4253 Cutlass LN, Naples, FL, 34102
About This Home
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1998
Materials
- Foundation: Concrete Block
- Roof: Tile
- Construction materials: Block,Stucco
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Gas Cooktop,Dishwasher,Disposal,Dryer,Freezer,Microwave,Other
- Laundry features: Inside,Laundry Tub
Bedroom
- Features: Master BR Upstairs
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Dining Room
- Features: Dining - Family, Eat-in Kitchen, Formal
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,Balcony,Den - Study,Family Room,Great Room,Guest Bath,Guest Room,Home Office,Laundry in Residence,Screened Balcony
- Door features: French Doors
- Window features: Skylight(s),Thermal,Storm Protection (Other)
- Flooring: Tile,Wood
Heating & Cooling
- Heating features: Central,Natural Gas
- Cooling features: Ceiling Fan(s),Central Air
Interior Area
- Total structure area: 10,847
- Total interior livable area: 6,883 sqft
Property
Details
- Parcel number: 16860880001
Features
- Levels: Two
- Stories: 2
- Private pool: Yes
- Pool features: In Ground
- Patio & porch: Deck,Patio
- Exterior features: Dock,Balcony,Outdoor Shower,Boat Lift,Elec Avail at dock,Hoist/Davit,Water Avail at Dock
- Has spa: Yes
- Spa features: In Ground
- Has view: Yes
- View description: Basin,Canal
- Has water view: Yes
- Water view: Basin,Canal
- On waterfront: Yes
- Waterfront features: Basin,Canal Front
Lot
- Lot size: 0.73 Acres
- Features: Oversize
Parking
- Total spaces: 4
- Parking features: Attached
- Has garage: Yes
- Attached garage spaces: 4
- Covered spaces: 4
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Coastal Flooding
- Inland Flooding
- Lightning
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters in Collier County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $184,563 | $2,214,756 |
| Home Insurance * | $23,146 | $277,752 |
| Property Taxes | $28,565 | $342,780 |
| Electricity | $692 | $8,312 |
| Total | $236,966 | $2,843,592 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-05-02 | Listed for sale | $36,500,000 |
| 1995-04-14 | Sold | $1,650,000 |
View on Zillow