Chestnut Ridge Street, Winter Springs, FL
Everything we know about Chestnut Ridge Street 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.
25 homes sit on Chestnut Ridge Street in Winter Springs, FL (ZIP 32708), built 1993–2001, a typical 2,902 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $675,500. Homes that sold since 2023 went for a median $795,000.
Recent sales on Chestnut Ridge Street
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 214 Chestnut Ridge Street | $552,000 | 2026-07-23 | 4 / 3.0 | 2,474 |
| 226 Chestnut Ridge Street | $799,000 | 2026-07-13 | 4 / 2.5 | 2,902 |
The homes on Chestnut Ridge Street
25 single-family. Built by decade: 1990s 24, 2000s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 214 Chestnut Ridge Street | $552,000 | 2026-07-23 | 2001 | 2,474 |
| 226 Chestnut Ridge Street | $799,000 | 2026-07-13 | 1994 | 2,902 |
| 231 Chestnut Ridge Street | $897,000 | 2025-05-15 | 1993 | 2,908 |
| 212 Chestnut Ridge Street | $720,000 | 2024-05-09 | 1994 | 2,902 |
| 224 Chestnut Ridge Street | $795,000 | 2023-01-13 | 1996 | 3,337 |
| 219 Chestnut Ridge Street | $615,000 | 2022-08-30 | 1994 | 2,347 |
| 208 Chestnut Ridge Street | $735,000 | 2022-08-08 | 1995 | 2,908 |
| 215 Chestnut Ridge Street | $615,000 | 2022-03-01 | 1994 | 3,042 |
| 209 Chestnut Ridge Street | $545,000 | 2021-05-19 | 1993 | 2,902 |
| 234 Chestnut Ridge Street | $549,000 | 2021-02-26 | 1994 | 2,902 |
| 228 Chestnut Ridge Street | $400,000 | 2020-02-26 | 1994 | 2,276 |
| 232 Chestnut Ridge Street | $426,000 | 2019-08-28 | 1993 | 2,347 |
| 235 Chestnut Ridge Street | $389,000 | 2019-06-25 | 1994 | 2,075 |
| 221 Chestnut Ridge Street | $460,000 | 2018-06-28 | 1994 | 2,930 |
| 222 Chestnut Ridge Street | $490,000 | 2017-12-26 | 1995 | 3,394 |
| 200 Chestnut Ridge Street | $410,000 | 2016-08-16 | 1994 | 3,336 |
| 204 Chestnut Ridge Street | $406,000 | 2014-10-07 | 1994 | 2,902 |
| 207 Chestnut Ridge Street | $375,000 | 2013-08-19 | 1993 | 2,936 |
| 233 Chestnut Ridge Street | $245,000 | 2013-02-15 | 1993 | 2,347 |
| 236 Chestnut Ridge Street | $260,000 | 2012-12-07 | 1994 | 2,347 |
Communities along Chestnut Ridge Street
- Chestnut Ridge · 22 homes on the street
- Chestnut Ridge In Tuscawilla · 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 129 homes for sale in Winter Springs, homes for sale in 32708.