Brookline Drive, Orlando, FL
Everything we know about Brookline Drive in Orlando: 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.
37 homes sit on Brookline Drive in Orlando, FL (ZIP 32819), built 1979–2009, a typical 3,270 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $1,895,000.
The homes on Brookline Drive
37 single-family. Built by decade: 1970s 6, 1980s 24, 1990s 2, 2000s 5.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5558 Brookline Drive | $2,562,000 | 2026-03-27 | 2008 | 5,822 |
| 5640 Brookline Drive | $2,300,000 | 2025-05-22 | 2009 | 4,648 |
| 5447 Brookline Drive | $1,650,000 | 2025-05-06 | 1984 | 3,702 |
| 5620 Brookline Drive | $1,895,000 | 2024-08-13 | 1979 | 2,963 |
| 9111 Brookline Drive | $719,900 | 2023-05-30 | 1988 | 2,186 |
| 5582 Brookline Drive | $2,321,000 | 2023-04-28 | 1989 | 4,703 |
| 5519 Brookline Drive | $775,000 | 2023-04-14 | 1982 | 2,468 |
| 5371 Brookline Drive | $860,000 | 2022-02-23 | 1996 | 4,441 |
| 9107 Brookline Drive | $550,000 | 2022-02-23 | 1987 | 2,313 |
| 5542 Brookline Drive | $1,485,000 | 2021-10-08 | 1980 | 3,725 |
| 5414 Brookline Drive | $1,225,000 | 2021-04-23 | 1980 | 3,270 |
| 5516 Brookline Drive | $1,475,000 | 2021-04-16 | 1988 | 3,959 |
| 5574 Brookline Drive | $1,178,000 | 2021-04-09 | 1980 | 4,585 |
| 5527 Brookline Drive | $515,000 | 2021-03-19 | 1980 | 2,475 |
| 9123 Brookline Drive | $478,000 | 2021-03-02 | 1984 | 2,394 |
| 9134 Brookline Dr | $450,000 | 2021-02-22 | 1984 | 1,790 |
| 9117 Brookline Drive | $592,500 | 2021-01-08 | 1987 | 3,488 |
| 5611 Brookline Drive | $435,000 | 2020-10-02 | 1980 | 2,349 |
| 5559 Brookline Drive | $2,600 | 2020-01-11 | 1982 | 3,023 |
| 5504 Brookline Drive | $1,745,000 | 2018-08-06 | 2002 | 5,524 |
Communities along Brookline Drive
- Bay Hill · 17 homes on the street
- North Bay · 5 homes on the street
- Bay Hill · 3 homes on the street
- North Bay · 3 homes on the street
- North Bay · 2 homes on the street
- North Bay · 2 homes on the street
- Bay Hill · 1 homes on the street
- Bay Hill · 1 homes on the street
- Bay Hill · 1 homes on the street
- Bay Hill · 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 4,337 homes for sale in Orlando, homes for sale in 32819.