Osceola County property records for 49 addresses on Greenskeep Dr, Kissimmee, FL · Last verified October 2026
| Properties | 49 |
|---|---|
| Median Sale Price | $210,000 |
| Deeds and Mortgages on File | 38 |
| Median Price per Sqft | $146 |
| Owner Occupied | 63% |
| Median Annual Tax Bill | $1,995 |
| Median Year Built | 1991 |
| Median Ownership Tenure | 12 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1000 Greenskeep Dr |
3 bd · 2 ba · 1,450 sqft built 1981 · 0.253 acres | $23,000 Nov 2010 | $825 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1001 Greenskeep Dr |
3 bd · 2 ba · 952 sqft built 1979 · 0.267 acres | $23,000 Oct 2012 | $985 2024 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1012 Greenskeep Dr |
3 bd · 2 ba · 924 sqft built 1984 · 0.253 acres | $45,000 May 2015 | $2,157 2025 | Assessor Updated Dec 2025 | 3 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1015 Greenskeep Dr |
2 bd · 1 ba · 858 sqft built 2018 · 0.266 acres | $37,000 Oct 2014 | $1,161 2024 | Assessor + 1 Document Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1020 Greenskeep Dr |
3 bd · 2 ba · 1,248 sqft built 1983 · 0.253 acres | $36,000 Mar 2000 | $797 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1027 Greenskeep Dr |
3 bd · 2 ba · 1,241 sqft built 2006 · 0.264 acres | $45,000 Nov 2012 | $2,419 2024 | Assessor Updated Jul 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1028 Greenskeep Dr |
3 bd · 2 ba · 1,336 sqft built 1981 · 0.253 acres | $66,000 Oct 2018 | $2,124 2024 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1031 Greenskeep Dr |
3 bd · 2 ba · 924 sqft built 1982 · 0.264 acres | — May 2023 | $1,131 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1036 Greenskeep Dr |
3 bd · 2 ba · 868 sqft built 1986 · 0.253 acres | $189,000 Jul 2024 | $2,663 2025 | Assessor + 2 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1041 Greenskeep Dr |
3 bd · 2 ba · 840 sqft built 1982 · 0.261 acres | $36,000 Jul 2010 | $642 2024 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1048 Greenskeep Dr |
2 bd · 2 ba · 1,248 sqft built 1981 · 0.253 acres | $38,000 Apr 1999 | $2,344 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1053 Greenskeep Dr |
3 bd · 2 ba · 1,860 sqft built 2005 · 0.259 acres | $75,000 Sep 2013 | $1,944 2024 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1056 Greenskeep Dr |
3 bd · 2 ba · 840 sqft built 1979 · 0.253 acres | $1,943 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1059 Greenskeep Dr |
3 bd · 2 ba · 924 sqft built 2005 · 0.258 acres | $100 Jun 2017 | $1,260 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1060 Greenskeep Dr |
3 bd · 2 ba · 1,152 sqft built 2024 · 0.253 acres | $14,000 Aug 2001 | $1,776 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1063 Greenskeep Dr |
3 bd · 2 ba · 1,792 sqft built 2018 · 0.257 acres | $41,500 Feb 2001 | $2,137 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1066 Greenskeep Dr |
3 bd · 2 ba · 1,248 sqft built 2005 · 0.253 acres | $210,000 Jul 2022 | $2,799 2025 | Assessor + 2 Documents Updated Dec 2025 | 3 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1069 Greenskeep Dr |
3 bd · 2 ba · 1,512 sqft built 1999 · 0.254 acres | $56,000 May 1999 | $798 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1070 Greenskeep Dr |
3 bd · 2 ba · 1,056 sqft built 1983 · 0.253 acres | $155,000 May 2022 | $2,698 2025 | Assessor + 2 Documents Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1075 Greenskeep Dr |
3 bd · 2 ba · 1,248 sqft built 1983 · 0.253 acres | — Aug 2001 | $861 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1078 Greenskeep Dr |
3 bd · 2 ba · 1,239 sqft built 1982 · 0.253 acres | $4,600 Mar 2014 | $495 2024 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1081 Greenskeep Dr |
3 bd · 2 ba · 2,200 sqft built 1983 · 0.251 acres | $300,000 Jul 2022 | $3,147 2024 | Assessor + 3 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1082 Greenskeep Dr |
3 bd · 2 ba · 1,800 sqft built 2006 · 0.251 acres | $205,000 May 2026 | $3,219 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1085 Greenskeep Dr |
3 bd · 2 ba · 1,152 sqft built 1991 · 0.253 acres | $82,500 Dec 2020 | $1,023 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1086 Greenskeep Dr |
3 bd · 2 ba · 1,248 sqft built 2014 · 0.262 acres | $50,000 Jan 2014 | $1,253 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1089 Greenskeep Dr |
3 bd · 2 ba · 1,728 sqft built 1990 · 0.25 acres | $60,000 Jul 2021 | $2,127 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1090 Greenskeep Dr |
3 bd · 2 ba · 1,512 sqft built 1991 · 0.259 acres | $65,900 Apr 2004 | $828 2024 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1091 Greenskeep Dr |
2 bd · 2 ba · 1,404 sqft built 1991 · 0.251 acres | $37,000 Feb 2010 | $1,390 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1093 Greenskeep Dr |
3 bd · 2 ba · 2,016 sqft built 2018 · 0.25 acres | $3,329 2024 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1094 Greenskeep Dr |
3 bd · 2 ba · 1,529 sqft built 1993 · 0.25 acres | $155,000 Jan 2007 | $2,444 2024 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1097 Greenskeep Dr |
2 bd · 2 ba · 1,296 sqft built 1992 · 0.251 acres | $90,000 Mar 2018 | $2,658 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1098 Greenskeep Dr |
2 bd · 2 ba · 1,410 sqft built 1993 · 0.256 acres | $140,000 Jan 2026 | $3,196 2024 | Assessor + 4 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1101 Greenskeep Dr |
4 bd · 2 ba · 2,052 sqft built 1991 · 0.503 acres | $77,000 Jun 2016 | $3,506 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1105 Greenskeep Dr |
3 bd · 2 ba · 1,288 sqft built 1981 · 0.25 acres | $54,900 Jan 1998 | $2,061 2024 | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1106 Greenskeep Dr |
3 bd · 2 ba · 1,620 sqft built 1997 · 0.251 acres | $230,000 Nov 2025 | $4,610 2024 | Assessor + 4 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1109 Greenskeep Dr |
3 bd · 2 ba · 1,344 sqft built 1984 · 0.25 acres | $5,700 Jan 2001 | $1,005 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1110 Greenskeep Dr |
3 bd · 2 ba · 1,572 sqft built 1991 · 0.264 acres | $30,000 Dec 2017 | $1,624 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1113 Greenskeep Dr |
3 bd · 2 ba · 1,456 sqft built 1995 · 0.251 acres | $65,000 Jun 2002 | $859 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1114 Greenskeep Dr |
3 bd · 2 ba · 1,296 sqft built 1992 · 0.266 acres | $23,000 Sep 2010 | $2,320 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1115 Greenskeep Dr |
3 bd · 2 ba · 828 sqft built 1989 · 0.251 acres | $55,000 Oct 1999 | $2,003 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1118 Greenskeep Dr |
3 bd · 2 ba · 1,417 sqft built 1991 · 0.316 acres | $123,000 Sep 2024 | $2,585 2025 | Assessor Updated Dec 2025 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1119 Greenskeep Dr |
4 bd · 2 ba · 2,052 sqft built 1994 · 0.269 acres | $19,653 Mar 1996 | $1,069 2025 | Assessor Updated Dec 2025 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1123 Greenskeep Dr |
3 bd · 2 ba · 1,152 sqft built 1991 · 0.485 acres | — Jan 2023 | $1,988 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1130 Greenskeep Dr |
16,000 sqft built 2008 · 7 acres | $66,893 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1198 Greenskeep Dr |
14,420 sqft built 2005 · 1.76 acres | $14,301 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1199 Greenskeep Dr |
3 bd · 2 ba · 1,508 sqft built 1990 · 0.828 acres | $675,000 Jul 2025 | $1,995 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1200 Greenskeep Dr |
1 bd · 1.5 ba · 672 sqft built 1980 · 0.452 acres | $1,200,000 Jul 2025 | $1,355 2024 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1294 Greenskeep Dr |
3 bd · 2 ba · 1,974 sqft built 2006 · 2 acres | $1,200,000 Jul 2025 | $2,203 2024 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1299 Greenskeep Dr |
3 bd · 2 ba · 1,950 sqft built 1985 · 2 acres | $625,000 Jul 2025 | $1,653 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File |