Orange County property records for 27 addresses on Winterset Dr, Orlando, FL · Last verified July 2026
| Properties | 27 |
|---|---|
| Median Sale Price | $297,000 |
| Deeds and Mortgages on File | 40 |
| Median Price per Sqft | $191 |
| Owner Occupied | 81% |
| Median Annual Tax Bill | $3,765 |
| Median Year Built | 1985 |
| Median Ownership Tenure | 7 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
2 bd · 2 ba · 1,134 sqft · built 1981 · 0.327 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000May 2019 | $5,3382025 | Amount on Record Nov 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,368 sqft · built 1989 · 0.327 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $37,500Apr 2005 | $3,2622025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,706 sqft · built 1988 · 0.332 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $305,000Dec 2019 | $4,1952025 | Amount on Record Oct 2017 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,776 sqft · built 1985 · 0.332 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $340,000Jan 2021 | $4,4132025 | Amount on Record Dec 2008 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
1 bd · 1 ba · 1,026 sqft · built 1973 · 0.332 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,000Sep 2019 | $3,6252025 | Amount on Record Dec 2000 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
0.333 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,4532025 | 1 Name on Record | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,404 sqft · built 1985 · 0.333 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $297,000Aug 2021 | $5,3882025 | Amount on Record Dec 2007 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,834 sqft · built 1997 · 0.364 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $20,000Aug 1996 | $2,5642025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,074 sqft · built 1989 · 0.333 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $120,000Jan 1998 | $2,5572025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,305 sqft · built 1990 · 0.333 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $565,000Nov 2024 | $7,8102025 | Amount on Record Jul 2017 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,572 sqft · built 1994 · 0.333 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Oct 2002 | $3,8832025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,022 sqft · built 1992 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,5492025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 4 ba · 3,559 sqft · built 2006 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $512,000Dec 2007 | $5,8642025 | Amount on Record Apr 2001 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,358 sqft · built 1972 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $69,800Feb 2007 | $1,4792025 | Amount on Record May 1999 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,293 sqft · built 1965 · 0.667 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,0222025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,152 sqft · built 1985 · 0.332 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $123,000Nov 2013 | $4,5672025 | Amount on Record May 2013 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,970 sqft · built 1983 · 0.347 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $279,000Feb 2018 | $4,8592025 | Amount on Record Jun 1999 | 2 Names on Record | Assessor + 4 DocumentsUpdated May 2026 |
0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,000Sep 2023 | $1,8922025 | Amount on Record May 2006 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 1,884 sqft · built 1980 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Jun 2016 | $3,7652025 | Amount on Record Apr 2013 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,786 sqft · built 2003 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000May 2008 | $3,9142025 | —Feb 2007 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,843 sqft · built 1985 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $288,000Jul 2020 | $4,1652025 | Amount on Record Sep 2019 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
2 bd · 1 ba · 600 sqft · built 1965 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,9692025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,4532025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,758 sqft · built 1984 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $144,292Feb 2026 | $6,8632025 | Amount on Record Oct 2020 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
0.669 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Dec 2025 | $1,5442025 | Amount on Record Oct 2005 | 2 Names on Record | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 1 ba · 1,709 sqft · built 1971 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $120,000Apr 2019 | $4,0742025 | Amount on Record Sep 2017 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,281 sqft · built 2005 · 0.334 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $32,000Feb 2004 | $1,8282025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | High this street's cells rank above 74% of the US · above 59% of Florida |
|---|---|
| Wildfire Likelihood | About 1 in 229 per year |
| Exposure | Indirect 0 of 4 cells directly exposed · 4 adjoin burnable vegetation |