4296 Cutlass LN, Naples, FL 34102
Property image
Property image
SOLD
JAN 14, 2026

4296 Cutlass LN
Naples, FL 34102

Port Royal
  • 6 Beds
  • 10.5 Baths
  • 15,309 sqft

$55,000,000

Last Sold: Jan 14, 2026
8% below list $60M
$3,593/sqft
Est. Refi. Payment $326,415/mo*
Refinance Your Home

$55,000,000

Last Sold: Jan 14, 2026
8% below list $60M
$3,593/sqft
Est. Refi. Payment $326,415/mo*
Refinance Your Home
6 Beds
10.5 Baths
15,309 sqft

Home Value

Trulia Estimate
$49.2M
Since last month
Decreased$108K (-0.2%)
Since last year
Decreased$170K (-0.3%)
Since last sale
Decreased$6M (-10.6%)
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 +246% in the last 10 years
MonthEstimated value
2026
August 2026$49.17M
July 2026$49.28M
April 2026$53.06M
March 2026$52.71M
January 2026$54.86M
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
0.13
Single-Family Home
$25,000,000
02/25/26
6
7
6,291
3777 Gordon DR, Naples, FL
0.37
Single-Family Home
$36,500,000
07/22/26
6
7
9,074
860 Admiralty Parade E, Naples, FL
0.48
Single-Family Home
$40,000,000
04/13/26
5
6
11,559
3373 Rum Row, Naples, FL
0.81
Single-Family Home
$35,000,000
11/25/25
6
8.5
8,377
3220 Rum Row, Naples, FL
0.87
Single-Family Home
$40,180,000
07/27/26
6
7
9,643
3525 Fort Charles DR, Naples, FL
0.58
Single-Family Home
$20,500,000
08/29/25
5
7
7,751
3440 RUM ROW, Naples, FL
0.73
Single-Family Home
$28,250,000
04/21/26
5
7
7,835
3520 Gin LN, Naples, FL
0.61
Single-Family Home
$17,275,000
03/16/26
5
7
7,838

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
0.05
$36,500,000
5
6
6,883
For Sale
225 Cove LN, Naples, FL 34102
0.14
$12,485,000
4
6.5
7,454
Off Market
4120 Cutlass LN, Naples, FL 34102
0.11
$14,338,400
6
6.5
7,964
Off Market
4115 Cutlass LN, Naples, FL 34102
0.13
$25,000,000
6
7
6,291
Recently Sold
61 COVE LN, Naples, FL 34102
0.19
$800,000
-
-
-
Recently Sold
63 Cove LN, Naples, FL 34102
0.20
$3,774,300
-
-
-
Off Market
4550 GORDON DR, Naples, FL 34102
0.25
$49,950,000
-
-
-
For Sale
230 & 240 Bay RD, Naples, FL 34102
0.27
$31,000,000
Studio
-
1,000
For Sale
14 Sabre LN, Naples, FL 34102
0.23
$10,950,000
4
4.5
5,416
Recently Sold
210 & 220 Bay RD, Naples, FL 34102
0.30
$35,000,000
-
-
-
For Sale
4 Sabre LN, Naples, FL 34102
0.24
$9,420,100
3
3
2,544
Off Market

Local Information

  • Map ViewExplore the area around 4296 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
2017
Living Area
15,309 sqft
Price/Sqft
$3,593/sqft
Parking
5 Car Garage
HOA
$70/Monthly

About this House

If you are a true Floridian, in spirit, the land upon which you live is as important as the home in which you live. The home at 4296 Cutlass Lane was built in 2017, on one of the most spectacular assemblages of property in all of Port Royal. The home is located along approximately 363 feet of tranquil Cutlass Cove waterfront (per plat and/or deed) with rare and highly sought after southwest exposure. Cutlass Cove is the picturesque area where the first phase of Port Royal was understandably launched. In close proximity, by boat, to Gordon Pass and the Gulf or the inland estuarine waterways, it remains one of the most engaging locations in all of Naples. With membership eligibility to the renowned Port Royal Club, offering world-class amenities including beachfront dining, remarkable fitness center and tennis complex, the residents of Cutlass Cove also have the exclusive eligibility to join the Cutlass Cove Beach Club – a pristine estate-sized beachfront property conveniently located just moments away – situated along one of the quietest sections of Naples’ sugar sand beaches. The residence, in the Contemporary Island Tropical vernacular, was creatively designed by Kukk Architecture & Design, P.A., and was expertly constructed by The Williams Group, Inc. with fastidious attention to detail. The well-chosen materials are captivating and of enduring quality. A rare and distinguished offering, presenting the opportunity to own in one of Port Royal’s most coveted settings.
4296 Cutlass LN, Naples, FL 34102 is a 6 bedroom, 13 bathroom, 15,309 sqft single-family home in Port Royal, built in 2017. It last sold for $55,000,000 on Jan 14, 2026 (8% below the $60,000,000 asking price). More recently, it was listed as a rental in September 2011 with an asking price of $22,500 per month. That rental listing was removed on September 21, 2011. It is currently off market. The Trulia Estimate is $49,170,600, with a rent estimate of $485,409/month.
Last check for updates: about 13 hours ago
Listed by Richard Prebish, II, (239) 357-6628
William Raveis Real Estate
Thomas Campbell, Jr., (239) 860-4923
William Raveis Real Estate
Bought with: Lisa Roth, PA, (239) 289-2890, Sun Realty
Originating MLS: Naples
Source: SWFLMLS, MLS#225074308

Home Details for 4296 Cutlass LN

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Dining Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 13Number of Bathrooms (full): 8Number of Bathrooms (half): 5
Dimensions and Layout
Living Area: 15309 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Double Oven, Dryer, Freezer, Microwave, Range, Refrigerator, WasherDishwasherDryerLaundry: InsideMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: In GroundHas a FireplaceHas a Spa
Gas & Electric
Gas: Propane
Windows, Doors, Floors & Walls
Window: Storm Protection (Other)Flooring: Carpet, Marble, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Floors: Carpet, Marble, Tile, Wood
View
Has a ViewView: Bay

Exterior Features

Exterior Home Features
Roof: Built Up TileExterior: Dock, Outdoor Grill, Boat LiftFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 5Number of Covered Spaces: 5No CarportHas a GarageHas an Attached GarageParking Spaces: 5Parking: Attached
Pool
Pool: In GroundPool
Frontage
WaterfrontWaterfront: BayFrontage Type: Bay/HarborOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Construction Materials: Block, Frame, Stone, StuccoNot a New Construction
Property Information
Parcel Number: 16861160005

Price & Status

Price
List Price: $60,000,000Price Per Sqft: $3,593/sqft
Status Change & Dates
Off Market Date: Wed Jan 14 2026

Active Status

MLS Status: Closed

Location

Direction & Address
City: NAPLESCommunity: PORT ROYAL

Building

Building Area
Building Area: 19618 Square Feet

Community

Community Features: Boating, Non-GatedNot Senior Community

HOA

Association for this Listing: NaplesNo HOAHOA Fee: $835/Annually

Offer

Contingencies: See Remarks

Miscellaneous

Mls Number: 225074308Water ViewWater View: Bay

Additional Information

HOA Amenities: None

Price and Tax history

DateEventPrice
Jan 14, 2026
Source: SWFLMLS #225074308
Sold
$55,000,000
Dec 15, 2025
Source: SWFLMLS #225074308
Pending
$60,000,000
Oct 20, 2025
Source: SWFLMLS #225074308
Listed For Sale
$60,000,000
Sep 25, 2020
Source: Agent Provided
ListingRemoved
$34,950,000
May 13, 2020
Source: Agent Provided
Listed For Sale
$34,950,000

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

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Frequently asked questions about 4296 Cutlass LN

  • What is 4296 Cutlass LN estimated to be worth?
    Trulia's estimated value for 4296 Cutlass LN in Naples, FL is $49,170,600.
  • What is the price history for 4296 Cutlass LN?
    4296 Cutlass LN in Naples, FL last sold for $55,000,000 in January 2026.
  • 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 4296 Cutlass LN have air conditioning?
    Yes, 4296 Cutlass LN in Naples, FL has air conditioning.
  • Does 4296 Cutlass LN have a pool?
    Yes, 4296 Cutlass LN in Naples, FL has a pool.

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