Orange County property records for 20 addresses on Roper Dr, Winter Garden, FL · Last verified August 2026
| Properties | 20 |
|---|---|
| Median Sale Price | $450,000 |
| Deeds and Mortgages on File | 16 |
| Median Price per Sqft | $250 |
| Owner Occupied | 60% |
| Median Annual Tax Bill | $2,458 |
| Median Year Built | 1972 |
| Median Ownership Tenure | 17 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 2 ba · 1,575 sqft · 0.255 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $127,500Sep 2001 | $3,0492025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 2 ba · 2,399 sqft · 12.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,4582023 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 3 ba · 2,205 sqft · 0.256 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,6682025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,471 sqft · 0.256 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $860,000Apr 2022 | $6,3482025 | Amount on Record Sep 2021 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,537 sqft · 0.256 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,3722025 | 2 Names on Record | AssessorUpdated Jul 2026 |
3 bd · 2.5 ba · 1,586 sqft · 0.24 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $330,000Mar 2021 | $5,2212025 | Amount on Record Mar 2008 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,510 sqft · 0.256 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $700,000Aug 2025 | $1,4042025 | Amount on Record Mar 2007 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,807 sqft · 0.326 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,6162025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,704 sqft · 0.256 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Aug 2006 | $6,4872025 | Amount on Record Sep 1996 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,795 sqft · 0.3 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Nov 2019 | $5,1532025 | Amount on Record Oct 2019 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,554 sqft · 0.241 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $242,000Apr 2005 | $2,0032025 | Amount on Record Mar 2001 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,832 sqft · 0.47 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $328,000Jan 2016 | $1,5742025 | Amount on Record Aug 2015 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
0.125 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,702 sqft · 0.423 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $270,000Aug 2006 | $2,2022025 | Amount on Record Nov 1998 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,070 sqft · 0.344 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Jun 2007 | $1,6912025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,296 sqft · 0.381 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $145,000Jun 2002 | $2,0412025 | Amount on Record May 1999 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 2.5 ba · 2,053 sqft · 0.344 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,000Aug 2012 | $6,5992025 | Amount on Record May 2000 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,428 sqft · 0.344 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $89,900Jun 1999 | $2,0172025 | 1 Name on Record | AssessorUpdated Aug 2026 |
4 bd · 2 ba · 2,149 sqft · 0.344 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Oct 2021 | $10,1932025 | Amount on Record Mar 2017 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
2 bd · 1.5 ba · 1,516 sqft · 0.353 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $163,000Oct 2009 | $2,7042025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated 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 at the 34th percentile of exposed land nationally · 9th in Florida |
|---|---|
| Wildfire Likelihood | Low — about 1 in 4,348 per year |
| Exposure | Indirect 0 of 3 cells directly exposed · 3 adjoin burnable vegetation |