Brookside Dr, Pittsfield, MA Property Records

Berkshire County and Pittsfield City property records for 40 addresses on Brookside Dr, Pittsfield, MA · Last verified July 2026

Brookside Dr Highlights

Properties 40
Median Sale Price $650,000
Deeds and Mortgages on File 29
Median Price per Sqft $227
Owner Occupied 95%
Median Annual Tax Bill $10,333
Median Year Built 1975
Median Ownership Tenure 14 years

Properties on Brookside Dr

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

11 Brookside Dr

4 bd · 2.5 ba · 2,448 sqft · 0.746 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$557,000Apr 2025 $9,3042025 Sale Amount Mar 2000 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

13 Brookside Dr

3 bd · 2.5 ba · 1,729 sqft · 0.604 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$271,000Sep 2018 $7,7302025 Sale Amount Feb 2015 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

14 Brookside Dr

4 bd · 2.5 ba · 2,856 sqft · 0.462 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—May 2005 $13,2542025 Sale Amount May 1989 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

15 Brookside Dr

4 bd · 4 ba · 2,938 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$420,000Oct 2021 $8,9702025 Sale Amount Jun 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

16 Brookside Dr

4 bd · 3.5 ba · 3,530 sqft · 0.464 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$667,000Mar 2026 $12,6262025 Sale Amount Jul 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

17 Brookside Dr

4 bd · 3 ba · 2,709 sqft · 0.296 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$11,8312025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

18 Brookside Dr

3 bd · 2.5 ba · 2,275 sqft · 0.463 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$40,000Nov 1985 $10,9672025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

20 Brookside Dr

4 bd · 3.5 ba · 2,760 sqft · 0.462 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$363,500Mar 2010 $10,4212025 Sale Amount May 2007 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

21 Brookside Dr

4 bd · 3.5 ba · 2,820 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$73,000Jun 1989 $12,3712025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

22 Brookside Dr

3 bd · 2.5 ba · 1,607 sqft · 0.463 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$355,000Mar 2006 $10,6352025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

23 Brookside Dr

5 bd · 2.5 ba · 4,052 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,000Sep 2016 $12,6262025 Sale Amount Jul 2003 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

24 Brookside Dr

3 bd · 4.5 ba · 2,545 sqft · 0.465 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$12,4672025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

25 Brookside Dr

4 bd · 2.5 ba · 2,748 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Sep 2009 $9,9762025 Sale Amount Sep 1998 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

26 Brookside Dr

4 bd · 2.5 ba · 2,480 sqft · 0.462 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$595,000Feb 2026 $10,4952025 Sale Amount Nov 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

27 Brookside Dr

3 bd · 2 ba · 1,719 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,1092025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

28 Brookside Dr

4 bd · 2.5 ba · 3,136 sqft · 0.462 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$10,6192025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

29 Brookside Dr

4 bd · 2.5 ba · 2,628 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$230,000Dec 1990 $11,9102025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

30 Brookside Dr

4 bd · 2.5 ba · 2,704 sqft · 0.462 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2012 $10,2812025 Sale Amount Apr 1980 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

32 Brookside Dr

5 bd · 4.5 ba · 4,411 sqft · 15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$65,000Dec 2003 $12,1902025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

33 Brookside Dr

4 bd · 2.5 ba · 3,220 sqft · 0.603 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$365,000Dec 2002 $11,5802025 Sale Amount Aug 1996 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

34 Brookside Dr

5 bd · 2.5 ba · 2,976 sqft · 0.846 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,4022025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

36 Brookside Dr

4 bd · 2.5 ba · 2,948 sqft · 0.651 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$275,000Feb 2013 $10,4732025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

38 Brookside Dr

4 bd · 2.5 ba · 3,095 sqft · 0.558 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$210,000Mar 1992 $9,7542025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

40 Brookside Dr

4 bd · 3.5 ba · 2,685 sqft · 0.512 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$650,000Jun 2024 $10,6652025 Sale Amount Oct 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

42 Brookside Dr

3 bd · 2.5 ba · 1,948 sqft · 0.459 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$142,000May 1993 $7,9472025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

43 Brookside Dr

4 bd · 2.5 ba · 2,084 sqft · 0.582 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$282,400Aug 2009 $10,3332025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

48 Brookside Dr

4 bd · 2.5 ba · 2,670 sqft · 0.462 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,2622025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

51 Brookside Dr

4 bd · 2.5 ba · 2,541 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$184,600Sep 1991 $8,8842025 Sale Amount Apr 1990 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

56 Brookside Dr

4 bd · 3 ba · 3,072 sqft · 0.449 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,1312025 1 Name on Record AssessorUpdated Jul 2026

64 Brookside Dr

0.365 acres

Last Sale Tax Bill Prior Sale Owner Records
$6462025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

65 Brookside Dr

4 bd · 2.5 ba · 2,740 sqft · 0.277 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jun 1993 $9,7502025 Sale Amount Sep 1990 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

68 Brookside Dr

4 bd · 2.5 ba · 2,646 sqft · 0.303 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$425,000Mar 2026 $10,6402025 Sale Amount Jul 2025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

73 Brookside Dr

5 bd · 2.5 ba · 2,991 sqft · 0.358 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$349,000Jun 2012 $9,2552025 Sale Amount Dec 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

76 Brookside Dr

5 bd · 2.5 ba · 2,662 sqft · 0.298 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$165,000May 1992 $8,8482025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

84 Brookside Dr

5 bd · 2.5 ba · 3,038 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$702,000Dec 2024 $9,9572025 Sale Amount Jul 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

92 Brookside Dr

4 bd · 3.5 ba · 3,518 sqft · 0.315 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$680,000Oct 2024 $11,5552025 Sale Amount Apr 2011 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

100 Brookside Dr

3 bd · 2.5 ba · 1,960 sqft · 0.496 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,6052025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

108 Brookside Dr

3 bd · 2.5 ba · 2,068 sqft · 0.47 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,4252025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

111 Brookside Dr

3 bd · 2.5 ba · 2,436 sqft · 0.404 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Sep 2018 $6,5232025 Sale Amount Jul 1994 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

112 Brookside Dr

3 bd · 2.5 ba · 1,716 sqft · 0.624 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$194,500Jan 2016 $5,8252025 Sale Amount Apr 1992 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

Property Records in Nearby Streets