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4253 Cutlass Lane Naples FL 34102

$36,500,000
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4253 Cutlass Lane, Naples, FL 34102 - MLS#226016944 4253 Cutlass Lane, Naples, FL 34102 - MLS#226016944 4253 Cutlass Lane, Naples, FL 34102 - MLS#226016944 4253 Cutlass Lane, Naples, FL 34102 - MLS#226016944

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 4253 Cutlass Ln

5 Bedrooms
5/2 Bathrooms
4 Car Garage
10,847 Square Feet
6,883SF Living Area
Pool:
Yes
Water
Year Built 1998
Listed For 5 Days

Don't miss this home for sale in Port Royal! 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.

This luxury single family home was built in 1998 and features 5 bedrooms, and 5 full bathrooms plus 2 half baths. This home for sale is 10,847 square feet, with 6,883 sq ft being air conditioned living space. The home has a 4 car garage and has a private swimming pool.

Please contact your ZFC agent for more information about MLS# 226016944 or any other homes for sale in Naples or elsewhere in the Collier County area.

Features & Amenities

Appliances

Dryer, Dishwasher, Freezer, Gas Cooktop, Disposal, Microwave

Architecture

Two Story

Cooling

Central Air, Ceiling Fans, Electric

Heating

Central, Electric, Gas

Flooring

Tile, Wood

Parking

Attached, Garage, Garage Door Opener

Lot Dimensions

157 x 237 x 147 x 251

Lot Size

Acres

View

Canal, Water view

Construction Materials

Block, Concrete, Stucco

Security Features

Smoke Detectors

Interior Features

Wet Bar, Bidet, Built In Features, Bathtub, Separate Formal Dining Room, Dual Sinks, Entrance Foyer, Eat In Kitchen, Family Dining Room, French Doors Atrium Doors, High Ceilings, Living Dining Room, Other, Pantry, Separate Shower, Cable Tv, Upper Level Primary, Vaulted Ceilings, Bar, Walk In Closets, Home Office

Furnished

Unfurnished

Exterior Features

Deck, Outdoor Grill, Outdoor Shower, Other, Patio

Lot Features

Oversized Lot

Property Condition

Resale

Patio And Porch Features

Balcony, Deck, Patio, Screened

Pool Features

In Ground

Door Features

French Doors

Roof

Tile

Window Features

Bay Windows, Casement Windows, Impact Glass, Other, Display Windows, Skylights, Transom Windows, Thermal Windows

Utilities

Cable Available, High Speed Internet Available

Waterfront Features

Basin, Canal Access

Irrigation Source

Municipal

Laundry

Inside, Laundry Tub

Spa Features

In Ground

Number Of Stories

2

Year Built

1998

Pets Allowed

Yes

Annual Real Estate Taxes

$119,187 (2025)

Legal Description

Cutlass Cove Sect Port Royal Blk B Lot 9 + N1/3 Of Lot 10 Or 2049 Pg 242

Property Type

Single Family Home

Association Fee Includes

None

Association Amenities

Beach Rights, Private Membership, See Remarks

Community Features

Boat Facilities, Non Gated

Direction Faces

West

MLS Number

226016944

Universal Property Id

U S-12021-N-16860880001-R-N

Days On Market

5

Community Name

Port Royal

4253 Cutlass Ln Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 4253 Cutlass Ln should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $119,187 but will likely change when this home sells. These estimations are calculated from a list price of $36,500,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 4253 Cutlass Ln

Address Sale Price Bed Bth Size Location Sale Date
3240 Gin LN $Log in to view 5 5/2 9,906SF Port Royal 09/17/2025
661 Galleon DR $Log in to view 5 5/2 7,480SF Port Royal 03/12/2026
860 Admiralty Parade E $Log in to view 5 5/2 14,494SF Port Royal 04/13/2026
600 Galleon DR $Log in to view 5 6/3 9,681SF Port Royal 02/04/2026
3300 Gin LN $Log in to view 5 6/3 10,940SF Port Royal 10/27/2025
3525 Fort Charles DR $Log in to view 5 6/2 10,439SF Port Royal 08/29/2025
3440 RUM ROW $Log in to view 5 6/2 10,374SF Port Royal 04/21/2026
3520 Gin LN $Log in to view 5 6/2 10,021SF Port Royal 03/16/2026
3175 Fort Charles DR $Log in to view 6 7/1 9,338SF Port Royal 04/07/2026
1365 Spyglass LN $Log in to view 6 7/1 8,551SF Port Royal 02/26/2026
605 Admiralty Parade W $Log in to view 6 6/1 7,841SF Port Royal 05/28/2025
2375 Lantern LN $Log in to view 4 4/1 6,727SF Port Royal 03/02/2026

MLS# 226016944 Listing History

04/23/2026 Listed for sale by John R Wood Properties with MLS# 226016944 with a list price of $36,500,000.

Collier County Schools

Elementary School

Middle School

High School

This listing of 4253 Cutlass Ln Naples FL 34102 was last updated on 2026-05-02 16:00:26. Listing courtesy of John R Wood Properties.
MLS

Map of 4253 Cutlass Ln Naples FL 34102

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page 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. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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