Winding Trail Drive, Valrico, FL
Everything we know about Winding Trail Drive in Valrico: 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.
30 homes sit on Winding Trail Drive in Valrico, FL (ZIP 33596, 33594), built 1997–2000, a typical 3,205 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $675,000.
The homes on Winding Trail Drive
28 single-family, 2 condo/townhome/other. Built by decade: 1990s 28, 2000s 2.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2902 Winding Trail Drive | $739,000 | 2025-04-21 | 1998 | 3,280 |
| 2925 Winding Trail Drive | $675,000 | 2025-03-10 | 1999 | 3,274 |
| 2923 Winding Trail Drive | $800,000 | 2024-07-29 | 1998 | 3,341 |
| 2807 Winding Trail Drive | $650,000 | 2023-06-01 | 1999 | 3,455 |
| 2819 Winding Trail Drive | $600,000 | 2023-05-05 | 1998 | 2,620 |
| 2815 Winding Trail Drive | $600,000 | 2022-07-27 | 1999 | 2,847 |
| 2808 Winding Trail Drive | $600,000 | 2021-11-15 | 1999 | 3,144 |
| 2806 Winding Trail Drive | $589,000 | 2021-08-31 | 1999 | 2,695 |
| 2805 Winding Trail Drive | $493,500 | 2020-10-30 | 1998 | 3,474 |
| 2919 Winding Trail Drive | $410,000 | 2020-06-02 | 1998 | 2,836 |
| 2809 Winding Trail Drive | $454,000 | 2019-12-20 | 1998 | 3,193 |
| 2928 Winding Trail Drive | $470,000 | 2019-07-12 | 1997 | 3,286 |
| 2802 Winding Trail Drive | $394,000 | 2019-07-03 | 1998 | 2,649 |
| 2920 Winding Trail Drive | $413,000 | 2019-05-31 | 1999 | 3,217 |
| 2906 Winding Trail Drive | $340,000 | 2019-03-15 | 1999 | 3,252 |
| 2808 Winding Trail Drive | $397,000 | 2018-10-05 | 1999 | 3,120 |
| 2916 Winding Trail Drive | $340,000 | 2017-12-29 | 1998 | 2,524 |
| 2917 Winding Trail Drive | $387,500 | 2016-11-25 | 1998 | 3,172 |
| 2813 Winding Trail Drive | $415,000 | 2016-11-07 | 1998 | 3,260 |
| 2927 Winding Trail Drive | $480,000 | 2016-01-04 | 1999 | 3,690 |
Communities along Winding Trail Drive
- Twin Lakes · 16 homes on the street
- Twin Lakes Prcls A1 B1 & C · 7 homes on the street
- Twin Lakes · 5 homes on the street
- Twin Lakes · 2 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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 236 homes for sale in Valrico, homes for sale in 33596, homes for sale in 33594.