Upland Rd, Pittsfield, MA Property Records

Berkshire County and Pittsfield City property records for 8 addresses on Upland Rd, Pittsfield, MA · Last verified October 2026

Upland Rd Highlights

Properties 8
Median Sale Price $87,000
Deeds and Mortgages on File 11
Median Price per Sqft $78
Owner Occupied 100%
Median Annual Tax Bill $3,694
Median Year Built 1925
Median Ownership Tenure 8 years

Properties on Upland Rd

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

17 Upland Rd

4 bd · 1.5 ba · 2,040 sqft · built 1940 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$34,000Aug 1980 $5,7442025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

19 Upland Rd

3 bd · 1.5 ba · 1,220 sqft · built 1935 · 0.308 acres

Last Sale Tax Bill Prior Sale Owner Records
$211,000Dec 2024 $3,6942025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

20 Upland Rd

3 bd · 1.5 ba · 1,740 sqft · built 1915 · 0.896 acres

Last Sale Tax Bill Prior Sale Owner Records
$62,000Jul 1985 $4,1352025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

21 Upland Rd

2 bd · 1 ba · 1,231 sqft · built 1925 · 0.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000May 2025 $2,4452025 Amount on Record Apr 2024 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

24 Upland Rd

3 bd · 1 ba · 1,313 sqft · built 1925 · 0.511 acres

Last Sale Tax Bill Prior Sale Owner Records
$79,800Jul 2018 $3,6922025 Amount on Record Apr 2017 Owner on Record Owner Occupied Assessor + 7 DocumentsUpdated Oct 2026

31 Upland Rd

4 bd · 2 ba · 1,464 sqft · built 1925 · 0.166 acres

Last Sale Tax Bill Prior Sale Owner Records
$68,000Mar 1998 $4,4902025 Amount on Record Dec 1997 Owner on Record Owner Occupied AssessorUpdated Apr 2026

35 Upland Rd

2 bd · 1 ba · 810 sqft · built 1860 · 0.225 acres

Last Sale Tax Bill Prior Sale Owner Records
$87,000Aug 2014 $2,2482025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

45 Upland Rd

3 bd · 2 ba · 1,584 sqft · built 1925 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jan 2019 $3,3782025 Amount on Record Dec 2009 Owner on Record Owner Occupied AssessorUpdated Oct 2026

Property Records in Nearby Streets