Woodcrest Drive, Winter Park, FL
Everything we know about Woodcrest Drive in Winter Park: 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.
34 homes sit on Woodcrest Drive in Winter Park, FL (ZIP 32792), built 1959–2020, a typical 1,734 sq ft with 3 bedrooms. 2 are for sale right now from $675,000 to $675,000. 1 closed in the last 12 months at a median of $490,000. Homes that sold since 2023 went for a median $557,500.
For sale on Woodcrest Drive now
Recent sales on Woodcrest Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2237 Woodcrest Drive | $490,000 | 2026-06-10 | 3 / 2.0 | 1,492 |
The homes on Woodcrest Drive
31 single-family, 3 condo/townhome/other. Built by decade: 1950s 7, 1960s 21, 1970s 2, 1980s 1, 2010s 2, 2020s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2237 Woodcrest Drive | $490,000 | 2026-06-10 | 1959 | 1,492 |
| 2003 Woodcrest Drive | $719,000 | 2025-03-31 | 1961 | 1,734 |
| 2351 Woodcrest Drive | $472,000 | 2024-04-30 | 1964 | 2,074 |
| 1939 Woodcrest Drive | $1,170,000 | 2024-04-01 | 2020 | 2,575 |
| 2216 Woodcrest Drive | $625,000 | 2023-09-01 | 1960 | 1,608 |
| 2126 Woodcrest Drive | $397,500 | 2023-04-10 | 1960 | 1,741 |
| 2322 Woodcrest Drive | $586,000 | 2022-12-28 | 1963 | 1,681 |
| 2344 Woodcrest Drive | $408,000 | 2021-09-13 | 1960 | 1,764 |
| 1947 Woodcrest Drive | $435,000 | 2021-04-08 | 1960 | 1,734 |
| 2012 Woodcrest Drive | $455,000 | 2021-01-22 | 1959 | 1,733 |
| 2106 Woodcrest Drive | $396,000 | 2020-09-17 | 1960 | 1,585 |
| 1938 Woodcrest Drive | $265,000 | 2020-09-15 | 1981 | 1,812 |
| 1933 Woodcrest Drive | $675,000 | 2019-07-12 | 2019 | 2,294 |
| 1935 Woodcrest Drive | $744,746 | 2019-06-25 | 2019 | 2,544 |
| 2105 Woodcrest Drive | $370,500 | 2018-07-02 | 1960 | 1,533 |
| 2201 Woodcrest Drive | $282,100 | 2018-06-26 | 1960 | 1,586 |
| 2343 Woodcrest Drive | $370,000 | 2018-03-27 | 1960 | 1,787 |
| 2120 Woodcrest Drive | $376,000 | 2017-04-27 | 1960 | 1,942 |
| 2229 Woodcrest Drive | $230,000 | 2016-12-28 | 1960 | 1,628 |
| 2223 Woodcrest Drive | $235,051 | 2016-12-19 | 1959 | 1,400 |
Communities along Woodcrest Drive
- Kenilworth Estates · 13 homes on the street
- Kenilworth Estates · 8 homes on the street
- Kenilworth Estates · 7 homes on the street
- Kenilworth Estates · 2 homes on the street
- Woodcrest · 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 402 homes for sale in Winter Park, homes for sale in 32792.