Highlawn Dr, Pittsfield, MA Property Records

Berkshire County and Pittsfield City property records for 10 addresses on Highlawn Dr, Pittsfield, MA · Last verified October 2026

Highlawn Dr Highlights

Properties 10
Median Sale Price $151,500
Deeds and Mortgages on File 9
Median Price per Sqft $150
Owner Occupied 90%
Median Annual Tax Bill $4,329
Median Year Built 1952
Median Ownership Tenure 11 years

Properties on Highlawn Dr

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

15 Highlawn Dr

3 bd · 1 ba · 1,000 sqft · built 1952 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$143,000Dec 2019 $3,7842025 Amount on Record Mar 1985 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

16 Highlawn Dr

3 bd · 1 ba · 1,000 sqft · built 1954 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$151,500Sep 2005 $3,8372025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

21 Highlawn Dr

2 bd · 1 ba · 1,040 sqft · built 1950 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,9292025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

22 Highlawn Dr

3 bd · 2.5 ba · 1,000 sqft · built 1951 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,5032025 Owner on Record AssessorUpdated Oct 2026

26 Highlawn Dr

3 bd · 1 ba · 1,366 sqft · built 1954 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$84,000Mar 2001 $4,0492025 Amount on Record Nov 1994 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

29 Highlawn Dr

3 bd · 1 ba · 1,108 sqft · built 1952 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$167,000Oct 2015 $4,3542025 —Jun 2011 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

32 Highlawn Dr

3 bd · 1.5 ba · 1,000 sqft · built 1949 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jun 2023 $3,8862025 —Oct 2012 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

33 Highlawn Dr

2 bd · 2 ba · 1,144 sqft · built 1950 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jan 1989 $4,5232025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

38 Highlawn Dr

3 bd · 1 ba · 1,625 sqft · built 1952 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8102025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

39 Highlawn Dr

3 bd · 1.5 ba · 1,050 sqft · built 1949 · 0.482 acres

Last Sale Tax Bill Prior Sale Owner Records
$314,000Dec 2025 $4,3292025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

Property Records in Nearby Streets