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.
For sale
$36,500,000
4253 Cutlass LN, NAPLES, FL 34102
5beds
6,883sqft
Single Family Residence
Built in 1998
0.73 Acres Lot
$-- Zestimate®
$5,303/sqft
$-- HOA
What's special
Waterfront estateSpectacular panoramic viewsDedicated media roomPrivate study
- 129 days
- 1,326
- 19
Zillow last checked:
Listing updated:
Listed by:
Bill Earls, PA 239-777-6622,
John R Wood Properties,
Larry Lappin, Jr. 239-571-8247,
John R Wood Properties
Source: SWFLMLS,MLS#: 226016944
Originating MLS: Naples
Originating MLS: NaplesFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Rooms
- Room types: Balcony, Den - Study, Family Room, Great Room, Guest Bath, Guest Room, Office, Screened Balcony, 5 Bedrooms Plus Den
Bedroom
- Features: Master BR Upstairs
Dining room
- Features: Dining - Family, Eat-in Kitchen, Formal
Heating
- Central, Natural Gas
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Other
- Laundry: Inside, Laundry Tub
Features
- Bar, Built-In Cabinets, Foyer, 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
- Flooring: Tile, Wood
- Windows: Skylight(s), Thermal, Storm Protection (Other)
- Has fireplace: No
Interior area
- Total structure area: 10,847
- Total interior livable area: 6,883 sqft
Property
Parking
- Total spaces: 4
- Parking features: Attached
- Attached garage spaces: 4
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Patio
- Exterior features: Dock, Balcony, Outdoor Shower, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock
- Has private pool: Yes
- Pool features: In Ground
- Has spa: Yes
- Spa features: In Ground
- Has view: Yes
- View description: Basin, Canal
- Has water view: Yes
- Water view: Basin,Canal
- Waterfront features: Basin, Canal Front
Lot
- Size: 0.73 Acres
- Features: Oversize
Details
- Parcel number: 16860880001
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Concrete Block
- Roof: Tile
Condition
- New construction: No
- Year built: 1998
Utilities & green energy
- Gas: Propane
- Water: Central
Community & HOA
Community
- Features: Boating, Non-Gated
- Security: Smoke Detector(s)
- Subdivision: PORT ROYAL
HOA
- Has HOA: No
- Amenities included: Beach Club Available, Private Beach Pavilion, Private Membership, See Remarks
Location
- Region: Naples
Financial & listing details
- Price per square foot: $5,303/sqft
- Tax assessed value: $13,727,329
- Annual tax amount: $119,186
- Date on market: 5/2/2026
- Lease term: Buyer Finance/Cash
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/2/2026 | Listed for sale | $36,500,000+2112.1%$5,303/sqft |
Source:  SWFLMLS #226016944 Report a problem | ||
| 4/14/1995 | Sold | $1,650,000$240/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $119,187 +1.6% | $12,672,708 +10% |
| 2024 | $117,364 -5.4% | $11,520,644 +10% |
| 2023 | $124,105 +9.8% | $10,473,313 +10% |
| 2022 | $113,001 +24.9% | $9,521,194 +10% |
| 2021 | $90,444 +13.2% | $8,655,631 +10% |
| 2020 | $79,880 -10.5% | $7,868,755 +0.8% |
| 2019 | $89,234 +9.4% | $7,803,726 +10% |
| 2018 | $81,588 | $7,094,296 +10% |
| 2017 | $81,588 +22.8% | $6,449,360 -7.4% |
| 2016 | $66,451 -7.8% | $6,968,456 +5.4% |
| 2015 | $72,096 +2.5% | $6,610,739 +6.2% |
| 2014 | $70,316 +6.1% | $6,226,307 +5.5% |
| 2013 | $66,246 +8.8% | $5,902,257 +10% |
| 2012 | $60,905 +13.2% | $5,365,688 +10% |
| 2011 | $53,796 -14.6% | $4,877,898 -4.5% |
| 2010 | $62,965 -3.6% | $5,106,418 -12% |
| 2009 | $65,316 | $5,801,255 -9.6% |
| 2008 | $65,316 -16% | $6,416,583 -7% |
| 2007 | $77,724 +17.8% | $6,895,876 +1.2% |
| 2006 | $65,980 | $6,810,742 +24.7% |
| 2005 | $65,980 +8.1% | $5,462,659 +9.3% |
| 2004 | $61,040 -1.6% | $4,997,360 +0.7% |
| 2003 | $62,052 -2.2% | $4,962,367 -0.9% |
| 2002 | $63,450 -41.4% | $5,009,527 +20.2% |
| 2001 | $108,245 +150.3% | $4,169,206 |
| 2000 | $43,251 | -- |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: Port Royal
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