4305 Cutlass Ln
Naples, FL 34102
Port Royal- 4 Beds
- 7 Baths
- 6,314 sqft (on 0.94 acres)
4 Beds
7 Baths
6,314 sqft
(on 0.94 acres)
Local Information
-- mins to
Description
One of the most beautiful waterfront properties in all of Naples ! Built by Newbury North Associates, Inc. and designed by Jerry DeGennaro, this 4 bedroom plus a den home is a perfection combination of Old Florida and New England architecture. Port Royal Club and Cutlass Cove Beach Club membership eligibility.
4305 Cutlass Ln, Naples, FL 34102 is a 4 bedroom, 8 bathroom, 6,314 sqft single-family home in Port Royal, built in 1991. It last sold for $16,000,000 on Sep 1, 2021. It is currently off market. The Trulia Estimate is $22,994,900, with a rent estimate of $157,580/month.
Home Highlights
Parking
Garage
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 4305 Cutlass Ln
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Heating & Cooling Heating: ElectricAir ConditioningCooling System: Central, OtherHeating Fuel: Electric |
Levels, Entrance, & Accessibility Stories: 2ElevatorFloors: Other, CarpetGated Entry |
Interior Details Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Library, Master Bath, Office, PantryCeiling Fan |
Appliances & Utilities Cable ReadyDishwasherDisposalDryerRefrigeratorWasher |
Security Security System |
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Exterior Home Features Roof: Built Up, Other, Shake ShingleDeckExterior: WoodLawnSprinkler System |
Pool Pool |
Parking & Garage GarageParking Spaces: 3Parking: Garage Attached |
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Year Built Year Built: 1991Year Updated: 1991 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 0.94 acres |
Price History for 4305 Cutlass Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 09/01/2024 | $16,950,000 | ListingRemoved | SWFLMLS #221016154 |
| 10/26/2022 | ListingRemoved | SWFLMLS #221016154 | |
| 09/01/2021 | $16,000,000 | Sold | N/A |
| 07/09/2021 | $16,950,000 | PriceChange | SWFLMLS #221016154 |
| 06/25/2021 | $17,900,000 | PendingToActive | SWFLMLS #221016154 |
| 06/15/2021 | $17,900,000 | Pending | SWFLMLS #221016154 |
| 06/09/2021 | $17,900,000 | PendingToActive | SWFLMLS #221016154 |
| 06/01/2021 | $17,900,000 | Pending | SWFLMLS #221016154 |
| 05/27/2021 | $17,900,000 | PriceChange | SWFLMLS #221016154 |
| 03/02/2021 | $19,950,000 | PriceChange | SWFLMLS #221016154 |
| 02/23/2021 | $19,999,999 | Listed For Sale | Florida Gulf Coast MLS #221014098 |
| 10/31/2014 | $9,200,000 | Sold | N/A |
| 10/08/2014 | $9,200,000 | Listed For Sale | Agent Provided |
| 12/07/2012 | $4,200,000 | Sold | N/A |
| 11/01/2012 | $9,800,000 | PriceChange | Agent Provided |
| 02/14/2012 | $10,800,000 | Listed For Sale | Agent Provided |
Market trends in Naples
Last updated May 2026
Avg. sale price
$587K
$1.67KMoM
Sale-to-List Price
95.3%
Price per sq ft
$330
$3MoM
Available listings
5954
639MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $167,130 |
| Assessment | $18,464,562 |
Home facts updated by county records
Comparable Sales for 4305 Cutlass Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.22 | Single-Family Home | $20,000,000 | 07/15/25 | 4 | 5.5 | 6,637 | |
0.18 | Single-Family Home | $25,000,000 | 02/25/26 | 6 | 7 | 6,291 | |
0.54 | Single-Family Home | $15,900,000 | 05/11/26 | 5 | 5.5 | 6,816 | |
0.38 | Single-Family Home | $40,000,000 | 04/13/26 | 5 | 6 | 11,559 | |
0.59 | Single-Family Home | $20,500,000 | 08/29/25 | 5 | 7 | 7,751 | |
0.54 | Single-Family Home | $22,000,000 | 08/05/25 | 6 | 7.5 | 8,960 | |
0.70 | Single-Family Home | $13,000,000 | 03/16/26 | 6 | 7.5 | 8,044 | |
0.70 | Single-Family Home | $28,250,000 | 04/21/26 | 5 | 7 | 7,835 | |
0.70 | Single-Family Home | $6,075,000 | 12/17/25 | 4 | 5.5 | 5,935 | |
0.78 | Single-Family Home | $24,950,000 | 09/17/25 | 5 | 6 | 7,551 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 4305 Cutlass Ln.
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.
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LGBTQ Local Legal Protections

