Brookshire Avenue, Winter Park, FL
Everything we know about Brookshire Avenue 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.
25 homes sit on Brookshire Avenue in Winter Park, FL (ZIP 32792), built 1958–2023, a typical 1,486 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 $589,900. Homes that sold since 2023 went for a median $589,900.
Recent sales on Brookshire Avenue
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2552 Brookshire Avenue | $530,000 | 2026-08-31 | 3 / 1.5 | 1,314 |
| 2454 Brookshire Avenue | $1,350,500 | 2026-07-21 | 4 / 3.5 | 2,509 |
| 2492 Brookshire Avenue | $589,900 | 2026-03-12 | 3 / 1.5 | 1,352 |
The homes on Brookshire Avenue
25 single-family. Built by decade: 1950s 18, 1960s 2, 2000s 1, 2010s 3, 2020s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2552 Brookshire Avenue | $530,000 | 2026-08-31 | 1959 | 1,314 |
| 2454 Brookshire Avenue | $1,350,500 | 2026-07-21 | 2023 | 2,509 |
| 2492 Brookshire Avenue | $589,900 | 2026-03-12 | 1959 | 1,352 |
| 2244 Brookshire Avenue | $600,000 | 2025-08-05 | 1958 | 1,464 |
| 2536 Brookshire Avenue | $1,275,000 | 2025-07-08 | 2018 | 3,140 |
| 2565 Brookshire Avenue | $505,000 | 2025-07-02 | 1959 | 1,000 |
| 2463 Brookshire Avenue | $490,000 | 2025-05-02 | 1959 | 1,050 |
| 2430 Brookshire Avenue | $1,100,000 | 2022-12-05 | 2018 | 3,161 |
| 2223 Brookshire Avenue | $875,000 | 2022-12-01 | 1959 | 2,361 |
| 2350 Brookshire Avenue | $455,000 | 2021-12-30 | 1958 | 1,486 |
| 2355 Brookshire Avenue | $350,000 | 2021-12-01 | 1958 | 1,144 |
| 2423 Brookshire Avenue | $499,900 | 2020-07-07 | 1959 | 2,115 |
| 2233 Brookshire Avenue | $302,821 | 2020-03-27 | 1959 | 1,069 |
| 2334 Brookshire Avenue | $580,000 | 2019-04-11 | 1958 | 2,679 |
| 2525 Brookshire Avenue | $808,000 | 2018-07-12 | 2017 | 3,008 |
| 2579 Brookshire Avenue | $522,000 | 2017-12-01 | 2008 | 2,665 |
| 2323 Brookshire Avenue | $284,900 | 2017-09-29 | 1958 | 1,180 |
| 2324 Brookshire Avenue | $260,000 | 2017-07-18 | 1958 | 1,144 |
| 2408 Brookshire Avenue | $268,000 | 2016-07-18 | 1959 | 1,435 |
| 2345 Brookshire Avenue | $370,500 | 2016-06-06 | 1958 | 1,857 |
Communities along Brookshire Avenue
- Brookshire Heights · 11 homes on the street
- Brookshire Heights · 10 homes on the street
- Brookshire Heights · 2 homes on the street
- Brookshire Heights · 2 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 350 homes for sale in Winter Park, homes for sale in 32792.