4253 Cutlass LN Naples, FL $ 36,500,000
4253 Cutlass LN
$ 36,500,000
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4253 Cutlass LN

Naples, FL, 34102
$ 36,500,000
Bedrooms5 Baths5.2 Sq 6,883

Monthly Estimate*

$ 224,737

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Single Family Home for sale in Naples, FL

for $36,500,000 with 5 bedrooms and 5 full baths, 2 half baths. This 6,883 square foot home was built in 1998 on a lot size of 0.73.

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.

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Single Family Active

Price

$ 36,500,000

Bedrooms

5

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 119,186

Style

Two Story,Single Family

Lot Size

0.73

Year Built

1998

Town/City

Naples

County/Region

Collier

MLS | Web ID

226016944

Features
Interior
Interior Amenities 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
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Skylight(s) Thermal
Fireplace Y/N N
Half Baths 2
Laundry Features Laundry in Residence Laundry Tub
Total Bedrooms 5
Total Baths 7
Dining Room Features Dining - Family Eat-in Kitchen Formal
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General
Heating Central Electric Natural Gas
Cooling Ceiling Fan(s) Central Electric
Roof Tile
Appliances Gas Cooktop Dishwasher Disposal Dryer Freezer Microwave Other
HOA Fee 0
Garage Spaces 4
Gas Y/N Propane
Patio/Porch Features Deck Patio
Architectural Style Two Story Single Family
Pool Features Below Ground
Security Features Smoke Detector(s)
Construction Materials Concrete Block Stucco
Pets Allowed Yes
Year Built 1998
View Basin Canal
Levels 2
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Basin Canal Front
County Collier
New Construction N
Property Type Residential
Association Amenities Beach Club Available Private Beach Pavilion Private Membership See Remarks
HOA N
Attached Garage Y
Subdivision Name PORT ROYAL
Garage Y/N Y
Building Features DSL/Cable Available
Total Rooms 0
Full Baths 5
Status Active
City NAPLES
Senior Community Y/N N
Number Of Units Total 0
MLS Area PORT ROYAL
Lot Size Units Acres
Lot Size Square Feet 31799
Carport Spaces 0
Carport Y/N N
Spa Features Below Ground
Land Lease Y/N N
Tax Annual Amount 119186.84
Ok to Lease Buyer Finance/Cash
Additional Parcels Y/N N
Structure Type House
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
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Exterior
Exterior Amenities Boat Dock Private Boat Lift Elec Avail at dock Hoist/Davit Water Avail at Dock Wooden Dock Balcony Screened Balcony Outdoor Shower
Parking Features Attached
Lot Features Oversize
Water Source Central
Total Parking 4
Lot Size Area 0.73
Foundation Details Concrete Block
Park Name PORT ROYAL
Spa Y
Building Area Total 10847
Lot Size Acres 0.73
Waterfront Y/N Y
Covered Spaces 4
Horse Y/N N
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Internal Only
Street Number 1 4253
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* Excluded Features
List By
John R Wood Properties

Broker

Affordability Calculator

$234,669
Per Month
96%
4%
0%
Monthly Principal & Interest
$224,737
Monthly Property Taxes
$9,932
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1023012 Elementary School
1023173 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/2/2026$36,500,000 Listed Price

Map


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4253 Cutlass LN, Naples, FL, 34102 is a Single Family Home for sale at $36,500,000 with 6,883 sqft and a lot size of 0.73. 4253 Cutlass LN has 5 bedrooms, 5.2 baths, and was built in 1998. The property's zip code is 34102 which is in Naples, FL