Squire Rd, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 41 addresses on Squire Rd, Winchester, MA · Last verified August 2026

Squire Rd Highlights

Properties 41
Median Sale Price $1,101,000
Deeds and Mortgages on File 82
Median Price per Sqft $448
Owner Occupied 98%
Median Annual Tax Bill $129
Median Year Built 1958
Median Ownership Tenure 17 years

Properties on Squire Rd

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

4 Squire Rd

3 bd · 2.5 ba · 1,942 sqft · 0.348 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1172025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

5 Squire Rd

6 bd · 3.5 ba · 4,696 sqft · 0.411 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,875,000Mar 2026 $2012025 Amount on Record Oct 2022 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

6 Squire Rd

3 bd · 2 ba · 2,060 sqft · 0.345 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1212025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

7 Squire Rd

3 bd · 2 ba · 2,107 sqft · 0.347 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$220,000Dec 1993 $1172025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

9 Squire Rd

5 bd · 2.5 ba · 2,750 sqft · 0.355 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Apr 2022 $1502025 —Nov 2004 2 Names on Record Owner Occupied Assessor + 7 DocumentsUpdated Apr 2026

11 Squire Rd

4 bd · 2.5 ba · 2,209 sqft · 0.404 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$331,000Apr 1997 $1302025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

12 Squire Rd

3 bd · 2.5 ba · 2,095 sqft · 0.384 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2009 $1182025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

15 Squire Rd

4 bd · 3 ba · 3,022 sqft · 0.945 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$945,000Sep 2019 $1432025 Amount on Record Aug 1996 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

16 Squire Rd

3 bd · 2.5 ba · 2,364 sqft · 0.458 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$546,000Jul 2002 $1192025 Amount on Record Dec 1999 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

17 Squire Rd

4 bd · 2.5 ba · 2,215 sqft · 0.509 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,010,000Feb 2021 $1262025 Amount on Record Aug 1994 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

19 Squire Rd

5 bd · 3.5 ba · 4,253 sqft · 0.462 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jun 1998 $1562025 Amount on Record May 1991 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

20 Squire Rd

4 bd · 1.5 ba · 2,820 sqft · 0.399 acres

Last Sale Tax Bill Prior Sale Owner Records
$714,900Sep 2004 $1362025 Amount on Record Sep 1997 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

21 Squire Rd

3 bd · 2.5 ba · 2,453 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,101,000Nov 2021 $1342025 Amount on Record Sep 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

22 Squire Rd

3 bd · 3 ba · 2,272 sqft · 0.392 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$525,000Feb 2009 $1262025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

23 Squire Rd

4 bd · 2.5 ba · 2,236 sqft · 0.604 acres

Last Sale Tax Bill Prior Sale Owner Records
$885,000Jul 2019 $1262025 Amount on Record May 2010 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

24 Squire Rd

3 bd · 1.5 ba · 1,876 sqft · 0.358 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$703,875Mar 2015 $1232025 Amount on Record Jul 2009 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

25 Squire Rd

5 bd · 4 ba · 3,612 sqft · 0.971 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$635,000Jul 2006 $1762025 —Nov 2004 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

26 Squire Rd

3 bd · 2.5 ba · 1,728 sqft · 0.346 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$950,000Jun 2021 $1192025 Amount on Record Mar 1996 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

27 Squire Rd

3 bd · 2 ba · 1,816 sqft · 0.725 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$72,000Sep 1977 $1222025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

29 Squire Rd

4 bd · 2 ba · 2,311 sqft · 0.596 acres

Last Sale Tax Bill Prior Sale Owner Records
$1282025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

30 Squire Rd

3 bd · 2 ba · 1,610 sqft · 0.362 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,000Dec 1996 $1192025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

31 Squire Rd

4 bd · 2.5 ba · 2,223 sqft · 0.664 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2018 $1242025 —Feb 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

32 Squire Rd

3 bd · 2.5 ba · 2,318 sqft · 0.366 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$570,000Dec 2003 $1292025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

33 Squire Rd

4 bd · 1.5 ba · 2,356 sqft · 0.711 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1272025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

35 Squire Rd

5 bd · 3.5 ba · 4,755 sqft · 0.77 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,745,000Mar 2021 $2122025 Amount on Record Jun 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

36 Squire Rd

3 bd · 3 ba · 2,498 sqft · 0.353 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000May 2000 $1182025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

37 Squire Rd

3 bd · 3.5 ba · 2,203 sqft · 0.831 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$245,500Oct 1991 $1302025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

39 Squire Rd

3 bd · 1.5 ba · 2,318 sqft · 0.362 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$80,000Apr 1979 $1172025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

40 Squire Rd

3 bd · 3 ba · 2,342 sqft · 0.352 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000May 2022 $1192025 —Aug 2007 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

41 Squire Rd

4 bd · 1.5 ba · 2,162 sqft · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$955,225Jan 2026 $11,6462025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

43 Squire Rd

3 bd · 1.5 ba · 1,778 sqft · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000May 2010 $1102025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

49 Squire Rd

3 bd · 2.5 ba · 2,039 sqft · 0.487 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$91,500Nov 1979 $1282025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

50 Squire Rd

3 bd · 2.5 ba · 2,717 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$89,900Feb 1979 $1402025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

51 Squire Rd

4 bd · 3.5 ba · 3,332 sqft · 0.507 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$900,000Aug 2009 $1642025 Amount on Record Apr 1994 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

52 Squire Rd

3 bd · 3 ba · 2,682 sqft · 0.476 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jun 1987 $1342025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

53 Squire Rd

4 bd · 2.5 ba · 2,036 sqft · 0.618 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$705,000Jul 2014 $1292025 Amount on Record Apr 1991 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

54 Squire Rd

4 bd · 4.5 ba · 4,409 sqft · 0.589 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,665,000Jun 2018 $2192025 Amount on Record Sep 2017 2 Names on Record Owner Occupied Assessor + 9 DocumentsUpdated Aug 2026

57 Squire Rd

3 bd · 2 ba · 2,405 sqft · 0.596 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$35,500Apr 1980 $1322025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

58 Squire Rd

3 bd · 2.5 ba · 2,300 sqft · 0.626 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,030,000Aug 2020 $1382025 Amount on Record Aug 1990 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

59 Squire Rd

6 bd · 3.5 ba · 3,650 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$728,000Sep 2004 $1502025 Amount on Record Aug 1994 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

60 Squire Rd

3 bd · 2.5 ba · 2,321 sqft · 0.493 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$134,500Dec 1982 $1352025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets