Orange Avenue, Winter Park, FL
Everything we know about Orange 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.
27 homes sit on Orange Avenue in Winter Park, FL (ZIP 32789, 32792), built 1922–2011, a typical 1,444 sq ft with 3 bedrooms. 1 is for sale right now from $479,900. 1 closed in the last 12 months at a median of $372,000. Homes that sold since 2023 went for a median $376,500.
For sale on Orange Avenue now
Recent sales on Orange Avenue
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 4965 Orange Avenue | $372,000 | 2026-09-24 | 4 / 2.0 | 1,444 |
The homes on Orange Avenue
27 single-family. Built by decade: 1920s 3, 1940s 3, 1950s 11, 1960s 2, 1970s 3, 1980s 2, 1990s 2, 2010s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4965 Orange Avenue | $372,000 | 2026-09-24 | 1959 | 1,444 |
| 5350 Orange Ave | $453,040 | 2026-07-25 | 2011 | 1,863 |
| 5357 Orange Avenue | $400,000 | 2026-02-03 | 1962 | 1,356 |
| 5144 Orange Avenue | $335,000 | 2025-09-23 | 1976 | 1,274 |
| 5201 Orange Avenue | $378,000 | 2023-09-26 | 1959 | 1,301 |
| 1620 Orange Avenue | $375,000 | 2023-03-04 | 1948 | 1,214 |
| 1583 Orange Avenue | $500,000 | 2022-09-16 | 1951 | 1,495 |
| 1627 Orange Avenue | $474,900 | 2022-05-18 | 1949 | 1,302 |
| 5101 Orange Avenue | $393,000 | 2022-03-07 | 1956 | 1,922 |
| 5338 Orange Avenue | $247,000 | 2021-09-01 | 1973 | 1,092 |
| 5119 Orange Avenue | $300,000 | 2021-05-20 | 1961 | 1,465 |
| 1565 Orange Avenue | $750,000 | 2021-01-14 | 1926 | 3,435 |
| 4952 Orange Avenue | $283,000 | 2020-11-13 | 1984 | 1,961 |
| 5307 Orange Avenue | $250,000 | 2020-07-27 | 1982 | 1,445 |
| 5270 Orange Avenue | $230,000 | 2020-07-17 | 1959 | 1,017 |
| 1545 Orange Avenue | $235,000 | 2020-05-22 | 1951 | 969 |
| 1575 Orange Avenue | $410,000 | 2017-06-01 | 1950 | 2,044 |
| 1481 Orange Avenue | $610,000 | 2016-08-26 | 1998 | 2,464 |
| 1660 Orange Avenue | $206,000 | 2015-02-02 | 1979 | 1,614 |
| 1640 Orange Avenue | $155,000 | 2014-06-30 | 1953 | 1,053 |
Communities along Orange Avenue
- Suburban Homes · 9 homes on the street
- Orwin Manor Westminster · 8 homes on the street
- Orwin Manor Westminster · 4 homes on the street
- Orwin Manor Westminster · 2 homes on the street
- Suburban Homes · 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 402 homes for sale in Winter Park, homes for sale in 32789, homes for sale in 32792.