Orange County property records for 60 addresses on Winter Park Rd, Winter Park, FL · Last verified August 2026
| Properties | 60 |
|---|---|
| Median Sale Price | $600,000 |
| Deeds and Mortgages on File | 94 |
| Median Price per Sqft | $326 |
| Owner Occupied | 72% |
| Median Annual Tax Bill | $5,694 |
| Median Year Built | 1956 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 2,056 sqft · 0.198 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $310,000Jul 2014 | $9,7982025 | Amount on Record Nov 2007 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,490 sqft · 0.198 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $669,000Jan 2024 | $9,2632025 | Amount on Record Aug 2018 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,451 sqft · 0.198 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $640,000Dec 2023 | $9,5642025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
4 bd · 2 ba · 2,258 sqft · 0.224 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $321,000Sep 2004 | $5,6942025 | Amount on Record Apr 2002 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,271 sqft · 0.218 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $149,900Apr 1999 | $2,9782025 | Amount on Record Jul 1993 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,336 sqft · 0.192 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,000Mar 2011 | $6,4922025 | Amount on Record Sep 1999 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 3,357 sqft · 0.221 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $911,800Jan 2018 | $15,4752025 | Amount on Record Feb 2008 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,452 sqft · 0.248 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $772,000Feb 2023 | $5,1032025 | Amount on Record May 2014 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
8 bd · 8.25 ba · 9,725 sqft · 0.305 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $849,000Apr 2009 | $14,7782025 | Amount on Record Apr 2005 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 1,900 sqft · 0.232 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $586,000Feb 2021 | $12,3042025 | Amount on Record Mar 2017 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,511 sqft · 0.199 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $104,928Mar 2001 | $2,8032025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,212 sqft · 0.223 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000May 2008 | $8,9692025 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,275 sqft · 0.213 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,1732025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,677 sqft · 0.343 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,0962025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
8 bd · 7.25 ba · 6,761 sqft · 0.214 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $975,000Apr 2020 | $13,9542025 | Amount on Record Aug 2014 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 3 ba · 1,724 sqft · 0.235 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $892,500Jun 2026 | $7,1032025 | Amount on Record Jun 2018 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,598 sqft · 0.213 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $94,000Jul 2014 | $9,0702025 | Amount on Record Jan 2007 | 2 Names on Record | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,416 sqft · 0.209 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $445,000Nov 2020 | $6,1802025 | Amount on Record Nov 2018 | 1 Name on Record Owner Occupied | Assessor + 7 DocumentsUpdated May 2026 |
2 bd · 2 ba · 1,553 sqft · 0.209 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Sep 2025 | $2,7812025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 1,573 sqft · 0.209 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $119,900Jul 1996 | $9,8192025 | Amount on Record Dec 1995 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,481 sqft · 0.286 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,9972025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,640 sqft · 0.286 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Sep 2017 | $3,9682025 | Amount on Record May 2002 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,453 sqft · 0.286 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Dec 2020 | $10,6602025 | Amount on Record Sep 2007 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,874 sqft · 0.286 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $224,000Oct 2010 | $3642025 | Amount on Record Sep 2006 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,715 sqft · 0.286 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $361,857Mar 2001 | $5,4262025 | Amount on Record May 2000 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,348 sqft · 0.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jul 2017 | $1,9972025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,291 sqft · 0.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $465,000Mar 2022 | $6,5482025 | Amount on Record May 2016 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,600 sqft · 0.369 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Sep 2020 | Amount on Record Jan 2019 | 1 Name on Record | Assessor + 6 DocumentsUpdated May 2026 |
5 bd · 4.25 ba · 3,550 sqft · 0.276 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Apr 2013 | $19,7242025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,145 sqft · 0.153 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,2882025 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 5.5 ba · 4,751 sqft · 0.464 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,270,500Mar 2024 | $42,6772025 | Amount on Record Jun 2007 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
4 bd · 4.5 ba · 2,607 sqft · 0.198 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $117,000Jul 2017 | $4,6632025 | Amount on Record Mar 1994 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3 ba · 1,663 sqft · 0.274 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Jul 2016 | $5,0402025 | Amount on Record Mar 2005 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,594 sqft · 0.164 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $685,000Aug 2022 | $9,2012025 | Amount on Record May 2017 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 3,105 sqft · 0.233 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Jul 2013 | $11,2802025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,330 sqft · 0.22 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $406,000Jul 2023 | $5,2842025 | Amount on Record Sep 2013 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,412 sqft · 0.196 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,3232025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,951 sqft · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,1172025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,242 sqft · 0.153 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $490,000Sep 2016 | $9,1842025 | Amount on Record Aug 2015 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
2 bd · 2 ba · 1,588 sqft · 0.152 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $73,000Jan 2021 | $4,2022025 | Amount on Record Jun 2016 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 982 sqft · 0.17 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $328,000Aug 2018 | $6,6972025 | Amount on Record Jul 2017 | 1 Name on Record | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,891 sqft · 0.152 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $675,000Jun 2025 | $5,4412025 | Amount on Record Oct 2018 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,215 sqft · 0.161 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $52,700Oct 2021 | $1,5122025 | Amount on Record Mar 2009 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 980 sqft · 0.152 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Apr 2014 | $3,9112025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 1,901 sqft · 0.26 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $620,000Feb 2021 | $8,6272025 | Amount on Record Aug 2015 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,586 sqft · 0.141 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Jul 2019 | $5,0752025 | Amount on Record Mar 2006 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,277 sqft · 0.342 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $641,900May 2018 | $13,0982025 | Amount on Record Aug 2015 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 2 ba · 1,210 sqft · 0.215 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $415,000Jun 2023 | $6,3072025 | —Jan 2015 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,105 sqft · 0.379 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $158,000May 1994 | $3,1232025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2.5 ba · 2,146 sqft · 0.416 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $315,000Jun 2014 | $11,1582025 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 4 ba · 2,529 sqft · 0.443 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,4912025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 2,226 sqft · 0.329 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,9632025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,820 sqft · 0.325 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,2002025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 4 ba · 2,867 sqft · 0.332 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $600,000Jan 2024 | $4,4452025 | Amount on Record Jun 2021 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 3 ba · 2,145 sqft · 0.343 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $107,000Oct 2001 | $2,7782025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 800 sqft · 0.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,6982025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,580 sqft · 0.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $170,000Mar 2008 | $4,6512025 | 1 Name on Record | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,072 sqft · 0.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $170,000Jul 2013 | $2,2772025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 1,584 sqft · 0.16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $124,500Aug 2009 | $6,0732025 | —Feb 2009 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,328 sqft · 0.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $124,000Oct 2023 | $6,8282025 | Amount on Record May 2021 | 1 Name on Record | Assessor + 2 DocumentsUpdated 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 5% of the US · above 5% of Florida |
|---|---|
| Wildfire Likelihood | About 1 in 5,147 per year |
| Exposure | Direct 3 of 7 cells directly exposed · 7 adjoin burnable vegetation |