Cliff Ave, Winthrop, MA Property Records

Suffolk County and Winthrop Town City property records for 57 addresses on Cliff Ave, Winthrop, MA · Last verified October 2026

Cliff Ave Highlights

Properties 62
Median Sale Price $915,000
Deeds and Mortgages on File 103
Median Price per Sqft $415
Owner Occupied 85%
Median Annual Tax Bill $8,236
Median Year Built 1910
Median Ownership Tenure 11 years

Properties on Cliff Ave

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

4 Cliff Ave

4 bd · 4.5 ba · 3,772 sqft · built 1948 · 0.279 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,9492025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

9 Cliff Ave

3 bd · 2.5 ba · 1,578 sqft · built 1930 · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000May 2006 $8,3172026 Amount on Record Oct 2001 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

17 Cliff Ave

4 bd · 2 ba · 2,704 sqft · built 1910 · 0.174 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2013 $9,5752025 Amount on Record Feb 2010 Owner on Record Owner Occupied AssessorUpdated Apr 2026

18 Cliff Ave

4 bd · 3 ba · 1,566 sqft · built 1880 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2017 $7,4322025 —Mar 2017 2 Owners on Record Assessor + 4 DocumentsUpdated Jul 2026

20 Cliff Ave

4 bd · 1 ba · 1,792 sqft · built 1900 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2014 $8,2362025 Owner on Record AssessorUpdated Apr 2026

23 Cliff Ave

4 bd · 2.5 ba · 2,654 sqft · built 1928 · 0.121 acres

Last Sale Tax Bill Prior Sale Owner Records
$404,000Dec 2016 $9,7052025 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Apr 2026

26 Cliff Ave

3 bd · 1.5 ba · 1,736 sqft · built 1920 · 0.174 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,5532025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

31 Cliff Ave

0.056 acres

Last Sale Tax Bill Prior Sale Owner Records
$7602025 Owner on Record AssessorUpdated Jul 2026

36 Cliff Ave

3 bd · 2.5 ba · 1,914 sqft · built 1965 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$812,000Nov 2021 $10,4542026 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

37 Cliff Ave

3 bd · 2.5 ba · 2,913 sqft · built 1900 · 0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,9462025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

40 Cliff Ave

2 bd · 1.5 ba · 1,375 sqft · built 1955 · 0.163 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,5382025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

43 Cliff Ave

4 bd · 2.5 ba · 2,340 sqft · built 1920 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7002025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

44 Cliff Ave

3 units · Built 1880 · 982 sq ft

Last Sale Median Tax Bill Median Sale    
$679,000Oct 2025 $3,5332025 $302,0003 units    

47 Cliff Ave

3 bd · 1 ba · 1,160 sqft · built 1920 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2016 $5,7742025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

50 Cliff Ave

6 bd · 4 ba · 1,377 sqft · built 1956 · 0.174 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Jul 2022 $10,2002025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

52 Cliff Ave, #54

3 bd · 3 ba · 2,800 sqft · built 1892 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,4242025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

55 Cliff Ave

5 bd · 3.5 ba · 4,476 sqft · built 1900 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$728,000Aug 2017 $11,9032026 Amount on Record Sep 2012 Owner on Record Assessor + 4 DocumentsUpdated Oct 2026

60 Cliff Ave

4 bd · 4 ba · 2,721 sqft · built 1920 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2018 $11,5842025 Amount on Record Sep 1995 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

64 Cliff Ave

5 bd · 2.5 ba · 2,001 sqft · built 1870 · 0.147 acres

Last Sale Tax Bill Prior Sale Owner Records
$712,625Aug 2019 $9,4512026 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

70 Cliff Ave

5 bd · 1.5 ba · 2,054 sqft · built 1887 · 0.151 acres

Last Sale Tax Bill Prior Sale Owner Records
$424,000Jun 2014 $8,5902025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

76 Cliff Ave

4 bd · 2 ba · 1,596 sqft · built 1958 · 0.135 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Mar 1991 $7,8892025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

79 Cliff Ave

4 units · Built 1928 · 921 sq ft

Last Sale Median Tax Bill Median Sale    
$451,000Aug 2021 $5,2902025 $467,5004 units    

80 Cliff Ave

4 bd · 2 ba · 1,982 sqft · built 1955 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,2812025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

84 Cliff Ave

5 bd · 2 ba · 2,608 sqft · built 1920 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,9182026 Owner on Record AssessorUpdated Oct 2026

85 Cliff Ave

5 bd · 1.5 ba · 2,125 sqft · built 1900 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000May 2009 $7,1152025 Amount on Record Dec 2004 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

88 Cliff Ave

3 bd · 1.5 ba · 1,103 sqft · built 1880 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,000Mar 2012 $6,3652025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

89 Cliff Ave

4 bd · 2.5 ba · 2,028 sqft · built 1900 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,055,000Aug 2024 $10,2212026 Amount on Record Jun 2017 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

92 Cliff Ave

3 bd · 2.5 ba · 2,224 sqft · built 1900 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$837,500Nov 2019 $10,1812025 Amount on Record Nov 2017 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Sep 2026

93 Cliff Ave

4 bd · 3 ba · 2,154 sqft · built 1900 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$538,000Jul 2015 $9,1872026 Amount on Record Jun 1994 Owner on Record Owner Occupied AssessorUpdated Oct 2026

99 Cliff Ave

5 bd · 4 ba · 2,472 sqft · built 1870 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Sep 1995 $9,0982025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

100 Cliff Ave, #1

2 bd · 1 ba · 1,244 sqft · built 1890

Last Sale Tax Bill Prior Sale Owner Records
$288,000May 2015 $4,0772025 Amount on Record Aug 2014 Owner on Record Owner Occupied AssessorUpdated Apr 2026

100 Cliff Ave, #2

4 bd · 3 ba · 2,257 sqft · built 1890

Last Sale Tax Bill Prior Sale Owner Records
$355,000Aug 2013 $5,7562025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

108 Cliff Ave

3 bd · 2 ba · 1,248 sqft · built 1965 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Sep 1991 $6,6592025 Amount on Record Dec 1990 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

125 Cliff Ave

6 bd · 2.5 ba · 2,641 sqft · built 1910 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Dec 2019 $9,8892026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

129 Cliff Ave

7 bd · 4 ba · 3,860 sqft · built 1900 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,9522025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

130 Cliff Ave

4 bd · 2.5 ba · 2,090 sqft · built 1900 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$369,000Jun 2011 $7,3832025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

133 Cliff Ave

4 bd · 1 ba · 3,333 sqft · built 1884 · 0.224 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Jul 1996 $9,5282025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

134 Cliff Ave, #1

2 bd · 1 ba · 893 sqft · built 1910

Last Sale Tax Bill Prior Sale Owner Records
$400,000Sep 2021 $4,1622025 Amount on Record Nov 2017 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

134 Cliff Ave, #2

3 bd · 2 ba · 1,169 sqft · built 1910

Last Sale Tax Bill Prior Sale Owner Records
$357,000Oct 2017 $5,0852025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

139 Cliff Ave

3 bd · 1 ba · 2,023 sqft · built 1900 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000May 1997 $7,1422025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

140 Cliff Ave, #142

5 bd · 2.5 ba · 3,172 sqft · built 1906 · 0.158 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,500Aug 1994 $9,2452025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

144 Cliff Ave

3 bd · 2 ba · 1,579 sqft · built 1883

Last Sale Tax Bill Prior Sale Owner Records
$299,000May 2015 $4,2982025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

145 Cliff Ave

6 bd · 3 ba · 3,238 sqft · built 1900 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,9632025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

146 Cliff Ave

3 bd · 2.5 ba · 2,070 sqft · built 1883

Last Sale Tax Bill Prior Sale Owner Records
$322,500Mar 2015 $5,1812025 Amount on Record Mar 2009 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

158 Cliff Ave

4 bd · 2.5 ba · 2,504 sqft · built 1880 · 0.228 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000Dec 2024 $10,1992026 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

170 Cliff Ave

3 bd · 3.5 ba · 2,359 sqft · built 2008 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$326,000Jul 2007 $9,7292025 Owner on Record AssessorUpdated Oct 2026

172 Cliff Ave

3 bd · 3.5 ba · 2,359 sqft · built 2008

Last Sale Tax Bill Prior Sale Owner Records
$980,000Apr 2023 $10,4302026 Amount on Record Oct 2008 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

174 Cliff Ave

3 bd · 3 ba · 2,184 sqft · built 2005

Last Sale Tax Bill Prior Sale Owner Records
$814,500Mar 2021 $9,6062026 Amount on Record Mar 2012 2 Owners on Record Assessor + 3 DocumentsUpdated Oct 2026

176 Cliff Ave

3 bd · 2.5 ba · 2,185 sqft · built 2005

Last Sale Tax Bill Prior Sale Owner Records
$535,000Jun 2009 $8,8982025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

201 Cliff Ave

5 bd · 4.5 ba · 5,362 sqft · built 1978 · 0.206 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,650,000May 2026 $15,3272025 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

202 Cliff Ave

4 bd · 2 ba · 2,600 sqft · built 1925 · 0.112 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jan 1991 $8,2202025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

205 Cliff Ave

5 bd · 2.5 ba · 3,533 sqft · built 1920 · 0.142 acres

Last Sale Tax Bill Prior Sale Owner Records
$382,000Jan 2011 $11,1852025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

208 Cliff Ave

4 bd · 2 ba · 2,369 sqft · built 1920 · 0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Feb 2002 $8,3852025 Amount on Record Jun 1999 Owner on Record Owner Occupied AssessorUpdated Apr 2026

209 Cliff Ave

2 bd · 1 ba · 1,300 sqft · built 1910

Last Sale Tax Bill Prior Sale Owner Records
$4,5992025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

211 Cliff Ave

4 bd · 2.5 ba · 2,600 sqft · built 1910

Last Sale Tax Bill Prior Sale Owner Records
$915,000Sep 2024 $8,7742025 Amount on Record Oct 2017 Owner on Record Assessor + 4 DocumentsUpdated Aug 2026

217 Cliff Ave

3 bd · 2 ba · 2,730 sqft · built 1920 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jun 1988 $11,7692025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

218 Cliff Ave

4 bd · 2.5 ba · 2,306 sqft · built 1890 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$921,000May 2023 $9,9542026 Amount on Record May 2021 2 Owners on Record Owner Occupied Assessor + 8 DocumentsUpdated Oct 2026

Property Records in Nearby Streets