Grand Ave, Middletown, NY Property Records

Orange County and Middletown City property records for 83 addresses on Grand Ave, Middletown, NY · Last verified October 2026

Grand Ave Highlights

Properties 83
Median Sale Price $221,000
Deeds and Mortgages on File 120
Median Price per Sqft $131
Owner Occupied 59%
Median Annual Tax Bill $6,609
Median Year Built 1900
Median Ownership Tenure 12 years

Properties on Grand Ave

Address Details Last Sale Tax Bill Records Owner

5 Grand Ave

0.19 acres $149,000 Feb 2023 $1,805 2024 Assessor + 3 Documents Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

7 1/2 Grand Ave

6 bd · 2 ba · 2,840 sqft built 1900 · 0.14 acres Assessor Updated Feb 2024 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

8 Grand Ave

2 bd · 2 ba · 1,296 sqft built 1890 · 0.104 acres $169,900 Dec 2020 $4,610 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

9, #13 Grand Ave

6 bd · 4 ba · 2,876 sqft built 2006 · 0.128 acres $268,000 Apr 2009 $10,052 2024 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

12 Grand Ave

4 bd · 2 ba · 2,342 sqft built 1850 · 0.11 acres $235,000 Aug 2021 $6,664 2024 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

14 Grand Ave

4 bd · 2 ba · 1,482 sqft built 1880 · 0.104 acres $35,000 Oct 2016 $6,442 2024 Assessor Updated Aug 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

15, #15 1/2 Grand Ave

6 bd · 2 ba · 2,786 sqft built 1900 · 0.157 acres $290,000 Nov 2005 $2,835 2020 Assessor Updated Jun 2023 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

15, #15-1-2 Grand Ave

6 bd · 2 ba · 2,786 sqft built 1900 · 0.157 acres $290,000 Nov 2005 Assessor Updated Feb 2024 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16 Grand Ave

4 bd · 3 ba · 1,736 sqft built 1890 · 0.107 acres $220,500 May 2005 $7,053 2024 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

17, #17-1-2 Grand Ave

6 bd · 2 ba · 2,840 sqft built 1890 · 0.14 acres $6,414 2024 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

18, #20 Grand Ave

4 bd · 4 ba · 2,640 sqft built 1880 · 0.375 acres $100,000 Apr 2014 $8,497 2024 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

19, #19-1-2 Grand Ave

6 bd · 2 ba · 2,576 sqft built 1870 · 0.143 acres $193,500 Sep 2019 $6,526 2024 Assessor + 2 Documents Updated Aug 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

21 Grand Ave

3 bd · 2 ba · 1,478 sqft built 1870 · 0.129 acres $224,000 Jan 2007 $5,581 2024 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

22 Grand Ave

4 bd · 2 ba · 2,092 sqft built 1860 · 0.246 acres $5,443 2024 Assessor + 2 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23 Grand Ave

3 bd · 1 ba · 1,376 sqft built 1890 · 0.16 acres $200,000 Jul 2024 $5,026 2024 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

24 Grand Ave

3 bd · 1.5 ba · 1,706 sqft built 1912 · 0.131 acres $194,738 Aug 2004 $6,887 2024 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

26 Grand Ave

3 bd · 1 ba · 1,260 sqft built 1880 · 0.179 acres $4,943 2024 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

28 Grand Ave

24 sqft 0.17 acres $221,000 Aug 2020 $4,898 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

37 Grand Ave

6 bd · 4 ba · 3,232 sqft built 1890 · 0.228 acres $120,000 Nov 1994 $8,969 2024 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

39 Grand Ave

4 bd · 2.5 ba · 2,084 sqft built 1880 · 0.144 acres $224,900 Aug 2004 $6,109 2024 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

43 Grand Ave

2 bd · 2 ba · 1,723 sqft built 1900 · 0.128 acres $85,000 Jan 2000 $5,220 2024 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

45 Grand Ave

4 bd · 2 ba · 1,887 sqft built 1900 · 0.125 acres $160,000 Dec 2018 $6,192 2024 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

47 Grand Ave

4 bd · 2 ba · 1,972 sqft built 1900 · 0.116 acres $225,000 Aug 2021 $5,915 2024 Assessor + 1 Document Updated Aug 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

49 Grand Ave

3 bd · 2.5 ba · 1,686 sqft built 1900 · 0.062 acres $45,000 Jul 2012 $4,832 2024 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

52 Grand Ave

4 bd · 3 ba · 2,554 sqft built 1900 · 0.143 acres $400,000 Nov 2023 $7,525 2024 Assessor + 7 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

53 Grand Ave

4 bd · 2 ba · 1,915 sqft built 1903 · 0.161 acres $200,000 Jan 2024 $6,970 2024 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

54 Grand Ave

5 bd · 2 ba · 2,242 sqft built 1900 · 0.103 acres $211,000 Mar 2021 $6,359 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

55 Grand Ave

3 bd · 1 ba · 1,200 sqft built 1900 · 0.172 acres $84,500 Jan 2001 $5,665 2024 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

56 Grand Ave

3 bd · 1 ba · 1,540 sqft built 1900 · 0.216 acres $4,631 2024 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

57 Grand Ave

4 bd · 2 ba · 2,347 sqft built 1870 · 0.172 acres $253,000 Jan 2005 $7,525 2024 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

58 Grand Ave

4 bd · 2 ba · 1,701 sqft built 1900 · 0.212 acres $192,500 Jul 2009 $6,859 2024 Assessor + 2 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

59 Grand Ave

3 bd · 2 ba · 2,022 sqft built 1920 · 0.172 acres $6,970 2024 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

60 Grand Ave

4 bd · 2 ba · 2,112 sqft built 1896 · 0.206 acres $90,000 Mar 2010 $6,220 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

61, #63 Grand Ave

7 bd · 4 ba · 4,356 sqft built 1878 · 0.344 acres $12,051 2024 Assessor Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

62, #66 Grand Ave

7 bd · 6 ba · 4,309 sqft built 1930 · 0.602 acres $350,000 Feb 2017 $14,078 2024 Assessor + 3 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

65 Grand Ave

4 bd · 1 ba · 2,192 sqft built 1894 · 0.172 acres $110,000 Nov 2016 $7,720 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

67 Grand Ave

3 bd · 1 ba · 1,309 sqft built 1870 · 0.172 acres $340,000 Sep 2019 $5,526 2024 Assessor + 3 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

68 Grand Ave

3 bd · 2 ba · 1,812 sqft built 1903 · 0.183 acres $6,942 2024 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

69 Grand Ave

3 bd · 2 ba · 1,646 sqft built 1870 · 0.172 acres $125,000 Jun 2002 $6,303 2024 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

70 Grand Ave

4 bd · 1.5 ba · 1,874 sqft built 1878 · 0.177 acres $155,000 Jan 2014 $6,803 2024 Assessor + 3 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

71 Grand Ave

3 bd · 1 ba · 1,288 sqft built 1920 · 0.139 acres $100,000 Mar 2016 $5,859 2024 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

72 Grand Ave

6 bd · 5 ba · 4,526 sqft built 1893 · 0.183 acres $190,000 Aug 2025 $11,385 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

73 Grand Ave

4 bd · 1 ba · 2,476 sqft built 1880 · 0.209 acres $215,000 May 2020 $8,941 2024 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

74 Grand Ave

4 bd · 1.5 ba · 1,904 sqft built 1903 · 0.153 acres $185,400 Jan 2019 $6,192 2024 Assessor + 3 Documents Updated Aug 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

75 Grand Ave

4 bd · 2 ba · 2,329 sqft built 1883 · 0.172 acres $170,000 Sep 2020 $7,969 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

76 Grand Ave

4 bd · 2 ba · 1,763 sqft built 1890 · 0.16 acres $167,500 Mar 2004 $5,998 2024 Assessor + 2 Documents Updated Aug 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

77 Grand Ave

5 bd · 3 ba · 3,042 sqft built 1870 · 0.172 acres $95,000 Mar 2015 $7,942 2024 Assessor + 2 Documents Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

78 Grand Ave

3 bd · 1 ba · 1,348 sqft built 1893 · 0.154 acres $320,000 Jan 2023 $6,775 2024 Assessor + 2 Documents Updated Aug 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

79 Grand Ave

5 bd · 1 ba · 2,112 sqft built 1870 · 0.172 acres $6,498 2024 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

80 Grand Ave

3 bd · 2.5 ba · 1,468 sqft built 1903 · 0.149 acres $152,500 Jul 2022 $6,637 2024 Assessor + 2 Documents Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

81 Grand Ave

4 bd · 2 ba · 2,248 sqft built 1870 · 0.126 acres $85,500 May 1997 $6,442 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

82 Grand Ave

4 bd · 1 ba · 1,591 sqft built 1903 · 0.143 acres $190,000 Mar 2005 $5,637 2024 Assessor + 2 Documents Updated Aug 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

83 Grand Ave

5 bd · 1 ba · 2,021 sqft built 1870 · 0.114 acres $155,000 Feb 1999 $7,442 2024 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

84 Grand Ave

4 bd · 3 ba · 2,168 sqft built 1893 · 0.166 acres $259,100 Sep 2017 $7,414 2024 Assessor + 5 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

85 Grand Ave

4 bd · 2 ba · 1,762 sqft built 1910 · 0.136 acres $250,000 Apr 2021 $7,303 2024 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

86 Grand Ave

6 bd · 2 ba · 3,002 sqft built 1915 · 0.119 acres $263,000 Oct 2004 $6,942 2024 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

87 Grand Ave

4 bd · 1 ba · 1,682 sqft built 1913 · 0.049 acres $164,000 Apr 2014 $5,498 2024 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

88 Grand Ave

5 bd · 2 ba · 1,736 sqft built 1913 · 0.114 acres $274,900 Apr 2021 $5,992 2024 Assessor + 3 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

90 Grand Ave

3 bd · 2 ba · 1,963 sqft built 1910 · 0.107 acres $134,000 May 2004 $6,664 2024 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

91 Grand Ave

3 bd · 2.5 ba · 1,454 sqft built 1920 · 0.153 acres $399,999 Apr 2024 $5,498 2024 Assessor + 4 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

92 Grand Ave

3 bd · 2 ba · 1,904 sqft built 1910 · 0.108 acres $6,609 2024 Assessor + 3 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

93 Grand Ave

5 bd · 1 ba · 2,575 sqft built 1915 · 0.136 acres $162,000 Apr 2015 $6,692 2024 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

94 Grand Ave

4 bd · 1 ba · 1,952 sqft built 1903 · 0.11 acres $180,000 Sep 2002 $6,053 2024 Assessor + 4 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

95 Grand Ave

4 bd · 1.5 ba · 1,650 sqft built 2003 · 0.133 acres $249,900 Sep 2004 $6,526 2024 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

96 Grand Ave

5 bd · 3 ba · 2,118 sqft built 1910 · 0.01 acres $153,700 Apr 2020 $6,748 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

97 Grand Ave

4 bd · 1.5 ba · 1,698 sqft built 1920 · 0.105 acres $5,752 2024 Assessor Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

98 Grand Ave

3 bd · 1 ba · 1,156 sqft built 1883 · 0.107 acres $4,943 2024 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

100 Grand Ave

9.5 acres Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

101 Grand Ave

4 bd · 1.5 ba · 1,738 sqft built 1920 · 0.114 acres $295,000 Oct 2021 $7,223 2025 Assessor + 4 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

103 Grand Ave

3 bd · 2.5 ba · 2,209 sqft built 1900 · 0.189 acres $187,000 May 2003 $7,433 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

105 Grand Ave

4 bd · 2 ba · 1,774 sqft built 1918 · 0.114 acres $5,942 2024 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

106 Grand Ave

3 bd · 1.5 ba · 1,640 sqft built 1929 · 0.117 acres $165,000 Oct 2001 $7,346 2024 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

107 Grand Ave

2 bd · 1 ba · 1,960 sqft built 1915 · 0.114 acres $5,248 2024 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

108 Grand Ave

3 bd · 1.5 ba · 1,608 sqft built 1930 · 0.112 acres $250,000 Jun 2021 $7,636 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

109 Grand Ave

3 bd · 1 ba · 1,820 sqft built 1920 · 0.114 acres $167,500 Apr 2015 $6,026 2024 Assessor + 6 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

110 Grand Ave

3 bd · 2.5 ba · 1,910 sqft built 1929 · 0.114 acres $318,000 Aug 2006 $9,108 2024 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

111 Grand Ave

2 bd · 2 ba · 1,612 sqft built 1920 · 0.114 acres $7,053 2024 Assessor + 1 Document Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

113 Grand Ave

4 bd · 1.5 ba · 2,044 sqft built 1920 · 0.141 acres $121,000 May 2000 $6,720 2024 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

115 Grand Ave

4 bd · 1 ba · 1,502 sqft built 1920 · 0.126 acres $6,387 2024 Assessor Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

117 Grand Ave

6 bd · 2 ba · 2,058 sqft built 1920 · 0.114 acres $129,850 Jan 2002 $7,525 2024 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

119, #121 Grand Ave

4 bd · 2.5 ba · 2,462 sqft built 1911 · 0.189 acres $140,000 Feb 2001 $9,163 2024 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

123, #125 Grand Ave

4 bd · 2 ba · 1,780 sqft built 1925 · 0.315 acres $160,000 Aug 2002 $8,636 2024 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

771/2 Grand Ave

6 bd · 2 ba · 2,840 sqft built 1900 · 0.14 acres $5,932 2016 Assessor Updated May 2024 2 Owners on File

Property Records in Nearby Streets