Chestnut St, Douglas, MA Property Records

Worcester County and Douglas Town property records for 56 addresses on Chestnut St, Douglas, MA · Last verified August 2026

Chestnut St Highlights

Properties 56
Median Sale Price $415,000
Deeds and Mortgages on File 65
Median Price per Sqft $275
Owner Occupied 68%
Median Annual Tax Bill $64
Median Year Built 1993
Median Ownership Tenure 18 years

Properties on Chestnut St

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

10 Chestnut St

3 bd · 3.5 ba · 5,065 sqft · 2.77 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$121,900Feb 1996 $662025 Sale Amount Mar 1994 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

11 Chestnut St

3 bd · 2 ba · 2,112 sqft · 3.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$120,305May 2020 $8,0632025 2 Names on Record Owner Occupied Assessor + 8 DocumentsUpdated Aug 2026

12 Chestnut St

4 bd · 2 ba · 2,663 sqft · 2.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$184,317Jul 1995 $602025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

17 Chestnut St

3 bd · 1.5 ba · 1,584 sqft · 2.28 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$235,000Apr 2002 $542025 Sale Amount Mar 2000 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

18 Chestnut St

4 bd · 3.5 ba · 4,398 sqft · 2.72 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$415,000May 2009 $882025 Sale Amount May 2000 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

22 Chestnut St

2.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Mar 2023 $102025 Sale Amount Oct 1986 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

23 Chestnut St

3 bd · 2 ba · 1,460 sqft · 2.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$305,740Oct 2018 $532025 Sale Amount Jul 1997 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

26 Chestnut St

4 bd · 1.5 ba · 1,622 sqft · 2.17 acres

Last Sale Tax Bill Prior Sale Owner Records
$656,000Jun 2025 $5,4962025 Sale Amount Oct 2024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

27 Chestnut St

4 bd · 2.5 ba · 2,086 sqft · 2.1 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$55,000Feb 1996 $512025 Sale Amount Oct 1992 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

30 Chestnut St

3 bd · 1.5 ba · 2,007 sqft · 2.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$114,900Jun 1994 $562025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

31 Chestnut St

3 bd · 1 ba · 1,435 sqft · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,031Jul 2025 $5,0682025 Sale Amount Apr 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

33 Chestnut St

3 bd · 2.5 ba · 2,021 sqft · 14.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Feb 2021 $842025 Sale Amount Aug 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

35 Chestnut St

3 bd · 2.5 ba · 1,997 sqft · 2.19 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$310,500May 2013 $642025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

38 Chestnut St

3 bd · 2 ba · 1,751 sqft · 15.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000Jul 2015 $802025 —May 2006 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

39 Chestnut St

3 bd · 2 ba · 1,272 sqft · 2.64 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,000Jun 1983 $562025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

40 Chestnut St

2 bd · 1 ba · 1,794 sqft · 4.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$572025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

42 Chestnut St

4 bd · 2.5 ba · 2,176 sqft · 2.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jun 2023 $7,6402025 Sale Amount Apr 2022 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

43 Chestnut St

3 bd · 1 ba · 1,480 sqft · 1.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$117,810Dec 1995 $472025 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

46 Chestnut St

3 bd · 2.5 ba · 2,256 sqft · 2.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$112,000Feb 1992 $762025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

47 Chestnut St

3 bd · 2 ba · 1,864 sqft · 5.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,000May 1981 $622025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

51 Chestnut St

4 bd · 1 ba · 1,200 sqft · 2.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$427,500Dec 2024 $412025 Sale Amount Aug 1982 1 Name on Record AssessorUpdated Apr 2026

55 Chestnut St

4 bd · 2.5 ba · 2,444 sqft · 2.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,666Jun 1994 $632025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

58 Chestnut St

2.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Jul 2019 $132025 Sale Amount Nov 2013 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

60 Chestnut St

3 bd · 2 ba · 1,008 sqft · 2.17 acres

Last Sale Tax Bill Prior Sale Owner Records
$24,900Feb 2025 $1202025 Sale Amount Jun 2021 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

63 Chestnut St

3 bd · 2.5 ba · 2,066 sqft · 4.21 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$35,000Apr 1991 $682025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

64 Chestnut St

4 bd · 2 ba · 1,424 sqft · 2.44 acres

Last Sale Tax Bill Prior Sale Owner Records
$24,900Feb 2025 $1342025 Sale Amount Jun 2021 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

67 Chestnut St

3 bd · 2.5 ba · 1,626 sqft · 2.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$415,000Jan 2023 $522025 Sale Amount Nov 1980 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

68 Chestnut St

4.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Sep 2008 2 Names on Record AssessorUpdated Apr 2026

73 Chestnut St

3 bd · 2 ba · 1,512 sqft · 2.06 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$345,000Mar 2006 $582025 Sale Amount May 1992 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

74 Chestnut St

54.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Sep 2008 2 Names on Record AssessorUpdated Apr 2026

75 Chestnut St, #A

0.522 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jun 1995 Sale Amount Nov 1987 1 Name on Record AssessorUpdated Apr 2026

81 Chestnut St

2.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$122025 1 Name on Record AssessorUpdated Apr 2026

85 Chestnut St

2.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$122025 1 Name on Record AssessorUpdated Apr 2026

86 Chestnut St

5.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,2952025 2 Names on Record AssessorUpdated Apr 2026

87 Chestnut St

2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$122025 1 Name on Record AssessorUpdated Apr 2026

88 Chestnut St

5.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$142025 2 Names on Record AssessorUpdated Apr 2026

89 Chestnut St

4 bd · 2.5 ba · 2,688 sqft · 5.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2007 $892025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

90 Chestnut St

5.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,4682025 2 Names on Record AssessorUpdated Apr 2026

91 Chestnut St

8 bd · 3 ba · 2,424 sqft · 5.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,802Mar 2012 $912025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

92 Chestnut St

5.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$142025 2 Names on Record AssessorUpdated Apr 2026

93 Chestnut St

3 bd · 2.5 ba · 2,566 sqft · 2.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$419,900Jun 2005 $672025 Sale Amount Apr 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

97 Chestnut St

3 bd · 2.5 ba · 2,712 sqft · 2.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000May 2011 $7,0382025 Sale Amount Apr 2004 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

101 Chestnut St

4 bd · 2.5 ba · 2,596 sqft · 2.07 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2012 $792025 Sale Amount Aug 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

117 Chestnut St

4 bd · 1.5 ba · 3,496 sqft · 9.44 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Oct 2016 $112025 2 Names on Record AssessorUpdated Apr 2026

118 Chestnut St

3 bd · 2 ba · 2,030 sqft · 7.64 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$83,000Jun 2016 $682025 Sale Amount Oct 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

126 Chestnut St

4 bd · 2.5 ba · 1,920 sqft · 3.1 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$400,000Apr 2006 $642025 Sale Amount May 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

127 Chestnut St

2 bd · 1 ba · 1,296 sqft · 2.08 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$41,000Jun 1999 $512025 1 Name on Record AssessorUpdated Apr 2026

130 Chestnut St

3 bd · 2.5 ba · 2,369 sqft · 2.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$148,600Mar 1997 $6,3222025 Sale Amount Jan 1997 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

133 Chestnut St

4 bd · 2.5 ba · 2,240 sqft · 3.08 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$233,536Sep 2022 $682025 Sale Amount Oct 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

134 Chestnut St

2 bd · 1 ba · 864 sqft · 2.09 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,000Mar 1995 $482025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

138 Chestnut St

3 bd · 3.5 ba · 4,413 sqft · 2.15 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$524,900Mar 2006 $10,3002025 Sale Amount Jun 2005 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

141 Chestnut St

3 bd · 1.5 ba · 1,663 sqft · 3.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$275,500Jul 2017 $562025 —Jul 2015 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

142 Chestnut St

5 bd · 2.5 ba · 3,460 sqft · 2.21 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$188,900Apr 2007 $992025 Sale Amount Dec 2006 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

147 Chestnut St

3 bd · 2.5 ba · 2,130 sqft · 0.238 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$158,450Aug 1994 $532025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

148 Chestnut St

4 bd · 3 ba · 2,952 sqft · 2.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$489,900Oct 2006 $852025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

154 Chestnut St

3 bd · 2.5 ba · 1,632 sqft · 2.06 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$572025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets