front-row seats to Southwest Florida’s jaw-dropping sunsets—a picture-perfect backdrop for peaceful mornings or starlit evenings. Conveniently tucked away from the tourist buzz yet just a short ride to Fort Myers Beach, Sanibel Island, and Cayo Costa State Park, this home delivers the perfect blend of adventure, comfort, and coastal lifestyle. From boat days and BBQ nights to movie marathons and poolside laughs—this is where lifelong memories are made! **Be sure to request the Cinematic Video Tour and 3D Walk-through!

PROPERTY DETAILS:

Community Name: Siesta Isles
Community Type: Boating, Non-Gated
Amenities: See Remarks
Building Design: Multi-story Home, Single Family
Building Desc: Multi-Story Home
Living Area: 5,767 ft²
Total Area: 9,059 ft²
View: Canal, Water
Waterfront Desc: Canal Front, Navigable, Seawall
Boat Access: Boat Dock Private, Boat Lift, Boat Slip, Captain's Walk, Dock Included, Elec Avail at dock, Tiki Hut, Wooden Dock
Unit Floor: 1
Total Floors: 3
Parking: Driveway Paved, Attached
Garage Spaces: 3
Construction: Concrete Block, Wood Frame, Stucco
Exterior Features: Boat Dock Private, Boat Lift, Boat Slip, Captain's Walk, Dock Included, Elec Avail at dock, Tiki Hut, Wooden Dock, Balcony, Open Porch/Lanai, Built In Grill, Built-In Gas Fire Pit, Storage
Roof: Built-Up, Tile
Private Pool: Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Pool Bath, Salt Water, Self Cleaning
Private Spa: Below Ground, Concrete, Equipment Stays, Jetted Tub
Floor Description: Tile
Interior Features: Bar, Built-In Cabinets, Foyer, French Doors, Laundry Tub, Pantry, Smoke Detectors, Wired for Sound, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Wheel Chair Access, Zero/Corner Door Sliders
Pets: Yes
Units in Building: 1
On Site Since: 05/10/2025
Irrigation: Central
Water: Central
Equipment: Auto Garage Door, Central Vacuum, Cooktop, Dishwasher, Disposal, Dryer, Grill - Gas, Home Automation, Instant Hot Faucet, Intercom, Microwave, Refrigerator/Icemaker, Safe, Security System, Self Cleaning Oven, Smoke Detector, Washer, Wine Cooler
Floor Plan Type: 2 Story
Furnished Desc: Turnkey
Min Days of Lease: 1
Leases Per Year: 365
Sold Price: $2,850,000
Rear Exposure: W
Acres: 0.23
Lot Desc: Regular
Lot Left: 125
Lot Right: 125
Lot Back: 80
Lot Frontage: 80
Taxes: $37,853
Tax Year: 2024
Golf Type: No Golf Available
Gulf Access Type: No Bridge(s)/Water Direct

THIS PROPERTY IS COURTESY OF:

Alpizar & Company, LLC

IMAGES:

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Contact Us Looking to Sell Your Property? Contact our Area Specialist to get a free Comparative Market Analysis and maximize your property's exposure to thousand of potential buyers!

AREA SPECIALIST:


Oleg Mikhailov
Oleg Mikhailov

Area Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 280-1237

Websitehttps://www.realtyofnaples.com

Bio

Oleg Mikhailov has been a Naples resident since 1999 and is deeply familiar with the neighborhoods of Naples, Bonita Springs, and Marco Island. His extensive local knowledge allows him to expertly assist you in finding the perfect home for your family’s unique needs. With Oleg as your Real Estate Broker, you can trust that his dedication and expertise will make your experience seamless and enjoyable.

In addition to his real estate career, Oleg is an experienced engineer. This technical expertise enhances his ability to evaluate properties, providing valuable insights into a home’s structure and potential. His engineering background, combined with his work as a financial consultant for global real estate projects and business development programs, equips him with a rare skill set that ensures you’re getting the best advice and support in every transaction.

Outside of his professional career, Oleg was part of a professional auto racing team and has earned several international sports awards. His racing experience has honed his attention to detail and focus, qualities that translate directly to his work in real estate. His stress-free approach, paired with his guiding principle—a happy client is the most important thing—ensures that you’ll have a positive and rewarding experience.

Whether you’re buying or selling, Oleg Mikhailov is committed to making your real estate journey smooth, successful, and satisfying.

Broker Reciprocity LogoThis property is courtesy of Alpizar & Company, LLC.

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