Chokecherry Drive, Winter Springs, FL
Everything we know about Chokecherry 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.
52 homes sit on Chokecherry Drive in Winter Springs, FL (ZIP 32708), built 1979–1986, a typical 1,772 sq ft with 3 bedrooms. 1 is for sale right now from $415,000. Homes that sold since 2023 went for a median $433,500.
For sale on Chokecherry Drive now
The homes on Chokecherry Drive
52 single-family. Built by decade: 1970s 22, 1980s 30.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1010 Chokecherry Drive | $437,000 | 2025-12-19 | 1979 | 1,984 |
| 1049 Chokecherry Drive | $460,000 | 2025-07-22 | 1983 | 1,916 |
| 888 Chokecherry Drive | $430,000 | 2025-03-24 | 1984 | 1,884 |
| 1096 Chokecherry Drive | $445,000 | 2025-03-14 | 1983 | 1,984 |
| 1068 Chokecherry Drive | $399,000 | 2024-08-02 | 1983 | 1,632 |
| 1046 Chokecherry Drive | $420,000 | 2024-07-05 | 1983 | 1,847 |
| 1000 Chokecherry Drive | $442,000 | 2024-07-02 | 1979 | 1,854 |
| 1054 Chokecherry Drive | $410,000 | 2023-11-20 | 1986 | 1,979 |
| 1027 Chokecherry Drive | $420,000 | 2022-08-29 | 1979 | 1,827 |
| 1001 Chokecherry Drive | $420,700 | 2022-06-30 | 1979 | 1,764 |
| 878 Chokecherry Drive | $368,000 | 2021-12-09 | 1985 | 1,632 |
| 1055 Chokecherry Drive | $347,250 | 2021-07-21 | 1983 | 1,632 |
| 1042 Chokecherry Drive | $430,000 | 2021-06-21 | 1979 | 1,854 |
| 1050 Chokecherry Drive | $401,000 | 2021-06-16 | 1983 | 1,960 |
| 1097 Chokecherry Drive | $365,000 | 2021-03-19 | 1983 | 2,091 |
| 1091 Chokecherry Drive | $318,500 | 2020-12-18 | 1983 | 1,984 |
| 894 Chokecherry Drive | $312,000 | 2020-09-09 | 1985 | 1,744 |
| 1020 Chokecherry Drive | $279,900 | 2020-02-07 | 1979 | 1,764 |
| 1077 Chokecherry Drive | $269,000 | 2019-09-30 | 1983 | 1,677 |
| 1003 Chokecherry Drive | $286,000 | 2019-06-18 | 1979 | 1,827 |
Communities along Chokecherry Drive
- Oak Forest · 22 homes on the street
- Oak Forest · 17 homes on the street
- Oak Forest · 6 homes on the street
- Oak Forest · 4 homes on the street
- Oak Forest · 3 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.

