Osceola County property records for 67 addresses on Dudley Dr, Kissimmee, FL · Last verified October 2026
| Properties | 67 |
|---|---|
| Median Sale Price | $275,000 |
| Deeds and Mortgages on File | 113 |
| Median Price per Sqft | $174 |
| Owner Occupied | 67% |
| Median Annual Tax Bill | $3,547 |
| Median Year Built | 2002 |
| Median Ownership Tenure | 6 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1001 Dudley Dr |
4 bd · 2 ba · 1,770 sqft built 2004 · 0.221 acres | $169,000 Jan 2017 | $2,349 2025 | Assessor + 3 Documents Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1002 Dudley Dr |
4 bd · 3 ba · 2,166 sqft built 2002 · 0.208 acres | $265,000 May 2021 | $4,420 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1003 Dudley Dr |
3 bd · 2 ba · 1,825 sqft built 2005 · 0.176 acres | $96,000 Feb 2010 | $1,634 2025 | Assessor + 2 Documents Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1004 Dudley Dr |
3 bd · 2 ba · 1,761 sqft built 1994 · 0.176 acres | $1,931 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1005 Dudley Dr |
3 bd · 2 ba · 1,314 sqft built 2001 · 0.176 acres | $170,000 Jan 2020 | $3,814 2025 | Assessor + 6 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1006 Dudley Dr |
4 bd · 2 ba · 1,422 sqft built 1987 · 0.176 acres | $290,000 Mar 2023 | $3,143 2025 | Assessor + 2 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1007 Dudley Dr |
3 bd · 2 ba · 1,788 sqft built 2004 · 0.176 acres | $190,000 Dec 2018 | $4,110 2024 | Assessor + 2 Documents Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1008 Dudley Dr |
4 bd · 2 ba · 1,731 sqft built 2003 · 0.176 acres | $186,000 Mar 2024 | $4,292 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1009 Dudley Dr |
4 bd · 2 ba · 1,744 sqft built 2004 · 0.176 acres | $160,000 Aug 2017 | $3,797 2024 | Assessor + 3 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1010 Dudley Dr |
3 bd · 2 ba · 1,876 sqft built 2002 · 0.176 acres | $13,000 Feb 1987 | $1,304 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1011 Dudley Dr |
4 bd · 2 ba · 2,088 sqft built 2003 · 0.176 acres | $75,000 Nov 2010 | $1,960 2024 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1012 Dudley Dr |
3 bd · 2 ba · 1,422 sqft built 1992 · 0.176 acres | $139,000 Oct 2017 | $3,575 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1013 Dudley Dr |
3 bd · 2 ba · 1,147 sqft built 1996 · 0.176 acres | — Jul 1996 | $1,118 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1014 Dudley Dr |
0.176 acres | $14,200 Dec 1995 | $735 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1015 Dudley Dr |
4 bd · 3 ba · 1,896 sqft built 2003 · 0.217 acres | $210,000 Aug 2019 | $3,039 2025 | Assessor + 3 Documents Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1016 Dudley Dr |
3 bd · 3 ba · 2,135 sqft built 2001 · 0.305 acres | $85,000 Dec 2013 | $2,074 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1017 Dudley Dr |
4 bd · 2 ba · 1,652 sqft built 1997 · 0.279 acres | $48,600 Jun 2012 | $3,792 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1019 Dudley Dr |
3 bd · 2 ba · 1,290 sqft built 1996 · 0.194 acres | $275,000 Nov 2023 | $3,176 2025 | Assessor + 2 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1021 Dudley Dr |
3 bd · 2 ba · 1,090 sqft built 1997 · 0.21 acres | $60,000 Apr 2012 | $3,261 2025 | Assessor Updated Dec 2025 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1023 Dudley Dr |
4 bd · 2 ba · 1,640 sqft built 2023 · 0.337 acres | $334,000 Oct 2023 | $3,859 2025 | Assessor + 4 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1025 Dudley Dr |
6 bd · 4 ba · 2,215 sqft built 2002 · 0.337 acres | $400,000 May 2025 | $4,549 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1027 Dudley Dr |
3 bd · 2 ba · 1,704 sqft built 2000 · 0.21 acres | $298,000 Mar 2026 | $4,067 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1029 Dudley Dr |
3 bd · 2 ba · 1,425 sqft built 2002 · 0.176 acres | $19,900 Jun 2001 | $1,194 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1031 Dudley Dr |
4 bd · 2 ba · 1,640 sqft built 2023 · 0.217 acres | $324,000 Jun 2023 | $4,331 2025 | Assessor + 3 Documents Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1033 Dudley Dr |
3 bd · 2 ba · 1,341 sqft built 2002 · 0.217 acres | $165,000 May 2018 | $2,328 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1035 Dudley Dr |
3 bd · 2 ba · 1,535 sqft built 2002 · 0.176 acres | $93,900 Dec 2002 | $2,409 2024 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1036 Dudley Dr |
3 bd · 2 ba · 1,551 sqft built 2000 · 0.198 acres | $172,000 Apr 2019 | $2,576 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1037 Dudley Dr |
3 bd · 2 ba · 1,609 sqft built 2001 · 0.176 acres | $59,000 Apr 2012 | $3,870 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1038 Dudley Dr |
3 bd · 2 ba · 1,826 sqft built 2003 · 0.176 acres | — Aug 2014 | $4,213 2025 | Assessor + 2 Documents Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1039 Dudley Dr |
4 bd · 2 ba · 1,640 sqft built 2023 · 0.217 acres | $319,000 Dec 2023 | $3,822 2025 | Assessor + 3 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1040 Dudley Dr |
3 bd · 2 ba · 1,051 sqft built 2001 · 0.176 acres | $275,000 Apr 2022 | $3,426 2024 | Assessor + 2 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1041 Dudley Dr |
3 bd · 2 ba · 1,348 sqft built 2002 · 0.217 acres | $175,750 Sep 2020 | $3,547 2024 | Assessor + 3 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1042 Dudley Dr |
4 bd · 2 ba · 1,707 sqft built 2020 · 0.198 acres | $16,500,000 Aug 2021 | $4,458 2024 | Assessor + 5 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1043 Dudley Dr |
3 bd · 2 ba · 1,575 sqft built 2001 · 0.176 acres | $95,000 Dec 2001 | $1,251 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1045 Dudley Dr |
3 bd · 2 ba · 1,571 sqft built 2020 · 0.176 acres | $226,000 Feb 2021 | $3,847 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1047 Dudley Dr |
5 bd · 2.5 ba · 2,206 sqft built 2021 · 0.217 acres | $270,700 Apr 2021 | $4,177 2025 | Assessor + 5 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1049 Dudley Dr |
4 bd · 2 ba · 1,755 sqft built 2021 · 0.217 acres | $275,000 Oct 2021 | $4,704 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1050 Dudley Dr |
3 bd · 2 ba · 1,442 sqft built 1998 · 0.198 acres | $70,500 Aug 1998 | $1,090 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1051 Dudley Dr |
3 bd · 2 ba · 1,161 sqft built 2004 · 0.176 acres | $262,000 Oct 2021 | $3,590 2024 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1052 Dudley Dr |
3 bd · 2 ba · 1,332 sqft built 2002 · 0.186 acres | $53,000 Nov 2009 | $1,072 2024 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1053 Dudley Dr |
3 bd · 2 ba · 1,719 sqft built 1998 · 0.194 acres | $95,000 Mar 2013 | $1,674 2025 | Assessor + 2 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1055 Dudley Dr |
4 bd · 2 ba · 1,286 sqft built 2003 · 0.273 acres | $250,000 Aug 2022 | $3,205 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1057 Dudley Dr |
4 bd · 2 ba · 1,755 sqft built 2021 · 0.314 acres | $264,900 Jul 2021 | $4,138 2025 | Assessor + 2 Documents Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1059 Dudley Dr |
4 bd · 2 ba · 1,652 sqft built 1997 · 0.219 acres | $7,000 Aug 2015 | $3,645 2024 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1060 Dudley Dr |
4 bd · 2 ba · 1,640 sqft built 2001 · 0.194 acres | $63,000 May 2011 | $3,810 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1061 Dudley Dr |
3 bd · 2 ba · 1,762 sqft built 2002 · 0.208 acres | $283,000 Apr 2022 | $4,315 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1062 Dudley Dr |
4 bd · 3 ba · 1,940 sqft built 2022 · 0.196 acres | $329,000 Jan 2023 | $3,629 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1063 Dudley Dr |
4 bd · 2 ba · 1,872 sqft built 2022 · 0.282 acres | $282,990 Mar 2022 | $3,616 2024 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1064 Dudley Dr |
4 bd · 2 ba · 1,670 sqft built 2022 · 0.211 acres | $24,000 Mar 2021 | $3,978 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1065 Dudley Dr |
0.217 acres | $382,990 Apr 2025 | $509 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1067 Dudley Dr |
3 bd · 2 ba · 1,660 sqft built 1999 · 0.176 acres | $208,000 May 2006 | $1,242 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1069 Dudley Dr |
4 bd · 2 ba · 1,744 sqft built 2003 · 0.175 acres | $179,900 Jun 2016 | $2,292 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1071 Dudley Dr |
4 bd · 2 ba · 1,640 sqft built 2023 · 0.217 acres | $334,000 Aug 2023 | $3,807 2025 | Assessor + 3 Documents Updated Dec 2025 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1073 Dudley Dr |
4 bd · 2 ba · 1,640 sqft built 2023 · 0.237 acres | $334,000 Aug 2023 | $3,826 2025 | Assessor + 3 Documents Updated Dec 2025 | 4 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1075 Dudley Dr |
4 bd · 2 ba · 1,507 sqft built 2023 · 0.182 acres | $320,000 Aug 2023 | $4,187 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1077 Dudley Dr |
3 bd · 2 ba · 1,465 sqft built 2003 · 0.221 acres | $67,000 May 2009 | $1,087 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1079 Dudley Dr |
4 bd · 2 ba · 1,640 sqft built 2023 · 0.339 acres | $305,000 Jun 2026 | $4,331 2025 | Assessor + 4 Documents Updated Jun 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1080 Dudley Dr |
4 bd · 3.5 ba · 2,094 sqft built 2001 · 0.308 acres | $60,000 Mar 2014 | $2,104 2024 | Assessor + 4 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1081 Dudley Dr |
4 bd · 2 ba · 1,811 sqft built 2023 · 0.351 acres | $350,000 Aug 2023 | $4,509 2025 | Assessor + 3 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1083 Dudley Dr |
3 bd · 2 ba · 1,581 sqft built 2001 · 0.205 acres | $194,000 Oct 2020 | $2,611 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1085 Dudley Dr |
4 bd · 3 ba · 2,778 sqft built 2002 · 0.373 acres | $249,000 Mar 2020 | $712 2025 | Assessor + 2 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1087 Dudley Dr |
3 bd · 2 ba · 1,950 sqft built 1995 · 0.251 acres | $161,000 Aug 2016 | $4,472 2025 | Assessor Updated Dec 2025 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1088 Dudley Dr |
0.31 acres | $39,500 Dec 2021 | $667 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1089 Dudley Dr |
3 bd · 2 ba · 1,411 sqft built 1995 · 0.269 acres | $230,000 Jun 2023 | $3,935 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1090 Dudley Dr |
0.218 acres | $63,500 Jun 2026 | $495 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1091 Dudley Dr |
3 bd · 2 ba · 1,768 sqft built 2001 · 0.289 acres | $189,700 Mar 2007 | $1,806 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1092 Dudley Dr |
3 bd · 2 ba · 1,455 sqft built 2002 · 0.252 acres | $63,000 Apr 2010 | $3,343 2024 | Assessor Updated Jul 2026 | 2 Owners on File |