Seminole County property records for 27 addresses on W Cheryl Dr, Winter Park, FL · Last verified August 2026
| Properties | 27 |
|---|---|
| Median Sale Price | $435,000 |
| Deeds and Mortgages on File | 44 |
| Median Price per Sqft | $247 |
| Owner Occupied | 85% |
| Median Annual Tax Bill | $2,749 |
| Median Year Built | 1980 |
| Median Ownership Tenure | 10 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,736 sqft · built 1983 · 0.37 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $94,000Dec 1992 | $1,9052025 | 2 Names on Record Owner Occupied | AssessorUpdated Dec 2025 |
4 bd · 2.5 ba · 2,017 sqft · built 1984 · 0.254 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $430,000Aug 2023 | $5,7722025 | Amount on Record Mar 2004 | 1 Name on Record | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,818 sqft · built 1983 · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $894,000Nov 2022 | $4,9442025 | Amount on Record Dec 2021 | 1 Name on Record | Assessor + 3 DocumentsUpdated Dec 2025 |
3 bd · 2.5 ba · 2,059 sqft · built 1979 · 0.262 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $54,000Nov 1995 | $1,9532025 | —Sep 1994 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
4 bd · 2 ba · 2,008 sqft · built 1982 · 0.314 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $186,500Jun 2025 | $4,6892025 | —Dec 2023 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,800 sqft · built 1979 · 0.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Sep 2013 | $2,3122025 | Amount on Record Jun 2011 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,558 sqft · built 1979 · 0.299 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $68,600Nov 2006 | $1,9402025 | Amount on Record Apr 2001 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 1,684 sqft · built 1979 · 0.192 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $232,500Apr 2016 | $2,8162025 | Amount on Record Jun 2005 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,756 sqft · built 1980 · 0.259 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $89,900Jun 1994 | $1,9742025 | Amount on Record Nov 1981 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
3 bd · 2 ba · 1,656 sqft · built 1979 · 0.207 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $445,000Dec 2023 | $4,9282025 | Amount on Record Dec 2016 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,872 sqft · built 1979 · 0.174 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $199,000Aug 2015 | $3502024 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,927 sqft · built 1979 · 0.261 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,6222025 | Amount on Record Mar 1994 | 2 Names on Record Owner Occupied | AssessorUpdated Jan 2026 |
3 bd · 2 ba · 1,560 sqft · built 1979 · 0.207 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Oct 2017 | $3,0902025 | Amount on Record Sep 2011 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 1,809 sqft · built 1979 · 0.189 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $163,000Nov 2003 | $1,7592025 | Amount on Record Apr 1998 | 2 Names on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,751 sqft · built 1979 · 0.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $96,000Dec 1989 | $1,7382025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
4 bd · 2 ba · 2,062 sqft · built 1979 · 0.192 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $435,000Jul 2022 | $4,4932025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,800 sqft · built 1980 · 0.207 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $186,900Jun 2015 | $2,5092025 | —Apr 2015 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,550 sqft · built 1980 · 0.186 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $485,000Apr 2024 | $2,7492025 | Amount on Record Nov 2022 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,694 sqft · built 1980 · 0.208 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Jun 2024 | $4,7532025 | Amount on Record May 2017 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,638 sqft · built 1981 · 0.225 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $309,500Mar 2020 | $2,5972025 | Amount on Record Jun 2019 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 1,860 sqft · built 1980 · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $485,000Jan 2025 | $6,0202025 | Amount on Record Oct 2024 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,549 sqft · built 1980 · 0.229 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $143,000Dec 2014 | $4,6502025 | Amount on Record Jul 2014 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 2 ba · 2,095 sqft · built 1979 · 0.291 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 2025 | $5,5712025 | Amount on Record Dec 2021 | 1 Name on Record | Assessor + 4 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,747 sqft · built 1984 · 0.231 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $252,000May 2007 | $2,0282025 | Amount on Record Aug 1998 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 2,005 sqft · built 1981 · 0.26 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $311,000Mar 2019 | $3,9672025 | Amount on Record Sep 2013 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 2 ba · 2,078 sqft · built 1984 · 0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $91,000Jul 1984 | $1,8942025 | 2 Names on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,856 sqft · built 1984 · 0.214 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Sep 2012 | $2,2932025 | Amount on Record Jan 1984 | 1 Name on Record Owner Occupied | AssessorUpdated Apr 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 3% of the US · above 3% of Florida |
|---|---|
| Wildfire Likelihood | About 1 in 7,500 per year |
| Exposure | Direct 1 of 3 cells directly exposed · 2 adjoin burnable vegetation |