Orange County property records for 10 addresses on Osceola Ct, Winter Park, FL · Last verified October 2026
| Properties | 10 |
|---|---|
| Median Sale Price | $915,000 |
| Deeds and Mortgages on File | 12 |
| Median Price per Sqft | $263 |
| Owner Occupied | 80% |
| Median Annual Tax Bill | $7,121 |
| Median Year Built | 1940 |
| Median Ownership Tenure | 16 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
110 Osceola Ct |
5 bd · 5 ba · 6,154 sqft built 2004 · 0.647 acres | $795,000 Feb 2005 | $54,919 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
199 Osceola Ct |
3 bd · 4 ba · 3,466 sqft built 1985 · 0.408 acres | $915,000 Nov 2010 | $18,323 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
201 Osceola Ct |
3 bd · 2 ba · 1,491 sqft built 1948 · 0.313 acres | $2,400,000 Mar 2023 | $23,426 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
215 Osceola Ct |
4 bd · 3 ba · 1,977 sqft built 1940 · 0.155 acres | $1,251,000 Sep 2023 | $11,767 2025 | Assessor + 3 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
222 Osceola Ct |
4 bd · 3.5 ba · 2,037 sqft built 1925 · 0.183 acres | $310,000 Nov 2010 | $7,121 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
232 Osceola Ct |
4 bd · 3 ba · 2,860 sqft built 1972 · 0.178 acres | $232,500 Aug 1996 | $4,955 2025 | Assessor Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
239 Osceola Ct |
4 bd · 2 ba · 1,782 sqft built 1930 · 0.155 acres | $3,991 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
244 Osceola Ct |
3 bd · 2.5 ba · 1,441 sqft built 1940 · 0.127 acres | $1,005,000 Apr 2026 | $6,453 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
247 Osceola Ct |
4 bd · 2 ba · 2,109 sqft built 1935 · 0.155 acres | $482,500 Dec 2007 | $5,403 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
255 Osceola Ct |
3 bd · 2.5 ba · 2,136 sqft built 1926 · 0.156 acres | $400,000 Apr 2014 | $5,587 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |