Headlands Rd, Winchester, NH Property Records

Cheshire County and Winchester Town property records for 25 addresses on Headlands Rd, Winchester, NH · Last verified August 2026

Headlands Rd Highlights

Properties 25
Median Sale Price $209,933
Deeds and Mortgages on File 10
Median Price per Sqft $196
Owner Occupied 16%
Median Annual Tax Bill $5,084
Median Year Built 1955
Median Ownership Tenure 12 years

Properties on Headlands Rd

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

3 Headlands Rd

2 bd · 1 ba · 1,093 sqft · built 1964 · 3.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$201,000Oct 2003 $7,7632024 Amount on Record May 2002 2 Owners on Record AssessorUpdated May 2026

4 Headlands Rd

2 bd · 1 ba · 1,636 sqft · built 1976 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$56,400Sep 2013 $3,5512024 2 Owners on Record AssessorUpdated Aug 2026

8 Headlands Rd

1 bd · 1 ba · 618 sqft · built 1967 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000May 2018 $2,2842024 Amount on Record Dec 2017 Owner on Record Assessor + 1 DocumentUpdated May 2026

10 Headlands Rd

3 bd · 2 ba · 1,432 sqft · built 1977 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$128,000Apr 2014 $4,2762024 Amount on Record Sep 2003 Owner on Record Owner Occupied AssessorUpdated May 2026

14 Headlands Rd

3 bd · 1 ba · 1,109 sqft · built 2001 · 4.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000Jun 2010 $4,4662024 Amount on Record Apr 2005 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

15 Headlands Rd

1 bd · 1 ba · 1,040 sqft · built 1925 · 0.662 acres

Last Sale Tax Bill Prior Sale Owner Records
$209,933Jun 2020 $5,9002024 2 Owners on Record AssessorUpdated May 2026

19 Headlands Rd

3 bd · 1.5 ba · 1,767 sqft · built 1940 · 0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
$92,500Jul 2001 $7,7692024 Owner on Record Assessor + 1 DocumentUpdated Aug 2026

20 Headlands Rd

2 bd · 1 ba · 837 sqft · built 1969 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$32,700Jul 2013 $2,1972024 Amount on Record Nov 2012 2 Owners on Record AssessorUpdated Jul 2026

21 Headlands Rd

2 bd · 1 ba · 1,124 sqft · built 1947 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,0842024 2 Owners on Record AssessorUpdated Aug 2026

23 Headlands Rd

2 bd · 2 ba · 1,768 sqft · built 2004 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Jul 2007 $8,2872024 Amount on Record Oct 2003 Owner on Record AssessorUpdated May 2026

25 Headlands Rd

1 bd · 1 ba · 839 sqft · built 1940 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Sep 2022 $4,7742024 Amount on Record Dec 2018 2 Owners on Record Assessor + 4 DocumentsUpdated May 2026

27 Headlands Rd

2 bd · 1.5 ba · 1,387 sqft · built 1992 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Dec 2022 $8,6232024 Amount on Record May 2019 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

31 Headlands Rd

2 bd · 1 ba · 1,489 sqft · built 1950 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,000Feb 2018 $6,3592024 2 Owners on Record AssessorUpdated Aug 2026

32 Headlands Rd

1 bd · 1.5 ba · 523 sqft · built 2006 · 0.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,7702024 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

33 Headlands Rd

2 bd · 1 ba · 1,200 sqft · built 1940 · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,3412024 Owner on Record AssessorUpdated Aug 2026

35 Headlands Rd

2 bd · 1 ba · 786 sqft · built 1935 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$105,000Jun 2015 $5,6832024 Owner on Record AssessorUpdated Aug 2026

36 Headlands Rd

0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$5352024 Owner on Record AssessorUpdated Aug 2026

39 Headlands Rd

3 bd · 2 ba · 1,485 sqft · built 1910 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$292,533Jul 2015 $8,6702024 2 Owners on Record AssessorUpdated May 2026

44 Headlands Rd

3 bd · 1.5 ba · 1,068 sqft · built 1970 · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jun 2016 $2,4722024 Amount on Record Dec 2003 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

47 Headlands Rd

1 bd · 1 ba · 757 sqft · built 1900 · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,6542024 2 Owners on Record AssessorUpdated Aug 2026

63 Headlands Rd

2 bd · 1.5 ba · 1,911 sqft · built 1916 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Aug 1996 $7,5032024 Owner on Record AssessorUpdated Aug 2026

71 Headlands Rd

3 bd · 1.5 ba · 1,250 sqft · built 1928 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$223,000Jul 2003 $5,5192024 Amount on Record Oct 2001 Owner on Record AssessorUpdated Jul 2026

75 Headlands Rd

3 bd · 2.5 ba · 3,353 sqft · built 2024 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,4582024 2 Owners on Record AssessorUpdated Aug 2026

79 Headlands Rd

1 bd · 1 ba · 692 sqft · built 1950 · 0.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Dec 2014 $4,4842024 2 Owners on Record AssessorUpdated Aug 2026

81 Headlands Rd

1 bd · 1 ba · 1,053 sqft · built 1955 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,000Aug 2009 $4,8152024 Owner on Record AssessorUpdated Aug 2026

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