Brewster Dr, Middletown, NY Property Records

Orange County and Wallkill Town property records for 66 addresses on Brewster Dr, Middletown, NY · Last verified August 2026

Brewster Dr Highlights

Properties 66
Median Sale Price $403,000
Deeds and Mortgages on File 77
Median Price per Sqft $198
Owner Occupied 70%
Median Annual Tax Bill $9,524
Median Year Built 1983
Median Ownership Tenure 10 years

Properties on Brewster Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1 Brewster Dr

3 bd · 1.5 ba · 2,014 sqft · built 1969 · 0.483 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Jul 2025 $10,9412024 Amount on Record Oct 2023 1 Name on Record Assessor + 6 DocumentsUpdated Aug 2026

2 Brewster Dr

3 bd · 1.5 ba · 1,884 sqft · built 1969 · 0.438 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,000Oct 2009 $10,3302024 Amount on Record Oct 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

3 Brewster Dr

3 bd · 2.5 ba · 1,488 sqft · built 1958 · 0.299 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Oct 2019 $9,5802024 Amount on Record Dec 1997 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

4 Brewster Dr

3 bd · 2.5 ba · 1,574 sqft · built 1958 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,600Jul 2016 $8,1082024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5 Brewster Dr

3 bd · 1.5 ba · 1,056 sqft · built 1966 · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Oct 2019 $9,4412024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

6 Brewster Dr

3 bd · 1.5 ba · 1,106 sqft · built 1957 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000Sep 2019 $8,6912024 1 Name on Record Owner Occupied AssessorUpdated May 2026

7 Brewster Dr

3 bd · 2.5 ba · 1,356 sqft · built 1959 · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,300Nov 1998 $8,7192024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

8 Brewster Dr

4 bd · 3 ba · 1,708 sqft · built 1986 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Jul 2024 $10,1082024 Amount on Record Jun 2018 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

9 Brewster Dr

3 bd · 1 ba · 1,056 sqft · built 1958 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,900Mar 2019 $8,1922024 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

10 Brewster Dr

3 bd · 3 ba · 2,228 sqft · built 1957 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,8022024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

11 Brewster Dr

3 bd · 1.5 ba · 1,506 sqft · built 1960 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Sep 2015 $7,7752024 Amount on Record Mar 2009 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

12 Brewster Dr

3 bd · 2 ba · 1,056 sqft · built 1960 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$403,000Sep 2025 $8,0532024 Amount on Record Nov 2005 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

13 Brewster Dr

3 bd · 1 ba · 1,456 sqft · built 1959 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Aug 2016 $8,0252024 Amount on Record Sep 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

14 Brewster Dr

3 bd · 1 ba · 1,320 sqft · built 1957 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$730,000Feb 2024 $8,3032024 Amount on Record Jan 2020 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

15 Brewster Dr

3 bd · 1 ba · 1,344 sqft · built 1958 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,000Nov 2002 $8,3302024 2 Names on Record Owner Occupied AssessorUpdated May 2026

16 Brewster Dr

2 bd · 1.5 ba · 1,152 sqft · built 1962 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Mar 2026 $7,5532024 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

17 Brewster Dr

3 bd · 1 ba · 1,056 sqft · built 1959 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Apr 2022 $8,4972024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

18 Brewster Dr

2 bd · 3 ba · 1,696 sqft · built 1957 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,5802024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

19 Brewster Dr

3 bd · 1.5 ba · 1,766 sqft · built 1959 · 0.315 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,000Aug 2019 $10,2462024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

20 Brewster Dr

3 bd · 1.5 ba · 1,368 sqft · built 1960 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000May 2017 $8,8862024 Amount on Record Nov 2016 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

21 Brewster Dr

2 bd · 1.5 ba · 1,144 sqft · built 1963 · 0.315 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7752024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

21 Brewster Dr, #A

3 bd · 3 ba · 2,300 sqft · built 1998 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Jun 2007 $4,5612020 1 Name on Record Owner Occupied AssessorUpdated Jun 2023

21A Brewster Dr

3 bd · 3.5 ba · 2,300 sqft · built 1998 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000Nov 2024 $10,4962024 Amount on Record Jun 2007 2 Names on Record AssessorUpdated May 2026

22 Brewster Dr, #24

2 bd · 2 ba · 1,694 sqft · built 1984 · 0.475 acres

Last Sale Tax Bill Prior Sale Owner Records
$241,500Jun 2008 $8,3862024 Amount on Record — 1 Name on Record Owner Occupied AssessorUpdated May 2026

23 Brewster Dr

3 bd · 2 ba · 1,708 sqft · built 1983 · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Oct 2023 $12,1662024 Amount on Record Apr 2023 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,9442024 2 Names on Record AssessorUpdated May 2026

25 Brewster Dr

3 bd · 3 ba · 2,327 sqft · built 1987 · 0.333 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated May 2026

27 Brewster Dr

4 bd · 2.5 ba · 1,606 sqft · built 1999 · 0.333 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,000Sep 1998 $10,9132024 1 Name on Record Owner Occupied AssessorUpdated May 2026

28 Brewster Dr

3 bd · 1.5 ba · 1,908 sqft · built 1958 · 0.348 acres

Last Sale Tax Bill Prior Sale Owner Records
$103,000Sep 1999 $9,5242024 Amount on Record Apr 1995 2 Names on Record Owner Occupied AssessorUpdated May 2026

29 Brewster Dr

0.333 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,500Oct 1998 $1,3052024 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

31 Brewster Dr

3 bd · 1.5 ba · 2,016 sqft · built 1986 · 0.333 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,2742024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

33 Brewster Dr

3 bd · 2.5 ba · 1,176 sqft · built 2000 · 0.327 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,100Jul 2023 $8,5442024 Amount on Record Dec 2013 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

35 Brewster Dr

0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Aug 2020 $1,1382024 Amount on Record Aug 2019 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

37 Brewster Dr

3 bd · 2 ba · 1,924 sqft · built 1985 · 0.285 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,3302024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

39 Brewster Dr

3 bd · 1.5 ba · 1,924 sqft · built 1986 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,920Aug 2019 $9,1912024 Amount on Record Sep 1999 1 Name on Record Assessor + 4 DocumentsUpdated May 2026

41 Brewster Dr

3 bd · 2.5 ba · 2,536 sqft · built 1985 · 0.272 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jul 2002 $12,9962024 Amount on Record Aug 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

43 Brewster Dr

3 bd · 2.5 ba · 2,036 sqft · built 1986 · 0.245 acres

Last Sale Tax Bill Prior Sale Owner Records
$303,850Sep 2021 $10,1632024 Amount on Record Sep 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

45 Brewster Dr

3 bd · 2 ba · 1,326 sqft · built 1977 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Oct 2004 $9,6912024 1 Name on Record Owner Occupied AssessorUpdated May 2026

47 Brewster Dr

3 bd · 2 ba · 1,288 sqft · built 2000 · 0.216 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,500Aug 2000 $10,4412024 Amount on Record Sep 1999 2 Names on Record Owner Occupied AssessorUpdated May 2026

49 Brewster Dr

2 bd · 2 ba · 2,236 sqft · built 1978 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$270,000May 2005 $9,3302024 Amount on Record Oct 1994 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

51 Brewster Dr

5 bd · 2 ba · 1,896 sqft · built 1987 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Sep 2008 $8,8302024 Amount on Record Jun 2004 1 Name on Record Owner Occupied AssessorUpdated May 2026

52 Brewster Dr

3 bd · 1.5 ba · 1,532 sqft · built 1984 · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$184,080May 2016 $10,8182024 2 Names on Record Owner Occupied AssessorUpdated May 2026

53 Brewster Dr

4 bd · 1.5 ba · 2,032 sqft · built 1975 · 0.222 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Mar 2024 $10,1912024 Amount on Record Sep 2004 1 Name on Record Assessor + 1 DocumentUpdated May 2026

54 Brewster Dr

3 bd · 1.5 ba · 1,914 sqft · built 1985 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$411,900Nov 2025 $10,3302024 Amount on Record Feb 2017 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

55 Brewster Dr

4 bd · 2.5 ba · 1,986 sqft · built 1975 · 0.218 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Mar 2026 $9,0802024 Amount on Record Oct 2020 1 Name on Record Assessor + 4 DocumentsUpdated May 2026

56 Brewster Dr

3 bd · 2.5 ba · 1,658 sqft · built 1987 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Apr 2019 $10,3302024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

57 Brewster Dr

3 bd · 2 ba · 1,604 sqft · built 1987 · 0.216 acres

Last Sale Tax Bill Prior Sale Owner Records
$109,000Feb 1998 $9,7192024 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

58 Brewster Dr

3 bd · 2.5 ba · 1,658 sqft · built 1987 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Sep 2011 $10,5242024 Amount on Record Dec 1998 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

59 Brewster Dr

2 bd · 1 ba · 1,304 sqft · built 1976 · 0.214 acres

Last Sale Tax Bill Prior Sale Owner Records
$174,000Jul 2010 $8,4972024 Amount on Record Sep 1994 2 Names on Record Owner Occupied AssessorUpdated May 2026

60 Brewster Dr

3 bd · 2.5 ba · 1,658 sqft · built 1987 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,9142024 1 Name on Record Owner Occupied AssessorUpdated May 2026

61 Brewster Dr

3 bd · 2 ba · 1,658 sqft · built 1976 · 0.213 acres

Last Sale Tax Bill Prior Sale Owner Records
$213,000Jun 2019 $9,4972024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

62 Brewster Dr

3 bd · 2.5 ba · 1,658 sqft · built 1987 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Jun 2025 $10,1912024 —Jan 2016 1 Name on Record AssessorUpdated May 2026

63 Brewster Dr

4 bd · 2 ba · 2,275 sqft · built 1980 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$243,000Aug 2009 $10,9412024 1 Name on Record Owner Occupied AssessorUpdated May 2026

64 Brewster Dr

4 bd · 2 ba · 1,820 sqft · built 1985 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,6072024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

65 Brewster Dr

3 bd · 2.5 ba · 1,874 sqft · built 1987 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$192,000Nov 2013 $9,8582024 Amount on Record Oct 2000 2 Names on Record Owner Occupied AssessorUpdated May 2026

66 Brewster Dr

3 bd · 1 ba · 960 sqft · built 1988 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$77,250Dec 1999 $7,8862024 Amount on Record Jun 1998 1 Name on Record Owner Occupied AssessorUpdated May 2026

67 Brewster Dr

3 bd · 2 ba · 1,782 sqft · built 1983 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$219,000Oct 2013 $10,0522024 Amount on Record Apr 2008 2 Names on Record Owner Occupied AssessorUpdated May 2026

68 Brewster Dr

4 bd · 2 ba · 2,364 sqft · built 1983 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$515,000Oct 2022 $10,1352024 Amount on Record Dec 2000 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

69 Brewster Dr

3 bd · 2 ba · 1,220 sqft · built 1984 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,3022024 1 Name on Record Owner Occupied AssessorUpdated May 2026

70 Brewster Dr

3 bd · 2.5 ba · 1,767 sqft · built 1988 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Nov 2004 $11,3572024 Amount on Record Aug 1999 1 Name on Record Owner Occupied AssessorUpdated May 2026

71 Brewster Dr

3 bd · 2.5 ba · 2,106 sqft · built 1992 · 0.207 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Nov 2012 $10,8302024 2 Names on Record Owner Occupied AssessorUpdated May 2026

72 Brewster Dr

3 bd · 2.5 ba · 2,150 sqft · built 1975 · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$114,000Dec 2003 $8,4142024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

73 Brewster Dr

3 bd · 2 ba · 1,636 sqft · built 2001 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Feb 2018 $11,2462024 Amount on Record Aug 2001 1 Name on Record Assessor + 1 DocumentUpdated May 2026

75 Brewster Dr

3 bd · 1 ba · 1,132 sqft · built 2001 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Aug 2001 $9,3022024 Amount on Record Mar 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated May 2026

93 Brewster Dr

0.077 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated May 2026

Wildfire Risk on Brewster Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 20% of the US · above 55% of New York
Wildfire LikelihoodAbout 1 in 6,897 per year
ExposureDirect
2 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets