Windermere Rd, Dorchester, MA Property Records

Suffolk County and Boston City property records for 28 addresses on Windermere Rd, Dorchester, MA · Last verified October 2026

Windermere Rd Highlights

Properties 30
Median Sale Price $749,000
Deeds and Mortgages on File 37
Median Price per Sqft $436
Owner Occupied 50%
Median Annual Tax Bill $9,359
Median Year Built 1890
Median Ownership Tenure 13 years

Properties on Windermere Rd

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

4 Windermere Rd

3 units · Built 1890 · 1,372 sq ft

Last Sale Median Tax Bill Median Sale    
$765,000Apr 2021 $8,9622025 $749,0003 units    

4 Windermere Rd

6 bd · 3 ba · 4,800 sqft · built 1890 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$449,900Dec 2014 Amount on Record Nov 2014 Owner on Record AssessorUpdated Jul 2026

6 Windermere Rd

5,552 sqft · 0.334 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Apr 2002 $3,0722025 Amount on Record Nov 1993 Owner on Record AssessorUpdated Apr 2026

9 Windermere Rd

4 bd · 1 ba · 2,581 sqft · built 1890 · 0.09 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,4432025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

11 Windermere Rd

6 bd · 3.5 ba · 2,451 sqft · built 1890 · 0.093 acres

Last Sale Tax Bill Prior Sale Owner Records
$439,000Feb 2013 $13,6552025 Amount on Record Oct 2004 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

12 Windermere Rd

6 bd · 3 ba · 4,164 sqft · built 1900 · 0.094 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,4822025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

14 Windermere Rd

4 bd · 1 ba · 2,198 sqft · built 1890 · 0.129 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Nov 2009 $7,6942025 Amount on Record Sep 2008 Owner on Record Owner Occupied AssessorUpdated Oct 2026

15 Windermere Rd

2 bd · 1 ba · 1,586 sqft · built 1985 · 0.115 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,5752025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

16 Windermere Rd

4 bd · 4.5 ba · 3,260 sqft · built 1895 · 0.118 acres

Last Sale Tax Bill Prior Sale Owner Records
$710,500Sep 2021 $15,2882025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

17 Windermere Rd

4 bd · 2.5 ba · 2,875 sqft · built 1890 · 0.106 acres

Last Sale Tax Bill Prior Sale Owner Records
$343,000May 2008 $9,3642025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

18 Windermere Rd

4 bd · 3 ba · 4,995 sqft · built 1890 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,000May 1998 Owner on Record AssessorUpdated Apr 2026

18 Windermere Rd, #1

2 bd · 1 ba · 1,136 sqft · built 1890 · 0.026 acres

Last Sale Tax Bill Prior Sale Owner Records
$282,500Nov 2004 $7,2182025 Amount on Record Apr 2004 Owner on Record Assessor + 1 DocumentUpdated Jul 2026

18 Windermere Rd, #2

3 bd · 2 ba · 2,020 sqft · built 1890 · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$699,900Jun 2021 $8,7372025 Amount on Record Aug 2015 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

19 Windermere Rd

3 bd · 2 ba · 2,868 sqft · built 1896 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Jun 2011 $12,3982025 Amount on Record Feb 2003 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

20 Windermere Rd

7 bd · 3.5 ba · 2,467 sqft · built 1890 · 0.112 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000Sep 2024 $13,7952025 Amount on Record Sep 1988 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

21 Windermere Rd

6 bd · 2.5 ba · 2,862 sqft · built 1900 · 0.098 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Sep 1993 $8,5772025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

22 Windermere Rd

6 bd · 3.5 ba · 3,102 sqft · built 1930 · 0.091 acres

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

23 Windermere Rd

4 bd · 2 ba · 4,032 sqft · built 1890 · 0.092 acres

Last Sale Tax Bill Prior Sale Owner Records
$191,700Apr 2001 Amount on Record Jun 2000 Owner on Record AssessorUpdated Apr 2026

23 Windermere Rd, #1

2 bd · 1 ba · 1,002 sqft · built 1899 · 0.023 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Aug 2013 $6,7712025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

23 Windermere Rd, #2

3 bd · 1 ba · 1,665 sqft · built 1890 · 0.038 acres

Last Sale Tax Bill Prior Sale Owner Records
$319,000Oct 2012 $9,3592025 Amount on Record Jun 2009 Owner on Record Owner Occupied AssessorUpdated Sep 2026

24 Windermere Rd

4 bd · 3 ba · 2,622 sqft · built 1930 · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Owners on Record AssessorUpdated Oct 2026

25 Windermere Rd

6 bd · 2.5 ba · 2,637 sqft · built 1890 · 0.087 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000Jul 2023 $11,8152025 Amount on Record Dec 2012 Owner on Record Assessor + 2 DocumentsUpdated Sep 2026

26 Windermere Rd

5 bd · 2 ba · 2,692 sqft · built 1890 · 0.09 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jun 1992 2 Owners on Record AssessorUpdated Apr 2026

27 Windermere Rd

0.081 acres

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

28 Windermere Rd

7 bd · 2 ba · 2,991 sqft · built 1900 · 0.087 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Sep 2009 $9,8092025 Amount on Record Oct 1993 Owner on Record Owner Occupied AssessorUpdated Apr 2026

29 Windermere Rd

0.09 acres

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

30 Windermere Rd, #32

7 bd · 4 ba · 2,759 sqft · built 1910 · 0.084 acres

Last Sale Tax Bill Prior Sale Owner Records
$710,000Jun 2024 $11,9072025 Amount on Record Mar 2023 2 Owners on Record Assessor + 6 DocumentsUpdated Sep 2026

31 Windermere Rd

0.082 acres

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

Property Records in Nearby Streets