Churchill Drive, Longwood, FL
Everything we know about Churchill Drive in Longwood: 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.
35 homes sit on Churchill Drive in Longwood, FL (ZIP 32779), built 1980–1995, a typical 1,900 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 4 closed in the last 12 months at a median of $451,500. Homes that sold since 2023 went for a median $451,500.
Recent sales on Churchill Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 288 Churchill Drive | $492,000 | 2026-08-07 | 3 / 2.0 | 1,748 |
| 248 Churchill Drive | $443,000 | 2026-04-03 | 3 / 2.0 | 1,768 |
| 256 Churchill Drive | $434,900 | 2026-03-18 | 3 / 2.0 | 1,679 |
| 300 Churchill Drive | $460,000 | 2025-11-21 | 4 / 2.0 | 2,058 |
The homes on Churchill Drive
35 single-family. Built by decade: 1980s 9, 1990s 26.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 288 Churchill Drive | $492,000 | 2026-08-07 | 1991 | 1,748 |
| 248 Churchill Drive | $443,000 | 2026-04-03 | 1994 | 1,768 |
| 256 Churchill Drive | $434,900 | 2026-03-18 | 1994 | 1,679 |
| 300 Churchill Drive | $460,000 | 2025-11-21 | 1994 | 2,058 |
| 259 Churchill Drive | $421,000 | 2024-12-05 | 1993 | 1,768 |
| 203 Churchill Drive | $549,900 | 2024-10-18 | 1980 | 2,365 |
| 215 Churchill Drive | $675,000 | 2024-07-30 | 1983 | 2,965 |
| 296 Churchill Drive | $430,000 | 2024-04-24 | 1994 | 1,704 |
| 295 Churchill Drive | $360,000 | 2021-08-31 | 1990 | 1,672 |
| 200 Churchill Drive | $490,000 | 2021-07-23 | 1980 | 2,864 |
| 267 Churchill Drive | $350,000 | 2021-05-25 | 1993 | 1,849 |
| 271 Churchill Drive | $338,000 | 2021-04-06 | 1991 | 1,685 |
| 292 Churchill Drive | $400,000 | 2020-12-31 | 1990 | 2,209 |
| 283 Churchill Drive | $270,000 | 2019-05-13 | 1990 | 1,693 |
| 263 Churchill Drive | $305,000 | 2019-02-09 | 1993 | 1,931 |
| 228 Churchill Drive | $295,000 | 2018-12-14 | 1993 | 2,471 |
| 247 Churchill Drive | $330,000 | 2018-09-28 | 1993 | 2,363 |
| 224 Churchill Drive | $272,000 | 2017-12-26 | 1992 | 1,883 |
| 260 Churchill Drive | $265,500 | 2017-05-22 | 1995 | 1,863 |
| 213 Churchill Drive | $340,000 | 2016-10-31 | 1983 | 2,692 |
Communities along Churchill Drive
- Wekiva Green · 24 homes on the street
- Wekiva Club Estates · 5 homes on the street
- Wekiva Club Estates · 3 homes on the street
- Wekiva Club Estates · 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 221 homes for sale in Longwood, homes for sale in 32779.