Eastbrook Boulevard, Winter Park, FL
Everything we know about Eastbrook Boulevard 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.
74 homes sit on Eastbrook Boulevard in Winter Park, FL (ZIP 32792), built 1958–1968, a typical 1,415 sq ft with 3 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $357,500. Homes that sold since 2023 went for a median $365,000.
Recent sales on Eastbrook Boulevard
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 989 Eastbrook Blvd | $350,000 | 2026-05-22 | 3 / 1.5 | 1,140 |
| 1083 Eastbrook Boulevard | $365,000 | 2025-12-31 | 4 / 2.0 | 1,530 |
The homes on Eastbrook Boulevard
74 single-family. Built by decade: 1950s 22, 1960s 52.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2112 Eastbrook Boulevard | $405,000 | 2026-10-27 | 1966 | 1,470 |
| 2511 Eastbrook Boulevard | $365,000 | 2026-09-17 | 1967 | 1,520 |
| 2022 Eastbrook Boulevard | $356,000 | 2026-09-14 | 1966 | 1,240 |
| 989 Eastbrook Blvd | $350,000 | 2026-05-22 | 1959 | 1,140 |
| 1083 Eastbrook Boulevard | $365,000 | 2025-12-31 | 1959 | 1,530 |
| 1612 Eastbrook Boulevard | $360,000 | 2025-08-08 | 1961 | 1,240 |
| 1938 Eastbrook Boulevard | $359,900 | 2025-05-02 | 1965 | 1,253 |
| 2437 Eastbrook Boulevard | $380,000 | 2024-10-30 | 1967 | 1,521 |
| 801 Eastbrook Boulevard | $399,000 | 2024-05-25 | 1959 | 1,605 |
| 2527 Eastbrook Boulevard | $430,000 | 2024-04-23 | 1967 | 1,630 |
| 1855 Eastbrook Blvd. | $465,000 | 2023-09-22 | 1961 | 2,760 |
| 763 Eastbrook Boulevard | $355,000 | 2023-09-21 | 1959 | 1,395 |
| 2224 Eastbrook Boulevard | $432,000 | 2023-09-07 | 1967 | 1,378 |
| 737 Eastbrook Boulevard | $350,000 | 2023-08-01 | 1959 | 1,356 |
| 2538 Eastbrook Boulevard | $411,000 | 2023-06-30 | 1967 | 1,430 |
| 1694 Eastbrook Boulevard | $405,000 | 2023-04-12 | 1961 | 1,314 |
| 2559 Eastbrook Boulevard | $337,000 | 2023-03-03 | 1967 | 1,353 |
| 2406 Eastbrook Boulevard | $369,000 | 2022-11-15 | 1967 | 1,649 |
| 1719 Eastbrook Boulevard | $345,000 | 2022-10-26 | 1962 | 1,323 |
| 2536 Eastbrook Boulevard | $420,000 | 2022-10-13 | 1967 | 2,018 |
Communities along Eastbrook Boulevard
- Eastbrook · 14 homes on the street
- Eastbrook · 11 homes on the street
- Eastbrook · 11 homes on the street
- Eastbrook · 5 homes on the street
- Eastbrook · 5 homes on the street
- Eastbrook · 4 homes on the street
- Eastbrook · 4 homes on the street
- Eastbrook · 3 homes on the street
- Eastbrook · 3 homes on the street
- Eastbrook · 3 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 November 3, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 403 homes for sale in Winter Park, homes for sale in 32792.