James Trzyna
Realty One Group MVP
(239) 451-5724
39 Total Sales
2 in Winding Cypress
$615,000 Price Range
Estimated Value: $597,357 - $615,000
This home has just been freshly painted inside and out. professionally painted kitchen and bath cabinets, nice private south waterview , screened lanai able to enlarge or expand with a pool. Previous owner had a great workshop in garage with 8 overhead lights, addition dual media cat5/rg6 charging station for a Tesla , framed peg boards for hanging tools , custom storage cabinets and a pull down staircase for added storage. Home features 2 bedrooms 2 baths plus den a whole house generator and attached manual and electric storm shutters. Remaining furniture in home is staying. Live Oak is a beautiful mature tree lined street on cul de sac and just a short walk to the amenity center, dog park or community garden .Rarely will you find a single family home at this price in Winding Cypress . Great Value ! Winding Cypress amenity center offers so much within its gates, its own Shady Palm restaurant, resort pool , gym , bocci and pickleball courts, dog park , walking trails and so much more. Winding Cypress is a gated community located just mins to 75, downtown and Marco Island. Photos to be uploaded on 1/24
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
James Trzyna
Realty One Group MVP
(239) 451-5724
39 Total Sales
2 in Winding Cypress
$615,000 Price Range
Leonor Enguita
Coldwell Banker Realty
(239) 236-9958
91 Total Sales
2 in Winding Cypress
$950,000 Price Range
Theresa Bocka
William Raveis Real Estate
(239) 363-6919
53 Total Sales
45 in Winding Cypress
$460K - $1.6M Price Range
Ryan Nordyke
John R Wood Properties
(239) 350-4985
48 Total Sales
2 in Winding Cypress
$992,500 Price Range
MaryBeth Baron
Achieve Realty LLC
(216) 306-5682
24 Total Sales
4 in Winding Cypress
$850K - $875K Price Range
ML Meade
Premier Sotheby's Int'l Realty
(239) 977-8398
357 Total Sales
2 in Winding Cypress
$680K - $739K Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $599,900 | Paradise Coast Title & Escrow | ||
| Stone Donald | $352,580 | Pgp Title |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $449,925 | ||
| Previous Owner | Stone Donald | $334,951 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/30/2026 04/30/26 | Sold | $599,900 | 0.0% | $362 / Sq Ft |
| 04/06/2026 04/06/26 | Pending | -- | -- | -- |
| 03/25/2026 03/25/26 | Price Changed | $599,900 | -6.3% | $362 / Sq Ft |
| 03/02/2026 03/02/26 | Price Changed | $639,900 | -5.9% | $386 / Sq Ft |
| 02/23/2026 02/23/26 | Price Changed | $679,900 | -2.9% | $410 / Sq Ft |
| 02/02/2026 02/02/26 | Price Changed | $699,900 | -2.8% | $422 / Sq Ft |
| 01/23/2026 01/23/26 | For Sale | $719,900 | -- | $434 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $5,488 | $540,073 | $270,420 | $269,653 |
| 2025 | $5,488 | $371,291 | ||
| 2024 | $5,202 | $360,827 | ||
| 2023 | $5,202 | $350,317 | $0 | $0 |
| 2022 | $4,709 | $340,114 | $0 | $0 |
| 2021 | $4,734 | $330,208 | $0 | $0 |
| 2020 | $4,651 | $325,649 | $0 | $0 |
| 2019 | $4,587 | $318,327 | $0 | $0 |
| 2018 | $4,427 | $312,392 | $0 | $0 |
| 2017 | $4,372 | $305,967 | $0 | $0 |
| 2016 | $4,297 | $299,674 | $0 | $0 |
| 2015 | $263 | $22,500 | $0 | $0 |
LC
Seller's Agent in 2026
Linda Covino
Royal Shell Real Estate, Inc.
(978) 808-3440
3 in this area
13 Total Sales
Source: Naples Area Board of REALTORS®
MLS Number: 226002887
APN: 82679001623
Ask me questions while you tour the home.