4253 Cutlass Ln

Naples, FL 34102

$36,500,000
Price
5
Beds
6,883 Sq. Ft.
$5,303 / Sq. Ft.
6,883
Sq. Ft.
$5,303
per Sq. Ft.
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a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden floors
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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...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.
  1. Listed by Bill Earls, PA • John R Wood Properties
  2. Listed by Larry Lappin, Jr. • John R Wood Properties

Property Details for 4253 Cutlass Lane

Area
NA07 - Port Royal-Aqualane Area
Development
PORT ROYAL
Sub Condo Name
PORT ROYAL
Waterfront
Yes
Waterfront Desc
Basin, Canal
Gulf Access Type
No Bridge(s)/Water Direct
View
Basin, Canal
Furnished Desc
Unfurnished
LISTING UPDATED: 05/14/2026 04:04 PM

Property Details for 4253 Cutlass Lane

StatusActive
MLS #226016944
Days on Market38
Taxes$119,187 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1998
Lot Size0.73 AC / 31,798 SF
CountyCollier County
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Location

Listing Courtesy of John R Wood Properties, Bill Earls, PA; John R Wood Properties, Larry Lappin, Jr.
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Building Information for 4253 Cutlass Lane

Stories2Year Built1998Building Size-Lot Size0.73 AC / 31,798 SF

Payment Calculator

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$191,816 per month

30 year fixed, 6.36% Interest

Principal and Interest

$181,884

Property Taxes

$9,932

HOA Dues

$0

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Property Information for 4253 Cutlass Lane

Summary
Location and General Information
  • Amenities: Beach Club Available, Private Beach Pavilion, Private Membership, See Remarks
  • Pets: No Approval Needed
  • Status Type: Resale Property
  • Property Features: Cable Prewire
Parking
  • Carport Desc: Attached
  • Carport Spaces: 0
  • Attached Garage: Yes
  • Garage Spaces: 4
  • Carport: No
  • Covered Spaces: 4
  • Garage: Yes
  • Total Parking: 4
HOA and Fees
  • HOA Desc: No
  • HOA Fee: $.00
  • Condo Fee: $0
  • Primary HOA Fee: $0
  • Total Annual Recurring Fees: $.00
  • Tax Annual Amount: $119,186.84
Interior and Exterior Features
Interior Features
  • Laundry Features: Laundry in Residence, Laundry Tub
  • Approx Living Area: 6883.0
  • Living Area Units: Square Feet
  • Bedroom Desc: Master BR Upstairs
  • Bedrooms: 5+Den
  • Dining Description: Dining - Family,Eat-in Kitchen,Formal
  • Elevator: None
  • Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Other
  • Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Freezer, Microwave, Other
  • Flooring: Tile, Wood
  • Interior Features: Bar, Built-In Cabinets, Foyer, Laundry Tub, Other, Pantry, Smoke Detectors, Vaulted Ceiling, Volume Ceiling, Walk-In Closet, Wet Bar, Cable Prewire
  • Spa Features: Below Ground
  • Num Unit Floor: 0
  • Private Pool Desc: Below Ground
  • Private Pool: Yes
  • Private Spa: Yes
  • Room Count: 0
  • Total Floors: 2
  • Baths Full: 5
  • Half Bathrooms: 2
  • Bathrooms Total Decimal: 6.00
  • Bathrooms: 7
  • Bedrooms Total: 5
  • Fireplace: No
  • Foundation Details: Concrete Block
  • View YN: Yes
  • Floor Plan Type: 2 Story
  • Additional Rooms: Balcony, Den - Study, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Balcony
  • Gas: Yes
Exterior Features
  • Exterior Features: Boat Dock Private, Boat Lift, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Wooden Dock, Balcony, Screened Balcony, Outdoor Shower, Deck, Patio
  • Exterior Finish: Concrete Block, Stucco
  • Roof: Tile
  • Windows: Skylight(s), Thermal
  • Storm Protection: Other
Property Information
Utilities
  • Cooling: Ceiling Fan(s), Central Electric
  • Cooling YN: Yes
  • Heat: Central Electric, Natural Gas
  • Heating YN: Yes
  • Irrigation: Central
  • Water: Central
  • Gas: Propane
Lot Information
  • Structure Type: House
Rental
Rental Information
  • Lease Limits YN: No
  • Horse: No
  • Lease Term: Buyer Finance/Cash
  • Transfer Fee: $.00

Property History for 4253 Cutlass Lane

DateEvent & SourcePriceAppreciation
May 2, 2026

Listed (Active)

Naples Area Board of REALTORS #226016944

$36,500,000—
DateEvent & SourcePrice
05/02/2026

Listed (Active)

Naples Area Board of REALTORS #226016944

$36,500,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 4253 Cutlass Lane

Taxable ValueLand-Additions-Total-
Tax Record2025$119,187 ($9,932 / month)
Home Facts
Beds0Total Finished SqFt3,910 SqFtAbove Grade Finished SqFt3,910 SqFtStories2Lot Size31,799 SqFtStyleSingle Family ResidenceYear Built1998ZoningNAPLESCountyCOLLIERAPN16860880001

Schools near 4253 Cutlass Lane

This home is within Collier.
Rating
School
Type
Grades
Distance
Lake Park Elementary School
Public - PK to 5
Gulfview Middle School
Public - 6 to 8
Naples High School
Public - 9 to 12
Beacon High School
Public - 9 to 12
Rating
School
Distance
Lake Park Elementary School
PublicPK to 5

Gulfview Middle School
Public6 to 8

Naples High School
Public9 to 12

Beacon High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 4253 Cutlass Lane, Naples, FL 34102

4253 Cutlass Lane is a single family home for sale in Naples, FL 34102. This property was listed for sale on May 2, 2026 by John R Wood Properties, it's currently listed at $36,500,000. This listing's school district is Collier. Nearby schools include Lake Park Elementary School, Gulfview Middle School and Naples High School. 4253 Cutlass Lane is a 5-bed, 7-bath, 6,883 sqft single family home built in 1998.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of John R Wood Properties, Bill Earls, PA; John R Wood Properties, Larry Lappin, Jr.

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.