Orange County and Wallkill Town property records for 67 addresses on Prosperous Valley Rd, Middletown, NY · Last verified August 2026
| Properties | 67 |
|---|---|
| Median Sale Price | $378,550 |
| Deeds and Mortgages on File | 64 |
| Median Price per Sqft | $178 |
| Owner Occupied | 66% |
| Median Annual Tax Bill | $8,226 |
| Median Year Built | 1986 |
| Median Ownership Tenure | 6 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,232 sqft · built 1986 · 1.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $378,550Jul 2022 | $8,8582024 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,511 sqft · built 1989 · 1.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Apr 2024 | $9,6992024 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 3 ba · 2,056 sqft · built 2003 · 14.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,3922024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3.5 ba · 3,070 sqft · built 1953 · 80.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Dec 2020 | $17,6102024 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2.5 ba · 2,070 sqft · built 1870 · 5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $216,000Oct 2014 | $6,0222024 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,256 sqft · built 1963 · 1.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $266,600Mar 2025 | $6,2512024 | Owner on Record Owner Occupied | AssessorUpdated Aug 2026 |
4 bd · 2 ba · 3,124 sqft · built 1870 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,5472024 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2.5 ba · 1,863 sqft · built 2024 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,0092025 | 2 Owners on Record | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 1 ba · 1,363 sqft · built 1870 · 6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Mar 2009 | $8,2262024 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,329 sqft · built 1994 · 2.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000Jul 2023 | $9,5092024 | Amount on Record Feb 2018 | 2 Owners on Record | Assessor + 3 DocumentsUpdated May 2026 |
5.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,5532024 | 2 Owners on Record | AssessorUpdated May 2026 |
2,351 sqft · built 2022 · 77.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $340,000Sep 2021 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Feb 2024 |
4 bd · 1.5 ba · 3,052 sqft · built 1900 · 44.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $11,3502024 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 2,644 sqft · built 1966 · 15.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,0692024 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,372 sqft · built 1984 · 50.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $270,000May 2022 | $12,4522024 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 1 ba · 2,334 sqft · built 1880 · 3.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $17,432Sep 1999 | $9,6152024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,152 sqft · built 1978 · 3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $199,000Oct 2018 | $5,1622024 | Amount on Record May 2010 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
9.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $56,000Jun 1995 | $1,0872024 | Owner on Record | AssessorUpdated May 2026 |
4 bd · 4 ba · 2,883 sqft · built 2006 · 15.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $624,000Sep 2011 | $17,1792024 | Amount on Record Aug 2005 | Owner on Record | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 3 ba · 2,987 sqft · built 2005 · 4.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $385,000Dec 2011 | $11,9992024 | Amount on Record Jul 2008 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,104 sqft · built 1956 · 2.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,0192024 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 2,200 sqft · built 1823 · 3.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $75,000Jun 2024 | $5,4342024 | Owner on Record | AssessorUpdated May 2026 |
12 bd · 4 ba · 3,424 sqft · built 1960 · 11.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $13,6452024 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
16.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,4002024 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,044 sqft · built 1968 · 2.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $133,500Oct 2000 | $5,3282024 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,288 sqft · built 1973 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,6042024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
6 bd · 3.5 ba · 2,659 sqft · built 1972 · 1.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $537,500Sep 2025 | $8,7242024 | Amount on Record Dec 2018 | 2 Owners on Record | Assessor + 6 DocumentsUpdated Jul 2026 |
3 bd · 2.5 ba · 2,678 sqft · built 2013 · 16 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $440,000Aug 2019 | $13,1012024 | Amount on Record Aug 2013 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
4 bd · 3 ba · 2,120 sqft · built 2003 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $256,000Oct 2012 | $8,3172024 | Amount on Record Jan 2004 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,396 sqft · built 2006 · 2.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,9172024 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,444 sqft · built 1850 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $165,000Nov 2016 | $6,2792024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,794 sqft · built 1999 · 2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $382,000Mar 2022 | $8,6032024 | Amount on Record Apr 2019 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 1,890 sqft · built 1990 · 2.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $20,000Oct 1997 | $7,0192024 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
31.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $34,000Apr 1996 | $3,3662024 | Owner on Record | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 3,088 sqft · built 2005 · 60.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $525,000Mar 2020 | $20,7992024 | Amount on Record May 2006 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 3,490 sqft · built 1991 · 6.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Dec 1998 | $12,7842024 | Owner on Record | AssessorUpdated May 2026 |
4 bd · 1 ba · 1,680 sqft · built 1920 · 1.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $190,550Oct 2020 | $4,9362024 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,576 sqft · built 1990 · 2.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $399,900Jul 2021 | $9,6152024 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,320 sqft · built 1930 · 0.769 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $251,000May 2021 | $5,3132024 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
3 bd · 2 ba · 1,512 sqft · built 1986 · 1.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,3012024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,344 sqft · built 1987 · 1.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $240,000Jan 2020 | $8,1812024 | Amount on Record Apr 2003 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,056 sqft · built 1992 · 2.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,7622024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 3,485 sqft · built 1986 · 22.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,2552024 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 2,137 sqft · built 1969 · 3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $544,900Nov 2024 | $8,6762024 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,823 sqft · built 1948 · 2.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $226,000Apr 2003 | $5,3882024 | Amount on Record Sep 1994 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,014 sqft · built 1940 · 3.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $312,000Aug 2022 | $5,9092024 | Amount on Record Sep 1997 | 2 Owners on Record | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 3,568 sqft · built 1992 · 2.6 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,3692024 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,536 sqft · built 1997 · 1.7 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $335,000May 2005 | $8,2712024 | Amount on Record Nov 2004 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,164 sqft · built 1996 · 1.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $90,000Aug 1996 | $4,9212024 | Amount on Record — | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 2,113 sqft · built 1994 · 2.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,8002024 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,496 sqft · built 1996 · 1.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $189,540Aug 1996 | $9,9282024 | Amount on Record — | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
2 bd · 2 ba · 2,384 sqft · built 1989 · 2.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,2672024 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,860 sqft · built 1987 · 3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,2702024 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 3 ba · 2,064 sqft · built 1988 · 1.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $130,900Jan 2006 | $7,0492024 | Amount on Record Feb 2000 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,377 sqft · built 1988 · 1.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $105,000Jul 1995 | $7,0492024 | Amount on Record — | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,144 sqft · built 1989 · 1.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $370,000Feb 2024 | $7,1852024 | Amount on Record Dec 2001 | 2 Owners on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,040 sqft · built 1989 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,7472024 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3 ba · 2,392 sqft · built 1981 · 1.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $259,900Jul 2016 | $6,9432024 | Amount on Record Sep 2004 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 1,830 sqft · built 1900 · 0.796 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $214,500Jan 2025 | $4,3222024 | Owner on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
3 bd · 2 ba · 1,204 sqft · built 1955 · 1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $185,500Aug 2014 | $5,7362024 | Amount on Record Oct 2012 | 2 Owners on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,820 sqft · built 1999 · 4.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,9732024 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
87 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $965,000May 2025 | $18,7612024 | Amount on Record Oct 1995 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
2 bd · 2 ba · 1,309 sqft · built 1965 · 0.9 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $195,000Feb 2018 | $6,4572024 | Amount on Record Apr 2000 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 2,680 sqft · built 1962 · 2.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,6072024 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2.5 ba · 2,430 sqft · built 2008 · 15.8 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $420,000Oct 2020 | $10,4002024 | Amount on Record Oct 2012 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,518 sqft · built 1945 · 1.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $158,540Jun 2020 | $3,8792024 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,548 sqft · built 1930 · 7.5 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Aug 2021 | $7,1692024 | Amount on Record Dec 2018 | Owner on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |