4295 Cutlass Ln, Naples, FL 34102
Property image
Property image
OFF MARKET

$25,134,500

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 8,302 sqft (on 0.97 acres)

4295 Cutlass Ln, Naples, FL 34102

Port Royal
Est. Refi. Payment $148,944/mo*
Refinance Your Home
Currently Off Market - Sold Feb 19, 2018 for $16,100,000

Home Value

Trulia Estimate
$25.1M
Since last month
Increased$454K (+1.8%)
Since last year
Increased$2M (+8.1%)
Since last sale
Increased$9M (+57.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +106% in the last 10 years
MonthEstimated value
2026
August 2026$25.35M
July 2026$24.89M
June 2026$25.2M
May 2026$23.74M
April 2026$23.59M
March 2026$23.59M
February 2026$24.6M
January 2026$22.94M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4115 Cutlass LN, Naples, FL
0.15
Single-Family Home
$25,000,000
02/25/26
6
7
6,291
3580 Gin LN, Naples, FL
0.53
Single-Family Home
$15,900,000
05/11/26
5
5.5
6,816
860 Admiralty Parade E, Naples, FL
0.40
Single-Family Home
$40,000,000
04/13/26
5
6
11,559
3525 Fort Charles DR, Naples, FL
0.57
Single-Family Home
$20,500,000
08/29/25
5
7
7,751
3777 Gordon DR, Naples, FL
0.41
Single-Family Home
$36,500,000
07/22/26
6
7
9,074
1212 Spyglass Ln, Naples, FL
1.01
Single-Family Home
$15,900,000
04/06/26
5
5.5
7,997
3455 Gin LN, Naples, FL
0.69
Single-Family Home
$13,000,000
03/16/26
6
7.5
8,044
3300 Gin LN, Naples, FL
0.71
Single-Family Home
$23,200,000
10/27/25
5
7.5
8,187
3440 RUM ROW, Naples, FL
0.69
Single-Family Home
$28,250,000
04/21/26
5
7
7,835
3240 Gin LN, Naples, FL
0.76
Single-Family Home
$24,950,000
09/17/25
5
6
7,551

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4253 Cutlass LN, Naples, FL 34102
0.03
$36,500,000
5
6
6,883
For Sale
4296 Cutlass LN, Naples, FL 34102
0.08
$55,000,000
6
10.5
15,309
Recently Sold
225 Cove LN, Naples, FL 34102
0.19
$12,485,000
4
6.5
7,454
Off Market
4120 Cutlass LN, Naples, FL 34102
0.15
$14,338,400
6
6.5
7,964
Off Market
4115 Cutlass LN, Naples, FL 34102
0.15
$25,000,000
6
7
6,291
Recently Sold
61 COVE LN, Naples, FL 34102
0.23
$800,000
-
-
-
Recently Sold
63 Cove LN, Naples, FL 34102
0.24
$3,774,300
-
-
-
Off Market
230 & 240 Bay RD, Naples, FL 34102
0.28
$31,000,000
Studio
-
1,000
For Sale
4550 GORDON DR, Naples, FL 34102
0.30
$49,950,000
-
-
-
For Sale
605 Admiralty Parade W, Naples, FL 34102
0.26
$15,691,900
6
6.5
6,044
Off Market
700 Admiralty Parade W, Naples, FL 34102
0.28
$24,542,600
5
6
7,640
Off Market
4 Sabre LN, Naples, FL 34102
0.26
-
3
3
2,544
Off Market

Local Information

  • Map ViewExplore the area around 4295 Cutlass Ln.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1993
Lot Size
0.97 acres
Living Area
8,302 sqft
Price/Sqft
$3,028
Parking
Garage

About this House

Designed by one of Naples most revered architects, Kasimir Korybut, this home is acclaimed to be one of his finest Port Royal creations. A true work of art, this home is an island-colonial masterpiece originally constructed and recently renovated by A. Vernon Allen Builder, Inc. Perhaps the best docking location in all of Port Royal, it has easily accommodated a sailing vessel of over 100 feet and a number of smaller boats. This timeless estate with its elegant grounds and breathtaking views celebrate your arrival. Refined interiors permit graceful entertaining of any magnitude. A true Port Royal icon. Port Royal Club and Cutlass Cove Beach Club membership eligibility.
4295 Cutlass Ln, Naples, FL 34102 is a 5 bedroom, 7 bathroom, 8,302 sqft single-family home in Port Royal, built in 1993. It last sold for $16,100,000 on Feb 19, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $25,134,500, with a rent estimate of $216,444/month.

Home Details for 4295 Cutlass Ln

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood, Linoleum Vinyl
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Built UpDeckExterior: Other, Cement Concrete
Pool
Pool
Parking & Garage
GarageParking: Carport, Garage

Property Information

Year Built
Year Built: 1993Year Updated: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.97 acres

Price and Tax history

DateEventPrice
Feb 19, 2018
Source: N/A
Sold
$16,100,000
Nov 13, 2017
Source: Agent Provided
Listed For Sale
$16,500,000
Oct 31, 2014
Source: N/A
Sold
$10,692,000
Aug 27, 2014
Source: Agent Provided
Listed For Sale
$12,500,000

Market trends in Naples

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
Sale-to-List Price
95.2%
Price per sq ft
$331
$1MoM
Available listings
4813
415MoM

Around this home

Neighborhood Overview

Port Royal
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Port Royal

At least 4 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say it's dog friendly

  • 100 % Say people would walk alone at night

  • 100 % Say car is needed

  • 78 % Say it's quiet

  • 75 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 50 % Say yards are well-kept

  • 43 % Say there's wildlife

  • 39 % Say neighbors are friendly

  • 25 % Say streets are well-lit

  • 17 % Say it's walkable to restaurants

  • 17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Eurobaby
    "I've done a fair amount of travel throughout the US-but never have I found a more perfectly planned and aesthetically pleasing place. Whether you're young, middle-aged, senior, living w/ children or empty nester, it just doesn't get much better than this on planet earth. "
    25
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4295 Cutlass Ln

  • What is 4295 Cutlass Ln estimated to be worth?
    Trulia's estimated value for 4295 Cutlass Ln in Naples, FL is $25,134,500.
  • What is the price history for 4295 Cutlass Ln?
    4295 Cutlass Ln in Naples, FL last sold for $16,100,000 in February 2018.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $568K. That is roughly unchanged from the prior month.
  • Does 4295 Cutlass Ln have air conditioning?
    Yes, 4295 Cutlass Ln in Naples, FL has air conditioning.
  • Does 4295 Cutlass Ln have a pool?
    Yes, 4295 Cutlass Ln in Naples, FL has a pool.

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Apartments for Rent

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