Seminole County property records for 25 addresses on Cayman Way, Winter Park, FL · Last verified August 2026
| Properties | 25 |
|---|---|
| Median Sale Price | $195,000 |
| Deeds and Mortgages on File | 44 |
| Median Price per Sqft | $175 |
| Owner Occupied | 80% |
| Median Annual Tax Bill | $2,734 |
| Median Year Built | 1978 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
2 bd · 1 ba · 854 sqft · built 1977 · 0.08 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Feb 2020 | $1,8942025 | Amount on Record Jul 2004 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Dec 2025 |
2 bd · 2 ba · 1,320 sqft · built 1977 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $163,000Sep 2020 | $2,0452025 | Amount on Record Nov 1988 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
2 bd · 1 ba · 912 sqft · built 1978 · 0.064 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $120,000Nov 2017 | $1,2942025 | Amount on Record Dec 2015 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 2 ba · 1,200 sqft · built 1977 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Oct 2021 | $3,7342025 | Amount on Record Dec 1996 | Owner on Record | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,467 sqft · built 1978 · 0.076 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $157,535Jan 2019 | $2,7482025 | Amount on Record Jun 2018 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,647 sqft · built 1978 · 0.103 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $186,500Feb 2020 | $2,7342025 | —Nov 2011 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 1 ba · 1,244 sqft · built 1977 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $195,000Nov 2020 | $2,5322025 | Amount on Record Nov 2018 | Owner on Record Owner Occupied | Assessor + 6 DocumentsUpdated Jul 2026 |
2 bd · 2 ba · 1,080 sqft · built 1978 · 0.065 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $264,000Feb 2025 | $4,0132025 | Amount on Record Jun 2014 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 2 ba · 1,018 sqft · built 1978 · 0.077 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $101,000Feb 2017 | $1,4792025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,467 sqft · built 1977 · 0.097 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $55,000May 2011 | $1,4712025 | Amount on Record Apr 2011 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 1,815 sqft · built 1978 · 0.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,802,100Oct 2025 | $5,2912025 | —Feb 1994 | 3 Owners on Record | Assessor + 3 DocumentsUpdated Jan 2026 |
3 bd · 2 ba · 1,284 sqft · built 1978 · 0.084 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $314,500Nov 2024 | $4,0512025 | —Apr 2024 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
2 bd · 2 ba · 1,200 sqft · built 1978 · 0.082 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $90,000Mar 2004 | $3,2142025 | Amount on Record Oct 1999 | Owner on Record Owner Occupied | AssessorUpdated Dec 2025 |
2 bd · 2 ba · 1,456 sqft · built 1978 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $127,000Apr 2016 | $1,5382025 | Amount on Record Mar 2012 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,467 sqft · built 1978 · 0.088 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $183,000Jan 2021 | $3,2182025 | Amount on Record Nov 2012 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,467 sqft · built 1978 · 0.06 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4932025 | 2 Owners on Record Owner Occupied | AssessorUpdated Dec 2025 |
2 bd · 2 ba · 1,020 sqft · built 1978 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Sep 2018 | $3,5532025 | Amount on Record Sep 2013 | Owner on Record | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,448 sqft · built 1978 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $59,200Mar 2011 | $3,2972025 | Amount on Record Jan 2011 | Owner on Record | Assessor + 1 DocumentUpdated Aug 2026 |
2 bd · 2 ba · 1,288 sqft · built 1978 · 0.074 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $262,900Oct 2025 | $2,9382025 | Amount on Record Apr 2011 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,803 sqft · built 1978 · 0.088 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Oct 2003 | $3982025 | Amount on Record Nov 1995 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,284 sqft · built 1978 · 0.048 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $59,900Dec 1991 | $4072025 | 2 Owners on Record Owner Occupied | AssessorUpdated Dec 2025 |
2 bd · 2 ba · 1,180 sqft · built 1978 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $123,000Aug 2017 | $1,5862025 | Amount on Record Jun 2016 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
3 bd · 1 ba · 1,034 sqft · built 1978 · 0.044 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $108,000Mar 2015 | $1,1082025 | Amount on Record Aug 2014 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 2 ba · 1,185 sqft · built 1978 · 0.046 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $152,000Dec 2018 | $3,8082025 | Amount on Record Apr 2006 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,520 sqft · built 1978 · 0.086 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $127,500Aug 2017 | $4,3022025 | Amount on Record Jun 2017 | Owner on Record | Assessor + 3 DocumentsUpdated Apr 2026 |