Brian Giacomello
William Raveis Real Estate
(239) 788-1693
70 Total Sales
2 in Winding Cypress
$470,000 Price Range
Estimated Value: $623,516
PRICED TO SELL!! This beautiful Cressida model villa in highly sought-after Winding Cypress is move-in-ready. Freshly painted inside and out. Roof and all pavers have been power washed and sealed This beautiful villa offers two bedrooms, two baths plus a den along with a two-car air-conditioned garage. The den can be easily converted into a third bedroom. Step onto your lanai with the largest pool and hot tub available in a villa. Couple that with a spectacular long lake view and you truly have a one-of-a-kind home. Winding Cypress offers resort-style living with a large amenity center, gym, exercise room, library, internet cafe, event room and restaurant. The resort-style pool has a lap lane and waterfall. Other amenities include pickleball, tennis, bocce, community garden and dog park. The community boardwalk allows you to walk deep into the preserve. Winding Cypress boasts 800 acres of untouched preserve surrounding our one-of-a-kind community.
Brian Giacomello
William Raveis Real Estate
(239) 788-1693
70 Total Sales
2 in Winding Cypress
$470,000 Price Range
Ralph Iorio
Achieve Realty LLC
(239) 977-5198
117 Total Sales
3 in Winding Cypress
$600,000 Price Range
Paul Fonseca
Berkshire Hathaway FL Realty
(239) 323-7884
155 Total Sales
2 in Winding Cypress
$1,050,000 Price Range
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
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 |
|---|---|---|---|---|
| 01/27/2026 01/27/26 | Sold | $620,000 | -10.5% | $394 / Sq Ft |
| 01/09/2026 01/09/26 | Price Changed | $693,000 | +8.3% | $440 / Sq Ft |
| 11/08/2025 11/08/25 | Pending | -- | -- | -- |
| 10/08/2025 10/08/25 | Price Changed | $640,000 | -1.5% | $407 / Sq Ft |
| 09/02/2025 09/02/25 | Price Changed | $650,000 | -2.3% | $413 / Sq Ft |
| 06/22/2025 06/22/25 | Price Changed | $665,000 | -1.5% | $422 / Sq Ft |
| 04/10/2025 04/10/25 | Price Changed | $675,000 | -3.4% | $429 / Sq Ft |
| 03/25/2025 03/25/25 | Price Changed | $699,000 | -3.6% | $444 / Sq Ft |
| 03/17/2025 03/17/25 | Price Changed | $725,000 | -2.0% | $461 / Sq Ft |
| 03/13/2025 03/13/25 | Price Changed | $739,900 | -1.3% | $470 / Sq Ft |
| 02/26/2025 02/26/25 | For Sale | $749,900 | -- | $476 / 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 | $5,466 | $343,578 | ||
| 2025 | $5,215 | $379,225 | ||
| 2024 | $5,175 | $368,537 | ||
| 2023 | $5,175 | $357,803 | ||
| 2022 | $4,684 | $347,382 | $0 | $0 |
| 2021 | $4,710 | $337,264 | $83,117 | $254,147 |
| 2020 | $4,479 | $319,749 | $101,218 | $218,531 |
| 2019 | $1,950 | $76,283 | $76,283 | $0 |
| 2018 | $2,165 | $102,511 | $102,511 | $0 |
| 2017 | $1,232 | $20,317 | $20,317 | $0 |
Seller's Agent in 2026
Kati Bepko
Coldwell Banker Realty
(239) 451-9528
7 in this area
28 Total Sales
Buyer's Agent in 2026
Nancy Koeper
John R Wood Properties
(239) 450-1930
1 in this area
16 Total Sales
Source: Naples Area Board of REALTORS®
MLS Number: 225021309
APN: 82679018124
Ask me questions while you tour the home.