4253 Cutlass Ln. – #226016944

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4253 Cutlass Ln., Naples, FL 34102

$32,850,000 For Sale

Beds
5
Baths
5 + 2 half
Sq Ft
6,883
Built
1998

MLS# 226016944 191 days on market

Fees & taxes

Seller’s 2025 taxes
$119,187

Community

Port Royal

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Ask about this home or arrange a tour.

Listing description

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.

Property details

Building & ownership

Ownership
Single Family
Furnishings
Unfurnished
Building style
Two Story, Single Family
Floor plan
2 Story
Construction
Concrete Block, Stucco
Roof
Tile
Lot size
0.73 acres
Lot description
Oversize

Interior

Features
Bar, Built-In Cabinets, Foyer, Laundry Tub, Other, Pantry, Smoke Detectors, Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar
Flooring
Tile, Wood
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

Kitchen & dining

Appliances
Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Other
Dining
Dining - Family, Eat-in Kitchen, Formal

Outdoor & view

View
Basin, Canal
Rear exposure
East
Exterior
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

Parking

Garage
Yes
Car port
No
Spots
4
Description
Attached

Pool & spa

Private pool
Yes
Private spa
Yes
Pool description
Below Ground
Spa description
Below Ground

Waterfront

Waterfront
Yes
Description
Basin, Canal Front
Gulf access
Yes
Gulf access type
No Bridge(s)/Water Direct
Canal
Canal Width 200+
Boat / dock
Boat Dock Private, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock

Community amenities

Amenities
Beach Club Available, Private Beach Pavilion, Private Membership, See Remarks
Elevator
None
Security
Smoke Detector(s)

What the fees cover

Maintenance
None

Pets & leasing

Pets allowed
Yes
Restrictions
Architectural, Deeded

Additional details

Parcel number
16860880001
Potential short sale
No

Listing last updated September 17, 2026

Listing courtesy of John R Wood Properties · 239-261-6622

Property taxes for a new owner

Estimated property taxes about $123,600 a year at the county’s value of this home and its 0.90% tax rate, no exemptions applied

That is about the same as the seller’s bill on the county’s 2026 roll.

If you make this home your primary residence, a homestead exemption would lower this figure. If you have also had a Florida homestead in any of the last three years, you may be able to carry up to $500,000 of its capped-value savings to this home, which Florida calls “portability.” Both are applied for with the Property Appraiser by March 1.

How a new owner’s property taxes are set is explained in the Costs & Taxes chapter of the 2027 Naples Buyer’s Guide.

Estimated from the Collier County Property Appraiser’s 2026 value of this home and its tax rate. The county sets a new value each January 1, so a new owner’s first full bill can differ.

Destinations & driving times from 4253 Cutlass Ln

Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.

Driving times are estimated from this home’s location, using OpenStreetMap road data.

Dining & Shopping near 4253 Cutlass Ln. – #226016944, by driving distance
NameMilesETA
Third Street South 2.4 mi 7 min
Fifth Avenue South 3.7 mi 10 min
Coastland Center 6.1 mi 15 min
Venetian Village 8 mi 19 min
Waterside Shops 8.7 mi 20 min
Mercato 11.5 mi 24 min
Galleria Shoppes at Vanderbilt 12.2 mi 26 min
Coconut Point 22 mi 40 min
Miromar Outlets 28.9 mi 45 min
Gulf Coast Town Center 33.3 mi 49 min

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone A Collier

The first zone ordered to evacuate, and the one called in the weakest storms.

Called firstCalled last
FEMA flood zone

Mostly Zone X (shaded)

0.2% annual chance — moderate risk

Most of the lot is outside the Special Flood Hazard Area. Part of the lot lies in another zone.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Flood zones across Port Royal

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

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Francine Passadino

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