Graystone Cir, Winchester, MA Property Records

Middlesex County and Winchester Town property records for 42 addresses on Graystone Cir, Winchester, MA · Last verified August 2026

Graystone Cir Highlights

Properties 42
Median Sale Price $1,500,000
Deeds and Mortgages on File 53
Median Price per Sqft $438
Owner Occupied 90%
Median Annual Tax Bill $160
Median Year Built 2011
Median Ownership Tenure 11 years

Properties on Graystone Cir

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

2 Graystone Cir

2 bd · 3 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Jul 2015 $1682025 Amount on Record Sep 2011 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

4 Graystone Cir

2 bd · 2.5 ba · 3,787 sqft

Last Sale Tax Bill Prior Sale Owner Records
$821,725Mar 2011 $1632025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

5 Graystone Cir

2 bd · 2.5 ba · 3,851 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000Oct 2021 $1652025 Amount on Record Oct 2016 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

6 Graystone Cir

3 bd · 3 ba · 3,135 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,380,000Jun 2021 $1502025 —Oct 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

7 Graystone Cir

2 bd · 2.5 ba · 3,644 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,140,000Jun 2017 $1582025 —Jul 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

8 Graystone Cir

2 bd · 3 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,520,000Aug 2023 $1622025 Amount on Record May 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

9 Graystone Cir

2 bd · 3.5 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,347,500Sep 2016 $1662025 Amount on Record Jun 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

10 Graystone Cir

2 bd · 3.5 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,028,562Mar 2011 $1772025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

11 Graystone Cir

2 bd · 2.5 ba · 2,498 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,375,000Jul 2021 $1472025 Amount on Record Apr 2011 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

12 Graystone Cir

2 bd · 3 ba · 3,254 sqft

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2013 $1602025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

14 Graystone Cir

2 bd · 3.5 ba · 3,135 sqft

Last Sale Tax Bill Prior Sale Owner Records
$903,715Aug 2011 $1622025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

16 Graystone Cir

2 bd · 3.5 ba · 3,254 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,366,000Aug 2021 $1552025 Amount on Record Feb 2012 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

18 Graystone Cir

2 bd · 2.5 ba · 2,574 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Jun 2019 $1502025 Amount on Record May 2012 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

20 Graystone Cir

3 bd · 3.5 ba · 3,254 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,525,000Dec 2022 $1682025 Amount on Record Mar 2012 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

21 Graystone Cir

2 bd · 2.5 ba · 2,177 sqft

Last Sale Tax Bill Prior Sale Owner Records
$160,000Aug 2012 $202025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

22 Graystone Cir

2 bd · 2.5 ba · 2,177 sqft

Last Sale Tax Bill Prior Sale Owner Records
$845,646Jan 2012 $1352025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

23 Graystone Cir

2 bd · 2.5 ba · 2,562 sqft

Last Sale Tax Bill Prior Sale Owner Records
$945,000Aug 2014 $1492025 Amount on Record Sep 2011 2 Names on Record AssessorUpdated Apr 2026

24 Graystone Cir

2 bd · 3 ba · 3,254 sqft

Last Sale Tax Bill Prior Sale Owner Records
$908,052Dec 2011 $1602025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

25 Graystone Cir

2 bd · 3.5 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$923,232May 2011 $1692025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

26 Graystone Cir

2 bd · 2.5 ba · 2,177 sqft

Last Sale Tax Bill Prior Sale Owner Records
$827,309Nov 2011 $1352025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

28 Graystone Cir

2 bd · 2.5 ba · 3,254 sqft

Last Sale Tax Bill Prior Sale Owner Records
$862,021Dec 2010 $1462025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

30 Graystone Cir

3 bd · 3 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,700,000Jun 2024 $1742025 Amount on Record Nov 2015 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

32 Graystone Cir

2 bd · 2.5 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,550,000Jan 2023 $1652025 —Jan 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

34 Graystone Cir

2 bd · 2.5 ba · 2,776 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1422025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

36 Graystone Cir

2 bd · 2.5 ba · 2,574 sqft

Last Sale Tax Bill Prior Sale Owner Records
$847,511Mar 2011 $1472025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

37 Graystone Cir

2 bd · 2.5 ba · 3,787 sqft

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2015 $1622025 Amount on Record Nov 2011 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

38 Graystone Cir

2 bd · 3.5 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,950,000Apr 2025 $18,0482025 Amount on Record Dec 2023 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

39 Graystone Cir

2 bd · 2.5 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,625,000Nov 2023 $1732025 Amount on Record May 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

40 Graystone Cir

2 bd · 3.5 ba · 3,296 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,385,000Apr 2023 $1622025 Amount on Record May 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

42 Graystone Cir

2 bd · 3 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,335,000Dec 2020 $1672025 Amount on Record Oct 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

44 Graystone Cir

2 bd · 2.5 ba · 2,574 sqft

Last Sale Tax Bill Prior Sale Owner Records
$960,078Sep 2012 $1482025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

46 Graystone Cir

2 bd · 2.5 ba · 2,574 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000May 2017 $1482025 Amount on Record Oct 2012 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

48 Graystone Cir

2 bd · 2.5 ba · 3,729 sqft

Last Sale Tax Bill Prior Sale Owner Records
$915,435Aug 2012 $1692025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

49 Graystone Cir

2 bd · 2.5 ba · 3,874 sqft

Last Sale Tax Bill Prior Sale Owner Records
$936,499Mar 2012 $1732025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

50 Graystone Cir

2 bd · 2.5 ba · 1,947 sqft

Last Sale Tax Bill Prior Sale Owner Records
$715,000Apr 2013 $1202025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

51 Graystone Cir

2 bd · 2.5 ba · 1,947 sqft

Last Sale Tax Bill Prior Sale Owner Records
$160,000Sep 2012 $202025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

52 Graystone Cir

3 bd · 2.5 ba · 2,488 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,094,000Oct 2021 $1252025 Amount on Record Dec 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

53 Graystone Cir

2 bd · 2.5 ba · 2,574 sqft

Last Sale Tax Bill Prior Sale Owner Records
$831,275May 2012 $15,0152025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

54 Graystone Cir

2 bd · 2.5 ba · 1,947 sqft

Last Sale Tax Bill Prior Sale Owner Records
$160,000Nov 2012 $202025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

56 Graystone Cir

2 bd · 2.5 ba · 1,947 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,085,000Dec 2017 $1202025 Amount on Record Nov 2012 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

58 Graystone Cir

2 bd · 2.5 ba · 2,758 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,542,500Jan 2025 $1302025 Amount on Record Dec 2012 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

60 Graystone Cir

2 bd · 2.5 ba · 1,947 sqft

Last Sale Tax Bill Prior Sale Owner Records
$1,475,000Sep 2025 $12,0732025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

Property Records in Nearby Streets