Windingbrook Trail, Wesley Chapel, FL
Everything we know about Windingbrook Trail in Wesley Chapel: 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.
65 homes sit on Windingbrook Trail in Wesley Chapel, FL (ZIP 33544, 33543), built 2000–2004, a typical 2,018 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. 1 closed in the last 12 months at a median of $385,000. Homes that sold since 2023 went for a median $410,000.
Recent sales on Windingbrook Trail
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 4908 Windingbrook Trail | $385,000 | 2025-11-10 | 4 / 2.0 | 1,850 |
The homes on Windingbrook Trail
64 single-family, 1 condo/townhome/other. Built by decade: 2000s 65.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4908 Windingbrook Trail | $385,000 | 2025-11-10 | 2000 | 1,850 |
| 4901 Windingbrook Trail | $445,000 | 2025-08-29 | 2001 | 2,018 |
| 5135 Windingbrook Trail | $425,000 | 2025-02-12 | 2003 | 2,532 |
| 4925 Windingbrook Trail | $445,000 | 2025-02-03 | 2002 | 2,426 |
| 4929 Windingbrook Trail | $395,000 | 2024-11-06 | 2001 | 1,825 |
| 4909 Windingbrook Trail | $415,000 | 2024-11-01 | 2001 | 2,006 |
| 5106 Windingbrook Trail | $353,000 | 2024-08-22 | 2002 | 1,549 |
| 4948 Windingbrook Trail | $400,000 | 2023-05-18 | 2001 | 1,601 |
| 5120 Windingbrook Trail | $410,000 | 2023-03-31 | 2002 | 2,042 |
| 5114 Windingbrook Trail | $360,000 | 2022-05-19 | 2003 | 1,978 |
| 5300 Windingbrook Trail | $455,000 | 2021-08-02 | 2004 | 3,199 |
| 5213 Windingbrook Trail | $460,000 | 2021-04-20 | 2004 | 3,494 |
| 5312 Windingbrook Trail | $456,000 | 2021-03-09 | 2004 | 3,506 |
| 5221 Windingbrook Trail | $327,500 | 2020-09-04 | 2003 | 2,226 |
| 5033 Windingbrook Trail | $270,000 | 2020-05-11 | 2002 | 2,501 |
| 5110 Windingbrook Trail | $279,900 | 2020-05-04 | 2002 | 2,042 |
| 4945 Windingbrook Trail | $267,500 | 2019-12-10 | 2000 | 1,585 |
| 5254 Windingbrook Trail | $260,000 | 2019-06-13 | 2003 | 2,321 |
| 5021 Windingbrook Trail | $244,000 | 2019-05-22 | 2002 | 1,989 |
| 4936 Windingbrook Trail | $212,800 | 2019-04-04 | 2001 | 1,610 |
Communities along Windingbrook Trail
- Saddlebrook Village West · 35 homes on the street
- Saddlebrook Village West · 6 homes on the street
- Saddlebrook Village West · 6 homes on the street
- Saddlebrook Village West · 5 homes on the street
- Saddlebrook Village West · 2 homes on the street
- Saddlebrook Village West · 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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 670 homes for sale in Wesley Chapel, homes for sale in 33544, homes for sale in 33543.