Chestnut St, Pepperell, MA Property Records

Middlesex County and Pepperell Town property records for 73 addresses on Chestnut St, Pepperell, MA · Last verified August 2026

Chestnut St Highlights

Properties 73
Median Sale Price $475,000
Deeds and Mortgages on File 74
Median Price per Sqft $183
Owner Occupied 58%
Median Annual Tax Bill $7,407
Median Year Built 1983
Median Ownership Tenure 13 years

Properties on Chestnut St

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

1 Chestnut St

9 bd · 5.5 ba · 6,144 sqft · 2.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,8862025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

3 Chestnut St

4 bd · 2.5 ba · 2,236 sqft · 2.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$224,000Sep 2014 $6,9732025 Amount on Record Jan 2014 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

5 Chestnut St

4 bd · 2.5 ba · 2,212 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,5642025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

7 Chestnut St

3 bd · 2 ba · 2,039 sqft · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Jul 2020 $7,1582025 Amount on Record Mar 2012 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

9 Chestnut St, #15

3 bd · 1 ba · 1,200 sqft · 4.47 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Aug 2023 $2,8812025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

10 Chestnut St

2 bd · 1 ba · 890 sqft · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Jul 2026

12 Chestnut St

4 bd · 2.5 ba · 2,564 sqft · 5.75 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$415,000Jul 2004 $8,3582025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

12A Chestnut St

5 bd · 4 ba · 3,454 sqft · 5.04 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$489,900Sep 2010 $10,2782025 Amount on Record Jan 2005 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

14 Chestnut St

4 bd · 2.5 ba · 2,641 sqft · 1.88 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$20,000Aug 2013 $7,9442025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

14A Chestnut St

4 bd · 2.5 ba · 2,374 sqft · 4.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,000Mar 2007 $8,1052025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

16 Chestnut St

2 bd · 1 ba · 1,160 sqft · 4.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,4722025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

17 Chestnut St

4 bd · 1.5 ba · 1,152 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,6762025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

18 Chestnut St, #24

8 bd · 2 ba · 3,310 sqft · 2.69 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2010 $5,6792025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

19 Chestnut St

2.42 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,2522025 1 Name on Record AssessorUpdated Apr 2026

21 Chestnut St

2.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,2522025 1 Name on Record AssessorUpdated Apr 2026

26 Chestnut St, #40

63.6 acres

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

27 Chestnut St

3.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,2992025 1 Name on Record AssessorUpdated Apr 2026

28 Chestnut St

11.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,753Aug 2005 $20,3242025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

29 Chestnut St

3 bd · 1 ba · 1,184 sqft · 5.52 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1082025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

33 Chestnut St

43.6 acres

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

42 Chestnut St, #48

1.5 ba · 4,880 sqft · 10.6 acres

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

44A Chestnut St

6.3 acres

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

50 Chestnut St, #64

7.59 acres

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

55 Chestnut St, #57

31.2 acres

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

66 Chestnut St, #72

26.8 acres

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

69 Chestnut St

3 bd · 2.5 ba · 2,758 sqft · 2.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$392,500Jul 2017 $6,6272025 Amount on Record Aug 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

71 Chestnut St, #73

5 bd · 3.5 ba · 4,356 sqft · 3.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,3292025 1 Name on Record AssessorUpdated Jul 2026

74 Chestnut St, #80

14.5 acres

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

75 Chestnut St

3 bd · 1.5 ba · 1,644 sqft · 2.27 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$590,000Oct 2025 $6,8922025 —Mar 2003 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

85A Chestnut St

1.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$1142025 2 Names on Record AssessorUpdated Apr 2026

87 Chestnut St

4 bd · 1.5 ba · 1,691 sqft · 2.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$329,000Dec 2018 $6,4832025 Amount on Record Sep 1987 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

89 Chestnut St

3 bd · 1.5 ba · 1,372 sqft · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$189,000Sep 2000 $5,8152025 Amount on Record Sep 1996 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

91 Chestnut St

3 bd · 2 ba · 1,591 sqft · 3.82 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Aug 2001 $6,7882025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

93 Chestnut St

3 bd · 1.5 ba · 1,284 sqft · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$128,000Oct 1997 $5,8452025 Amount on Record Jun 1996 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

94 Chestnut St, #102

5 bd · 4.5 ba · 3,673 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$328,000Jan 2016 $8,7772025 Amount on Record Jun 1993 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

95 Chestnut St

3 bd · 2.5 ba · 2,470 sqft · 4.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$172,000Jun 1994 $7,4472025 Amount on Record Dec 1989 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

97 Chestnut St

3 bd · 1.5 ba · 1,378 sqft · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Oct 2022 $7,0282025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

99 Chestnut St

3 bd · 2 ba · 2,527 sqft · 1.85 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$286,000Feb 2016 $7,9442025 Amount on Record Oct 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

101 Chestnut St

3 bd · 3 ba · 3,185 sqft · 6.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$684,500Jun 2025 $8,1272025 Amount on Record Dec 2022 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

103 Chestnut St

3 bd · 2.5 ba · 2,172 sqft · 5.47 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Aug 2020 $7,0402025 Amount on Record Jul 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

104 Chestnut St

3 bd · 2 ba · 1,684 sqft · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jul 1994 $6,9492025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

105 Chestnut St

3 bd · 1 ba · 994 sqft · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6632025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

106 Chestnut St

3 bd · 2.5 ba · 2,196 sqft · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Oct 1993 $6,5412025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

107 Chestnut St

5 bd · 2 ba · 2,017 sqft · 5.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8762025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

108 Chestnut St

4 bd · 2.5 ba · 3,692 sqft · 1.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Nov 2020 $11,2492025 Amount on Record May 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

109 Chestnut St

4 bd · 2.5 ba · 2,204 sqft · 1.84 acres

Last Sale Tax Bill Prior Sale Owner Records
$198,500Feb 1991 $9,1672025 Amount on Record Jul 1990 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

109A Chestnut St

4 bd · 2.5 ba · 3,108 sqft · 3.92 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,7222025 2 Names on Record AssessorUpdated Jul 2026

110 Chestnut St

5 bd · 3 ba · 3,774 sqft · 1.91 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,000Sep 2021 $9,9972025 Amount on Record Aug 2016 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

110A Chestnut St

3 bd · 3 ba · 1,997 sqft · 1.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Oct 2020 $8,2972025 Amount on Record Mar 2017 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

111 Chestnut St

4 bd · 2.5 ba · 2,364 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$400,000Dec 2004 $8,7212025 Amount on Record Feb 2000 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

111A Chestnut St

4 bd · 2.5 ba · 2,208 sqft · 3.24 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000May 2006 $8,3902025 Amount on Record May 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

112 Chestnut St

3 bd · 2.5 ba · 2,282 sqft · 1.87 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$135,000Dec 2002 $8,5312025 Amount on Record — 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

113 Chestnut St

4 bd · 2.5 ba · 2,608 sqft · 6.44 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$415,000Aug 2016 $9,3722025 —Jul 2015 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

114 Chestnut St

3 bd · 3 ba · 1,666 sqft · 1.85 acres

Last Sale Tax Bill Prior Sale Owner Records
$152,000Dec 1992 $7,8012025 Amount on Record Oct 1987 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

116 Chestnut St

3 bd · 2 ba · 2,487 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$449,000Oct 2021 $7,9002025 Amount on Record Mar 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

117 Chestnut St

3 bd · 2 ba · 2,631 sqft · 14.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7062025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

118 Chestnut St

3 ba · 2,416 sqft · 2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,2642025 2 Names on Record AssessorUpdated Apr 2026

120 Chestnut St

4 bd · 2.5 ba · 2,367 sqft · 2.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,000Apr 2007 $8,4022025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

121 Chestnut St

3 bd · 2 ba · 1,638 sqft · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6942025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

122 Chestnut St

2.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$1522025 1 Name on Record AssessorUpdated Apr 2026

122A Chestnut St

4.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$2242025 1 Name on Record AssessorUpdated Apr 2026

123 Chestnut St

3 bd · 1 ba · 1,332 sqft · 1.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$269,000Jun 2003 $5,7412025 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

124 Chestnut St

3 bd · 1.5 ba · 1,628 sqft · 2.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—May 2018 $7,4072025 Amount on Record Sep 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

125 Chestnut St

4 bd · 2.5 ba · 2,460 sqft · 0.939 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,000Feb 2005 $7,0092025 Amount on Record May 1996 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

126 Chestnut St

3 bd · 1 ba · 1,209 sqft · 4.49 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$246,875Jul 2001 $6,6762025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

127 Chestnut St

5 bd · 4 ba · 3,954 sqft · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$599,900Jan 2023 $8,7472025 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

128 Chestnut St

3 bd · 2.5 ba · 2,383 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$357,000Mar 2017 $7,7552025 Amount on Record Jan 2003 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

129 Chestnut St

4 bd · 2.5 ba · 2,360 sqft · 1.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,2042025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

130 Chestnut St

4 bd · 2.5 ba · 2,136 sqft · 2.19 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$295,000Jul 2014 $7,4962025 Amount on Record Apr 1993 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

131 Chestnut St

3 bd · 2.5 ba · 3,505 sqft · 1.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,0232025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

132 Chestnut St, #138

4 bd · 1.5 ba · 1,806 sqft · 2.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$293,000Jul 2010 $6,6512025 Amount on Record Dec 2004 1 Name on Record AssessorUpdated Jul 2026

135 Chestnut St, #143

4 bd · 2.5 ba · 2,002 sqft · 1.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$253,000Oct 2012 $7,0522025 Amount on Record Jun 1998 2 Names on Record AssessorUpdated Jul 2026

140 Chestnut St

3 bd · 2 ba · 1,828 sqft · 2.34 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,500Jul 2014 $7,6812025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

Property Records in Nearby Streets