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$36,500,000
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Property 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.
Full Property Details
Full Property Details for 4253 Cutlass Ln
General
- Price: $36,500,000
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226016944
- Updated: 5/14/2026
- Added to Site: 17 day(s) ago
Interior
- Interior Features: Den - Study, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Bar, Built-In Cabinets, Wired for Data, Entrance Foyer, Other, Pantry, Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar
- Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Other
- Furnishings: Unfurnished
- Flooring: Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 5
- Half Bathrooms: 2
- Primary Bathroom: Bidet, Dual Sinks, Separate Tub And Shower
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Master BR Upstairs
Other Rooms
- Dining Room: Dining - Family, Eat-in Kitchen, Formal
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Beach Club Available, Private Beach Pavilion, Private Membership, See Remarks, Boating, Non-Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
- Spa: Yes
- Spa Description: In Ground
- Security/Safety: Smoke Detectors
Exterior
- Exterior Features: Dock, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock, Balcony, Screened Balcony, Outdoor Shower
- Porch/Patio/Deck: Deck, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 4
- Covered Spaces: 4
- Parking Features: Garage Door Opener, Attached
Location
- Area: NA07 - Port Royal-Aqualane Area
- County: Collier
- Subdivision: PORT ROYAL
- Building Name: PORT ROYAL
- Direction Faces: West
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
- Management Type: None
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric, Natural Gas
Utilities
- Gas: Propane
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Propane, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Bay Window(s), Casement, Impact Resistant, Other, Picture, Skylight(s), Thermal, Transom
- Stories/Levels: 2
- Stories in Building: 2
- Square Feet: 6,883
- Sq. Ft. Source: Floor Plan Service
- Living Area: 6,883 Sq. Ft.
- Year Built: 1998
Lot Features
- Property View: Basin, Canal
- Lot Size (Acres): 0.73
- Lot Size (Sq. Ft.): 31,798
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 157 x 147 x 237 x 251
- Frontage Feet: 157
- Irrigation System: Central
- Lot Features: Oversize
- Lot Description: Oversize
Water Features
- Water Front: Yes
- Gulf Access: Yes
- Water Front Desc.: No Bridge(s)/Water Direct, Basin, Canal Front
- Canal Width: Canal Width 200+
- Boat Dock Slip: Yes
Financial Considerations
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: CUTLASS COVE SECT PORT ROYAL BLK B LOT 9 + N1/3 OF LOT 10 OR 2049 PG 242
- Property ID: 16860880001
- Section: 21
- Block: B
- Lot Number: 9
Listed by John R Wood Properties
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Schools
Schools serving 4253 Cutlass Ln
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lake Park Elementary School, Naples, FL 1295 14th Avenue North, Naples, FL 34102 | K-5 | 4.6 mi |
Naples High School 1100 Golden Eagle Circle, Naples, FL 34102 | 9-12 | 5.1 mi |
Gulfview Middle School 255 6th Street South, Naples, FL 34102 | 6-8 | 3.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4253 Cutlass Ln
Date
Details
Price
Change
Source
5/02/2026
Listed
$36,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4253 Cutlass Ln
Year
Property Taxes
Change
Tax Assessment
Change
2025
$119,187
2%
$12,672,708
10%
2024
$117,364
-5%
$11,520,644
10%
2023
$124,105
37%
$10,473,313
21%
2021
$90,444
-20%
$8,655,631
-9%
2022
$113,001
25%
$9,521,194
21%
2021
$90,444
1%
$7,868,755
1%
2019
$89,234
9%
$7,803,726
10%
2018
$81,588
23%
$7,094,296
10%
2017
$66,451
-8%
$6,449,360
-7%
2016
$72,096
3%
$6,968,456
5%
2015
$70,316
5%
$6,610,739
6%
2014
$67,017
1%
$6,226,307
—
2013
$66,246
—
$6,241,788
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4253 Cutlass Ln
4253 Cutlass Ln, Naples, FL 34102 (MLS# 226016944) is a Single Family property with 5 bedrooms, 5 full bathrooms and 2 partial bathrooms. 4253 Cutlass Ln is currently listed for $36,500,000 and was received on May 02, 2026. Want to learn more about 4253 Cutlass Ln? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

