Orange County property records for 39 addresses on Winona Dr, Orlando, FL · Last verified October 2026
| Properties | 39 |
|---|---|
| Median Sale Price | $260,000 |
| Deeds and Mortgages on File | 43 |
| Median Price per Sqft | $237 |
| Owner Occupied | 51% |
| Median Annual Tax Bill | $3,052 |
| Median Year Built | 1958 |
| Median Ownership Tenure | 12 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3500 Winona Dr |
3 bd · 1 ba · 1,035 sqft built 1957 · 0.21 acres | $178,000 Jan 2019 | $4,517 2025 | Assessor + 2 Documents Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3506 Winona Dr |
2 bd · 1 ba · 1,129 sqft built 1967 · 0.189 acres | $187,000 Apr 2018 | $4,509 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3512 Winona Dr |
2 bd · 1 ba · 1,155 sqft built 1957 · 0.189 acres | $204,000 Oct 2019 | $2,638 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3518 Winona Dr |
2 bd · 1 ba · 1,100 sqft built 1957 · 0.189 acres | — Dec 2012 | $2,853 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3524 Winona Dr |
2 bd · 1 ba · 1,138 sqft built 1957 · 0.189 acres | $607,100 Oct 2014 | $4,025 2025 | Assessor + 2 Documents Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3600 Winona Dr |
2 bd · 1 ba · 994 sqft built 1957 · 0.189 acres | $20,000 Apr 2007 | $611 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3606 Winona Dr |
2 bd · 1 ba · 1,075 sqft built 1957 · 0.189 acres | — Dec 2012 | $2,948 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3612 Winona Dr |
2 bd · 1 ba · 988 sqft built 1957 · 0.189 acres | $2,661 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3618 Winona Dr |
2 bd · 1 ba · 1,946 sqft built 1957 · 0.17 acres | $88,000 Jan 2005 | $3,900 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3624 Winona Dr |
2 bd · 1 ba · 841 sqft built 1957 · 0.21 acres | $78,000 Oct 2004 | $2,666 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3702 Winona Dr |
4 bd · 3 ba · 2,417 sqft built 1994 · 0.237 acres | — Dec 2012 | $5,893 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3710 Winona Dr |
3 bd · 2 ba · 1,100 sqft built 1984 · 0.237 acres | $230,000 Sep 2021 | $3,801 2025 | Assessor + 3 Documents Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3722 Winona Dr |
3 bd · 2 ba · 954 sqft built 1948 · 0.189 acres | $19,800 Apr 1994 | $3,355 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3726 Winona Dr |
3 bd · 2 ba · 1,752 sqft built 1984 · 0.284 acres | $225,000 May 2006 | $1,355 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3800 Winona Dr |
2 bd · 1 ba · 842 sqft built 1957 · 0.183 acres | $70,000 May 2007 | $2,671 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3806 Winona Dr |
2 bd · 1 ba · 1,048 sqft built 1957 · 0.189 acres | $179,500 Jul 2020 | $2,611 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3812 Winona Dr |
3 bd · 2 ba · 1,171 sqft built 1957 · 0.189 acres | $249,000 Mar 2022 | $3,618 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3818 Winona Dr |
2 bd · 1 ba · 875 sqft built 1957 · 0.189 acres | $672 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3824 Winona Dr |
3 bd · 1 ba · 994 sqft built 1957 · 0.195 acres | $236,000 Jan 2022 | $3,235 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3900 Winona Dr |
3 bd · 1 ba · 1,179 sqft built 1958 · 0.2 acres | $80,000 Oct 2014 | $1,441 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3904 Winona Dr |
2 bd · 1 ba · 1,024 sqft built 1958 · 0.2 acres | $4,075 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3908 Winona Dr |
3 bd · 2 ba · 1,195 sqft built 1958 · 0.199 acres | $184,000 Nov 2019 | $2,763 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3912 Winona Dr |
2 bd · 1 ba · 864 sqft built 1958 · 0.199 acres | $260,000 Apr 2026 | $2,754 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3916 Winona Dr |
2 bd · 1 ba · 1,033 sqft built 1958 · 0.199 acres | $33,000 Jun 2007 | $766 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4002 Winona Dr |
3 bd · 1 ba · 864 sqft built 1958 · 0.199 acres | $151,000 Oct 2017 | $3,984 2025 | Assessor + 4 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4006 Winona Dr |
2 bd · 1 ba · 888 sqft built 1958 · 0.199 acres | $150,000 Nov 2005 | $2,176 2025 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4010 Winona Dr |
4 bd · 2 ba · 2,050 sqft built 1958 · 0.199 acres | $350,000 Mar 2024 | $5,235 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4014 Winona Dr |
3 bd · 1 ba · 888 sqft built 1958 · 0.199 acres | $120,000 Nov 2018 | $3,685 2025 | Assessor + 1 Document Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4018 Winona Dr |
2 bd · 1 ba · 1,072 sqft built 1958 · 0.199 acres | $100 Apr 2016 | $3,890 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4100 Winona Dr |
3 bd · 1.5 ba · 1,228 sqft built 1959 · 0.189 acres | $75,700 Mar 2002 | $3,366 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4104 Winona Dr |
3 bd · 2 ba · 1,057 sqft built 1959 · 0.189 acres | $69,000 Jan 1998 | $3,052 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4108 Winona Dr |
2 bd · 1 ba · 1,152 sqft built 1959 · 0.189 acres | — May 2013 | $3,390 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4112 Winona Dr |
3 bd · 1 ba · 1,032 sqft built 1958 · 0.189 acres | $56,000 Jan 2010 | $782 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4116 Winona Dr |
3 bd · 1 ba · 982 sqft built 1959 · 0.189 acres | $365,000 Jun 2025 | $4,064 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4202 Winona Dr |
2 bd · 1 ba · 1,139 sqft built 1959 · 0.189 acres | $100,000 Jul 2005 | $665 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4206 Winona Dr |
2 bd · 1 ba · 1,009 sqft built 1959 · 0.188 acres | $365,000 Oct 2025 | $3,918 2025 | Assessor + 5 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4210 Winona Dr |
2 bd · 1 ba · 888 sqft built 1959 · 0.188 acres | $145,000 Jan 2017 | $3,940 2025 | Assessor + 3 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4214 Winona Dr |
2 bd · 1 ba · 888 sqft built 1959 · 0.188 acres | $2,829 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4218 Winona Dr |
2 bd · 1 ba · 888 sqft built 1959 · 0.216 acres | $150,000 May 2016 | $2,469 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |