4253 Cutlass Ln.


$36,500,000

Status: For Sale

Type: Resale Property

Days on Site: 7

Listing ID: 226016944


5 Bed

5 Full Bath

& 2 ½ Bath

6,883 Sq. Ft.

Built: 1998

Furnishings: Unfurnished

Total Annual Recurring Fees

$0

Total One Time Fees

$0

2025 Total Taxes

$119,187

List Price / Square Foot

$5,302.92

Community

Ownership

Single Family

Building Style

Two Story, Single Family

Floor Plan

2 Story

Lot/Land

Acres: 0.73

Description

Oversize

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.

Garage

Yes

Car Port

No

Parking Spots

4

Parking Description

Attached

Private Pool

Yes

Private Spa

Yes

Community Pool

N/A

Pool Description

Below Ground

Spa Description

Below Ground

View

Basin, Canal

Rear Exposure

East

Interior Features

Bar, Built-In Cabinets, Foyer, French Doors, Laundry Tub, Other, Pantry, Smoke Detectors, Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar

Flooring

Tile, Wood

Kitchen

N/A

Appliances

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

Dining

Dining – Family, Eat-in Kitchen, Formal

Construction

Concrete Block, Stucco

Roof

Tile

Cooling

Ceiling Fan(s), Central Electric

Bedroom Details

Master BR Upstairs

Additional Rooms

Balcony, Den – Study, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Balcony

Exterior Details

Boat Dock Private, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock, Balcony, Screened Balcony, Outdoor Shower

Storm Protection

Other

Accessibility

N/A

Elevator

None

Security

Smoke Detector(s)

Amenities

Beach Club Available, Private Beach Pavilion, Private Membership, See Remarks

Golf

N/A

Maintenance

None

Waterfront

Yes

Description

Basin, Canal Front

Gulf Access

Yes

Gulf Access Type

No Bridge(s)/Water Direct

Canal Info.

Canal Width 200+

Boat / Dock

Boat Dock Private, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock

Pets Allowed?

Yes

Number Allowed

N/A

Weight Limit (lbs.)

N/A

Breed Limits

N/A

Other

N/A

Leasing

Number of Leases Allowed per Year

N/A

Minimum Days of Each Lease

N/A

Restrictions

Architectural, Deeded

Elementary School

N/A

Middle School

N/A

High School

N/A

This property listing is courtesy of John R Wood Properties: 239-261-6622. The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty, Co. are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc. This listing was last modified 05/02/2026 03:20pm.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2023 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.


Destinations, Distances & ETAs

Name Miles ETA
Naples Municipal Beach and Pier 2.6 mi 10 min
Lowdermilk Park 5.8 mi 20 min
Via Miramar Beach 7.4 mi 25 min
Clam Pass Park 9.1 mi 30 min
Vanderbilt Beach Park 13.3 mi 34 min
Pelican Bay Beach (Private) 14.4 mi 42 min
Delnor-Wiggins Pass State Park 14.7 mi 40 min
Barefoot Beach Preserve 19.9 mi 49 min
Bonita Beach 20.1 mi 49 min
Tigertail Beach Park 21.5 mi 52 min
Name Miles ETA
Third Street South 2.4 mi 8 min
5th Avenue South 3.8 mi 14 min
Coastland Mall 6.1 mi 22 min
Venetian Village 8 mi 25 min
Waterside Shops 9.5 mi 29 min
Galleria Shoppes at Vanderbilt 12.2 mi 34 min
Mercato 12.4 mi 34 min
Miromar Outlets 29 mi 49 min
Coconut Point 32.2 mi 53 min
Gulf Coast Town Center 33.1 mi 53 min
Name Miles ETA
Sugden Community Theatre 3.8 mi 14 min
Gulfshore Playhouse 4.4 mi 15 min
Artis-Naples 9 mi 30 min
Music & Arts Community Center 38.2 mi 57 min
Barbara B. Mann Performing Arts Hall 42.4 mi 67 min
Name Miles ETA
Naples Comprehensive Health (NCH Baker Downtown) 4.1 mi 15 min
Physicians Regional (Collier Blvd.) 12.8 mi 33 min
Naples Comprehensive Health (North Naples Hospital) 13.1 mi 35 min
Physicians Regional (Pine Ridge Rd.) 13.1 mi 35 min
Name Miles ETA
Naples Airport (APF) 6.8 mi 23 min
Marco Island Executive Airport (MKY) 18.1 mi 45 min
SW Florida Int'l (RSW) 39.6 mi 57 min
Name Miles ETA
Cambier Park 3.3 mi 13 min
Baker Park 4.5 mi 15 min
Gordon River Greenway 5.6 mi 19 min
Naples Zoo 5.9 mi 22 min
Fred W. Coyle Freedom Park 6.4 mi 23 min
Sugden Regional Park 6.7 mi 21 min
Naples Botanical Garden 7.1 mi 22 min
Paradise Coast Sports Complex 14.6 mi 35 min
North Collier Regional Park 15.3 mi 41 min
Big Corkscrew Island Regional Park 28.3 mi 57 min

Destinations, Distances & ETAs

Name Miles ETA
Naples Municipal Beach and Pier 2.6 mi 10 min
Lowdermilk Park 5.8 mi 20 min
Via Miramar Beach 7.4 mi 25 min
Clam Pass Park 9.1 mi 30 min
Vanderbilt Beach Park 13.3 mi 34 min
Pelican Bay Beach (Private) 14.4 mi 42 min
Delnor-Wiggins Pass State Park 14.7 mi 40 min
Barefoot Beach Preserve 19.9 mi 49 min
Bonita Beach 20.1 mi 49 min
Tigertail Beach Park 21.5 mi 52 min
Name Miles ETA
Third Street South 2.4 mi 8 min
5th Avenue South 3.8 mi 14 min
Coastland Mall 6.1 mi 22 min
Venetian Village 8 mi 25 min
Waterside Shops 9.5 mi 29 min
Galleria Shoppes at Vanderbilt 12.2 mi 34 min
Mercato 12.4 mi 34 min
Miromar Outlets 29 mi 49 min
Coconut Point 32.2 mi 53 min
Gulf Coast Town Center 33.1 mi 53 min
Name Miles ETA
Sugden Community Theatre 3.8 mi 14 min
Gulfshore Playhouse 4.4 mi 15 min
Artis-Naples 9 mi 30 min
Music & Arts Community Center 38.2 mi 57 min
Barbara B. Mann Performing Arts Hall 42.4 mi 67 min
Name Miles ETA
Naples Comprehensive Health (NCH Baker Downtown) 4.1 mi 15 min
Physicians Regional (Collier Blvd.) 12.8 mi 33 min
Naples Comprehensive Health (North Naples Hospital) 13.1 mi 35 min
Physicians Regional (Pine Ridge Rd.) 13.1 mi 35 min
Name Miles ETA
Naples Airport (APF) 6.8 mi 23 min
Marco Island Executive Airport (MKY) 18.1 mi 45 min
SW Florida Int'l (RSW) 39.6 mi 57 min
Name Miles ETA
Cambier Park 3.3 mi 13 min
Baker Park 4.5 mi 15 min
Gordon River Greenway 5.6 mi 19 min
Naples Zoo 5.9 mi 22 min
Fred W. Coyle Freedom Park 6.4 mi 23 min
Sugden Regional Park 6.7 mi 21 min
Naples Botanical Garden 7.1 mi 22 min
Paradise Coast Sports Complex 14.6 mi 35 min
North Collier Regional Park 15.3 mi 41 min
Big Corkscrew Island Regional Park 28.3 mi 57 min

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