Orange County property records for 55 addresses on Virginia Dr, Winter Park, FL · Last verified August 2026
| Properties | 55 |
|---|---|
| Median Sale Price | $2,800,000 |
| Deeds and Mortgages on File | 77 |
| Median Price per Sqft | $665 |
| Owner Occupied | 76% |
| Median Annual Tax Bill | $15,284 |
| Median Year Built | 1965 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
5 bd · 4 ba · 3,649 sqft · built 1982 · 0.482 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,225,000Sep 2020 | $23,2532025 | Amount on Record Mar 2015 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 5 ba · 4,236 sqft · built 1930 · 0.436 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $825,000Oct 2018 | $9,2902025 | Amount on Record Feb 2016 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
7 bd · 7 ba · 6,679 sqft · built 1925 · 1.59 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,250,000Jan 2018 | $78,3562025 | Amount on Record May 2000 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 2,739 sqft · built 1958 · 0.356 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,5402025 | 1 Name on Record | AssessorUpdated May 2026 |
5 bd · 6 ba · 7,381 sqft · built 2021 · 1.28 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,900,000Sep 2024 | $140,2062025 | Amount on Record Apr 2018 | 2 Names on Record | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 4.5 ba · 3,357 sqft · built 1925 · 0.678 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,080,000Sep 2021 | $24,0562025 | Amount on Record May 2017 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jul 2026 |
5 bd · 5.5 ba · 4,270 sqft · built 1997 · 1.46 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,125,000Jun 2015 | $52,5212025 | Amount on Record Feb 1995 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 3,821 sqft · built 1925 · 0.838 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,400,000Apr 2017 | $35,5652025 | Amount on Record Oct 1999 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3.5 ba · 2,533 sqft · built 1939 · 0.534 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,625,000Jul 2025 | $7,8162025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 3 ba · 3,215 sqft · built 1994 · 2.44 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $15,2842025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3.5 ba · 3,299 sqft · built 1951 · 0.588 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $141,500Dec 2005 | $7,3492025 | Amount on Record May 2004 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 4.5 ba · 5,248 sqft · built 1949 · 3.44 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $34,2672025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 7 ba · 5,916 sqft · built 2024 · 1.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,900,000Jun 2021 | $54,8282025 | Amount on Record Apr 2020 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 4 ba · 6,525 sqft · built 1941 · 1.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,462,500Sep 2004 | $22,1092025 | Amount on Record Oct 2000 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 3,800 sqft · built 1941 · 0.886 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $18,0322025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
5 bd · 5 ba · 6,943 sqft · built 1981 · 1.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,800,000Mar 2020 | $59,3172025 | Amount on Record Jun 2010 | 2 Names on Record | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 2,195 sqft · built 1985 · 0.46 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,1062025 | 1 Name on Record | AssessorUpdated May 2026 |
5 bd · 4 ba · 4,772 sqft · built 1950 · 1.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,950,000May 2010 | $33,7392025 | Amount on Record Oct 1999 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 7.5 ba · 6,699 sqft · built 1980 · 0.461 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,150,000Aug 2019 | $27,7732025 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
5 bd · 6 ba · 4,925 sqft · built 1974 · 2.77 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $30,5932025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 5 ba · 4,585 sqft · built 1969 · 0.715 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,500,000Sep 2023 | $57,6952025 | Amount on Record Nov 2013 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 6 ba · 3,887 sqft · built 1968 · 0.597 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,4942025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 5 ba · 5,735 sqft · built 1999 · 2.17 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,479,000Jul 1999 | $32,3732025 | Amount on Record Jun 1998 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 5 ba · 4,502 sqft · built 1966 · 0.627 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $825,000May 2004 | $9,9892025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 4.5 ba · 3,795 sqft · built 1958 · 1.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,850,000May 2019 | $41,4812025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 6.75 ba · 6,014 sqft · built 2023 · 1.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,800,000Oct 2019 | $59,0172025 | Amount on Record Jun 1999 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3 ba · 2,793 sqft · built 2012 · 0.237 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000Oct 1993 | $11,5162025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
6 bd · 6.25 ba · 8,006 sqft · built 2008 · 0.512 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,400,000Jul 2025 | $50,3892025 | Amount on Record Aug 2021 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 4 ba · 4,880 sqft · built 1961 · 0.536 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,480,000Apr 2017 | $37,4062025 | Amount on Record Dec 2014 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 4 ba · 3,241 sqft · built 1967 · 0.259 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $652,500Oct 2018 | $10,1592025 | Amount on Record Oct 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3 ba · 2,925 sqft · built 1959 · 0.547 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $17,2302025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,577 sqft · built 1965 · 0.273 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Dec 2025 | $10,6782025 | 1 Name on Record | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 3 ba · 2,713 sqft · built 1967 · 0.528 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $12,6812025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 3,428 sqft · built 1958 · 0.358 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $415,000Oct 2003 | $8,4762025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 3,089 sqft · built 1966 · 0.476 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,350,000Sep 2025 | $14,3792025 | —Dec 1997 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2.5 ba · 2,666 sqft · built 1966 · 0.342 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $418,000May 2003 | $7,7402025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 4,309 sqft · built 1958 · 0.581 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $710,000May 1994 | $16,8932025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,778 sqft · built 1961 · 0.316 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Jun 2004 | $8,6382025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 4 ba · 3,975 sqft · built 1970 · 0.486 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,250,000Nov 2024 | $40,1342025 | Amount on Record Dec 1997 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 4 ba · 3,130 sqft · built 1963 · 0.329 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,1342025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 6.5 ba · 5,347 sqft · built 2024 · 0.443 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,145,000Aug 2020 | $57,4422025 | Amount on Record Nov 2018 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,820 sqft · built 1961 · 0.339 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Apr 1995 | $4062025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 3,901 sqft · built 2000 · 0.453 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,300,000Aug 2020 | $35,5652025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 2,827 sqft · built 1965 · 0.327 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $770,000Dec 2019 | $10,2772025 | —Apr 1998 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 3,532 sqft · built 1976 · 0.462 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,3702025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
6 bd · 5 ba · 4,115 sqft · built 1959 · 0.352 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $855,000Mar 2014 | $12,2142025 | Amount on Record May 2007 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,166 sqft · built 1959 · 0.418 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,7732025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3 ba · 2,827 sqft · built 1966 · 0.285 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,120,000Jan 2023 | $9,1112025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
8 bd · 6.25 ba · 6,934 sqft · built 2005 · 0.249 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $21,8872025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,923 sqft · built 1965 · 0.26 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $191,000Mar 1994 | $4,4282025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,586 sqft · built 1983 · 0.285 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $16,6572025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,394 sqft · built 1959 · 0.343 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Jul 2012 | $8,2422025 | Amount on Record Jan 2008 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 2,315 sqft · built 1960 · 0.268 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $322,500May 2010 | $5,9962025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 3,385 sqft · built 1961 · 0.328 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,8462025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,193 sqft · built 1960 · 0.262 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Sep 1996 | $5,3812025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank above 11% of the US · above 5% of Florida |
|---|---|
| Wildfire Likelihood | About 1 in 6,107 per year |
| Exposure | Direct 3 of 8 cells directly exposed · 5 adjoin burnable vegetation |