Orange County property records for 25 addresses on Roughbeard Rd, Winter Park, FL · Last verified July 2026
| Properties | 25 |
|---|---|
| Median Sale Price | $500,000 |
| Deeds and Mortgages on File | 43 |
| Median Price per Sqft | $249 |
| Owner Occupied | 88% |
| Median Annual Tax Bill | $4,887 |
| Median Year Built | 1969 |
| Median Ownership Tenure | 9 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,873 sqft · 0.224 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Aug 2014 | $4,3232025 | Amount on Record May 2004 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,862 sqft · 0.21 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $245,000Jan 2011 | $4,0442025 | Amount on Record Feb 2005 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3 ba · 2,481 sqft · 0.222 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $191,446Jan 2020 | $5,8552025 | Amount on Record Sep 1995 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 3 ba · 2,327 sqft · 0.402 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $160,000Aug 2001 | $3,9742025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 3,202 sqft · 0.356 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Sep 2017 | $7,1462025 | Amount on Record Feb 2014 | 2 Names on Record | Assessor + 5 DocumentsUpdated May 2026 |
4 bd · 3 ba · 2,388 sqft · 0.28 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Oct 2011 | $4,7402025 | Amount on Record Jan 2007 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 3 ba · 2,306 sqft · 0.258 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $575,000Jul 2022 | $6,5902025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,758 sqft · 0.264 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $389,000Apr 2018 | $6,1032025 | Amount on Record Jun 2017 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
5 bd · 2.5 ba · 2,255 sqft · 0.258 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,000Jun 2001 | $8,5692025 | 1 Name on Record | AssessorUpdated May 2026 |
5 bd · 3 ba · 2,730 sqft · 0.264 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,2912025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 3 ba · 2,439 sqft · 0.258 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,1612025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 3 ba · 2,789 sqft · 0.257 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000Apr 2019 | $7,5002025 | Amount on Record Nov 2018 | 1 Name on Record | Assessor + 6 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,484 sqft · 0.265 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,5732025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 2 ba · 2,138 sqft · 0.249 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $679,000Nov 2025 | $2,9062025 | Amount on Record Aug 2025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,195 sqft · 0.265 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $649,000May 2022 | $9,6262025 | Amount on Record Sep 2020 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,964 sqft · 0.249 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000Dec 2024 | $7,4642025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,890 sqft · 0.265 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Apr 2013 | $4,8872025 | Amount on Record Mar 2001 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3 ba · 2,114 sqft · 0.248 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $425,000May 2018 | $6,5522025 | Amount on Record Oct 2017 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 3 ba · 1,931 sqft · 0.265 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $480,000Nov 2021 | $6,8342025 | Amount on Record Apr 2018 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,518 sqft · 0.248 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Sep 2015 | $6,6972025 | Amount on Record Mar 2015 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,901 sqft · 0.265 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $306,000Nov 2014 | $4,4952025 | Amount on Record Apr 1997 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3 ba · 2,194 sqft · 0.247 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $495,000Nov 2021 | $6,6342025 | Amount on Record Jul 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,964 sqft · 0.265 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $315,000Sep 2005 | $3,2322025 | Amount on Record Nov 1999 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3 ba · 2,675 sqft · 0.267 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $192,500Sep 1998 | $3,9642025 | Amount on Record Apr 1998 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3.5 ba · 2,573 sqft · 0.28 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,3482025 | 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 | Not rated no burnable land in reach |
|---|---|
| Wildfire Likelihood | Negligible |
| Exposure | None beyond ember reach of burnable land |