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Fort Myers Beach Florida Siesta Isles Homes for Sale

Naples Florida Real Estate

Siesta Isles Fort Myers Beach Real EstateSiesta Isles Fort Myers Beach

Homes For Sale7$800K - $5.9M
Land For Sale2$749K - $799K
Sold ( Past 6 Months )6$725K - $3.5M
Last updated at 4:37am 02/06/2026

$1,850,000
Decrease*
$410K

MLS# 225015646

18468 Cutlass Dr, Fort Myers Beach, FL 33931

Homes - 3,114 ft² / 3,799 ft² - 2 Car Garage

5 Bed / 4 Baths / Pool / Spa

Built 1961

CANNOT BEAT THE LOCATION, PRICE, BOAT LIFT AND DOCK AND HOME! A True Boater’s Paradise – WITH UNMATCHED HURRICANE WATER SURGE PROTECTION! Minutes from Fort Myers Beach and Sanibel Island, this stunning waterfront home sits in Siesta Isles—voted one of Southwest Florida’s premier boating communities. Enjoy deep-water, sailboat Gulf access with no miserable mile, surrounded by multi-million-dollar estates that define luxury coastal living. A FIRST IN SW FLORIDA We’ve just invested over $50,000 IN CUSTOM-ENGINEERED FLOOD BARRIERS—40" high, precision-fit for every door and window, including the massive 23' x 12'-- 90° sliders in the lanai. Designed to protect against storm surge, these barriers offer peace of mind and unparalleled property protection. WATERFRONT PERFECTION! • 101 ft. of shoreline with a new 14,000-lb boat lift & canopy (fits 28–30 ft. boats) • Composite dock with water & electric hookups • Seawall space for additional watercraft UPGRADES & CONSTRUCTION QUALITY! • New flat tile roof—glued, screwed, with new sheathing & underlayment • 3,114 sq. ft. under air, designer ceramic wood-look plank flooring • 16-ft. ceilings in gathering room with 10-ft. pocket 90° sliders + custom electric shades CHEF’S DREAM KITCHEN! Three rows of modern white cabinetry, oversized quartz waterfall island, hidden walk-in pantry, double oven, and premium finishes—perfect for both casual meals and elegant entertaining. FLEXIBLE LUXURY LIVING! • 5 bedrooms / 4 full baths • 3 ensuite bedrooms (including an upstairs second master with private entry & laundry hook-up) OUTDOOR OASIS! Resort-style pool with spa & lap area, high-end outdoor kitchen with bar & sink, paver driveway & walkways, lush night-lit landscaping—all overlooking breathtaking coastal views where dolphins and manatees often visit. SIESTA ISLES HOMES RARELY OFFER THIS LEVEL OF LUXURY, BOATING ACCESS AND STORM PROTECTION!—Schedule your private showing today!

PROPERTY DETAILS:

Community Name: Siesta Isles
Community Type: Boating, Non-Gated
Building Design: Two Story, Single Family
Building Desc: 2 Story
Living Area: 3,114 ft²
Total Area: 3,799 ft²
View: Canal
Waterfront Desc: Canal Front, Seawall
Boat Access: Boat Canopy/Cover, Boat Dock Private, Boat Lift, Captain's Walk, Composite Dock, Dock Included, Elec Avail at dock, Water Avail at Dock
Total Floors: 2
Parking: Attached
Garage Spaces: 2
Construction: Concrete Block, Stucco
Exterior Features: Boat Canopy/Cover, Boat Dock Private, Boat Lift, Captain's Walk, Composite Dock, Dock Included, Elec Avail at dock, Water Avail at Dock, Open Porch/Lanai, Screened Balcony, Screened Lanai/Porch, Outdoor Kitchen
Roof: Tile
Private Pool: Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Lap, Salt Water, Screen Enclosure
Private Spa: Concrete, Equipment Stays, Heated Electric, Pool Integrated
Floor Description: Tile
Interior Features: Bar, Built-In Cabinets, Cathedral Ceiling(s), Closet Cabinets, Foyer, Laundry Tub, Pantry, Tray Ceiling(s), Zero/Corner Door Sliders
Pets: Yes
Units in Building: 1
On Site Since: 02/11/2025
Irrigation: Assessment Paid, Central
Water: Assessment Paid, Central
Equipment: Auto Garage Door, Cooktop, Cooktop - Electric, Dishwasher, Disposal, Double Oven, Steam Oven, Tankless Water Heater, Wall Oven, Washer, Washer/Dryer Hookup, Dryer, Grill - Gas, Microwave, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning Oven
Floor Plan Type: Great Room, Split Bedrooms, 2 Story
Furnished Desc: Unfurnished
Rear Exposure: NW
Acres: 0.287
Lot Desc: Cul-De-Sac, Oversize
Lot Left: 125
Lot Right: 123
Lot Back: 101
Lot Frontage: 101
Master HOA Fee: $150 Annually
Total Annual Recurring Fees: $150
Taxes: $17,058
Tax Year: 2024
Gulf Access Type: No Bridge(s)/Water Direct

THIS PROPERTY IS COURTESY OF:

Experience Real Estate Group

IMAGES:

LOCATION:

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.

CONTACT / REQUEST APPOINTMENT:


In order to better assist our clients, we need to know as much as possible relating to: you, your situation, your needs, what you are looking for, and how we can best assist you. Please be as detailed as possible, for if you are vague, we may miss something - thus, not providing the best service possible. Your satisfaction is our top priority. By providing your phone number, you consent to receive communications, including but not limited to text messages and phone calls, from Luxury Of Naples Group regarding your inquiries, appointments, updates, or other services. Message and data rates may apply. You can opt-out at any time by replying STOP to any text message or contacting us.
Thank you! We look forward to the opportunity to earn your trust and your business.


Broker Reciprocity LogoThis property is courtesy of Experience Real Estate Group.

*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.

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