Macgregor Road, Winter Springs, FL
Everything we know about Macgregor Road 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.
44 homes sit on Macgregor Road in Winter Springs, FL (ZIP 32708), built 1981–1998, a typical 1,617 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 3 closed in the last 12 months at a median of $350,000. Homes that sold since 2023 went for a median $382,500.
Recent sales on Macgregor Road
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 448 Macgregor Road | $350,000 | 2026-08-04 | 2 / 2.0 | 1,477 |
| 416 Macgregor Road | $462,000 | 2026-04-01 | 3 / 2.5 | 1,962 |
| 416 Macgregor Road | $330,000 | 2025-11-20 | 3 / 2.5 | 1,962 |
The homes on Macgregor Road
43 single-family, 1 condo/townhome/other. Built by decade: 1980s 22, 1990s 22.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 448 Macgregor Road | $350,000 | 2026-08-04 | 1993 | 1,477 |
| 416 Macgregor Road | $462,000 | 2026-04-01 | 1989 | 1,962 |
| 440 Macgregor Road | $390,000 | 2025-06-03 | 1989 | 1,834 |
| 314 Macgregor Road | $375,000 | 2025-02-13 | 1988 | 1,617 |
| 446 Macgregor Road | $346,000 | 2024-07-19 | 1991 | 1,741 |
| 328 Macgregor Road | $325,000 | 2024-01-11 | 1988 | 1,617 |
| 410 Macgregor Road | $395,000 | 2023-11-09 | 1991 | 1,757 |
| 477 Macgregor Road | $415,000 | 2023-04-11 | 1997 | 2,036 |
| 310 Macgregor Road | $385,000 | 2022-12-01 | 1988 | 1,962 |
| 408 Macgregor Road | $435,000 | 2022-10-17 | 1992 | 1,926 |
| 445 Macgregor Road | $405,000 | 2022-09-02 | 1989 | 1,962 |
| 434 Macgregor Road | $397,000 | 2022-07-26 | 1991 | 1,597 |
| 444 Macgregor Road | $360,000 | 2022-01-28 | 1989 | 1,597 |
| 415 Macgregor Road | $340,000 | 2022-01-19 | 1981 | 1,697 |
| 418 Macgregor Road | $340,000 | 2021-12-27 | 1991 | 1,597 |
| 468 Macgregor Road | $362,000 | 2021-11-15 | 1995 | 2,222 |
| 320 Macgregor Road | $255,000 | 2021-01-25 | 1988 | 1,453 |
| 409 Macgregor Road | $275,000 | 2020-09-09 | 1989 | 1,453 |
| 406 Macgregor Road | $255,000 | 2020-07-06 | 1989 | 1,617 |
| 407 Macgregor Road | $245,000 | 2019-08-30 | 1990 | 1,617 |
Communities along Macgregor Road
- Highland Village · 21 homes on the street
- Highland Village · 4 homes on the street
- Highland Lake · 4 homes on the street
- Highland Village · 4 homes on the street
- Highland Village · 2 homes on the street
- The Highlands · 2 homes on the street
- Highland Lake · 2 homes on the street
- Highland Village · 1 homes on the street
- Highland Lake · 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 155 homes for sale in Winter Springs, homes for sale in 32708.