Winding Cypress Drive, Naples, FL
Everything we know about Winding Cypress Drive in Naples: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
11 homes sit on Winding Cypress Drive in Naples, FL (ZIP 34114), built 2016–2021, a typical 2,230 sq ft with 3 bedrooms. 3 are for sale right now from $1,030,000 to $1,349,500. Homes that sold since 2023 went for a median $880,000.
For sale on Winding Cypress Drive now
The homes on Winding Cypress Drive
1 single-family, 10 condo/townhome/other. Built by decade: 2010s 5, 2020s 6.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 6763 Winding Cypress Drive | $880,000 | 2025-08-18 | 2021 | 2,107 |
Communities along Winding Cypress Drive
- Winding Cypress · 10 homes on the street
- Winding Cypress · 1 homes on the street
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 1,961 homes for sale in Naples, homes for sale in 34114.