Orange County property records for 33 addresses on Sylvan Dr, Winter Park, FL · Last verified July 2026
| Properties | 33 |
|---|---|
| Median Sale Price | $800,000 |
| Deeds and Mortgages on File | 57 |
| Median Price per Sqft | $450 |
| Owner Occupied | 85% |
| Median Annual Tax Bill | $11,353 |
| Median Year Built | 1963 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 3.5 ba · 3,149 sqft · 0.239 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $701,000Apr 2012 | $12,8282025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 1,821 sqft · 0.184 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $625,000Jan 2018 | $9,0212025 | Amount on Record Jun 2011 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 2,692 sqft · 0.241 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $18,8802025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 2,377 sqft · 0.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $360,000Jul 1998 | $6,2772025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,348 sqft · 0.64 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,100,000May 2024 | $11,4082025 | 1 Name on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
5 bd · 6 ba · 4,009 sqft · 0.46 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $31,3992025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,894 sqft · 0.222 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $339,500Apr 2002 | $4,1012025 | Amount on Record Nov 1997 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 5.5 ba · 4,210 sqft · 0.288 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,636,400Jun 2018 | $21,4092025 | Amount on Record Jun 2014 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 3 ba · 2,796 sqft · 0.34 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $290,500Oct 1994 | $6,3602025 | Amount on Record Jun 1994 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 4.5 ba · 4,057 sqft · 0.323 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,447,000Aug 2018 | $13,0162025 | Amount on Record May 2015 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,877 sqft · 0.68 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $585,000Sep 2012 | $7,1182025 | Amount on Record Oct 2000 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 3,054 sqft · 0.316 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $485,000Jan 1999 | $8,1602025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,011 sqft · 0.186 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $535,000Mar 2022 | $3,3812025 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 1.5 ba · 1,647 sqft · 0.193 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $740,000Apr 2022 | $9,8092025 | Amount on Record Mar 2021 | 1 Name on Record Owner Occupied | Assessor + 6 DocumentsUpdated May 2026 |
3 bd · 3 ba · 2,410 sqft · 0.677 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,700Apr 1998 | $6,7702025 | Amount on Record Sep 1996 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,707 sqft · 0.455 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $268,000Sep 2020 | $12,6842025 | Amount on Record Jan 2019 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,776 sqft · 0.517 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $800,000Jul 2022 | $11,3532025 | Amount on Record Jun 2021 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 2,344 sqft · 0.286 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $452,500Jul 2004 | $5,9302025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,228 sqft · 0.383 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $631,900Jan 2023 | $10,2782025 | Amount on Record Sep 1997 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3.5 ba · 2,676 sqft · 0.291 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,265,000Mar 2025 | $13,1762025 | Amount on Record Mar 2022 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,582 sqft · 0.384 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,8412025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
4 bd · 4.5 ba · 4,171 sqft · 0.386 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $455,000Oct 2003 | $10,0972025 | Amount on Record Apr 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3 ba · 3,061 sqft · 0.384 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $640,000Mar 2014 | $10,6682025 | Amount on Record Mar 2001 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3.5 ba · 3,369 sqft · 0.325 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,4232025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 5 ba · 5,682 sqft · 0.636 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,765,900Jun 2019 | $25,4852025 | Amount on Record Jun 1995 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jun 2026 |
10 bd · 16.75 ba · 16,837 sqft · 0.65 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000May 2011 | $35,2522025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 5 ba · 4,327 sqft · 0.406 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,385,000May 2017 | $18,8092025 | Amount on Record Jul 2001 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 6 ba · 3,526 sqft · 0.325 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,800,000Mar 2018 | $25,1112025 | Amount on Record Jun 2017 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
5 bd · 3.5 ba · 4,393 sqft · 0.405 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Oct 1994 | $12,3802025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 1,956 sqft · 0.325 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Apr 2018 | $6,1352025 | Amount on Record Apr 2002 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
3 bd · 3 ba · 2,090 sqft · 0.325 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,1162025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 5 ba · 6,205 sqft · 2.18 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $26,1062025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 4 ba · 4,354 sqft · 0.719 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,800,000Sep 2021 | $29,0402025 | Amount on Record Jan 2002 | 2 Names on Record Owner Occupied | 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 at the 5th percentile of exposed land nationally · 4th in Florida |
|---|---|
| Wildfire Likelihood | Low — about 1 in 4,878 per year |
| Exposure | Direct 1 of 4 cells directly exposed · 4 adjoin burnable vegetation |