S Pennsylvania Avenue, Winter Park, FL
Everything we know about S Pennsylvania 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.
33 homes sit on S Pennsylvania Avenue in Winter Park, FL (ZIP 32789), built 1918–2016, a typical 2,321 sq ft with 3 bedrooms. 2 are for sale right now from $359,000 to $925,000. 4 closed in the last 12 months at a median of $742,500. Homes that sold since 2023 went for a median $1,071,250.
For sale on S Pennsylvania Avenue now
Recent sales on S Pennsylvania Avenue
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 738 S Pennsylvania Avenue | $735,000 | 2026-06-30 | 3 / 2.0 | 1,739 |
| 1278 S Pennsylvania Avenue #13 | $750,000 | 2026-01-12 | 3 / 2.5 | 1,957 |
| 1400 S Pennsylvania Avenue | $1,300,000 | 2026-01-02 | 4 / 3.0 | 2,310 |
| 1308 S Pennsylvania Avenue #3 | $312,500 | 2025-10-21 | 1 / 1.0 | 823 |
The homes on S Pennsylvania Avenue
13 single-family, 20 condo/townhome/other. Built by decade: 1910s 1, 1920s 2, 1930s 1, 1950s 3, 1960s 3, 1970s 1, 1980s 3, 1990s 2, 2000s 14, 2010s 3.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 738 S Pennsylvania Avenue | $735,000 | 2026-06-30 | 1925 | 1,739 |
| 1400 S Pennsylvania Avenue | $1,300,000 | 2026-01-02 | 1962 | 2,310 |
| 1009 S Pennsylvania Avenue | $1,575,000 | 2024-10-18 | 2016 | 3,023 |
| 1134 S Pennsylvania Avenue | $842,500 | 2024-08-21 | 2006 | 2,284 |
| 1350 S Pennsylvania Avenue | $775,000 | 2024-05-05 | 1970 | 2,480 |
| 865 S Pennsylvania Avenue | $684,000 | 2023-05-25 | 1925 | 1,407 |
| 1005 S Pennsylvania Avenue | $1,412,500 | 2023-02-03 | 2016 | 3,287 |
| 1007 S Pennsylvania Avenue | $1,516,000 | 2023-01-31 | 2016 | 3,345 |
| 789 S Pennsylvania Avenue | $1,300,000 | 2022-05-12 | 2008 | 1,921 |
| 774 S Pennsylvania Avenue | $720,000 | 2021-11-12 | 1989 | 2,354 |
| 1136 S Pennsylvania Avenue | $765,000 | 2021-07-23 | 2006 | 2,434 |
| 1149 S Pennsylvania Avenue | $690,000 | 2021-06-10 | 2005 | 2,358 |
| 1151 S Pennsylvania Avenue | $611,250 | 2020-07-17 | 2005 | 2,358 |
| 1140 S Pennsylvania Avenue | $752,500 | 2019-12-30 | 2005 | 2,429 |
| 937 S Pennsylvania Avenue | $399,000 | 2019-10-10 | 1965 | 1,488 |
| 1132 S Pennsylvania Avenue | $752,500 | 2019-03-01 | 2006 | 2,430 |
| 1146 S Pennsylvania Avenue | $715,000 | 2018-01-18 | 2005 | 2,434 |
| 1142 S Pennsylvania Avenue | $715,000 | 2017-06-14 | 2005 | 2,434 |
| 1660 S Pennsylvania Avenue | $649,000 | 2017-04-17 | 1965 | 2,630 |
| 1119 S Pennsylvania Avenue | $370,000 | 2017-03-15 | 1998 | 2,321 |
Communities along S Pennsylvania Avenue
- Winter Park · 5 homes on the street
- Banks Colonial Estates · 4 homes on the street
- virginia heights · 2 homes on the street
- virginia heights · 2 homes on the street
- Casa Jardin Condo · 2 homes on the street
- Banks Colonial Estates · 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.