Woodside Ave, Winthrop, MA Property Records

Suffolk County and Winthrop Town City property records for 80 addresses on Woodside Ave, Winthrop, MA · Last verified October 2026

Woodside Ave Highlights

Properties 83
Median Sale Price $612,000
Deeds and Mortgages on File 109
Median Price per Sqft $440
Owner Occupied 61%
Median Annual Tax Bill $6,681
Median Year Built 1910
Median Ownership Tenure 9 years

Properties on Woodside Ave

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

12 Woodside Ave, #14

1 ba · 962 sqft · built 1900 · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2009 $4,3602025 Owner on Record AssessorUpdated Oct 2026

15 Woodside Ave

4,622 sqft · built 1967 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Apr 1995 $12,6902026 Owner on Record AssessorUpdated Oct 2026

16 Woodside Ave, #18

2,300 sqft · built 1900 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2009 $5,6822025 Owner on Record AssessorUpdated Oct 2026

17 Woodside Ave

2 ba · 11,180 sqft · built 1940 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,1642025 2 Owners on Record AssessorUpdated Oct 2026

21 Woodside Ave

9 bd · 3 ba · 4,167 sqft · built 1900 · 0.097 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,8312026 Owner on Record AssessorUpdated Oct 2026

22 Woodside Ave

2,117 sqft · built 1880 · 0.177 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,4612026 Owner on Record AssessorUpdated Oct 2026

23 Woodside Ave

6 bd · 3 ba · 3,714 sqft · built 1900 · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2013 $10,0252026 Amount on Record Sep 2003 Owner on Record AssessorUpdated Oct 2026

25 Woodside Ave

6 bd · 3 ba · 3,330 sqft · built 1900 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2013 $8,9092026 Amount on Record Sep 2003 Owner on Record AssessorUpdated Oct 2026

28 Woodside Ave

4 units · Built 1870 · 604 sq ft

Last Sale Median Tax Bill Median Sale    
$260,000May 2022 $2,8362025 $115,0004 units    

28-30 Woodside Ave, #4W

607 sqft · built 1870

Last Sale Tax Bill Prior Sale Owner Records
$49,000Dec 1999 Owner on Record AssessorUpdated May 2024

36 Woodside Ave

6 ba · 7,494 sqft · built 1884 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6052026 Owner on Record AssessorUpdated Oct 2026

42 Woodside Ave

2 ba · 1,821 sqft · built 1920 · 0.043 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Mar 2019 $5,5152026 Amount on Record Jun 2015 Owner on Record Assessor + 5 DocumentsUpdated Oct 2026

44 Woodside Ave

1.5 ba · 1,505 sqft · built 1920 · 0.041 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Mar 2019 $5,7262026 Amount on Record Nov 2018 Owner on Record Assessor + 6 DocumentsUpdated Oct 2026

46 Woodside Ave

1.5 ba · 1,317 sqft · built 1920 · 0.035 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Mar 2019 $5,1592026 Amount on Record Apr 2017 Owner on Record Assessor + 7 DocumentsUpdated Oct 2026

47 Woodside Ave

1 ba · 598 sqft · built 1920 · 0.016 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Sep 2023 $3,4862026 Amount on Record Nov 2015 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

47A Woodside Ave

1 ba · 686 sqft · built 1920 · 0.015 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2018 $3,6632026 Amount on Record Mar 2014 2 Owners on Record Assessor + 5 DocumentsUpdated Oct 2026

54 Woodside Ave

5,412 sqft · built 1920 · 0.128 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Mar 2018 $10,9432026 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

61 Woodside Ave, #65

1,791 sqft · built 1906 · 0.041 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7102025 Owner on Record AssessorUpdated Apr 2026

62 Woodside Ave

1 ba · 790 sqft · built 1920 · 0.032 acres

Last Sale Tax Bill Prior Sale Owner Records
$105,000Jan 2007 $4,2582026 Amount on Record Nov 1995 Owner on Record AssessorUpdated Oct 2026

64 Woodside Ave

1 ba · 1,330 sqft · built 1920 · 0.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,900Mar 2012 $4,5262026 Owner on Record AssessorUpdated Oct 2026

64 Woodside Ave, #68

1 ba · 1,338 sqft · built 1920 · 0.03 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2010 $4,2202025 Amount on Record Feb 2002 Owner on Record AssessorUpdated Oct 2026

64-68 Woodside Ave

1 ba · 1,338 sqft · built 1920 · 0.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$1Aug 2010 $4,2012024 Amount on Record Feb 2002 Owner on Record AssessorUpdated May 2024

66 Woodside Ave

1 ba · 1,131 sqft · built 1920 · 0.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Apr 2010 $4,5372026 Amount on Record May 2001 Owner on Record AssessorUpdated Oct 2026

67 Woodside Ave

1,024 sqft · built 1983 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$635,000Mar 2025 $5,4752026 Amount on Record Nov 2002 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

70 Woodside Ave

952 sqft · built 1920 · 0.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Oct 2007 $4,3582026 Amount on Record Jul 1994 Owner on Record AssessorUpdated Oct 2026

72 Woodside Ave

1 ba · 1,005 sqft · built 1920 · 0.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Feb 2011 $4,1582025 Amount on Record Oct 1999 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

73 Woodside Ave, #75

4 bd · 2 ba · 2,595 sqft · built 1900 · 0.073 acres

Last Sale Tax Bill Prior Sale Owner Records
$575,000Aug 2018 $6,6812025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

74 Woodside Ave

1 ba · 1,001 sqft · built 1930 · 0.032 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2302025 Owner on Record AssessorUpdated Apr 2026

76 Woodside Ave

3 bd · 2.5 ba · 1,576 sqft · built 1915 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$612,000Oct 2022 $7,2942026 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

79 Woodside Ave

3 bd · 2 ba · 1,586 sqft · built 1929 · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Dec 2021 $7,3452026 Amount on Record May 2021 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

80 Woodside Ave

3 bd · 1 ba · 1,320 sqft · built 1925 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Apr 1992 $5,8172026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

83 Woodside Ave

3 bd · 2.5 ba · 1,396 sqft · built 1900 · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$576,000Jun 2021 $6,6752026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

84 Woodside Ave

4 bd · 1.5 ba · 1,595 sqft · built 1916 · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$347,000Nov 2006 $6,4532026 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

87 Woodside Ave

3 bd · 1.5 ba · 1,353 sqft · built 1920 · 0.063 acres

Last Sale Tax Bill Prior Sale Owner Records
$162,500Jul 1988 $6,0822026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

88 Woodside Ave

4 bd · 1.5 ba · 1,686 sqft · built 1916 · 0.078 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Mar 2017 $7,6602026 Amount on Record Jun 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

92 Woodside Ave

3 bd · 1 ba · 1,410 sqft · built 1890 · 0.109 acres

Last Sale Tax Bill Prior Sale Owner Records
$498,000Apr 2018 $7,2592026 Amount on Record Aug 2017 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Oct 2026

96 Woodside Ave, #98

4 bd · 2 ba · 2,124 sqft · built 1920 · 0.095 acres

Last Sale Tax Bill Prior Sale Owner Records
$935,000Jul 2025 $7,3292025 Amount on Record Oct 2021 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

97 Woodside Ave

3 bd · 1.5 ba · 1,468 sqft · built 1920 · 0.085 acres

Last Sale Tax Bill Prior Sale Owner Records
$745,000Feb 2024 $7,4782026 Amount on Record Sep 2019 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

100 Woodside Ave, #1

2 bd · 2 ba · 1,423 sqft · built 1929

Last Sale Tax Bill Prior Sale Owner Records
$285,000Oct 2009 $4,6982026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

100 Woodside Ave, #2

2 bd · 1 ba · 1,471 sqft · built 1929

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2004 $4,7632026 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

105 Woodside Ave

3 bd · 1.5 ba · 1,796 sqft · built 1930 · 0.124 acres

Last Sale Tax Bill Prior Sale Owner Records
$147,000Jul 1993 $7,1632026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

108 Woodside Ave

3 bd · 2.5 ba · 2,002 sqft · built 1940 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Jul 1995 $8,6702026 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

118 Woodside Ave

4 bd · 1.5 ba · 2,802 sqft · built 1870 · 0.102 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,0912026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

140 Woodside Ave

4 bd · 2.5 ba · 1,973 sqft · built 1900 · 0.14 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,3992026 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Oct 2026

148 Woodside Ave

3 bd · 1.5 ba · 2,012 sqft · built 1937 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,3172026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

154 Woodside Ave

4 bd · 1 ba · 1,278 sqft · built 1900 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$580,000May 2026 $7,0662026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

155 Woodside Ave

5 bd · 4 ba · 2,641 sqft · built 1910 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,9202026 Owner on Record AssessorUpdated Oct 2026

160 Woodside Ave

3 bd · 1.5 ba · 1,335 sqft · built 1900 · 0.062 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2017 $7,3752026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

161 Woodside Ave

5 bd · 3 ba · 3,259 sqft · built 1900 · 0.135 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Aug 2019 $10,5702026 Amount on Record Sep 1990 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

164 Woodside Ave

3 bd · 1.5 ba · 1,258 sqft · built 1900 · 0.065 acres

Last Sale Tax Bill Prior Sale Owner Records
$557,750Aug 2020 $7,4382026 Amount on Record Feb 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

165 Woodside Ave

3 bd · 1 ba · 1,194 sqft · built 1900 · 0.143 acres

Last Sale Tax Bill Prior Sale Owner Records
$388,000May 2014 $7,6152026 Amount on Record Jan 2013 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

166 Woodside Ave

4 bd · 3 ba · 3,062 sqft · built 1900 · 0.086 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2013 $10,5832026 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

171 Woodside Ave

3 bd · 2.5 ba · 1,650 sqft · built 1930 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$369,000May 2013 $8,6592026 Amount on Record Dec 2012 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

176 Woodside Ave

4 bd · 2 ba · 2,720 sqft · built 1880 · 0.151 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2018 $10,8252026 Amount on Record Apr 1989 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

177 Woodside Ave

5 bd · 3 ba · 3,236 sqft · built 1900 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2004 $9,6332026 Amount on Record Sep 1995 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

184 Woodside Ave, #1

3 bd · 1 ba · 1,138 sqft · built 1880

Last Sale Tax Bill Prior Sale Owner Records
$625,000Dec 2025 $6,6352025 Amount on Record Oct 2023 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

184-186 Woodside Ave

5 bd · 2 ba · 2,702 sqft · built 1880 · 0.136 acres

Last Sale Tax Bill Prior Sale Owner Records
$725,000May 2023 $8,0972024 Owner on Record Assessor + 1 DocumentUpdated May 2024

185 Woodside Ave

5 bd · 2 ba · 3,454 sqft · built 1920 · 0.123 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2014 $10,7512026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

188 Woodside Ave

5 bd · 2 ba · 2,775 sqft · built 1900 · 0.144 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,6442026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

191 Woodside Ave

5 bd · 2 ba · 3,413 sqft · built 1900 · 0.125 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,3822026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

196 Woodside Ave

4 bd · 2 ba · 2,584 sqft · built 1890 · 0.138 acres

Last Sale Tax Bill Prior Sale Owner Records
$549,000Jul 2023 $8,7582024 Amount on Record — 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2024

196 Woodside Ave, #1

2 bd · 1 ba · 1,254 sqft · built 1890

Last Sale Tax Bill Prior Sale Owner Records
$559,888Jul 2023 $5,3592025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

196 Woodside Ave, #2

2 bd · 1 ba · 1,294 sqft · built 1890

Last Sale Tax Bill Prior Sale Owner Records
$549,000Jul 2023 $5,5502025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

197 Woodside Ave

3 bd · 2.5 ba · 2,123 sqft · built 1930 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,4092026 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

200 Woodside Ave

5 bd · 2 ba · 2,532 sqft · built 1900 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$948,888Jul 2025 $9,8822026 Amount on Record Apr 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

203 Woodside Ave

5 bd · 2 ba · 2,278 sqft · built 1900 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5692026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

207 Woodside Ave

2 bd · 2 ba · 1,273 sqft · built 1930 · 0.149 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Mar 2017 $7,6422026 Amount on Record Aug 1989 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

210 Woodside Ave

4 bd · 1.5 ba · 2,254 sqft · built 1900 · 0.111 acres

Last Sale Tax Bill Prior Sale Owner Records
$735,000Mar 2026 $9,2092026 Amount on Record Jul 2020 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

212 Woodside Ave

5 bd · 1 ba · 2,112 sqft · built 1900 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$645,000Apr 2020 $9,4212026 Amount on Record Oct 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

215 Woodside Ave

5 bd · 3.5 ba · 2,764 sqft · built 1920 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,8152026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

220 Woodside Ave, #1

2 bd · 1 ba · 779 sqft · built 1880 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$445,000Dec 2025 $4,2142026 Amount on Record Oct 2022 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

220 Woodside Ave, #2

3 bd · 1.5 ba · 840 sqft · built 1880

Last Sale Tax Bill Prior Sale Owner Records
$420,000Sep 2022 $4,6522026 Amount on Record Sep 2020 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

221 Woodside Ave

4 bd · 2.5 ba · 2,331 sqft · built 1930 · 0.147 acres

Last Sale Tax Bill Prior Sale Owner Records
$461,500Mar 2016 $9,2872026 —Jul 2014 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

223 Woodside Ave

4 bd · 2 ba · 1,768 sqft · built 1937 · 0.146 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2017 $8,7472026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

226 Woodside Ave

3 bd · 2 ba · 1,366 sqft · built 1900 · 0.142 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7872026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

229 Woodside Ave

3 bd · 1.5 ba · 2,017 sqft · built 1937 · 0.145 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Aug 2007 $9,8732026 Amount on Record Sep 2003 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

232 Woodside Ave

3 bd · 1.5 ba · 1,775 sqft · built 1930 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$399,000May 2010 $8,2552026 Amount on Record May 1998 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

233 Woodside Ave

6 bd · 4 ba · 4,074 sqft · built 1890 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,4272026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

237 Woodside Ave

4 bd · 3.5 ba · 2,229 sqft · built 1935 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2008 $10,1202026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

238 Woodside Ave

3 bd · 1.5 ba · 1,761 sqft · built 1936 · 0.133 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Jan 1993 $8,3002026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

Property Records in Nearby Streets