Seminole County property records for 21 addresses on Cypress Dr, Winter Park, FL · Last verified July 2026
| Properties | 21 |
|---|---|
| Median Sale Price | $372,000 |
| Deeds and Mortgages on File | 25 |
| Median Price per Sqft | $233 |
| Owner Occupied | 81% |
| Median Annual Tax Bill | $2,112 |
| Median Year Built | 1975 |
| 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 · 1,689 sqft · 0.257 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Jul 2017 | $2,6002025 | Amount on Record Feb 2013 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,712 sqft · 0.253 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $68,000Aug 1984 | $6762025 | 2 Names on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,263 sqft · 0.217 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Aug 2001 | $1,0322025 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,689 sqft · 0.208 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $36,700Jan 1975 | $1,6502025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2.5 ba · 1,612 sqft · 0.219 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Aug 2017 | $3,1722025 | Amount on Record Dec 2003 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 1,403 sqft · 0.192 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,600May 2023 | $4,3062025 | Amount on Record Dec 2022 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jan 2026 |
3 bd · 2 ba · 1,694 sqft · 0.259 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $269,000Jan 2019 | $4,5072025 | 2 Names on Record | Assessor + 2 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,263 sqft · 0.219 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $369,900Dec 2021 | $4,5572025 | Amount on Record Dec 2019 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,390 sqft · 0.387 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Jan 2008 | $1,0042025 | —Apr 2004 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,263 sqft · 0.274 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $184,300May 2017 | $3,5962025 | Amount on Record Nov 2007 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,738 sqft · 0.208 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $145,000Jan 2015 | $1,7572025 | Amount on Record Oct 1984 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,584 sqft · 0.202 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Mar 2016 | $2,1122025 | Amount on Record Sep 2005 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,734 sqft · 0.244 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Jul 2025 | $1,6822025 | Amount on Record Aug 1989 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
4 bd · 2 ba · 1,782 sqft · 0.204 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $372,000Apr 2025 | $4,3672025 | —Nov 2002 | 2 Names on Record | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,416 sqft · 0.219 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Jul 2017 | $4,0352025 | Amount on Record Nov 1993 | 1 Name on Record | Assessor + 2 DocumentsUpdated Dec 2025 |
4 bd · 2 ba · 1,849 sqft · 0.199 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $299,900Sep 2018 | $3,0892025 | Amount on Record Jul 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,670 sqft · 0.215 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Nov 2025 | $1,2692025 | Amount on Record Jan 1977 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 1,416 sqft · 0.208 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $134,000Oct 2014 | $4,1842025 | Amount on Record Oct 2014 | 1 Name on Record | Assessor + 2 DocumentsUpdated Apr 2026 |
4 bd · 2 ba · 2,042 sqft · 0.238 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $134,400Nov 2000 | $1,6442025 | 1 Name on Record Owner Occupied | AssessorUpdated Dec 2025 |
4 bd · 2 ba · 2,427 sqft · 0.203 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $170,800Jun 2003 | $1,8492025 | 2 Names on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,716 sqft · 0.223 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $38,800Jan 1976 | $2532025 | 2 Names on Record Owner Occupied | AssessorUpdated Dec 2025 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank above 2% of the US · above 2% of Florida |
|---|---|
| Wildfire Likelihood | Less than 1 in 10,000 per year |
| Exposure | Direct 1 of 3 cells directly exposed · 2 adjoin burnable vegetation |