Winchester St, Boston, MA Property Records

Suffolk County and Boston City property records for 24 addresses on Winchester St, Boston, MA · Last verified August 2026

Winchester St Highlights

Properties 48
Median Sale Price $1,375,000
Deeds and Mortgages on File 36
Median Price per Sqft $1,005
Owner Occupied 31%
Median Annual Tax Bill $14,980
Median Year Built 1910
Median Ownership Tenure 14 years

Properties on Winchester St

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

9 Winchester St, #11

9,481 sqft · built 1899 · 0.049 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2012 $30,5142025 Owner on Record AssessorUpdated Jul 2026

12 Winchester St

1,142 sqft · built 1999 · 0.026 acres

Last Sale Tax Bill Prior Sale Owner Records
$53,000Apr 1991 Owner on Record AssessorUpdated Apr 2026

12 Winchester St

3 units · Built 1910 · 460 sq ft

Last Sale Median Tax Bill Median Sale    
$465,000Jan 2019 $6,1782025 $465,0003 units    

13 Winchester St

2 bd · 1.5 ba · 1,309 sqft · built 1900 · 0.035 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,230,000Aug 2023 $13,5282025 —Jan 2018 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

14 Winchester St

3 units · Built 2017 · 500 sq ft

Last Sale Median Tax Bill Median Sale    
$6,6052025    

14 Winchester St

3 bd · 3 ba · 1,007 sqft · built 1890 · 0.023 acres

Last Sale Tax Bill Prior Sale Owner Records
$762,500Aug 2016 2 Owners on Record AssessorUpdated Jul 2026

15 Winchester St

2 bd · 1.5 ba · 1,499 sqft · built 1900 · 0.034 acres

Last Sale Tax Bill Prior Sale Owner Records
$679,000Nov 2000 $17,6952025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

16 Winchester St

6 units · Built 1899 · 612 sq ft

Last Sale Median Tax Bill Median Sale    
$350,000Feb 2011 $7,6102025 $179,0006 units    

16 Winchester St

976 sqft · built 1999 · 0.022 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record AssessorUpdated Apr 2026

18 Winchester St

3,952 sqft · built 1910 · 0.023 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,600,000Nov 2018 $18,0122025 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

19 Winchester St, #21

5,550 sqft · built 1899 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Dec 2008 $21,3832025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

20 Winchester St

2 bd · 2.5 ba · 1,880 sqft · built 1916 · 0.029 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,7872025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

31 Winchester St

4 bd · 4 ba · 2,275 sqft · built 1890 · 0.013 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,720,000Feb 2020 $21,3742025 Amount on Record Jul 2011 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

33 Winchester St

3 bd · 4 ba · 1,806 sqft · built 1890 · 0.014 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,4152025 Owner on Record AssessorUpdated Apr 2026

34 Winchester St, #38

9,084 sqft · built 1932 · 0.118 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record AssessorUpdated Apr 2026

35 Winchester St

2 bd · 3 ba · 1,209 sqft · built 1890 · 0.012 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,560,000Dec 2018 $18,3322025 —May 2014 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

37 Winchester St

2 bd · 2.5 ba · 1,813 sqft · built 1890 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Dec 2011 $26,6702025 Amount on Record Jan 2009 Owner on Record Assessor + 1 DocumentUpdated Jul 2026

39 Winchester St

2 bd · 2.5 ba · 1,346 sqft · built 1875 · 0.017 acres

Last Sale Tax Bill Prior Sale Owner Records
$939,000Apr 2012 $19,0212025 Amount on Record Apr 2006 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

40 Winchester St

16 units · Built 1910 · 734 sq ft

Last Sale Median Tax Bill Median Sale    
$2,850,000Jul 2023 $14,9802025 $1,295,00016 units    

40 Winchester St

6,600 sqft · built 1999 · 0.151 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Dec 1997 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

41 Winchester St, #43

3 bd · 3.5 ba · 3,037 sqft · built 2002 · 0.026 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000Mar 2013 $36,9072025 Amount on Record Apr 2004 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

45 Winchester St

3 bd · 2 ba · 1,500 sqft · built 1899 · 0.013 acres

Last Sale Tax Bill Prior Sale Owner Records
$717,500Jul 2012 $16,7392025 Amount on Record Aug 2002 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

47 Winchester St

3 bd · 3.5 ba · 1,296 sqft · built 1890 · 0.014 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,985,000Sep 2024 $17,9242025 Amount on Record Sep 2013 Owner on Record Owner Occupied AssessorUpdated Jul 2026

49 Winchester St

2 bd · 2 ba · 1,426 sqft · built 1850 · 0.014 acres

Last Sale Tax Bill Prior Sale Owner Records
$17,6092025 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

Property Records in Nearby Streets