Woodleaf Drive, Winter Springs, FL
Everything we know about Woodleaf Drive in Winter Springs: 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.
33 homes sit on Woodleaf Drive in Winter Springs, FL (ZIP 32708), built 1995–1997, a typical 1,706 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $445,000.
The homes on Woodleaf Drive
33 single-family. Built by decade: 1990s 33.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 134 Woodleaf Drive | $470,000 | 2025-05-01 | 1995 | 1,654 |
| 119 Woodleaf Drive | $542,000 | 2024-09-30 | 1995 | 1,579 |
| 137 Woodleaf Drive | $420,000 | 2024-07-31 | 1995 | 1,392 |
| 104 Woodleaf Drive | $420,000 | 2024-04-08 | 1995 | 1,579 |
| 308 Woodleaf Drive | $467,000 | 2022-09-12 | 1996 | 2,177 |
| 310 Woodleaf Drive | $445,000 | 2022-07-11 | 1997 | 1,652 |
| 313 Woodleaf Drive | $490,000 | 2022-07-08 | 1996 | 2,122 |
| 138 Woodleaf Drive | $390,000 | 2022-05-17 | 1996 | 1,663 |
| 102 Woodleaf Drive | $418,000 | 2022-03-07 | 1995 | 1,706 |
| 127 Woodleaf Drive | $375,000 | 2021-12-22 | 1995 | 1,761 |
| 144 Woodleaf Drive | $425,000 | 2021-07-12 | 1995 | 2,420 |
| 130 Woodleaf Drive | $335,000 | 2021-03-08 | 1995 | 1,849 |
| 147 Woodleaf Drive | $370,000 | 2021-02-01 | 1995 | 1,663 |
| 128 Woodleaf Drive | $290,000 | 2020-04-17 | 1995 | 1,464 |
| 129 Woodleaf Dr | $265,000 | 2020-02-14 | 1995 | 1,302 |
| 315 Woodleaf Drive | $288,000 | 2019-05-31 | 1996 | 1,868 |
| 140 Woodleaf Drive | $290,070 | 2019-01-25 | 1996 | 1,956 |
| 111 Woodleaf Drive | $272,000 | 2017-08-31 | 1995 | 1,909 |
| 107 Woodleaf Drive | $262,000 | 2017-01-19 | 1995 | 1,956 |
| 320 Woodleaf Drive | $237,000 | 2015-12-18 | 1996 | 1,579 |
Communities along Woodleaf Drive
- Tusca Oaks · 22 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 129 homes for sale in Winter Springs, homes for sale in 32708.