Chesbrough Rd, West Roxbury, MA Property Records

Suffolk County and Boston City property records for 77 addresses on Chesbrough Rd, West Roxbury, MA · Last verified October 2026

Chesbrough Rd Highlights

Properties 77
Median Sale Price $776,000
Deeds and Mortgages on File 116
Median Price per Sqft $533
Owner Occupied 90%
Median Annual Tax Bill $7,929
Median Year Built 1935
Median Ownership Tenure 15 years

Properties on Chesbrough Rd

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

1 Chesbrough Rd

4 bd · 1 ba · 1,829 sqft · built 1925 · 0.127 acres

Last Sale Tax Bill Prior Sale Owner Records
$474,000Oct 2002 $8,0842025 Amount on Record Jun 1997 Owner on Record Owner Occupied AssessorUpdated Oct 2026

2 Chesbrough Rd

3 bd · 2.5 ba · 1,360 sqft · built 1950 · 0.121 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Jun 2017 $7,1682025 Amount on Record Sep 2013 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

3 Chesbrough Rd

2 bd · 1 ba · 1,116 sqft · built 1935 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$613,000Jun 2023 $6,6572025 Amount on Record Aug 2016 Owner on Record Assessor + 3 DocumentsUpdated Jul 2026

5 Chesbrough Rd

4 bd · 3 ba · 2,168 sqft · built 1940 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,000Jun 1993 $11,3532025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

6 Chesbrough Rd

1 bd · 1 ba · 768 sqft · built 1950 · 0.168 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,4192025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

7 Chesbrough Rd

4 bd · 1.5 ba · 1,768 sqft · built 1934 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5962025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

8 Chesbrough Rd

3 bd · 2.5 ba · 1,305 sqft · built 1950 · 0.236 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Jul 2019 $8,0192025 Amount on Record Sep 2015 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

9 Chesbrough Rd

3 bd · 1 ba · 1,300 sqft · built 1931 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$665,000Feb 2023 $7,7242025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

10 Chesbrough Rd

2 bd · 1.5 ba · 1,345 sqft · built 1950 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$529,000Oct 2013 $8,6762025 Amount on Record Jun 2010 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

11 Chesbrough Rd

3 bd · 1.5 ba · 1,640 sqft · built 1924 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,000Apr 1995 $8,0782025 Amount on Record Jun 1992 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

12 Chesbrough Rd

2 bd · 1 ba · 1,092 sqft · built 1924 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$105,000Dec 2006 $7,1392025 Amount on Record Apr 2003 Owner on Record Owner Occupied AssessorUpdated Oct 2026

14 Chesbrough Rd

3 bd · 1.5 ba · 1,679 sqft · built 1920 · 0.252 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Jun 2010 $8,4332025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

15 Chesbrough Rd

3 bd · 2.5 ba · 1,556 sqft · built 1932 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$492,500Nov 2013 $8,5672025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

17 Chesbrough Rd

3 bd · 1.5 ba · 1,520 sqft · built 1940 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$609,000Nov 2019 $8,3142025 Amount on Record Jun 2004 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

18 Chesbrough Rd

3 bd · 1.5 ba · 1,540 sqft · built 1955 · 0.503 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000May 1996 $9,7162025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

19 Chesbrough Rd

3 bd · 1 ba · 1,008 sqft · built 1954 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Jan 2021 $6,8212025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

20 Chesbrough Rd

2 bd · 2.5 ba · 1,127 sqft · built 1950 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1992025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

21 Chesbrough Rd

3 bd · 1 ba · 1,008 sqft · built 1954 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$177,300May 2000 $7,8802025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

22 Chesbrough Rd

3 bd · 1 ba · 876 sqft · built 1950 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,9762025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

23 Chesbrough Rd

3 bd · 2 ba · 1,428 sqft · built 1950 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Aug 2008 $7,8562025 Amount on Record Dec 1992 Owner on Record Owner Occupied AssessorUpdated Jul 2026

24 Chesbrough Rd

4 bd · 3.5 ba · 2,260 sqft · built 1950 · 0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Nov 2002 $10,2472025 Amount on Record Feb 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

25 Chesbrough Rd

5 bd · 2 ba · 2,376 sqft · built 1940 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$820,000May 2019 $9,8682025 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

26 Chesbrough Rd

2 bd · 2 ba · 1,201 sqft · built 1925 · 0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Dec 2002 $7,9902025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

28 Chesbrough Rd

2 bd · 2.5 ba · 1,458 sqft · built 1950 · 0.312 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Sep 2013 $8,9072025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

29 Chesbrough Rd

3 bd · 1 ba · 1,384 sqft · built 1915 · 0.131 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Feb 1996 $7,5662025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

30 Chesbrough Rd

3 bd · 1.5 ba · 1,594 sqft · built 1937 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Jan 1993 $8,3502025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

31 Chesbrough Rd

4 bd · 2 ba · 2,760 sqft · built 1920 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Aug 2006 $9,9612025 Amount on Record Apr 1991 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

32 Chesbrough Rd

3 bd · 1.5 ba · 1,627 sqft · built 1940 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,0902025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

33 Chesbrough Rd

3 bd · 1.5 ba · 952 sqft · built 1925 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Nov 1987 $7,2032025 Owner on Record AssessorUpdated Jul 2026

34 Chesbrough Rd

4 bd · 3.5 ba · 3,170 sqft · built 1922 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Nov 1992 $14,2902025 Amount on Record May 1987 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Sep 2026

35 Chesbrough Rd

4 bd · 2 ba · 2,240 sqft · built 1915 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,8072025 Owner on Record AssessorUpdated Apr 2026

36 Chesbrough Rd

3 bd · 2.5 ba · 1,716 sqft · built 1950 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,3842025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

37 Chesbrough Rd

2 bd · 1.5 ba · 1,344 sqft · built 1925 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$428,000Jun 2015 $7,2042025 Amount on Record Feb 2005 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

38 Chesbrough Rd

3 bd · 2 ba · 1,300 sqft · built 1930 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,500Jul 1995 $7,3222025 Amount on Record Jun 1989 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

39 Chesbrough Rd

2 bd · 1 ba · 960 sqft · built 1928 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Nov 1998 $6,7332025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

40 Chesbrough Rd

3 bd · 2 ba · 1,200 sqft · built 1940 · 0.088 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Oct 2011 $7,9102025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

41 Chesbrough Rd

2 bd · 1.5 ba · 1,097 sqft · built 1928 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2016 $6,8612025 2 Owners on Record AssessorUpdated Jul 2026

42 Chesbrough Rd

3 bd · 1 ba · 1,200 sqft · built 1935 · 0.088 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2018 $6,6622025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

43 Chesbrough Rd

2 bd · 1 ba · 1,456 sqft · built 1920 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$178,000Jan 1996 $7,3782025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

44 Chesbrough Rd

3 bd · 1.5 ba · 1,352 sqft · built 1931 · 0.087 acres

Last Sale Tax Bill Prior Sale Owner Records
$296,000Jul 2001 $7,4812025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

45 Chesbrough Rd

4 bd · 2.5 ba · 1,454 sqft · built 1924 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$776,000Oct 2020 $9,8802025 Amount on Record Aug 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

46 Chesbrough Rd

3 bd · 2.5 ba · 1,456 sqft · built 1924 · 0.086 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Aug 2008 $7,7242025 Amount on Record Oct 2000 Owner on Record Owner Occupied AssessorUpdated Jul 2026

47 Chesbrough Rd

5 bd · 4 ba · 2,080 sqft · built 1950 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$975,000Jul 2024 $11,3182025 Amount on Record Dec 2014 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

48 Chesbrough Rd

3 bd · 1.5 ba · 1,344 sqft · built 1940 · 0.086 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Dec 1992 $7,2492025 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

49 Chesbrough Rd

3 bd · 2.5 ba · 1,456 sqft · built 1924 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Apr 1991 $7,6052025 Amount on Record Mar 1988 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

50 Chesbrough Rd

3 bd · 1.5 ba · 1,450 sqft · built 1940 · 0.085 acres

Last Sale Tax Bill Prior Sale Owner Records
$865,000Sep 2023 $9,3062025 Amount on Record Jul 2018 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

51 Chesbrough Rd

3 bd · 2 ba · 1,377 sqft · built 1925 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$551,000Aug 2020 $7,1682025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

52 Chesbrough Rd

3 bd · 1.5 ba · 1,425 sqft · built 1926 · 0.085 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8482025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

53 Chesbrough Rd

4 bd · 2.5 ba · 1,769 sqft · built 1915 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Jun 2018 $9,7752025 —Dec 2014 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

54 Chesbrough Rd

3 bd · 1.5 ba · 1,349 sqft · built 1939 · 0.084 acres

Last Sale Tax Bill Prior Sale Owner Records
$852,000May 2022 $8,7312025 Amount on Record Jun 2016 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

55 Chesbrough Rd

3 bd · 2.5 ba · 2,344 sqft · built 1920 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$222,000Nov 1999 $10,7002025 Amount on Record Jul 1991 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

56 Chesbrough Rd

3 bd · 1 ba · 1,400 sqft · built 1940 · 0.084 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8962025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

58 Chesbrough Rd

3 bd · 1.5 ba · 1,464 sqft · built 1940 · 0.083 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0672025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

59 Chesbrough Rd

4 bd · 2.5 ba · 1,679 sqft · built 1932 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$725,000Dec 2025 $9,2422025 Amount on Record Aug 2001 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

63 Chesbrough Rd

3 bd · 2.5 ba · 1,679 sqft · built 1920 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$685,000Nov 2017 $10,1212025 Amount on Record Mar 2016 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

68 Chesbrough Rd

3 bd · 1.5 ba · 1,576 sqft · built 1931 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Aug 2014 $7,1412025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

72 Chesbrough Rd, #74

6 bd · 3 ba · 3,308 sqft · built 1940 · 0.129 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,5602025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

75 Chesbrough Rd

4 bd · 2.5 ba · 1,502 sqft · built 1955 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,000Apr 2015 $8,5372025 Amount on Record Jun 2008 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

81 Chesbrough Rd

2 bd · 1 ba · 950 sqft · built 1924 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$137,000Jan 1993 $6,4652025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

83 Chesbrough Rd

3 bd · 2.5 ba · 1,535 sqft · built 1922 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$382,000Dec 2009 $8,4772025 Amount on Record Sep 1989 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

85 Chesbrough Rd

4 bd · 2.5 ba · 1,918 sqft · built 1920 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$565,000Feb 2018 $8,0382025 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

86 Chesbrough Rd

5 bd · 3 ba · 2,336 sqft · built 1940 · 0.116 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Sep 2014 $10,6612025 Amount on Record Mar 2006 Owner on Record Assessor + 1 DocumentUpdated Sep 2026

87 Chesbrough Rd

3 bd · 1.5 ba · 1,440 sqft · built 1930 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$148,000Jul 1991 $7,9292025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

88 Chesbrough Rd

3 bd · 1.5 ba · 858 sqft · built 1955 · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,000May 2014 $6,9952025 Amount on Record Aug 2007 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

89 Chesbrough Rd

3 bd · 1 ba · 1,586 sqft · built 1938 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,3962025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

93 Chesbrough Rd

3 bd · 1.5 ba · 1,085 sqft · built 1953 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$699,000Jul 2021 $8,1812025 —Oct 2016 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

96 Chesbrough Rd

4 bd · 3 ba · 1,865 sqft · built 1950 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$321,500Mar 2010 $11,2182025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

97 Chesbrough Rd, #99

4 bd · 2 ba · 2,236 sqft · built 1930 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Oct 2023 $9,2562025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

100 Chesbrough Rd

3 bd · 1.5 ba · 1,284 sqft · built 1930 · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$153,500Sep 1992 $6,6522025 Amount on Record Feb 1987 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

101 Chesbrough Rd

3 bd · 2 ba · 1,192 sqft · built 1955 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$820,000Oct 2025 $7,6092025 Amount on Record Apr 2021 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

104 Chesbrough Rd

3 bd · 2 ba · 1,305 sqft · built 1950 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000May 2022 $7,6652025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

105 Chesbrough Rd

3 bd · 2.5 ba · 1,230 sqft · built 1927 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$810,250Dec 2025 $7,3022025 Amount on Record Oct 1998 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

107 Chesbrough Rd

4 bd · 1 ba · 2,296 sqft · built 1927 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,601Jan 2011 $8,6282025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

108 Chesbrough Rd

3 bd · 2 ba · 1,025 sqft · built 1956 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$529,000Mar 2019 $6,9142025 Amount on Record Jul 2012 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

111 Chesbrough Rd

2 bd · 1 ba · 985 sqft · built 1953 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,900Oct 2003 $6,9862025 Amount on Record Nov 1998 Owner on Record Owner Occupied AssessorUpdated Jul 2026

112 Chesbrough Rd

3 bd · 1 ba · 1,402 sqft · built 1956 · 0.068 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jul 1989 $7,4672025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

123 Chesbrough Rd

3 bd · 1.5 ba · 1,274 sqft · built 1955 · 0.102 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,000May 1993 $6,9332025 2 Owners on Record AssessorUpdated Jul 2026

Property Records in Nearby Streets