Chestnut St, Upton, MA Property Records

Worcester County and Upton Town property records for 33 addresses on Chestnut St, Upton, MA · Last verified August 2026

Chestnut St Highlights

Properties 33
Median Sale Price $615,712
Deeds and Mortgages on File 55
Median Price per Sqft $256
Owner Occupied 94%
Median Annual Tax Bill $10,316
Median Year Built 1992
Median Ownership Tenure 6 years

Properties on Chestnut St

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

56 Chestnut St

1 bd · 3.5 ba · 3,248 sqft · 12.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$615,712Jul 2020 $11,4222025 Sale Amount Jun 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

58 Chestnut St

2 bd · 1.5 ba · 2,382 sqft · 3.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,000,088Aug 2022 $11,1882025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

60 Chestnut St

2 bd · 1.5 ba · 3,248 sqft · 7.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Sep 2020 $11,2512025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

61 Chestnut St

1 bd · 1.5 ba · 2,016 sqft · 1.83 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2013 $7,9042025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

62 Chestnut St

3 bd · 1.5 ba · 3,504 sqft · 2.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$997,000Nov 2023 $12,3202025 Sale Amount Sep 2022 1 Name on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

65 Chestnut St

2 bd · 2 ba · 1,142 sqft · 2.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,000Mar 1983 $7,8782025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

106 Chestnut St

1 bd · 1.5 ba · 2,772 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,000Jun 2020 $10,3162025 Sale Amount Apr 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

108 Chestnut St

3 bd · 1.5 ba · 2,838 sqft · 2.18 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$575,000Jun 2020 $11,4712025 Sale Amount Aug 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

111 Chestnut St

2 bd · 1.5 ba · 3,120 sqft · 1.9 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$865,000Sep 2024 $10,7592025 Sale Amount Apr 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

112 Chestnut St

3 bd · 1.5 ba · 3,200 sqft · 2.26 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$10,1122025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

113 Chestnut St

2 bd · 3 ba · 3,261 sqft · 2.41 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$72,000Sep 1996 $10,4632025 2 Names on Record AssessorUpdated Jul 2026

114 Chestnut St

2 bd · 3 ba · 2,632 sqft · 1.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$730,000Mar 2023 $10,5212025 Sale Amount Oct 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

115 Chestnut St

3 bd · 3 ba · 2,928 sqft · 2.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jan 2022 $9,9732025 Sale Amount Jan 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

116 Chestnut St

2 bd · 1.5 ba · 3,360 sqft · 2.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$541,000Sep 2014 $11,0142025 Sale Amount Nov 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

117 Chestnut St

1 bd · 1.5 ba · 3,044 sqft · 1.83 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$440,000Jul 2017 $10,8762025 Sale Amount Jun 1996 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

118 Chestnut St

3 bd · 4.5 ba · 3,980 sqft · 1.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$696,500Jun 2020 $12,7572025 Sale Amount Apr 1998 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

119 Chestnut St

2 bd · 1.5 ba · 2,782 sqft · 2.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$415,000Mar 2001 $10,1642025 Sale Amount Dec 1996 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

121 Chestnut St

2 bd · 1.5 ba · 3,328 sqft · 1.96 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,000Dec 2024 $11,1032025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

122 Chestnut St

2 bd · 1.5 ba · 3,028 sqft · 2.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jul 1994 $9,6652025 2 Names on Record AssessorUpdated Jul 2026

125 Chestnut St

2 bd · 1.5 ba · 3,442 sqft · 3.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jul 2008 $13,0122025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

127 Chestnut St

2 bd · 1.5 ba · 2,728 sqft · 3.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$520,000Apr 2005 $9,8132025 Sale Amount Sep 1988 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

129 Chestnut St

2 bd · 2 ba · 2,292 sqft · 2.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,3262025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

133 Chestnut St

2 bd · 1.5 ba · 2,002 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$625,000Mar 2024 $7,3312025 Sale Amount Sep 2023 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

134 Chestnut St

2 bd · 1.5 ba · 2,792 sqft · 1.83 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$600,000Sep 2020 $11,0372025 Sale Amount Dec 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

136 Chestnut St

3 bd · 1.5 ba · 4,214 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$12,7132025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

137 Chestnut St

2 bd · 2 ba · 1,638 sqft · 4.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$585,000Apr 2021 $9,7072025 Sale Amount Nov 2009 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

138 Chestnut St

2 bd · 1.5 ba · 3,136 sqft · 1.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$490,000Apr 2003 $10,8032025 Sale Amount Aug 2002 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

140 Chestnut St

1 bd · 1.5 ba · 1,522 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$389,900Sep 2004 $6,7452025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

144 Chestnut St

1 bd · 1 ba · 1,296 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$209,000Jul 2005 $6,2792025 Sale Amount Aug 1994 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

145 Chestnut St

2 bd · 2 ba · 1,284 sqft · 4.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jun 2005 $7,1342025 Sale Amount Nov 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

146 Chestnut St

2 bd · 2 ba · 1,666 sqft · 0.439 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,500Mar 2003 $7,0592025 Sale Amount Dec 1999 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

148 Chestnut St

2 bd · 1.5 ba · 1,696 sqft · 0.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Sep 2017 $6,5592025 Sale Amount Mar 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

149 Chestnut St

2 bd · 1.5 ba · 1,998 sqft · 3.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$540,000Jul 2021 $7,5472025 Sale Amount Jan 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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