Pennsylvania Avenue, Winter Garden, FL
Everything we know about Pennsylvania Avenue in Winter Garden: 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.
33 homes sit on Pennsylvania Avenue in Winter Garden, FL (ZIP 34787), built 1925–2000, a typical 1,150 sq ft with 3 bedrooms. 1 is for sale right now from $334,000. 1 closed in the last 12 months at a median of $445,000. Homes that sold since 2023 went for a median $305,000.
For sale on Pennsylvania Avenue now
Recent sales on Pennsylvania Avenue
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 320 Pennsylvania Avenue | $445,000 | 2025-10-17 | 4 / 2.0 | 1,922 |
The homes on Pennsylvania Avenue
33 single-family. Built by decade: 1920s 1, 1940s 2, 1950s 17, 1970s 11, 1980s 1, 2000s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 320 Pennsylvania Avenue | $445,000 | 2025-10-17 | 1971 | 1,922 |
| 215 Pennsylvania Avenue | $289,000 | 2025-08-07 | 1952 | 836 |
| 430 Pennsylvania Avenue | $289,000 | 2025-05-09 | 1955 | 888 |
| 222 Pennsylvania Avenue | $365,000 | 2024-08-28 | 1971 | 1,325 |
| 419 Pennsylvania Avenue | $260,000 | 2024-05-30 | 1956 | 774 |
| 327 Pennsylvania Avenue | $320,000 | 2023-06-08 | 1970 | 1,150 |
| 344 Pennsylvania Avenue | $305,000 | 2023-03-17 | 1971 | 1,450 |
| 303 Pennsylvania Avenue | $340,000 | 2022-07-08 | 1970 | 1,150 |
| 469 Pennsylvania Avenue | $280,000 | 2021-09-28 | 1957 | 1,712 |
| 144 Pennsylvania Avenue | $265,000 | 2021-06-01 | 1948 | 988 |
| 332 Pennsylvania Avenue | $224,000 | 2019-12-06 | 1970 | 1,325 |
| 219 Pennsylvania Avenue | $150,000 | 2019-08-06 | 1952 | 862 |
| 231 Pennsylvania Avenue | $223,000 | 2019-03-11 | 2000 | 1,216 |
| 441 Pennsylvania Avenue | $85,000 | 2017-07-12 | 1957 | 690 |
| 132 Pennsylvania Avenue | $185,000 | 2017-01-31 | 1925 | 1,302 |
| 400 Pennsylvania Avenue | $125,000 | 2016-06-30 | 1955 | 1,924 |
| 226 Pennsylvania Avenue | $172,000 | 2016-06-24 | 1971 | 1,325 |
| 241 Pennsylvania Avenue | $72,000 | 2015-01-30 | 1953 | 648 |
| 410 Pennsylvania Avenue | $100,000 | 2013-10-15 | 1955 | 1,665 |
| 421 Pennsylvania Avenue | $40,000 | 2013-08-06 | 1957 | 744 |
Communities along Pennsylvania Avenue
- East Garden Manor · 4 homes on the street
- East Garden Manor · 3 homes on the street
- East Garden Manor · 2 homes on the street
- East Garden Manor · 2 homes on the street
- East Garden Manor · 2 homes on the street
- East Garden Manor · 1 homes on the street
- East Garden Manor · 1 homes on the street
- East Garden Manor · 1 homes on the street
- East Garden Manor · 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 750 homes for sale in Winter Garden, homes for sale in 34787.