Charles St, Winthrop, MA Property Records

Suffolk County and Winthrop Town City property records for 14 addresses on Charles St, Winthrop, MA · Last verified October 2026

Charles St Highlights

Properties 14
Median Sale Price $538,050
Deeds and Mortgages on File 16
Median Price per Sqft $292
Owner Occupied 71%
Median Annual Tax Bill $6,759
Median Year Built 1900
Median Ownership Tenure 6 years

Properties on Charles St

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

4 Charles St

7 bd · 3.5 ba · 3,254 sqft · built 1900 · 0.118 acres

Last Sale Tax Bill Prior Sale Owner Records
$505,000Oct 2014 $10,3962026 Amount on Record Mar 2013 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

5 Charles St

4 bd · 2.5 ba · 2,157 sqft · built 1900 · 0.107 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Feb 2025 $10,8412026 Amount on Record Apr 2015 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

10 Charles St, #12

0.14 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,240,000Apr 2026 $8,9702025 Amount on Record Mar 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

14 Charles St

4 bd · 1.5 ba · 1,312 sqft · built 1900 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Sep 2022 $5,7992025 Amount on Record Sep 2022 Owner on Record Assessor + 3 DocumentsUpdated Apr 2026

14A Charles St

2 bd · 1 ba · 716 sqft · built 1900

Last Sale Tax Bill Prior Sale Owner Records
$3,9162025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

15 Charles St

3 bd · 2 ba · 1,764 sqft · built 1920 · 0.061 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,500Jul 1998 $5,8252025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

19 Charles St

4 bd · 2 ba · 1,839 sqft · built 1910 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$538,050Dec 2020 $6,2472025 Amount on Record Jul 1991 Owner on Record Assessor + 1 DocumentUpdated Sep 2026

20 Charles St, #22

5 bd · 2.5 ba · 1,999 sqft · built 1900 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$390,000Sep 2004 $6,3302025 Amount on Record May 1999 Owner on Record Owner Occupied AssessorUpdated Apr 2026

23 Charles St

4 bd · 2 ba · 2,103 sqft · built 1950 · 0.076 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Jul 2009 $7,9152026 Amount on Record Mar 2009 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

25 Charles St

3 bd · 2 ba · 1,994 sqft · built 1915 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$728,000Oct 2025 $8,2562026 Amount on Record Oct 2008 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

26 Charles St

2 bd · 1.5 ba · 1,394 sqft · built 1900 · 0.142 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9212025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

29 Charles St, #35

0.099 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2862025 Owner on Record AssessorUpdated Apr 2026

32 Charles St

4 bd · 3 ba · 1,948 sqft · built 1900 · 0.113 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Jun 2007 $7,8512026 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

36 Charles St

3 bd · 1 ba · 1,413 sqft · built 1900 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,6922026 Owner on Record Owner Occupied AssessorUpdated Oct 2026

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