Pleasure Ave, Pittsfield, MA Property Records

Berkshire County and Pittsfield City property records for 19 addresses on Pleasure Ave, Pittsfield, MA · Last verified October 2026

Pleasure Ave Highlights

Properties 19
Median Sale Price $195,000
Deeds and Mortgages on File 21
Median Price per Sqft $87
Owner Occupied 53%
Median Annual Tax Bill $3,538
Median Year Built 1900
Median Ownership Tenure 9 years

Properties on Pleasure Ave

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

3 Pleasure Ave

4 bd · 2 ba · 1,828 sqft · built 1900 · 0.124 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Nov 2018 $2,0432025 Owner on File Assessor + 1 DocumentUpdated Oct 2026

5 Pleasure Ave

6 bd · 2 ba · 2,080 sqft · built 1900 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$228,000Aug 2023 $3,9832025 Amount on File Sep 2022 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

9 Pleasure Ave

2 bd · 2 ba · 2,020 sqft · built 1880 · 0.153 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000May 1994 $3,3062025 2 Owners on File Owner Occupied AssessorUpdated Oct 2026

10 Pleasure Ave

2 bd · 1.5 ba · 1,528 sqft · built 1920 · 0.199 acres

Last Sale Tax Bill Prior Sale Owner Records
$134,000Aug 2019 $3,5382025 Amount on File Jul 2004 Owner on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

11 Pleasure Ave

4 bd · 2.5 ba · 1,704 sqft · built 1870 · 0.144 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Dec 2023 $4,8472025 Amount on File Aug 2020 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

12 Pleasure Ave

3 bd · 1.5 ba · 1,273 sqft · built 1920 · 0.167 acres

Last Sale Tax Bill Prior Sale Owner Records
$48,000Mar 2013 $4,0352025 Amount on File Aug 2011 2 Owners on File AssessorUpdated Oct 2026

14 Pleasure Ave

1 bd · 1 ba · 800 sqft · built 1915 · 0.134 acres

Last Sale Tax Bill Prior Sale Owner Records
$57,000Aug 1992 $1,5752025 Amount on File Jul 1987 Owner on File Owner Occupied AssessorUpdated Oct 2026

15 Pleasure Ave

3 bd · 1 ba · 1,560 sqft · built 1900 · 0.191 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2017 $3,2422025 Amount on File Feb 2004 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

17 Pleasure Ave

3 bd · 1.5 ba · 1,558 sqft · built 1910 · 0.148 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,000Jun 2017 $3,3462025 Amount on File Jul 2003 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

18 Pleasure Ave

5 bd · 2 ba · 2,861 sqft · built 1900 · 0.194 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Aug 1992 $3,7462025 2 Owners on File AssessorUpdated Oct 2026

19 Pleasure Ave

4 bd · 2 ba · 1,872 sqft · built 1910 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$104,000May 2022 $2,1562025 —Mar 2012 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

23 Pleasure Ave

4 bd · 2.5 ba · 1,979 sqft · built 1900 · 0.128 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 2022 $3,4442025 Amount on File Jun 2008 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

24 Pleasure Ave

4 bd · 2 ba · 1,628 sqft · built 1910 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Jan 2017 $2,0682025 Amount on File Sep 2016 Owner on File Assessor + 2 DocumentsUpdated Oct 2026

28 Pleasure Ave

4 bd · 1 ba · 1,544 sqft · built 1890 · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,900Apr 2019 $2,9422025 Amount on File Nov 2017 Owner on File Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

30 Pleasure Ave

6 bd · 2 ba · 2,280 sqft · built 1930 · 0.083 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Oct 2024 $3,7462025 Amount on File Jun 2000 Owner on File Assessor + 1 DocumentUpdated Oct 2026

34 Pleasure Ave

5 bd · 5 ba · 3,160 sqft · built 1900 · 0.083 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Dec 2003 $4,0762025 Owner on File AssessorUpdated Apr 2026

37 Pleasure Ave

7 bd · 3.5 ba · 2,592 sqft · built 1900 · 0.178 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,000Nov 2005 $3,9312025 2 Owners on File AssessorUpdated Oct 2026

42 Pleasure Ave

6 bd · 4 ba · 3,305 sqft · built 1900 · 0.117 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Jun 2002 $4,0062025 Amount on File Jun 1997 Owner on File AssessorUpdated Oct 2026

46 Pleasure Ave

6 bd · 3 ba · 3,168 sqft · built 1900 · 0.113 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Mar 2021 $4,8992025 Amount on File Jul 2015 Owner on File Assessor + 2 DocumentsUpdated Sep 2026

Property Records in Nearby Streets