Windsor Dr, Edgartown, MA Property Records

Dukes County and Edgartown Town property records for 55 addresses on Windsor Dr, Edgartown, MA · Last verified August 2026

Windsor Dr Highlights

Properties 55
Median Sale Price $1,100,000
Deeds and Mortgages on File 45
Median Price per Sqft $797
Owner Occupied 16%
Median Annual Tax Bill $2,570
Median Year Built 1986
Median Ownership Tenure 17 years

Properties on Windsor Dr

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

1 Windsor Dr

3 bd · 2 ba · 1,562 sqft · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$477,000Mar 2003 $2,5602025 Amount on Record Jun 1995 1 Name on Record AssessorUpdated Aug 2026

2 Windsor Dr

4 bd · 2 ba · 1,828 sqft · 0.551 acres

Last Sale Tax Bill Prior Sale Owner Records
$554,000Jun 2015 $2,5702025 Amount on Record Mar 2011 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

4 Windsor Dr

3 bd · 2 ba · 1,888 sqft · 0.512 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Apr 1999 $3,0442025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

5 Windsor Dr

3 bd · 2 ba · 1,038 sqft · 0.512 acres

Last Sale Tax Bill Prior Sale Owner Records
$960,000Mar 2023 $2,3492025 Amount on Record May 2018 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

6 Windsor Dr

0.528 acres

Last Sale Tax Bill Prior Sale Owner Records
$74,500Aug 1987 $8972025 1 Name on Record AssessorUpdated Apr 2026

8 Windsor Dr

3 bd · 2 ba · 1,544 sqft · 0.523 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2018 $2,7392025 —Oct 2009 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

9 Windsor Dr

1 bd · 1.5 ba · 888 sqft · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000May 2010 $1,1652025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

10 Windsor Dr

0.54 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jun 1984 $3,4472025 1 Name on Record AssessorUpdated Jul 2026

11 Windsor Dr

4 bd · 2 ba · 1,758 sqft · 0.506 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2014 $2,7392025 —Dec 2004 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

12 Windsor Dr

0.563 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Aug 1997 $2,8322025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

13 Windsor Dr

3 bd · 2 ba · 1,096 sqft · 0.507 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2014 $2,4072025 Amount on Record Oct 1979 1 Name on Record AssessorUpdated Apr 2026

14 Windsor Dr

3 bd · 2 ba · 1,824 sqft · 0.585 acres

Last Sale Tax Bill Prior Sale Owner Records
$99,900Jan 2000 $3,5312025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

15 Windsor Dr

3 bd · 1.5 ba · 1,182 sqft · 0.508 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,100Aug 2003 $2,2512025 Amount on Record Nov 1997 2 Names on Record AssessorUpdated Aug 2026

16 Windsor Dr

3 bd · 2 ba · 1,056 sqft · 0.605 acres

Last Sale Tax Bill Prior Sale Owner Records
$83,000Mar 1984 $1,9122025 2 Names on Record AssessorUpdated Apr 2026

17 Windsor Dr

2 bd · 2 ba · 2,510 sqft · 0.508 acres

Last Sale Tax Bill Prior Sale Owner Records
$142,000Aug 2001 $4,0172025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

18 Windsor Dr

3 bd · 2 ba · 1,294 sqft · 0.635 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,150,000May 2026 $2,5332025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

19 Windsor Dr

3 bd · 2 ba · 1,008 sqft · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2003 $1,7852025 Amount on Record Sep 1994 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

21 Windsor Dr

4 bd · 2 ba · 1,468 sqft · 0.514 acres

Last Sale Tax Bill Prior Sale Owner Records
$785,000Oct 2020 $3,1012025 Amount on Record Apr 2017 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

23 Windsor Dr

3 bd · 3 ba · 2,392 sqft · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$725,000Oct 2016 $3,3582025 Amount on Record May 2015 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

25 Windsor Dr

4 bd · 2 ba · 1,778 sqft · 0.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,2732025 2 Names on Record AssessorUpdated Apr 2026

27 Windsor Dr

3 bd · 2.5 ba · 1,224 sqft · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$580,000Sep 2020 $2,8472025 Amount on Record Jun 2000 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

29 Windsor Dr

4 bd · 2 ba · 1,547 sqft · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Jan 1999 $2,6652025 2 Names on Record AssessorUpdated Apr 2026

31 Windsor Dr

0.566 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2004 $2,6192025 Amount on Record Mar 1986 2 Names on Record AssessorUpdated Aug 2026

32 Windsor Dr

4 bd · 2 ba · 1,500 sqft · 0.557 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Dec 2003 $2,1252025 Amount on Record Feb 1997 2 Names on Record AssessorUpdated Aug 2026

34 Windsor Dr

3 bd · 1.5 ba · 1,361 sqft · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$158,000Dec 1989 $2,4582025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

35 Windsor Dr

2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$622025 1 Name on Record AssessorUpdated Apr 2026

36 Windsor Dr

3 bd · 1.5 ba · 1,523 sqft · 0.542 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2009 $2,2092025 1 Name on Record AssessorUpdated Apr 2026

37 Windsor Dr

0.514 acres

Last Sale Tax Bill Prior Sale Owner Records
$452025 1 Name on Record AssessorUpdated Apr 2026

38 Windsor Dr

3 bd · 3.5 ba · 1,503 sqft · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$19,900Jan 1980 $2,6782025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

39 Windsor Dr

0.402 acres

Last Sale Tax Bill Prior Sale Owner Records
$442025 1 Name on Record AssessorUpdated Apr 2026

40 Windsor Dr

3 bd · 2 ba · 1,488 sqft · 0.514 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,6952025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

42 Windsor Dr

2 bd · 2 ba · 1,565 sqft · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000May 2016 $2,4992025 —Sep 2008 1 Name on Record AssessorUpdated Apr 2026

44 Windsor Dr

3 bd · 2 ba · 1,680 sqft · 0.517 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2009 $3,1552025 Amount on Record Sep 2001 1 Name on Record AssessorUpdated Aug 2026

46 Windsor Dr

3 bd · 2 ba · 1,520 sqft · 0.518 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,195,000May 2024 $2,5462025 Amount on Record Jun 2015 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

47 Windsor Dr

3 bd · 2.5 ba · 1,440 sqft · 0.824 acres

Last Sale Tax Bill Prior Sale Owner Records
$530,000Jun 2010 $1,5532025 1 Name on Record AssessorUpdated Apr 2026

48 Windsor Dr

4 bd · 2 ba · 1,596 sqft · 0.512 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2006 $2,4072025 1 Name on Record AssessorUpdated Apr 2026

50 Windsor Dr

0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$138,000May 1993 $2,5452025 1 Name on Record AssessorUpdated Apr 2026

52 Windsor Dr

3 bd · 2 ba · 1,410 sqft · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,125,000May 2026 $2,3112025 Amount on Record Sep 2002 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

55 Windsor Dr

3 bd · 2 ba · 1,568 sqft · 0.503 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Jul 2023 $3,3692025 Amount on Record Jul 2022 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

56 Windsor Dr

3 bd · 2 ba · 1,542 sqft · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7592025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

58 Windsor Dr

3 bd · 2.5 ba · 2,309 sqft · 0.508 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2006 $4,1052025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

59 Windsor Dr

3 bd · 2 ba · 1,363 sqft · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$18,000Aug 1982 $2,0332025 2 Names on Record AssessorUpdated Apr 2026

60 Windsor Dr

3 bd · 2 ba · 1,666 sqft · 0.514 acres

Last Sale Tax Bill Prior Sale Owner Records
$34,000Mar 1993 $2,8292025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

61 Windsor Dr

1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$572025 1 Name on Record AssessorUpdated Apr 2026

62 Windsor Dr

4 bd · 3.5 ba · 1,184 sqft · 0.512 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Feb 2013 $2,7362025 2 Names on Record AssessorUpdated Apr 2026

65 Windsor Dr

3 bd · 2 ba · 1,666 sqft · 0.563 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,000Feb 1990 $2,4942025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

66 Windsor Dr

3 bd · 3 ba · 2,132 sqft · 0.553 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2018 $4,2492025 Amount on Record Jul 2017 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Apr 2026

67 Windsor Dr

3 bd · 2 ba · 1,230 sqft · 0.542 acres

Last Sale Tax Bill Prior Sale Owner Records
$414,000Jan 2014 $2,1892025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

68 Windsor Dr

3 bd · 3 ba · 2,268 sqft · 0.551 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,000Oct 2004 $3,8932025 1 Name on Record AssessorUpdated Apr 2026

69 Windsor Dr

2 bd · 2 ba · 1,365 sqft · 0.535 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,160,000Oct 2022 $2,9712025 —Feb 2012 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

70 Windsor Dr

4 bd · 1.5 ba · 1,296 sqft · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3702025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

71 Windsor Dr

3 bd · 2 ba · 1,595 sqft · 0.531 acres

Last Sale Tax Bill Prior Sale Owner Records
$720,000Oct 2008 $3,3032025 Amount on Record Mar 2006 2 Names on Record AssessorUpdated Aug 2026

72 Windsor Dr

0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,500May 2025 $9072025 Amount on Record Aug 1995 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

73 Windsor Dr

4 bd · 2.5 ba · 2,240 sqft · 0.529 acres

Last Sale Tax Bill Prior Sale Owner Records
$785,000Sep 2019 $2,9832025 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

74 Windsor Dr

3 bd · 2 ba · 1,472 sqft · 0.531 acres

Last Sale Tax Bill Prior Sale Owner Records
$659,000Jun 2016 $2,9502025 1 Name on Record AssessorUpdated Apr 2026

Wildfire Risk on Windsor Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank at the 20th percentile of exposed land nationally · 58th in Massachusetts
Wildfire LikelihoodLow — about 1 in 10,000 per year
ExposureDirect
3 of 7 cells directly exposed · 7 adjoin burnable vegetation

Property Records in Nearby Streets