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 $311,171/mo*
$55,000,000
Last Sold: Jan 14, 2026
8% below list $60M
$3,593/sqft
Est. Refi. Payment $311,171/mo*
6 Beds
10.5 Baths
15,309 sqft
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Local Information
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Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 14, 2026
Home Highlights
Parking
5 Car Garage
Outdoor
Pool
View
Bay
HOA
$70/Monthly
Price/Sqft
$3,593/sqft
Listed
180+ days ago
Home Details for 4296 Cutlass LN
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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 |
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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 |
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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 |
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Price List Price: $60,000,000Price Per Sqft: $3,593/sqft |
Status Change & Dates Off Market Date: Wed Jan 14 2026 |
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MLS Status: Closed |
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Direction & Address City: NAPLESCommunity: PORT ROYAL |
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Building Area Building Area: 19618 Square Feet |
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Community Features: Boating, Non-GatedNot Senior Community |
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Association for this Listing: NaplesNo HOAHOA Fee: $835/Annually |
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Contingencies: See Remarks |
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Lease Term: Buyer Finance/Cash |
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Mls Number: 225074308Water ViewWater View: Bay |
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HOA Amenities: None |
Last check for updates: about 12 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
Price History for 4296 Cutlass LN
| Date | Price | Event | Source |
|---|---|---|---|
| 01/14/2026 | $55,000,000 | Sold | SWFLMLS #225074308 |
| 12/15/2025 | $60,000,000 | Pending | SWFLMLS #225074308 |
| 10/20/2025 | $60,000,000 | Listed For Sale | SWFLMLS #225074308 |
| 09/25/2020 | $34,950,000 | ListingRemoved | Agent Provided |
| 05/13/2020 | $34,950,000 | Listed For Sale | Agent Provided |
| 05/07/2013 | $10,290,000 | Sold | N/A |
| 11/03/2012 | $6,200,000 | Listed For Sale | Agent Provided |
| 10/01/2012 | $5,700,000 | ListingRemoved | Agent Provided |
| 06/01/2012 | $5,700,000 | PriceChange | Agent Provided |
| 03/30/2012 | $5,950,000 | PriceChange | Agent Provided |
| 10/19/2011 | $6,500,000 | PriceChange | Agent Provided |
| 09/21/2011 | $22,500 | ListingRemoved | Agent Provided |
| 09/19/2011 | $22,500 | Listed For Rent | Agent Provided |
| 07/31/2011 | $22,500 | ListingRemoved | Agent Provided |
| 07/24/2011 | $22,500 | PriceChange | Agent Provided |
| 07/16/2011 | $7,100,000 | Listed For Sale | Agent Provided |
| 06/04/2011 | $7,100,000 | ListingRemoved | Agent Provided |
| 06/04/2011 | $1,875 | Listed For Rent | Agent Provided |
| 04/15/2011 | $27,000 | ListingRemoved | Agent Provided |
| 04/15/2011 | $7,100,000 | Listed For Sale | Agent Provided |
| 04/10/2011 | $27,000 | Listed For Rent | Agent Provided |
| 03/02/2010 | $5,100,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $257,249 |
| Assessment | $38,487,906 |
Home facts updated by county records
Comparable Sales for 4296 Cutlass LN
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.13 | Single-Family Home | $25,000,000 | 02/25/26 | 6 | 7 | 6,291 | |
0.48 | Single-Family Home | $40,000,000 | 04/13/26 | 5 | 6 | 11,559 | |
0.14 | Single-Family Home | $13,000,000 | 06/17/25 | 4 | 6.5 | 7,454 | |
0.54 | Single-Family Home | $22,000,000 | 08/05/25 | 6 | 7.5 | 8,960 | |
0.33 | Single-Family Home | $16,400,000 | 05/28/25 | 6 | 6.5 | 6,044 | |
0.81 | Single-Family Home | $35,000,000 | 11/25/25 | 6 | 8.5 | 8,377 | |
0.58 | Single-Family Home | $20,500,000 | 08/29/25 | 5 | 7 | 7,706 |
Assigned Schools
These are the assigned schools for 4296 Cutlass LN.
- Gulfview Middle School
- 6-8
- Public
- 604 Students
8/10GreatSchools RatingParent Rating AverageThis school honestly ruined my life and the three years I spent there were the worst In my life. The staff never did anything about bullying and they never contacted families unless there was an offense to the school itself. In my time there I had a total of 4 good teachers. In 6th grade a teacher wanted an honest review of her class from us, and I gave one. She would spend half of the class talking about her personal life and leave us with homework. When she saw my report on her class she took me into the hall and left the door open and started to berate me on my gifted status as well as my grades. When this was reported to administration all that happened was that I was switched to a different class, there was no punishment for any of her actions. My 7th grade math teacher there showed our class an animated political video discussing lizard people and the deep state. When our house flooded that same math teacher required me to rewrite all of the notes from the school year and there was no sympathy given from him. A group of kids literally got on all fours and started barking at me in the parking lot and because of the way any claim you made was dismissed I never reported it. In 8th grade my science teacher would pull up the attendance sheet that includes information about if a child has a 504 or IEP. You will get points taken off in gym class if you change in the bathrooms instead of the locker rooms, and at one point a random lady came and started recording us from outside of the fence. The way this school is run is disgusting and there are many teachers there that just need to retire. Do not send your children here.Other Review1y ago - Lake Park Elementary School
- PK-5
- Public
- 515 Students
10/10GreatSchools RatingParent Rating AverageThey do so much to make learning a great experience!Parent Review15y ago - Naples High School
- PK-12
- Public
- 1496 Students
6/10GreatSchools RatingParent Rating AverageWe have 3 kids in or through the school. Its got a great open campus, a diverse student body and some of the best athletics in the county. There are plenty of course offerings for all student levels.Parent Review2y ago 
Check out schools near 4296 Cutlass LN.
Neighborhood Overview
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
Learn more about our methodology.
LGBTQ Local Legal Protections
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.
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Off Market Homes Near 4296 Cutlass LN
- SOLDAPR 21, 2026William Raveis Real Estate
- SOLDAPR 14, 2026
- SOLDAPR 13, 2026Gulf Coast International Prop
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4296 Cutlass LN, Naples, FL 34102 is a 6 bedroom, 13 bathroom, 15,309 sqft single-family home built in 2017. 4296 Cutlass LN is located in Port Royal, Naples. This property is not currently available for sale. 4296 Cutlass LN was last sold on Jan 14, 2026 for $55,000,000 (8% lower than the asking price of $60,000,000). The current Trulia Estimate for 4296 Cutlass LN is $53,150,700.