York Rd, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 27 addresses on York Rd, Winchester, MA · Last verified August 2026

York Rd Highlights

Properties 27
Median Sale Price $1,410,000
Deeds and Mortgages on File 55
Median Price per Sqft $432
Owner Occupied 100%
Median Annual Tax Bill $172
Median Year Built 1950
Median Ownership Tenure 13 years

Properties on York Rd

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

2 York Rd

4 bd · 2.5 ba · 2,966 sqft · built 1950 · 0.335 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,255,000Jul 2026 $1722025 Amount on Record Jul 2012 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

3 York Rd

3 bd · 2.5 ba · 2,425 sqft · built 1950 · 0.32 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,050,000Mar 2023 $15,4062025 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

4 York Rd

6 bd · 3.5 ba · 4,142 sqft · built 1941 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$775,000Sep 2013 $1812025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

5 York Rd

6 bd · 5.5 ba · 7,843 sqft · built 1951 · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,890,000Sep 2016 $2732025 Amount on Record Feb 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

6 York Rd

3 bd · 1.5 ba · 1,428 sqft · built 1944 · 0.249 acres

Last Sale Tax Bill Prior Sale Owner Records
$387,500Jul 1999 $1322025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

7 York Rd

2 bd · 1.5 ba · 1,468 sqft · built 1950 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000May 1998 $1252025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

8 York Rd

3 bd · 1.5 ba · 1,857 sqft · built 1950 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$41,000Sep 1973 $1382025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

9 York Rd

5 bd · 4.5 ba · 4,102 sqft · built 1950 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000Nov 2018 $1812025 Amount on Record Sep 1985 2 Owners on Record Owner Occupied Assessor + 7 DocumentsUpdated Apr 2026

10 York Rd

3 bd · 1.5 ba · 2,245 sqft · built 1950 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Sep 1992 $1422025 Amount on Record Dec 1987 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

11 York Rd

3 bd · 2.5 ba · 2,989 sqft · built 1950 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Jul 1989 $1612025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

12 York Rd

4 bd · 4.5 ba · 4,051 sqft · built 2012 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$646,000Sep 2012 $2302025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

14 York Rd

4 bd · 2.5 ba · 2,708 sqft · built 1950 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Nov 1996 $1512025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

15 York Rd

5 bd · 3.5 ba · 4,645 sqft · built 1950 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,600,000Jun 2026 $2232025 Amount on Record Jan 2018 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

16 York Rd

4 bd · 2.5 ba · 2,427 sqft · built 1950 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,080,000Jul 2018 $1512025 Amount on Record Jun 1991 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

17 York Rd

4 bd · 3.5 ba · 3,082 sqft · built 1950 · 0.27 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Jul 2022 $1522025 Amount on Record Dec 1994 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

18 York Rd

4 bd · 2.5 ba · 2,544 sqft · built 1950 · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$124,000Apr 1982 $1742025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

19 York Rd

3 bd · 3 ba · 3,154 sqft · built 1951 · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2007 $1362025 Amount on Record Jul 2005 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

20 York Rd

4 bd · 2.5 ba · 3,095 sqft · built 1958 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,410,000Apr 2022 $1422025 Amount on Record Nov 2010 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

21 York Rd

3 bd · 1.5 ba · 1,764 sqft · built 1953 · 0.275 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jul 1996 $1292025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

24 York Rd

4 bd · 3 ba · 3,344 sqft · built 1980 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,084,900Jun 2019 $16,5682025 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

25 York Rd

3 bd · 2.5 ba · 3,046 sqft · built 1952 · 0.258 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Oct 2022 $1432025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

26 York Rd

4 bd · 4.5 ba · 3,880 sqft · built 1980 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Oct 2018 $1612025 Amount on Record Nov 2002 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

27 York Rd

5 bd · 5 ba · 4,607 sqft · built 1946 · 0.323 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,467,000Jul 2019 $2142025 Amount on Record Jun 2000 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

28 York Rd

5 bd · 5.5 ba · 5,102 sqft · built 2012 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,855,000Jun 2017 $2412025 Amount on Record Oct 2013 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

29 York Rd

4 bd · 2.5 ba · 3,862 sqft · built 2002 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$855,000Jan 2003 $1852025 Amount on Record Apr 1992 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

30 York Rd

5 bd · 3 ba · 3,882 sqft · built 1978 · 0.325 acres

Last Sale Tax Bill Prior Sale Owner Records
$564,000Apr 2012 $17,0222025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

31 York Rd

4 bd · 4.5 ba · 5,778 sqft · built 2004 · 0.315 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,800,000Dec 2008 $26,1982025 Amount on Record Jun 2005 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

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