Listing Provided Courtesy of John R Wood Properties
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 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
Price:
$36,500,000
MLS #:
226016944
Status:
Active
Beds:
5
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PORT ROYAL
Neighborhood:
portroyal
Listed Date:
May 2, 2026
Finished Sq Ft:
6,883
Total Sq Ft:
10,847
Lot Size:
31,799 sqft / 0.73 acres (approx)
Year Built:
1998
See this Listing
Schools
Interior
Appliances
Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Other
Bathrooms
5 Full Bathrooms, 2 Half Bathrooms
Cooling
Ceiling Fan(s), Central Electric
Flooring
Tile, Wood
Heating
Central Electric, Natural Gas
Interior Features
Bar, Built-In Cabinets, Foyer, Laundry Tub, Other, Pantry, Smoke Detectors, Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar
Laundry Features
Laundry in Residence, Laundry Tub
Levels
2
Exterior
Architectural Style
Two Story, Single Family
Association Amenities
Beach Club Available, Private Beach Pavilion, Private Membership, See Remarks
Attached Garage YN
1
Building Features
DSL/Cable Available
Construction Materials
Concrete Block, Stucco
Covered Spaces
4
Exterior Features
Boat Dock Private, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock, Balcony, Screened Balcony, Outdoor Shower
Garage Spaces
4
Lot Features
Oversize
Parking Features
Attached
Parking Spots
4
Parking Total
4
Patio And Porch Features
Deck, Patio
Roof
Tile
Security Features
Smoke Detector(s)
Spa Features
Below Ground
View
Basin, Canal
Waterfront Features
Basin, Canal Front
Window Features
Skylight(s), Thermal
Financial
Tax Year
2025
Taxes
$119,187
Map
Community
- Address4253 Cutlass LN NAPLES FL
- SubdivisionPORT ROYAL
- CityNAPLES
- CountyCollier
- Zip Code34102
Subdivisions in NAPLES
- 291675 – ESPLANADE BY THE ISL PH2
- ACREAGE HEADER
- ARBORETUM A CONDO
- AVERSANA AT HAMMOCK BAY
- BAYVIEW ESTATES
- BRITTANY, THE A CONDO
- FAIRWAYS AT PRCL FOUR-ONE
- FOREST PARK
- FURSE LAKES CLUB
- GLADES COUNTRY CLUB APTS 2,THE
- GOLDEN GATE CITY
- GOLDEN GATE EST UNIT 76
- GOLDEN GATE ESTATE UNIT 1
- GOLDEN GATE ESTATE UNIT 10
- GOLDEN GATE ESTATE UNIT 23
- GOLDEN GATE ESTATE UNIT 26
- GOLDEN GATE ESTATE UNIT 37
- GOLDEN GATE ESTATE UNIT 39
- GOLDEN GATE ESTATE UNIT 40
- GOLDEN GATE ESTATE UNIT 43
- GOLDEN GATE ESTATE UNIT 46
- GOLDEN GATE ESTATE UNIT 59
- GOLDEN GATE ESTATE UNIT 64
- GOLDEN GATE ESTATE UNIT 67
- GOLDEN GATE ESTATE UNIT 70
- GOLDEN GATE ESTATE UNIT 76
- GOLDEN GATE ESTATE UNIT 78
- GOLDEN GATE ESTATE UNIT 79
- GOLDEN GATE ESTATE UNIT 83
- GOLDEN GATE ESTATE UNIT 84
- GOLDEN GATE ESTATE UNIT 86
- GOLDEN GATE ESTATE UNIT 87
- GOLDEN GATE ESTATE UNIT 88
- GOLDEN GATE ESTATE UNIT 89
- GOLDEN GATE ESTATE UNIT 9
- GOLDEN GATE ESTATE UNIT 91
- GOLDEN GATE ESTATE UNIT 92
- GOLDEN GATE ESTATE UNIT 96
- GOLDEN GATE ESTATES
- GOLF COTTAGES WYNDEMERE PH 1&2
- GOODLAND ISLES
- GULF HARBOR
- HUNTINGTON LAKES SIX
- ISLES OF CAPRI UNIT 2
- ISLES/COLLIER PRESERVE PH 17
- KEY ROYAL CONDO
- LAKE PARK
- MARIPOSA AT WHIPPOORWILL
- MILLBROOK FIDDLERS CREEK REPL
- N G & T C L F UNIT 2
- NAPLES MIMOSA CLUB
- NAPLES SANDPIPER BAY CLUB
- NAPLES WINTERPARK NORTH
- ORANGE BLOSSOM RANCH PH 1A
- PALM RIVER ESTATE UNIT 1
- PALM RIVER ESTATE UNIT 5
- PINE RIDGE
- PRESERVE AT THE SHORES
- REGENCY RESERVE A CONDO
- REGENCY WOODS CONDO
- REGENT PARK REP
- ROYAL PALM GOLF ESTATE UNIT 1
- SATURNIA LAKES 1
- STRATFORD PLACE
- TRAIL ACRES
- VALENCIA GOLF & CC PH 2
- VENTURA PH 2
- VILLAGE WALK PH 4
- WILDERNESS COUNTRY CLUB VII
- WILSHIRE LAKES PH 2
- WINDSTAR CONDO SEC
Market Summary
Current real estate data for Single Family in NAPLES as of Jun 30, 2026
2,664
Single Family Listed
148
Avg DOM
687
Avg $ / SqFt
$2,486,071
Avg List Price
Property Summary
- Located in the PORT ROYAL subdivision, 4253 Cutlass LN NAPLES FL is a Single Family for sale in NAPLES, FL, 34102. It is listed for $36,500,000 and features 5 beds, 6 baths, and has approximately 6,883 square feet of living space, and was originally constructed in 1998. The current price per square foot is $5,303. The average price per square foot for Single Family listings in NAPLES is $687. The average listing price for Single Family in NAPLES is $2,486,071. To schedule a showing of MLS#226016944 at 4253 Cutlass LN in NAPLES, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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