Upper Headlands Rd, Winchester, NH Property Records

Cheshire County and Winchester Town property records for 8 addresses on Upper Headlands Rd, Winchester, NH · Last verified August 2026

Upper Headlands Rd Highlights

Properties 8
Median Sale Price $140,000
Deeds and Mortgages on File 3
Median Price per Sqft $59
Owner Occupied 13%
Median Annual Tax Bill $4,733
Median Year Built 1965
Median Ownership Tenure 16 years

Properties on Upper Headlands Rd

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

Last Sale Tax Bill Prior Sale Owner Records
$3,0922024 1 Name on Record AssessorUpdated Aug 2026

139 Upper Headlands Rd

2 bd · 2 ba · 2,600 sqft · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Jul 2010 $13,7882024 2 Names on Record AssessorUpdated Aug 2026

149 Upper Headlands Rd

3 bd · 3 ba · 3,290 sqft · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,2532024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

162 Upper Headlands Rd

2 bd · 2 ba · 1,170 sqft · 12 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,7332024 2 Names on Record AssessorUpdated Aug 2026

164 Upper Headlands Rd

2 bd · 1.5 ba · 658 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,1182024 2 Names on Record AssessorUpdated Aug 2026

166 Upper Headlands Rd

1 bd · 2.5 ba · 461 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Aug 2010 $2,9022024 2 Names on Record AssessorUpdated Aug 2026

168 Upper Headlands Rd

1 bd · 1 ba · 652 sqft · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3582024 2 Names on Record AssessorUpdated Aug 2026

172 Upper Headlands Rd

2 bd · 1 ba · 2,823 sqft · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Sep 2016 $10,9802024 2 Names on Record AssessorUpdated May 2026

Property Records in Nearby Streets