Orange County property records for 55 addresses on Sunset Dr, Winter Park, FL · Last verified August 2026
| Properties | 55 |
|---|---|
| Median Sale Price | $917,500 |
| Deeds and Mortgages on File | 81 |
| Median Price per Sqft | $348 |
| Owner Occupied | 78% |
| Median Annual Tax Bill | $8,716 |
| Median Year Built | 1991 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
6 bd · 5.25 ba · 4,177 sqft · 0.142 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,240,000Apr 2020 | $19,9422025 | Amount on Record Dec 2017 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,704 sqft · 0.143 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $148,500Jun 1998 | $2,7722025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 4.5 ba · 4,548 sqft · 0.286 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,650,000Jun 2021 | $22,7742025 | Amount on Record Jan 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3 ba · 2,800 sqft · 0.286 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $345,000Apr 2001 | $8,1852025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
10 bd · 9.25 ba · 7,718 sqft · 0.285 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $865,000Oct 2009 | $14,2272025 | Amount on Record Aug 2007 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
8 bd · 7.25 ba · 6,294 sqft · 0.2 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,024,000Nov 2020 | $17,0162025 | Amount on Record Jun 2008 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 3.5 ba · 2,661 sqft · 0.232 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $725,000Jul 2005 | $9,5782025 | Amount on Record Jun 1998 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 3,229 sqft · 0.296 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $385,000Jun 1996 | $7,5112025 | Amount on Record Jan 1996 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,994 sqft · 0.252 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Nov 2016 | $3,4502025 | —Sep 2016 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
6 bd · 7.25 ba · 4,338 sqft · 0.161 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $660,000Apr 2018 | $10,3912025 | Amount on Record Sep 2008 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 3.5 ba · 2,906 sqft · 0.215 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $870,000Jun 2020 | $13,4682025 | Amount on Record Jun 2017 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 3.5 ba · 2,573 sqft · 0.21 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $875,000Oct 2020 | $15,4082025 | Amount on Record Jun 2005 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
5 bd · 3.5 ba · 3,165 sqft · 0.223 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $675,000Mar 2018 | $8,8852025 | Amount on Record Jul 2010 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 2,583 sqft · 0.211 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,190,000Nov 2024 | $15,2712025 | Amount on Record Oct 2022 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 3,332 sqft · 0.143 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $917,500Jun 2021 | $14,0072025 | Amount on Record May 2018 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
8 bd · 7.25 ba · 6,159 sqft · 0.222 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Jun 2014 | $15,5562025 | Amount on Record Jun 2014 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 2,189 sqft · 0.172 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Dec 2013 | $7,0082025 | Amount on Record Apr 2005 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 931 sqft · 0.126 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $530,000Oct 2025 | $6,5192025 | Amount on Record Oct 2022 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 3.5 ba · 2,735 sqft · 0.252 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $620,000Jul 2002 | $6,0002025 | Amount on Record Nov 1999 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 1,560 sqft · 0.125 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $825,000Sep 2025 | $8,6792025 | Amount on Record Sep 2022 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,755 sqft · 0.176 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Sep 2021 | $8,3442025 | Amount on Record Jul 2014 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,189 sqft · 0.107 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000May 2013 | $6,7862025 | Amount on Record Nov 1998 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,365 sqft · 0.118 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $560,000Jan 2020 | $8,2002025 | Amount on Record Aug 2019 | 1 Name on Record Owner Occupied | Assessor + 7 DocumentsUpdated May 2026 |
8 bd · 5.25 ba · 6,046 sqft · 0.147 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Dec 2018 | $11,9702025 | Amount on Record Aug 2011 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
6 bd · 7.25 ba · 4,939 sqft · 0.174 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $320,000Jun 2008 | $7,5652025 | Amount on Record Jan 2005 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 1,590 sqft · 0.149 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $605,000Jun 2024 | $8,7162025 | Amount on Record Nov 2005 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,493 sqft · 0.112 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $410,700Aug 2005 | $3,5532025 | Amount on Record Dec 1996 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,043 sqft · 0.186 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,6962025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 4 ba · 2,691 sqft · 0.252 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $534,000Apr 2013 | $8,3262025 | Amount on Record Apr 2011 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 1,929 sqft · 0.18 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,200,000Oct 2023 | $16,8092025 | Amount on Record Jun 2010 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jun 2026 |
6 bd · 8.25 ba · 5,569 sqft · 0.169 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Jul 2020 | $15,9312025 | Amount on Record Jul 2000 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 1,185 sqft · 0.161 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $327,000Sep 2019 | $7,2712025 | Amount on Record Feb 2017 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1 ba · 1,481 sqft · 0.163 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,8092025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 1 ba · 1,215 sqft · 0.162 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,4072025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 3 ba · 1,556 sqft · 0.154 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $635,000Nov 2021 | $8,7452025 | Amount on Record Nov 2014 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 4 ba · 2,324 sqft · 0.169 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,446,000Nov 2024 | $19,5052025 | Amount on Record Jun 2016 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 3.5 ba · 2,478 sqft · 0.161 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,080,000Jul 2023 | $11,2152025 | Amount on Record Aug 2018 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,185 sqft · 0.195 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,4572025 | 1 Name on Record | AssessorUpdated May 2026 |
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $185,000Aug 2010 | 2 Names on Record | AssessorUpdated Jun 2023 |
5 bd · 5.5 ba · 4,143 sqft · 0.404 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000May 2008 | $18,5902025 | —Oct 2007 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
3 bd · 3 ba · 2,016 sqft · 0.159 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $87,500Feb 1995 | $2,6602025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 4 ba · 2,972 sqft · 0.276 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $305,000Oct 2016 | $10,5942025 | Amount on Record Aug 2011 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
8 bd · 7.25 ba · 5,076 sqft · 0.171 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $640,000Feb 2013 | $13,1272025 | Amount on Record Aug 2008 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,320 sqft · 0.243 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,5942025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,068 sqft · 0.207 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,0112025 | 2 Names on Record | AssessorUpdated May 2026 |
8 bd · 10.25 ba · 7,933 sqft · 0.277 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,805,000Aug 2021 | $25,1892025 | Amount on Record Apr 2015 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,398 sqft · 0.316 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $295,000Aug 2003 | $3,6942025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,366 sqft · 0.2 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Nov 2012 | $4,4642025 | Amount on Record Jul 2003 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3.5 ba · 2,295 sqft · 0.219 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $800,000Aug 2025 | $3,3582025 | Amount on Record Apr 1998 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jul 2026 |
4 bd · 3 ba · 2,639 sqft · 0.257 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $342,000Aug 1997 | $12,0712025 | Amount on Record Oct 1995 | 2 Names on Record | AssessorUpdated May 2026 |
6 bd · 5.25 ba · 4,711 sqft · 0.157 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,150,000Oct 2019 | $14,7172025 | Amount on Record Aug 2017 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,388 sqft · 0.157 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $137,500Jul 2024 | $6,3152025 | Amount on Record — | 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 4 ba · 2,950 sqft · 0.267 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $820,000Aug 2016 | $13,4402025 | Amount on Record Jun 2008 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
3 bd · 2 ba · 1,789 sqft · 0.188 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,4992025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 906 sqft · 0.157 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,4812025 | 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 6th percentile of exposed land nationally · 4th in Florida |
|---|---|
| Wildfire Likelihood | Low — about 1 in 5,042 per year |
| Exposure | Direct 2 of 6 cells directly exposed · 5 adjoin burnable vegetation |