Chestnut St, Brookline, MA Property Records

Norfolk County and Brookline Town property records for 69 addresses on Chestnut St, Brookline, MA · Last verified August 2026

Chestnut St Highlights

Properties 132
Median Sale Price $770,000
Deeds and Mortgages on File 98
Median Price per Sqft $724
Owner Occupied 39%
Median Annual Tax Bill $6,776
Median Year Built 1953
Median Ownership Tenure 16 years

Properties on Chestnut St

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

10 Chestnut St

4 bd · 2.5 ba · 2,290 sqft · 0.092 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$184,000Mar 1985 $18,4382025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

14 Chestnut St

5 bd · 3 ba · 2,520 sqft · 0.094 acres

Last Sale Tax Bill Prior Sale Owner Records
$775,000Sep 2002 $21,5352025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

20 Chestnut St

5 bd · 2.5 ba · 3,012 sqft · 0.282 acres

Last Sale Tax Bill Prior Sale Owner Records
$457,500Nov 1992 $24,7312025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

26 Chestnut St

0.485 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Aug 2006 $40,9932025 1 Name on Record AssessorUpdated Jul 2026

27 Chestnut St

6 bd · 3 ba · 3,972 sqft · 0.574 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000May 1991 $29,1372025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

33 Chestnut St

4 bd · 3.5 ba · 2,109 sqft · 0.745 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$25,8892025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

36 Chestnut St

3 bd · 1.5 ba · 1,272 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$251,000Sep 1994 $12,3342025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

40 Chestnut St

3 bd · 1.5 ba · 1,272 sqft · 0.091 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$336,850May 2022 $12,7282025 Amount on Record Dec 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

46 Chestnut St

5 bd · 2 ba · 3,142 sqft · 0.092 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,104Oct 2005 $14,0982025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

52 Chestnut St

4 bd · 2 ba · 2,992 sqft · 0.093 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,7952025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

56 Chestnut St

3 bd · 1 ba · 1,274 sqft · 0.068 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,7442025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

60 Chestnut St

3 units · Built 1910 · 995 sq ft

Last Sale Median Tax Bill Median Sale    
$770,000Jun 2022 $6,6242025 —3 units    

62 Chestnut St

3 units · Built 1895 · 934 sq ft

Last Sale Median Tax Bill Median Sale    
$184,000Sep 1998 $6,8752025 —3 units    

66 Chestnut St

8 bd · 3 ba · 3,956 sqft · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000Dec 2013 $15,6282025 Amount on Record Aug 2009 1 Name on Record Assessor + 1 DocumentUpdated May 2026

66R Chestnut St

775 sqft · 0.063 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,3482025 1 Name on Record AssessorUpdated Jul 2026

68 Chestnut St

3 units · Built 1910 · 1,204 sq ft

Last Sale Median Tax Bill Median Sale    
$597,000Oct 2018 $7,4552025 $597,0003 units    

70 Chestnut St

3 units · Built 1898 · 1,220 sq ft

Last Sale Median Tax Bill Median Sale    
$1,199,000Aug 2024 $8,5122025 $718,0003 units    

74 Chestnut St

3 units · Built 1910 · 900 sq ft

Last Sale Median Tax Bill Median Sale    
$549,000Nov 2018 $6,2512025 $549,0003 units    

79 Chestnut St

8 units · Built 1955 · 586 sq ft

Last Sale Median Tax Bill Median Sale    
$317,000Jul 2014 $4,1742025 $317,0008 units    

80 Chestnut St

9 bd · 4.5 ba · 4,326 sqft · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,889,062Jul 2022 $20,7242025 Amount on Record May 2014 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

85 Chestnut St

7 units · Built 1955 · 599 sq ft

Last Sale Median Tax Bill Median Sale    
$265,000Apr 2006 $4,1742025 $260,0007 units    

86 Chestnut St

9 bd · 3 ba · 3,681 sqft · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$800,000Apr 2009 $15,6332025 1 Name on Record AssessorUpdated Aug 2026

90 Chestnut St

3 bd · 2.5 ba · 1,743 sqft · 0.133 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$925,000Sep 2016 $12,0342025 Amount on Record Feb 2004 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

91 Chestnut St

8 units · Built 1955 · 376 sq ft

Last Sale Median Tax Bill Median Sale    
$580,000Aug 2025 $4,6472025 $475,0008 units    

92 Chestnut St

3 bd · 2.5 ba · 1,679 sqft · 0.133 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,370,000Feb 2024 $11,8522025 Amount on Record Jul 2015 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

94 Chestnut St

3 bd · 2.5 ba · 1,503 sqft · 0.133 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$680,000Jun 2010 $10,8222025 Amount on Record Aug 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

95 Chestnut St

7 units · Built 1955 · 599 sq ft

Last Sale Median Tax Bill Median Sale    
$276,500Jun 2013 $4,1742025 —7 units    

96 Chestnut St

3 units · Built 1900 · 758 sq ft

Last Sale Median Tax Bill Median Sale    
$494,500Aug 2018 $5,4272025 $346,5003 units    

98 Chestnut St

5 bd · 4.5 ba · 3,949 sqft · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,315,000Feb 2021 $12,3812025 Amount on Record Nov 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

99 Chestnut St

7 units · Built 1955 · 599 sq ft

Last Sale Median Tax Bill Median Sale    
$420,500Feb 2021 $4,2302025 $380,0007 units    

100 Chestnut St

5 bd · 1.5 ba · 1,584 sqft · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2018 $9,9942025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

105 Chestnut St

8 units · Built 1955 · 386 sq ft

Last Sale Median Tax Bill Median Sale    
$525,000Sep 2021 $4,7142025 $275,0008 units    

108 Chestnut St

9 bd · 3 ba · 3,646 sqft · 0.054 acres

Last Sale Tax Bill Prior Sale Owner Records
$18,1582025 1 Name on Record AssessorUpdated Apr 2026

108A Chestnut St

0.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$8422025 1 Name on Record AssessorUpdated Apr 2026

108B Chestnut St

0.008 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2004 $8322025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

108D Chestnut St

4,360 sqft · 0.009 acres

Last Sale Tax Bill Prior Sale Owner Records
$8382025 1 Name on Record AssessorUpdated Jul 2026

110 Chestnut St

5 bd · 1.5 ba · 2,075 sqft · 0.061 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Mar 2001 $13,2282025 Amount on Record Aug 1998 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

110A Chestnut St, #1

2 bd · 1 ba · 746 sqft · 0.054 acres

Last Sale Tax Bill Prior Sale Owner Records
$323,500Sep 2006 $5,6822025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

110A Chestnut St, #2

2 bd · 1 ba · 831 sqft · 0.054 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Apr 2001 $6,1522025 1 Name on Record AssessorUpdated Aug 2026

111 Chestnut St

3 bd · 2 ba · 1,490 sqft · 0.123 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2018 $10,3752025 Amount on Record Aug 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

112 Chestnut St

3 units · Built 1890 · 827 sq ft

Last Sale Median Tax Bill Median Sale    
$806,000Feb 2023 $6,1152025 $125,0003 units    

112A Chestnut St

4 bd · 2 ba · 2,096 sqft · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Jul 1998 $11,4092025 Amount on Record Sep 1988 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

114 Chestnut St, Apt 1

2 bd · 2 ba · 1,290 sqft · 0.105 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$602,000Jun 2016 $9,1202025 Amount on Record Aug 2007 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

114 Chestnut St, Apt 2

4 bd · 2 ba · 1,769 sqft · 0.105 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$550,000Sep 2002 $11,2172025 2 Names on Record AssessorUpdated Jul 2026

115 Chestnut St

4 bd · 2 ba · 1,140 sqft · 0.117 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$82,500Oct 1979 $9,6042025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

116 Chestnut St

7 bd · 3 ba · 3,542 sqft · 0.073 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2014 $14,9642025 —Apr 2012 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

117 Chestnut St, #119

6 bd · 2 ba · 2,112 sqft · 0.125 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$68,000Mar 1979 $11,8642025 2 Names on Record AssessorUpdated Apr 2026

121 Chestnut St

3 bd · 1 ba · 995 sqft · 0.132 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jul 2011 $7,2662025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

122 Chestnut St

5 bd · 2.5 ba · 2,181 sqft · 0.091 acres

Last Sale Tax Bill Prior Sale Owner Records
$173,000Feb 1993 $11,8342025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

123 Chestnut St

3 bd · 1 ba · 995 sqft · 0.153 acres

Last Sale Tax Bill Prior Sale Owner Records
$695,000Jan 2021 $7,2662025 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

124 Chestnut St

3 units · Built 1905 · 1,232 sq ft

Last Sale Median Tax Bill Median Sale    
$900,000Apr 2026 $8,0342025 $900,0003 units    

126 Chestnut St

3 units · Built 1911 · 1,281 sq ft

Last Sale Median Tax Bill Median Sale    
$660,000Aug 2015 $7,9972025 —3 units    

127 Chestnut St

5 bd · 2 ba · 2,062 sqft · 0.133 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Apr 1995 $13,9352025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

128 Chestnut St

3 units · Built 1900 · 753 sq ft

Last Sale Median Tax Bill Median Sale    
$550,000Jun 2021 $6,1352025 $455,0003 units    

133 Chestnut St, #1

3 bd · 3 ba · 1,555 sqft · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Jan 2018 $12,3282025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

133 Chestnut St, #2

3 bd · 3.5 ba · 1,821 sqft · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,749,000Aug 2023 $13,2972025 Amount on Record Jan 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

135 Chestnut St

3 bd · 1.5 ba · 1,416 sqft · 0.175 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$450,000Sep 2003 $10,0352025 Amount on Record Feb 1991 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

137 Chestnut St

3 bd · 2 ba · 1,416 sqft · 0.175 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2014 $11,3892025 —Mar 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

141 Chestnut St

3 bd · 1.5 ba · 1,152 sqft · 0.154 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Apr 2020 $11,6552025 Amount on Record Jun 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

145 Chestnut St

3 bd · 1.5 ba · 1,152 sqft · 0.158 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$188,000Mar 1993 $11,5932025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

148 Chestnut St, #150

5 bd · 5 ba · 2,184 sqft · 0.123 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Aug 2021 $15,1132025 Amount on Record Mar 2021 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

149 Chestnut St, #151

6 bd · 2.5 ba · 2,386 sqft · 0.166 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2015 $14,7332025 Amount on Record May 1996 1 Name on Record AssessorUpdated Apr 2026

156 Chestnut St

3 units · Built 1920 · 1,118 sq ft

Last Sale Median Tax Bill Median Sale    
$725,000Jun 2018 $7,9112025 $675,0003 units    

160 Chestnut St

6 bd · 3 ba · 4,212 sqft · 0.073 acres

Last Sale Tax Bill Prior Sale Owner Records
$173,000Oct 1985 $16,3382025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

162 Chestnut St

8 bd · 3 ba · 3,588 sqft · 0.073 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2015 $18,4022025 Amount on Record Sep 1987 2 Names on Record AssessorUpdated Apr 2026

165 Chestnut St

20 bd · 27.5 ba · 80,387 sqft · 6.02 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,150,000Dec 1995 $161,8832025 1 Name on Record AssessorUpdated Aug 2026

166 Chestnut St

3 units · Built 1920 · 948 sq ft

Last Sale Median Tax Bill Median Sale    
$765,000Jun 2026 $7,0132025 $166,6003 units    

167 Chestnut St

0.141 acres

Last Sale Tax Bill Prior Sale Owner Records
$7652025 1 Name on Record AssessorUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Apr 2026

Wildfire Risk on Chestnut St

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire Risk to HomesNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach of burnable land

Property Records in Nearby Streets