Brewster Ave, Winthrop, MA Property Records

Suffolk County and Winthrop Town City property records for 20 addresses on Brewster Ave, Winthrop, MA · Last verified October 2026

Brewster Ave Highlights

Properties 20
Median Sale Price $425,000
Deeds and Mortgages on File 24
Median Price per Sqft $309
Owner Occupied 40%
Median Annual Tax Bill $6,985
Median Year Built 1920
Median Ownership Tenure 13 years

Properties on Brewster Ave

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

3 Brewster Ave

5 bd · 2 ba · 2,760 sqft · built 1900 · 0.067 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2018 $8,4822025 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

5 Brewster Ave

2 bd · 1 ba · 988 sqft · built 1940

Last Sale Tax Bill Prior Sale Owner Records
$425,000Aug 2018 $5,2512025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

7 Brewster Ave

3 bd · 1.5 ba · 988 sqft · built 1940 · 0.07 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2882025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

15 Brewster Ave

4 bd · 2.5 ba · 2,392 sqft · built 1900 · 0.072 acres

Last Sale Tax Bill Prior Sale Owner Records
$555,000Jan 2014 $10,9422026 Amount on Record May 2010 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

19 Brewster Ave

3 bd · 2 ba · 1,810 sqft · built 1905 · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Jul 2026 $7,3412025 2 Owners on Record Assessor + 2 DocumentsUpdated Aug 2026

25 Brewster Ave

3 bd · 1 ba · 1,078 sqft · built 1920 · 0.078 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2012 $6,2682025 Owner on Record AssessorUpdated Apr 2026

29 Brewster Ave

4 bd · 3 ba · 2,464 sqft · built 1920 · 0.067 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,077,000May 2023 $9,0512025 Amount on Record Nov 2019 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Apr 2026

33 Brewster Ave, #35

5 bd · 2 ba · 1,920 sqft · built 1920 · 0.068 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Aug 2015 $6,8152025 —Feb 2010 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

37 Brewster Ave

3 bd · 1.5 ba · 1,062 sqft · built 1930 · 0.07 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Nov 1989 $4,9422025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

41 Brewster Ave

3 bd · 1.5 ba · 1,863 sqft · built 1920 · 0.038 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,2522025 Owner on Record AssessorUpdated Apr 2026

50 Brewster Ave

0.085 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2010 $9,0342025 —Aug 2010 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

55 Brewster Ave, #59

0.161 acres

Last Sale Tax Bill Prior Sale Owner Records
$292,100Jan 2003 $9,9752025 Owner on Record AssessorUpdated Apr 2026

63A Brewster Ave

4 bd · 3 ba · 2,352 sqft · built 1920 · 0.077 acres

Last Sale Tax Bill Prior Sale Owner Records
$111,000May 1994 $8,2622025 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

65 Brewster Ave

2 bd · 1.5 ba · 1,050 sqft · built 1920 · 0.096 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Aug 2013 $6,7372025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

67 Brewster Ave, #69

0.096 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2013 $5,6202025 2 Owners on Record Assessor + 1 DocumentUpdated Jul 2026

75 Brewster Ave

3 bd · 2 ba · 936 sqft · built 1952 · 0.095 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,3112025 2 Owners on Record AssessorUpdated Apr 2026

79 Brewster Ave, #81

3 bd · 1.5 ba · 792 sqft · built 1900 · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8042025 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

85 Brewster Ave

0.117 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,9852025 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

93 Brewster Ave

2 bd · 1 ba · 1,320 sqft · built 1900 · 0.055 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2017 $7,4302026 Amount on Record Nov 2007 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

99 Brewster Ave

5 bd · 2 ba · 2,256 sqft · built 1930 · 0.065 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Aug 2010 $7,9582025 Amount on Record Sep 1991 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

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