Orange County property records for 23 addresses on Sycamore Dr, Winter Park, FL · Last verified June 2026
| Properties | 23 |
|---|---|
| Median Sale Price | $622,000 |
| Deeds and Mortgages on File | 26 |
| Median Price per Sqft | $326 |
| Owner Occupied | 74% |
| Median Annual Tax Bill | $3,997 |
| Median Year Built | 1953 |
| Median Ownership Tenure | 10 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 1 ba · 1,423 sqft · 0.225 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $314,000Mar 2020 | $5,3582025 | Amount on Record Apr 1995 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,200 sqft · 0.187 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,6272025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 4.75 ba · 3,068 sqft · 0.192 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,425,000May 2023 | $12,3112025 | Amount on Record Aug 2021 | 2 Names on Record | Assessor + 4 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,921 sqft · 0.188 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $285,000Feb 2016 | $3,9972025 | Amount on Record Jun 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,986 sqft · 0.188 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $106,000Dec 1995 | $2,3362025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,149 sqft · 0.188 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,0912025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,521 sqft · 0.175 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $72,000Jul 1994 | $5,9502025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 1.5 ba · 1,593 sqft · 0.188 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Jul 2022 | $5,5802025 | Amount on Record Apr 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 1 ba · 1,290 sqft · 0.175 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $325,000Jun 2021 | $5,7942025 | Amount on Record Jun 2000 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,364 sqft · 0.188 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $60,800Feb 2003 | $1,9772025 | Amount on Record Nov 2000 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,635 sqft · 0.175 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Aug 2014 | $3,0562025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,786 sqft · 0.192 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $126,000Dec 2000 | $2,4182025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 1.5 ba · 1,661 sqft · 0.228 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $247,000Sep 2007 | $6,1382025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,230 sqft · 0.175 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 2011 | $1,7882025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,282 sqft · 0.182 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $243,700Aug 2005 | $1,6992025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 1,783 sqft · 0.296 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $582,000Sep 2023 | $7,4752025 | —Sep 2002 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 1.5 ba · 1,995 sqft · 0.34 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $427,900Oct 2018 | $8,3642025 | Amount on Record Dec 2016 | 1 Name on Record | Assessor + 2 DocumentsUpdated Jun 2026 |
8 bd · 9.25 ba · 6,843 sqft · 0.246 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,750,000Sep 2024 | $22,9562025 | Amount on Record Aug 2019 | 2 Names on Record Owner Occupied | Assessor + 6 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,703 sqft · 0.233 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $245,000Jan 2016 | $5,7212025 | Amount on Record Mar 1997 | 1 Name on Record | Assessor + 2 DocumentsUpdated Jun 2026 |
4 bd · 2 ba · 1,610 sqft · 0.246 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $622,000Sep 2024 | $3,7242025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,578 sqft · 0.246 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $91,000Mar 1999 | $1,7912025 | Amount on Record Oct 1995 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,838 sqft · 0.246 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $399,000Sep 2019 | $5,8112025 | Amount on Record Apr 2013 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,464 sqft · 0.234 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,885,000Jun 2025 | $3,6222025 | Amount on Record Jun 2023 | 1 Name on Record Owner Occupied | AssessorUpdated Jun 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 3% of the US · above 3% of Florida |
|---|---|
| Wildfire Likelihood | About 1 in 7,317 per year |
| Exposure | Direct 1 of 3 cells directly exposed · 3 adjoin burnable vegetation |