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4253 Cutlass LN photos

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4253 Cutlass LN, NAPLES

Single Family Residence

Active

$36,500,000

5

Beds

7

Baths

6,883

Sqft

Est. $194,768/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 1998Sqft: 6,883Price/Sqft: $5,303Lot Size: 0.73 acres

An exceptionally rare lot and one-half with one of the most spectacular panoramic views in all of Port Royal. this exceptional waterfront estate offers 147 feet along one of the area’s deepest yacht basins, on no-wake waterfront with bay views —ideal for serious boating enthusiasts. The residence features 5 spacious bedrooms, each with its own ensuite bath, along with two additional half baths for guests. Designed for both comfort and entertaining, the home includes a private study, a dedicated media room, and expansive living spaces filled with natural light. Car collectors will appreciate the four-bay garage, thoughtfully designed with lift capabilities to maximize capacity. Owners are eligible for membership to the exclusive Port Royal Club and Cutlass Cove Beach Club, offering access to one of Naples’ most private beachfront experiences. This is a unique opportunity to own a premier property combining scale, location, and deep-water access in one of Naples’ most sought-after communities.

134 days on market · Listing updated May 14, 2026

Location

Facts & Features

Interior Features:
Den - Study, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Bar, Built-In Cabinets, Wired for Data, Entrance Foyer, Other, Pantry, Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar
Appliances:
Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Other
Flooring:
Tile, Wood
Laundry:
Inside, Sink
Primary Bathroom:
Bidet, Dual Sinks, Separate Tub And Shower
Dining Room:
Dining - Family, Eat-in Kitchen, Formal
Entry Level:
0
Heating:
Central Electric, Natural Gas
Cooling:
Ceiling Fan(s), Central Electric
Gas:
Propane
Utilities:
Propane, Cable Available
Sewer:
Central
Water Source:
Central
Security:
Smoke Detectors
Exterior Features:
Dock, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock, Balcony, Screened Balcony, Outdoor Shower
Construction:
Concrete Block, Stucco
Roof:
Tile
Patio / Porch:
Deck, Patio
View:
Basin, Canal
Waterfront:
No Bridge(s)/Water Direct, Basin, Canal Front
Direction Faces:
West
Lot Features:
Oversize
Irrigation:
Central
Parking:
Garage Door Opener, Attached
Garage Spaces:
4
Pool:
In Ground
Spa:
In Ground
Windows:
Bay Window(s), Casement, Impact Resistant, Other, Picture, Skylight(s), Thermal, Transom
Community Features:
Beach Club Available, Private Beach Pavilion, Private Membership, See Remarks, Boating, Non-Gated
Subdivision:
PORT ROYAL
Annual Taxes:
$119,187
Pets Allowed:
No Approval Needed
Furnished:
Unfurnished
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash

Price History

DateEventPrice
Apr 23, 2026Original list price$36,500,000

Reflects listing data on file, not a complete transaction history.

Listed by Bill Earls, PA, John R Wood Properties

Co-listed by Larry Lappin, Jr., John R Wood Properties

$36,500,000

4253 Cutlass LN, NAPLES

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$194,768

est. monthly payment

Estimate only — actual payment depends on your lender, credit profile, and final loan terms.

The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.