Winding Cove Rd, Ashburnham, MA Property Records

Worcester County and Ashburnham Town property records for 48 addresses on Winding Cove Rd, Ashburnham, MA · Last verified October 2026

Winding Cove Rd Highlights

Properties 48
Median Sale Price $520,000
Deeds and Mortgages on File 65
Median Price per Sqft $443
Owner Occupied 69%
Median Annual Tax Bill $7,420
Median Year Built 1982
Median Ownership Tenure 13 years

Properties on Winding Cove Rd

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

1 Winding Cove Rd

3 bd · 2.5 ba · 1,164 sqft · built 1978 · 0.658 acres

Last Sale Tax Bill Prior Sale Owner Records
$244,900Jan 2020 $5,9552025 Amount on Record Jan 2017 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

3 Winding Cove Rd

2 bd · 1 ba · 1,080 sqft · built 1984 · 0.436 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,500Nov 1998 $3,6162025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

4 Winding Cove Rd

4 bd · 3.5 ba · 2,484 sqft · built 2018 · 0.805 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Aug 2011 $12,8572025 Amount on Record May 1999 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

5 Winding Cove Rd

3 bd · 1.5 ba · 1,536 sqft · built 1998 · 0.383 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jan 2015 $5,1542025 Amount on Record Mar 2014 Owner on Record Assessor + 1 DocumentUpdated Sep 2026

6 Winding Cove Rd

3 bd · 2 ba · 1,125 sqft · built 1970 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Nov 2025 $10,6352025 Amount on Record Aug 2022 2 Owners on Record Assessor + 8 DocumentsUpdated Sep 2026

7 Winding Cove Rd

2 bd · 1.5 ba · 1,078 sqft · built 1973 · 0.292 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8392025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

8 Winding Cove Rd

3 bd · 2 ba · 1,475 sqft · built 1976 · 0.367 acres

Last Sale Tax Bill Prior Sale Owner Records
$785,800Sep 2023 $11,1152025 Amount on Record Nov 2013 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

10 Winding Cove Rd

3 bd · 3 ba · 1,911 sqft · built 2002 · 0.47 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Aug 2001 $9,9902025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

11 Winding Cove Rd

2 bd · 1 ba · 880 sqft · built 1981 · 0.293 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,1092025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

12 Winding Cove Rd

3 bd · 2 ba · 1,404 sqft · built 2002 · 0.596 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jul 2001 $8,7182025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

14 Winding Cove Rd

3 bd · 2 ba · 1,400 sqft · built 2001 · 0.624 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,000Apr 2000 $8,5232025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

15 Winding Cove Rd

3 bd · 1.5 ba · 1,008 sqft · built 1978 · 0.318 acres

Last Sale Tax Bill Prior Sale Owner Records
$79,500Oct 1986 $3,7492025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

16 Winding Cove Rd

3 bd · 2 ba · 1,860 sqft · built 1964 · 0.523 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Oct 2009 $8,8392025 Owner on Record AssessorUpdated Oct 2026

18 Winding Cove Rd

3 bd · 2.5 ba · 1,512 sqft · built 1986 · 0.514 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jul 2011 $9,5202025 —May 2003 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

20 Winding Cove Rd

2 bd · 3 ba · 1,848 sqft · built 2003 · 0.525 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Apr 2005 $9,3932025 Amount on Record Jun 2001 Owner on Record AssessorUpdated Oct 2026

21 Winding Cove Rd

3 bd · 2.5 ba · 1,728 sqft · built 2009 · 0.337 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Dec 2013 $5,6792025 Amount on Record Mar 2012 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

22 Winding Cove Rd

3 bd · 2 ba · 864 sqft · built 1966 · 0.571 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2012 $6,3852025 2 Owners on Record AssessorUpdated Jul 2026

24 Winding Cove Rd

3 bd · 2.5 ba · 1,372 sqft · built 1978 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Aug 2001 $6,7212025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

26 Winding Cove Rd

2 bd · 2 ba · 1,128 sqft · built 1968 · 0.569 acres

Last Sale Tax Bill Prior Sale Owner Records
$785,000Nov 2022 $9,0922025 Amount on Record Sep 2005 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

28 Winding Cove Rd

3 bd · 2.5 ba · 1,738 sqft · built 1982 · 0.404 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,2942025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

30 Winding Cove Rd

3 bd · 2 ba · 1,306 sqft · built 1980 · 0.353 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8542025 2 Owners on Record AssessorUpdated Jul 2026

32 Winding Cove Rd

3 bd · 3 ba · 1,597 sqft · built 1985 · 0.371 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Aug 2020 $9,4862025 Amount on Record Nov 2007 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

33 Winding Cove Rd

2 bd · 1 ba · 960 sqft · built 1987 · 0.334 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2072025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

34 Winding Cove Rd

3 bd · 2.5 ba · 1,722 sqft · built 1987 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$194,000Jul 1999 $8,2532025 Owner on Record Assessor + 1 DocumentUpdated Jul 2026

35 Winding Cove Rd

3 bd · 2 ba · 1,666 sqft · built 1985 · 0.42 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Jul 2008 $5,2392025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

36 Winding Cove Rd

3 bd · 1.5 ba · 1,224 sqft · built 1979 · 0.376 acres

Last Sale Tax Bill Prior Sale Owner Records
$119,900Jul 1997 $6,6452025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

37 Winding Cove Rd

2 bd · 1.5 ba · 1,063 sqft · built 1985 · 0.424 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Aug 2016 $5,2002025 Amount on Record Nov 2004 2 Owners on Record AssessorUpdated Sep 2026

39 Winding Cove Rd

3 bd · 3 ba · 1,960 sqft · built 1987 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Jul 2004 $5,3652025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

40 Winding Cove Rd

3 bd · 2 ba · 1,978 sqft · built 1975 · 0.456 acres

Last Sale Tax Bill Prior Sale Owner Records
$253,000Feb 2002 $8,0652025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

41 Winding Cove Rd

3 bd · 1.5 ba · 1,392 sqft · built 1969 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$144,000Jun 2016 $5,5932025 Amount on Record May 2016 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

42 Winding Cove Rd

2 bd · 2 ba · 1,768 sqft · built 2006 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Sep 2008 $7,8842025 —Mar 2007 Owner on Record AssessorUpdated Jul 2026

45 Winding Cove Rd

1 bd · 1.5 ba · 1,542 sqft · built 2022 · 1.59 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Mar 2021 $7,3382025 Amount on Record Oct 2017 Owner on Record Assessor + 3 DocumentsUpdated Aug 2026

48 Winding Cove Rd

2 bd · 1 ba · 720 sqft · built 1964 · 1.02 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Sep 2019 $5,5172025 Owner on Record Assessor + 3 DocumentsUpdated Jul 2026

51 Winding Cove Rd

3 bd · 3 ba · 1,896 sqft · built 1969 · 0.332 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Oct 2020 $8,7472025 Amount on Record Mar 2015 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

54 Winding Cove Rd

2 bd · 2.5 ba · 768 sqft · built 1968 · 0.685 acres

Last Sale Tax Bill Prior Sale Owner Records
$609,700Aug 2023 $8,1802025 Amount on Record Jun 2021 Owner on Record Assessor + 3 DocumentsUpdated Sep 2026

57 Winding Cove Rd

3 bd · 1.5 ba · 1,592 sqft · built 1987 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$224,000Aug 2003 $5,4652025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

60 Winding Cove Rd

3 bd · 3 ba · 3,024 sqft · built 1967 · 0.762 acres

Last Sale Tax Bill Prior Sale Owner Records
$47,000Apr 2026 $14,5212025 —Dec 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

62 Winding Cove Rd

3 bd · 2.5 ba · 1,764 sqft · built 2014 · 0.438 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,9112025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

64 Winding Cove Rd

2 bd · 2.5 ba · 784 sqft · built 1965 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$519,000Sep 2021 $8,1092025 Amount on Record Aug 2019 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

68 Winding Cove Rd

2 bd · 1 ba · 1,593 sqft · built 1980 · 0.428 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4202025 Owner on Record Assessor + 1 DocumentUpdated Jul 2026

69 Winding Cove Rd

3 bd · 2.5 ba · 1,762 sqft · built 2005 · 0.57 acres

Last Sale Tax Bill Prior Sale Owner Records
$289,900Mar 2017 $5,7232025 Amount on Record Aug 2004 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Sep 2026

70 Winding Cove Rd

3 bd · 2.5 ba · 1,692 sqft · built 2005 · 0.387 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Mar 2026 $9,3352025 Amount on Record Nov 2018 2 Owners on Record Assessor + 5 DocumentsUpdated Oct 2026

72 Winding Cove Rd

2 bd · 2.5 ba · 1,020 sqft · built 1974 · 0.387 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4042025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

74 Winding Cove Rd

2 bd · 1 ba · 750 sqft · built 1965 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3252025 Owner on Record AssessorUpdated Jul 2026

76 Winding Cove Rd

2 bd · 1 ba · 576 sqft · built 1964 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3702025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

78 Winding Cove Rd

2 bd · 2 ba · 1,066 sqft · built 1967 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$645,000Aug 2026 $6,9182025 Amount on Record Jun 2013 Owner on Record Owner Occupied AssessorUpdated Oct 2026

79 Winding Cove Rd

3 bd · 1 ba · 1,232 sqft · built 1992 · 0.968 acres

Last Sale Tax Bill Prior Sale Owner Records
$31,000Jun 1992 $5,1002025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

80 Winding Cove Rd

3 bd · 2.5 ba · 3,145 sqft · built 2007 · 0.904 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Aug 2014 $15,1292025 Amount on Record Sep 2004 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

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