Virginia Drive, Winter Park, FL
Everything we know about Virginia Drive 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 Virginia Drive in Winter Park, FL (ZIP 32789), built 1925–2021, a typical 4,269 sq ft with 4 bedrooms. 1 is for sale right now from $3,890,000. 1 closed in the last 12 months at a median of $1,050,000. Homes that sold since 2023 went for a median $3,925,000.
For sale on Virginia Drive now
Recent sales on Virginia Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 620 Virginia Drive | $1,050,000 | 2025-12-05 | 3 / 2.0 | 1,577 |
The homes on Virginia Drive
27 single-family. Built by decade: 1920s 3, 1930s 1, 1940s 1, 1950s 4, 1960s 8, 1970s 2, 1980s 3, 1990s 1, 2000s 3, 2020s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 620 Virginia Drive | $1,050,000 | 2025-12-05 | 1965 | 1,577 |
| 641 Virginia Drive | $3,350,000 | 2025-08-20 | 1966 | 3,223 |
| 541 Virginia Drive | $5,400,000 | 2025-07-14 | 2008 | 4,725 |
| 681 Virginia Drive | $3,250,000 | 2024-10-31 | 1970 | 4,338 |
| 181 Virginia Drive | $10,900,000 | 2024-09-11 | 2021 | 8,188 |
| 460 Virginia Drive | $4,500,000 | 2023-09-28 | 1969 | 4,809 |
| 850 Virginia Drive | $1,120,000 | 2022-12-29 | 1966 | 3,155 |
| 210 Virginia Drive | $2,080,000 | 2021-09-24 | 1925 | 3,749 |
| 741 Virginia Drive | $2,300,000 | 2020-08-14 | 2000 | 4,269 |
| 315 Virginia Drive | $2,650,000 | 2020-03-31 | 1988 | 3,681 |
| 375 Virginia Drive | $2,800,000 | 2020-03-06 | 2004 | 7,538 |
| 760 Virginia Drive | $770,000 | 2019-12-09 | 1965 | 2,915 |
| 531 Virginia Drive | $1,800,000 | 2019-10-15 | 1951 | 4,955 |
| 405 Virginia Drive | $2,150,000 | 2019-08-21 | 1980 | 3,049 |
| 521 Virginia Drive | $1,850,000 | 2019-05-06 | 1958 | 3,845 |
| 721 Virginia Drive | $1,673,700 | 2018-11-19 | 1970 | 3,517 |
| 146 Virginia Drive | $825,000 | 2018-10-22 | 1930 | 4,439 |
| 580 Virginia Drive | $652,500 | 2018-10-01 | 1967 | 2,948 |
| 147 Virginia Drive | $4,250,000 | 2018-01-19 | 1925 | 7,224 |
| 561 Virginia Drive | $2,480,000 | 2017-04-07 | 1961 | 5,041 |
Communities along Virginia Drive
- Timberlane Shores · 13 homes on the street
- Ellno Willo · 5 homes on the street
- Lake Virginia · 2 homes on the street
- Charmont · 1 homes on the street
- virginia heights · 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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 350 homes for sale in Winter Park, homes for sale in 32789.