Bennett St, Middletown, NY Property Records

Orange County, Middletown City and Newburgh City property records for 42 addresses on Bennett St, Middletown, NY · Last verified August 2026

Bennett St Highlights

Properties 42
Median Sale Price $25,000
Deeds and Mortgages on File 32
Median Price per Sqft $126
Owner Occupied 26%
Median Annual Tax Bill $4,392
Median Year Built 1928
Median Ownership Tenure 4 years

Properties on Bennett St

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

4 Bennett St

8,350 sqft · Built 1987 · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Names on Record AssessorUpdated May 2026

5 Bennett St

0.188 acres

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

19 Bennett St

3 bd · 2.5 ba · 1,642 sqft · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,500Nov 2022 $6,5552024 Amount on Record Mar 2021 1 Name on Record Owner Occupied Assessor + 7 DocumentsUpdated Aug 2026

20 Bennett St

2 bd · 1 ba · 1,365 sqft · 0.091 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$40,000Aug 2001 $4,8592024 1 Name on Record Owner Occupied AssessorUpdated May 2026

23 Bennett St

6 bd · 3 ba · 2,448 sqft · 0.214 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$249,900Jul 2004 $7,4142024 Amount on Record Aug 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

25 Bennett St, #27

5 bd · 2.5 ba · 2,020 sqft · 0.214 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$167,000May 2003 $7,1362024 Amount on Record Jan 1996 1 Name on Record Owner Occupied AssessorUpdated May 2026

29 Bennett St

3 bd · 2.5 ba · 2,874 sqft · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,000Feb 2019 $7,8312024 Amount on Record Oct 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

30 Bennett St

3 bd · 1.5 ba · 976 sqft · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Sep 2009 $5,0542024 Amount on Record Apr 2003 1 Name on Record AssessorUpdated May 2026

31 Bennett St

3 bd · 2 ba · 1,880 sqft · 0.131 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$161,501Mar 2023 $4,7762024 —Apr 1996 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

32 Bennett St

5 bd · 3 ba · 2,834 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$86,000Nov 1999 $7,7752024 Amount on Record Oct 1999 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

33 Bennett St

3 bd · 1 ba · 875 sqft · 0.126 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$193,000May 2022 $5,6092024 Amount on Record Dec 2003 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

34 1/2 Bennett St

3 bd · 1.5 ba · 1,191 sqft · 0.086 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$112,700Dec 2005 $5,2202024 1 Name on Record AssessorUpdated May 2026

34 Bennett St

2 bd · 2.5 ba · 1,200 sqft · 0.085 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$65,000Apr 2015 $5,3042024 Amount on Record Feb 2014 1 Name on Record AssessorUpdated May 2026

35 Bennett St

3 bd · 2.5 ba · 1,640 sqft · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Sep 2016 $6,9142024 Amount on Record Jul 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

36 Bennett St

3 bd · 1 ba · 1,122 sqft · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Dec 2016 $4,3002024 Amount on Record Dec 1994 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

37 Bennett St

0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,000Nov 1999 $3,4432024 2 Names on Record AssessorUpdated May 2026

39 1/2 Bennett St

3 bd · 1 ba · 953 sqft · 0.093 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$199,900May 2022 $4,6932024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

39 Bennett St

3 bd · 1 ba · 1,068 sqft · 0.094 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,9152024 2 Names on Record AssessorUpdated May 2026

41 Bennett St

2 bd · 2 ba · 1,354 sqft · 0.094 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,8322024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

43 Bennett St

2 bd · 1 ba · 1,094 sqft · 0.093 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$107,000May 2016 $4,3922024 1 Name on Record Owner Occupied AssessorUpdated May 2026

45 Bennett St

4 bd · 2 ba · 1,818 sqft · 0.126 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$230,000May 2021 $5,4152024 Amount on Record Jan 2007 1 Name on Record Assessor + 3 DocumentsUpdated May 2026

47 Bennett St

0.043 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Sep 2021 $11,0242024 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

64 Bennett St

0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,0552024 1 Name on Record AssessorUpdated May 2026

66 Bennett St

1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Nov 2017 $9,1632024 Amount on Record Aug 1996 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

71 Bennett St, #73

0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

75 Bennett St

0.112 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

77 Bennett St, #79

0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $1112024 1 Name on Record AssessorUpdated May 2026

78 Bennett St

0.097 acres

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

80 Bennett St, #82

0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $1112024 1 Name on Record AssessorUpdated May 2026

81 Bennett St

0.155 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

83 Bennett St

0.168 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

84 Bennett St, #86

0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $1112024 1 Name on Record AssessorUpdated May 2026

85 Bennett St

0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

87 Bennett St

0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

88 Bennett St

0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

89 Bennett St

0.156 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

90 Bennett St

1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 1 Name on Record AssessorUpdated May 2026

90 Bennett St, #92

0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$1112024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

91 Bennett St

0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

93 Bennett St

0.123 acres

Last Sale Tax Bill Prior Sale Owner Records
$282024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

94 Bennett St

0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

96 Bennett St

0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 2024 $562024 1 Name on Record AssessorUpdated May 2026

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