Orange County property records for 28 addresses on Jessica Ct, Winter Park, FL · Last verified October 2026
| Properties | 28 |
|---|---|
| Median Sale Price | $570,000 |
| Deeds and Mortgages on File | 30 |
| Median Price per Sqft | $310 |
| Owner Occupied | 64% |
| Median Annual Tax Bill | $4,131 |
| Median Year Built | 1983 |
| Median Ownership Tenure | 11 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1800 Jessica Ct |
2 bd · 2 ba · 1,638 sqft built 1981 · 0.157 acres | $3,582 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1805 Jessica Ct |
3 bd · 2 ba · 1,900 sqft built 1981 · 0.218 acres | $245,000 Dec 2010 | $3,864 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1806 Jessica Ct |
3 bd · 2 ba · 2,113 sqft built 1982 · 0.139 acres | $385,000 Apr 2009 | $5,215 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1817 Jessica Ct |
3 bd · 2 ba · 1,930 sqft built 1981 · 0.121 acres | $540,000 Dec 2025 | $3,689 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1818 Jessica Ct |
0.773 acres | $1 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1823 Jessica Ct |
2 bd · 2 ba · 1,706 sqft built 1980 · 0.122 acres | $310,500 Oct 2017 | $3,545 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1824 Jessica Ct |
3 bd · 2 ba · 2,449 sqft built 1983 · 0.286 acres | $700,000 Dec 2025 | $8,074 2025 | Assessor + 5 Documents Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1829 Jessica Ct |
2 bd · 2 ba · 1,745 sqft built 1981 · 0.133 acres | $335,000 Jan 2017 | $4,784 2025 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1835 Jessica Ct |
2 bd · 2 ba · 1,637 sqft built 1980 · 0.153 acres | $622,500 Jan 2026 | $7,973 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1836 Jessica Ct |
2 bd · 2 ba · 1,718 sqft built 1985 · 0.143 acres | $270,000 Mar 2015 | $4,972 2025 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1841 Jessica Ct |
3 bd · 2 ba · 1,646 sqft built 1980 · 0.163 acres | $538,000 Jun 2021 | $8,241 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1842 Jessica Ct |
3 bd · 3 ba · 2,170 sqft built 1984 · 0.143 acres | $143,000 Sep 1993 | $3,747 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1847 Jessica Ct |
4 bd · 3 ba · 2,294 sqft built 1982 · 0.161 acres | $470,300 Oct 2017 | $3,088 2025 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1848 Jessica Ct |
3 bd · 2 ba · 1,745 sqft built 1984 · 0.143 acres | $199,900 Jun 2001 | $8,397 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1854 Jessica Ct |
2 bd · 2 ba · 1,930 sqft built 1983 · 0.143 acres | $197,500 Sep 2000 | $3,841 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1858 Jessica Ct |
0.086 acres | $1 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1860 Jessica Ct |
3 bd · 2.5 ba · 2,609 sqft built 1985 · 0.143 acres | $4,198 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1866 Jessica Ct |
3 bd · 2 ba · 1,966 sqft built 1985 · 0.143 acres | $3,811 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1871 Jessica Ct |
2 bd · 2.5 ba · 1,594 sqft built 1980 · 0.115 acres | $3,357 2025 | Assessor + 1 Document Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1872 Jessica Ct |
4 bd · 2.5 ba · 2,482 sqft built 1985 · 0.143 acres | $850,000 Apr 2024 | $12,328 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1877 Jessica Ct |
3 bd · 3 ba · 1,594 sqft built 1980 · 0.115 acres | $3,306 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1878 Jessica Ct |
3 bd · 2 ba · 2,579 sqft built 1985 · 0.143 acres | $400,000 Dec 2014 | $5,350 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1883 Jessica Ct |
3 bd · 2 ba · 1,833 sqft built 1981 · 0.134 acres | $570,000 Jul 2021 | $8,637 2025 | Assessor + 3 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1884 Jessica Ct |
3 bd · 2 ba · 1,666 sqft built 1985 · 0.143 acres | $330,000 Jan 2005 | $3,895 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1889 Jessica Ct |
4 bd · 4.5 ba · 2,970 sqft built 1983 · 0.276 acres | $7,111 2025 | Assessor + 5 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1890 Jessica Ct |
3 bd · 2 ba · 1,633 sqft built 1986 · 0.195 acres | $289,000 Oct 2004 | $8,547 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1895 Jessica Ct |
0.055 acres | $1 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1896 Jessica Ct |
3 bd · 2 ba · 2,494 sqft built 1984 · 0.313 acres | $59,000 Feb 1999 | $4,131 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |