Osceola County property records for 22 addresses on Cherokee Dr, Kissimmee, FL · Last verified October 2026
| Properties | 22 |
|---|---|
| Median Sale Price | $125,000 |
| Deeds and Mortgages on File | 17 |
| Median Price per Sqft | $93 |
| Owner Occupied | 86% |
| Median Annual Tax Bill | $1,449 |
| Median Year Built | 1989 |
| Median Ownership Tenure | 17 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
986 Cherokee Dr |
3 bd · 2 ba · 1,340 sqft built 1990 · 0.312 acres | $125,000 Dec 2003 | $1,386 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
987 Cherokee Dr |
3 bd · 2 ba · 2,090 sqft built 1997 · 0.278 acres | $2,353 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
988 Cherokee Dr |
3 bd · 2 ba · 1,267 sqft built 1991 · 0.253 acres | $1,164 2024 | Assessor + 3 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
991 Cherokee Dr |
3 bd · 2 ba · 1,198 sqft built 1989 · 0.288 acres | $68,000 Mar 1997 | $1,307 2024 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
994 Cherokee Dr |
2 bd · 2 ba · 1,739 sqft built 1989 · 0.266 acres | $103,000 Jan 2004 | $1,446 2024 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
996 Cherokee Dr |
3 bd · 2 ba · 1,198 sqft built 1989 · 0.255 acres | $94,900 Sep 1999 | $1,449 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
998 Cherokee Dr |
3 bd · 2 ba · 1,578 sqft built 1989 · 0.287 acres | — Nov 2008 | $1,521 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
999 Cherokee Dr |
3 bd · 2 ba · 1,198 sqft built 1989 · 0.317 acres | $74,000 Mar 1995 | $1,445 2025 | Assessor Updated Dec 2025 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1031 Cherokee Dr |
1 ba · 916 sqft built 1963 · 0.18 acres | — Mar 2021 | $1,938 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1050 Cherokee Dr |
3 bd · 2 ba · 1,623 sqft built 1996 · 0.305 acres | $45,100 Apr 2019 | $2,302 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1110 Cherokee Dr |
3 bd · 2 ba · 1,707 sqft built 1996 · 0.31 acres | $17,500 Aug 1990 | $1,414 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1111 Cherokee Dr |
3 bd · 2 ba · 1,344 sqft built 1973 · 0.183 acres | $78,000 Oct 2018 | $1,321 2025 | Assessor + 5 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1115 Cherokee Dr |
2 bd · 1 ba · 936 sqft built 1954 · 0.183 acres | $115,000 Mar 2022 | $1,623 2024 | Assessor + 3 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1119 Cherokee Dr |
1 bd · 1 ba · 1,360 sqft built 1954 · 0.179 acres | — Feb 2009 | $1,679 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1120 Cherokee Dr |
5 bd · 4 ba · 2,320 sqft built 1995 · 0.319 acres | $150,000 Oct 2016 | $2,859 2024 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1134 Cherokee Dr |
3 bd · 2 ba · 1,444 sqft built 1963 · 0.939 acres | $157,500 Dec 2016 | $2,068 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1135 Cherokee Dr |
3 bd · 1.5 ba · 1,358 sqft built 1964 · 0.4 acres | $216,000 May 2025 | $1,014 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1209 Cherokee Dr |
2 bd · 1 ba · 966 sqft built 1958 · 0.197 acres | $968 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1213 Cherokee Dr |
3 bd · 1 ba · 1,715 sqft built 1965 · 0.197 acres | — Jul 2024 | $4,057 2025 | Assessor Updated Jul 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1221 Cherokee Dr |
3 bd · 2 ba · 1,739 sqft built 1961 · 0.321 acres | $1,106 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1227 Cherokee Dr |
1 ba · 1,024 sqft built 1966 · 0.26 acres | $52,000 Nov 1989 | $937 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1233 Cherokee Dr |
3 bd · 2 ba · 2,236 sqft built 1968 · 0.4 acres | $70,800 Apr 1994 | $2,042 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |