Dewey Ave, Pittsfield, MA Property Records

Berkshire County and Pittsfield City property records for 58 addresses on Dewey Ave, Pittsfield, MA · Last verified August 2026

Dewey Ave Highlights

Properties 58
Median Sale Price $167,000
Deeds and Mortgages on File 59
Median Price per Sqft $63
Owner Occupied 36%
Median Annual Tax Bill $2,192
Median Year Built 1890
Median Ownership Tenure 12 years

Properties on Dewey Ave

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

4 Dewey Ave

4 bd · 1 ba · 1,754 sqft · built 1890 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2013 $2,7162025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

10 Dewey Ave

4 bd · 2 ba · 1,559 sqft · built 1880 · 0.162 acres

Last Sale Tax Bill Prior Sale Owner Records
$68,000Jun 2016 $2,7292025 Amount on Record Sep 2010 Owner on Record AssessorUpdated Apr 2026

12 Dewey Ave

4 bd · 2 ba · 1,889 sqft · built 1880 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$113,500Apr 2014 $2,5962025 Amount on Record May 1999 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

17 Dewey Ave

3 bd · 1.5 ba · 2,120 sqft · built 1890 · 0.125 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,1212025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

27 Dewey Ave

3 bd · 2 ba · 2,044 sqft · built 1880 · 0.262 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,5092025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

28 Dewey Ave

0.577 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,000Apr 2013 $5972025 Amount on Record Jul 2009 Owner on Record AssessorUpdated Aug 2026

36 Dewey Ave

3 bd · 2 ba · 2,235 sqft · built 1880 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Jul 2015 $2,9652025 Amount on Record Dec 2014 Owner on Record Owner Occupied AssessorUpdated Jul 2026

37 Dewey Ave

6 bd · 2 ba · 3,024 sqft · built 1880 · 0.238 acres

Last Sale Tax Bill Prior Sale Owner Records
$222,000Jun 2022 $3,7712025 Amount on Record May 2019 2 Owners on Record Assessor + 4 DocumentsUpdated Apr 2026

50 Dewey Ave

3 bd · 1 ba · 1,477 sqft · built 1880 · 0.068 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,000Jul 1985 $1,7892025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

54 Dewey Ave

2 bd · 2 ba · 2,052 sqft · built 1880 · 0.143 acres

Last Sale Tax Bill Prior Sale Owner Records
$52,000Oct 1988 $1,8412025 Owner on Record AssessorUpdated Apr 2026

57 Dewey Ave

3 bd · 1 ba · 1,270 sqft · built 1880 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Jun 1992 $6662025 Owner on Record AssessorUpdated Jul 2026

59 Dewey Ave

3 bd · 1 ba · 1,120 sqft · built 1880 · 0.094 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jan 2025 $1,4322025 Amount on Record Jun 2023 Owner on Record Assessor + 4 DocumentsUpdated Jul 2026

61 Dewey Ave

7 bd · 3 ba · 2,560 sqft · built 1920 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,000Apr 2013 $2,7742025 —Apr 2009 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

64 Dewey Ave

4 bd · 3 ba · 2,880 sqft · built 1880 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$168,000Apr 2020 $3,6722025 Amount on Record Jul 2003 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

71 Dewey Ave

3 bd · 1 ba · 1,000 sqft · built 1840 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$62,200Mar 2023 $1,2922025 Amount on Record Jul 1997 2 Owners on Record Assessor + 2 DocumentsUpdated Apr 2026

73 Dewey Ave

3 bd · 1 ba · 1,320 sqft · built 1880 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,500Mar 2000 $2,4522025 Amount on Record May 1989 Owner on Record AssessorUpdated Apr 2026

79 Dewey Ave

3 bd · 2.5 ba · 1,463 sqft · built 1900 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Sep 2008 $1,4412025 Amount on Record Feb 2008 Owner on Record Owner Occupied AssessorUpdated Aug 2026

102 Dewey Ave

3 bd · 1 ba · 1,105 sqft · built 1886 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Oct 2022 $3,1832025 Amount on Record Mar 2022 Owner on Record Assessor + 5 DocumentsUpdated Apr 2026

109 Dewey Ave

4 bd · 1 ba · 1,280 sqft · built 1880 · 0.081 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,5522025 2 Owners on Record AssessorUpdated Apr 2026

110 Dewey Ave

4 bd · 2 ba · 1,776 sqft · built 1880 · 0.309 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,000Jul 1983 $2,6032025 Owner on Record AssessorUpdated Apr 2026

111 Dewey Ave

4 bd · 2 ba · 1,456 sqft · built 1880 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,000Jan 2019 $1,5592025 Amount on Record Jun 2017 Owner on Record AssessorUpdated Apr 2026

117 Dewey Ave

5 bd · 2.5 ba · 2,042 sqft · built 1880 · 0.031 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,500Jul 1979 $2,8022025 Owner on Record AssessorUpdated Apr 2026

121 Dewey Ave

3 bd · 1 ba · 1,020 sqft · built 1880 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,500Jul 1979 $2,0702025 Owner on Record AssessorUpdated Jul 2026

122 Dewey Ave

7 bd · 4 ba · 2,880 sqft · built 1920 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$113,000Apr 2019 $2,9152025 Amount on Record Jan 2015 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

135 Dewey Ave

6 bd · 2 ba · 2,008 sqft · built 1880 · 0.191 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,000Jun 2021 $2,7562025 Amount on Record Aug 2007 Owner on Record Assessor + 2 DocumentsUpdated Apr 2026

141 Dewey Ave

built 1930 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Jul 2026 Amount on Record Nov 2007 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

143 Dewey Ave

6 bd · 3 ba · 2,712 sqft · built 1880 · 0.163 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2014 $1,5052025 Owner on Record AssessorUpdated Jul 2026

147 Dewey Ave

2 bd · 2 ba · 1,485 sqft · built 1880 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jul 2021 $1,3532025 Amount on Record Mar 2007 Owner on Record Assessor + 3 DocumentsUpdated Jul 2026

153 Dewey Ave

3 bd · 1.5 ba · 1,290 sqft · built 1880 · 0.132 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Oct 2017 $1,4842025 Amount on Record Apr 2013 Owner on Record Assessor + 3 DocumentsUpdated Aug 2026

154 Dewey Ave

4,860 sqft · built 1900 · 0.142 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,000Oct 1979 2 Owners on Record AssessorUpdated Apr 2026

159 Dewey Ave

3 bd · 1 ba · 1,032 sqft · built 1880 · 0.261 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Sep 2003 $2,1892025 Amount on Record Nov 1997 Owner on Record Owner Occupied AssessorUpdated Apr 2026

161 Dewey Ave

4,012 sqft · built 1950 · 0.277 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000Jan 2018 $2,0652025 Amount on Record May 2015 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

166 Dewey Ave

3 bd · 1 ba · 1,144 sqft · built 2014 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Apr 2014 $3,0842025 2 Owners on Record AssessorUpdated Apr 2026

168 Dewey Ave

3 bd · 1 ba · 984 sqft · built 1993 · 0.392 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,900Apr 2022 $3,0792025 Amount on Record Sep 2003 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

185 Dewey Ave

3 bd · 1 ba · 1,595 sqft · built 1860 · 2.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,000Feb 2005 Amount on Record Sep 2003 Owner on Record AssessorUpdated Apr 2026

192 Dewey Ave

3 bd · 1 ba · 1,216 sqft · built 1880 · 0.115 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Oct 2000 $2,2252025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

194 Dewey Ave

4 bd · 1 ba · 1,668 sqft · built 1902 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,000Apr 2016 $1,0482025 Amount on Record Nov 2015 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

198 Dewey Ave

4 bd · 2 ba · 1,410 sqft · built 1900 · 0.178 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2982025 Owner on Record AssessorUpdated Aug 2026

202 Dewey Ave

12 bd · 6,528 sqft · built 1890 · 0.262 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Nov 2023 $6,7942025 Amount on Record Oct 2022 Owner on Record Assessor + 4 DocumentsUpdated Aug 2026

203 Dewey Ave

4 bd · 2 ba · 2,436 sqft · built 1900 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$154,900Feb 2022 $2,6522025 Amount on Record Jan 2021 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

207 Dewey Ave

6 bd · 2 ba · 2,384 sqft · built 1900 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$79,000Oct 2005 $1,6832025 Owner on Record AssessorUpdated Apr 2026

233 Dewey Ave

3 bd · 1 ba · 1,292 sqft · built 1870 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$89,900Feb 2010 $1,7532025 Amount on Record Jun 2005 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

237 Dewey Ave

3 bd · 1 ba · 1,098 sqft · built 1900 · 0.051 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,1712025 Owner on Record AssessorUpdated Apr 2026

242 Dewey Ave

5 bd · 2 ba · 2,476 sqft · built 1900 · 0.378 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Sep 2016 $3,3852025 Owner on Record Assessor + 1 DocumentUpdated May 2026

247 Dewey Ave

6 bd · 2 ba · 2,160 sqft · built 1880 · 0.141 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,000Mar 2011 $2,7612025 Amount on Record Jan 2011 Owner on Record AssessorUpdated Apr 2026

248 Dewey Ave

4 bd · 2 ba · 2,284 sqft · built 1900 · 0.227 acres

Last Sale Tax Bill Prior Sale Owner Records
$47,000Oct 2017 $1,7132025 Amount on Record May 2017 2 Owners on Record Assessor + 2 DocumentsUpdated Jul 2026

253 Dewey Ave

5 bd · 2 ba · 1,959 sqft · built 1890 · 0.101 acres

Last Sale Tax Bill Prior Sale Owner Records
$167,000Feb 2025 $2,5462025 Amount on Record Jul 2022 Owner on Record Assessor + 5 DocumentsUpdated Jul 2026

254 Dewey Ave

4 bd · 1 ba · 1,500 sqft · built 1900 · 0.177 acres

Last Sale Tax Bill Prior Sale Owner Records
$79,125Aug 2008 $1,8462025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

257 Dewey Ave

2 bd · 2 ba · 1,488 sqft · built 1900 · 0.368 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Aug 2023 $3,1362025 —Aug 2018 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

261 Dewey Ave

4 bd · 1 ba · 1,530 sqft · built 1890 · 0.372 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Aug 2015 $2,0862025 Amount on Record May 2010 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

267 Dewey Ave

4 bd · 2.5 ba · 1,392 sqft · built 1987 · 0.537 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Aug 1984 $4,3922025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

273 Dewey Ave

5 bd · 1.5 ba · 1,936 sqft · built 1900 · 0.593 acres

Last Sale Tax Bill Prior Sale Owner Records
$138,000Nov 2005 $3,2382025 —Nov 2004 Owner on Record Owner Occupied AssessorUpdated Apr 2026

274 Dewey Ave

1 bd · 1.5 ba · 2,115 sqft · built 1925 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Feb 2021 $1,3462025 Amount on Record May 2019 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

275 Dewey Ave

3 bd · 1 ba · 978 sqft · built 1900 · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$37,522Jan 2003 $2,1922025 Amount on Record Jun 1998 Owner on Record Owner Occupied AssessorUpdated Apr 2026

283 Dewey Ave

3 bd · 1 ba · 1,200 sqft · built 1890 · 0.143 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,6952025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

284 Dewey Ave

3 bd · 1 ba · 1,480 sqft · built 1900 · 0.276 acres

Last Sale Tax Bill Prior Sale Owner Records
$54,000Jul 2009 $1,5232025 Amount on Record Oct 2007 Owner on Record Owner Occupied AssessorUpdated Apr 2026

287 Dewey Ave

3 bd · 2 ba · 1,640 sqft · built 1900 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Aug 2009 $1,4082025 Amount on Record Jun 2000 Owner on Record AssessorUpdated Apr 2026

291 Dewey Ave

3 bd · 1 ba · 1,200 sqft · built 1900 · 0.371 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,500Jan 1996 $2,5602025 Amount on Record Sep 1995 Owner on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets