Seminole County property records for 29 addresses on Leeward Way, Winter Park, FL · Last verified October 2026
| Properties | 29 |
|---|---|
| Median Sale Price | $230,000 |
| Deeds and Mortgages on File | 39 |
| Median Price per Sqft | $185 |
| Owner Occupied | 69% |
| Median Annual Tax Bill | $2,350 |
| Median Year Built | 1977 |
| Median Ownership Tenure | 6 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,375 sqft · built 1977 · 0.095 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,000Aug 2021 | $4,9612025 | —Feb 2021 | Owner on Record | Assessor + 2 DocumentsUpdated Dec 2025 |
2 bd · 2 ba · 1,168 sqft · built 1977 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $200,000Dec 2022 | $3,7262025 | Amount on Record Mar 2001 | Owner on Record | Assessor + 1 DocumentUpdated Sep 2026 |
2 bd · 1 ba · 1,088 sqft · built 1977 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $128,500Aug 2018 | $3,4162025 | Amount on Record Sep 2015 | Owner on Record | Assessor + 3 DocumentsUpdated Oct 2026 |
2 bd · 1 ba · 1,475 sqft · built 1977 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jul 2015 | $4772025 | Amount on Record Jan 1992 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
2 bd · 2 ba · 1,300 sqft · built 1977 · 0.092 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $191,400Oct 2020 | $2,3502025 | —Nov 2004 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 1,467 sqft · built 1977 · 0.105 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000Apr 2021 | $3,7302025 | Amount on Record Feb 2017 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Dec 2025 |
2 bd · 1 ba · 854 sqft · built 1977 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000Nov 2023 | $2,6792025 | Amount on Record Jan 2023 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,427 sqft · built 1976 · 0.108 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Aug 1993 | $3,1242025 | —Jul 1993 | Owner on Record | AssessorUpdated Sep 2026 |
2 bd · 1 ba · 912 sqft · built 1978 · 0.063 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $153,000Apr 2021 | $2,3052025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jan 2026 |
2 bd · 1 ba · 896 sqft · built 1977 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $46,000Feb 1997 | $5262025 | —Feb 1997 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Dec 2025 |
2 bd · 2 ba · 1,020 sqft · built 1977 · 0.103 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $75,000Oct 2010 | $2,1152025 | Amount on Record Mar 1989 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Apr 2026 |
2 bd · 1 ba · 1,478 sqft · built 1977 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $31,800Aug 2016 | $5812025 | Amount on Record Feb 2002 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
3 bd · 2 ba · 1,803 sqft · built 1977 · 0.103 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $114,000Jun 2009 | $2,3202025 | Amount on Record Jul 2004 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
2 bd · 2 ba · 1,327 sqft · built 1976 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Jan 2025 | $3,1442025 | Amount on Record Feb 1999 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
2 bd · 2 ba · 1,214 sqft · built 1977 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Jun 2015 | $1,2292025 | Amount on Record Nov 2014 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,368 sqft · built 1977 · 0.108 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $116,000May 2015 | $4,3442025 | Amount on Record Apr 2002 | Owner on Record | AssessorUpdated Apr 2026 |
2 bd · 2 ba · 912 sqft · built 1977 · 0.054 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $235,000Apr 2025 | $3,6122025 | Amount on Record Jan 2007 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
2 bd · 2 ba · 1,323 sqft · built 1976 · 0.108 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $265,000Jun 2026 | $8922025 | Amount on Record Apr 2015 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Oct 2026 |
3 bd · 2 ba · 1,272 sqft · built 1977 · 0.066 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $59,900Sep 1980 | $4362025 | Owner on Record Owner Occupied | AssessorUpdated Dec 2025 |
2 bd · 1 ba · 1,478 sqft · built 1977 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $45,000Sep 2009 | $3402025 | —Jul 2005 | Owner on Record Owner Occupied | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 1,467 sqft · built 1977 · 0.095 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000May 2024 | $4,0192025 | Amount on Record Jan 2019 | 4 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Dec 2025 |
2 bd · 2 ba · 1,072 sqft · built 1976 · 0.071 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,400Dec 2020 | $3,7212025 | Amount on Record Dec 2018 | 2 Owners on Record | Assessor + 3 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 2,099 sqft · built 1977 · 0.103 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $76,000Jan 2011 | $5132025 | Amount on Record May 2001 | 2 Owners on Record | Assessor + 1 DocumentUpdated Apr 2026 |
2 bd · 2 ba · 1,320 sqft · built 1976 · 0.067 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $180,000Sep 2020 | $8812025 | Amount on Record Jun 2018 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Dec 2025 |
2 bd · 2 ba · 1,564 sqft · built 1977 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Dec 2000 | $2,0022025 | Amount on Record Jun 2000 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
2 bd · 1 ba · 1,204 sqft · built 1976 · 0.09 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000May 2024 | $3,6442025 | Amount on Record Jan 2017 | Owner on Record | Assessor + 2 DocumentsUpdated Oct 2026 |
2 bd · 2 ba · 1,162 sqft · built 1978 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $144,000Nov 2022 | $1,1132025 | Amount on Record Jun 1990 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
2 bd · 2 ba · 1,200 sqft · built 1977 · 0.068 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $290,000Jul 2025 | $4,4772025 | Amount on Record Jan 2025 | Owner on Record Owner Occupied | AssessorUpdated Aug 2026 |
2 bd · 1 ba · 854 sqft · built 1977 · 0.105 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $105,900Nov 2017 | $3,4412025 | Amount on Record Nov 2017 | Owner on Record | Assessor + 1 DocumentUpdated Oct 2026 |