Chestnut St, Brattleboro, VT Property Records

Brattleboro Town property records for 48 addresses on Chestnut St, Brattleboro, VT · Last verified August 2026

Chestnut St Highlights

Properties 48
Median Sale Price $322,280
Deeds and Mortgages on File 33
Median Price per Sqft $140
Owner Occupied 75%
Median Annual Tax Bill $3,345
Median Year Built 1900
Median Ownership Tenure 15 years

Properties on Chestnut St

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

11 Chestnut St

7 bd · 3 ba · 3,862 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000May 2014 $3,9442025 Amount on Record Oct 1990 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

15 Chestnut St

3 bd · 2 ba · 1,485 sqft · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000May 1995 $3,2742025 Amount on Record Sep 1993 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

16-18 Chestnut St

5 bd · 2 ba · 2,406 sqft · 0.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Sep 1992 $3,6742025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

21 Chestnut St

5 bd · 2 ba · 2,402 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$70,330Jun 1999 $3,8812025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

22 Chestnut St

3,276 sqft · Built 1885 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,6772021 Amount on Record Nov 1994 1 Name on Record Assessor + 1 DocumentUpdated Jun 2023

27 Chestnut St, #29

4 bd · 2 ba · 2,421 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Sep 2005 $4,3872025 Amount on Record Sep 2003 1 Name on Record AssessorUpdated Aug 2026

28 Chestnut St

8 bd · 4.5 ba · 2,030 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,5352025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

35 Chestnut St

3 bd · 1.5 ba · 1,608 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,8922025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

36 Chestnut St

3 bd · 2 ba · 1,614 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,000Nov 2022 $3,6162025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

44 Chestnut St

4 bd · 2 ba · 2,497 sqft · 0.319 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000May 2024 $3,7992025 Amount on Record Aug 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

45 Chestnut St

5 bd · 3 ba · 2,615 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$173,600Feb 2004 $3,2942025 1 Name on Record AssessorUpdated Aug 2026

50 Chestnut St

3 bd · 1 ba · 1,704 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$209,000Nov 2019 $3,1292025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

51 Chestnut St

4 bd · 4 ba · 2,172 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$172,000Jun 2005 $3,2862025 Amount on Record Jun 1987 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

58 Chestnut St

3 bd · 1.5 ba · 1,952 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$110,000Mar 2016 $3,2242025 Amount on Record Nov 2004 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

59 Chestnut St

3 bd · 2 ba · 1,616 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,000Apr 1991 $3,3452025 Amount on Record Jul 1989 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

61-63 Chestnut St

2 bd · 4 ba · 2,400 sqft · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,0222025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

62 Chestnut St

4 bd · 3 ba · 2,856 sqft · 0.219 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$315,000Oct 2018 $4,6382025 Amount on Record Apr 2013 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

68 Chestnut St

8 bd · 4.5 ba · 3,978 sqft · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,5812025 1 Name on Record AssessorUpdated Aug 2026

80 Chestnut St

5 bd · 2 ba · 2,676 sqft · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,9102025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

105 Chestnut St

4 bd · 2 ba · 2,715 sqft · 0.78 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,000Nov 2025 $4,2302025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

106 Chestnut St

2 bd · 1 ba · 1,056 sqft · 0.18 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$140,000Jul 2020 $3,2472025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

108 Chestnut St

4 bd · 1.5 ba · 1,544 sqft · 0.219 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$322,280Jul 2025 $2,8822025 Amount on Record Feb 2022 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

110 Chestnut St

2 bd · 1 ba · 730 sqft · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$56,000Dec 2011 $1,6842025 —Dec 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

111 Chestnut St

5 bd · 1 ba · 2,225 sqft · 0.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$202,000Sep 2015 $3,5562025 Amount on Record Nov 2011 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

117 Chestnut St

3 bd · 2 ba · 984 sqft · 0.939 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2402025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

118 Chestnut St

8 bd · 5 ba · 3,126 sqft · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$184,500Sep 2015 $3,6462025 Amount on Record Jul 2003 1 Name on Record AssessorUpdated Aug 2026

125 Chestnut St

3 bd · 1 ba · 1,228 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2001 $2,5052025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

126 Chestnut St

5 bd · 2 ba · 2,234 sqft · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3282025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

130 Chestnut St

4 bd · 1 ba · 1,848 sqft · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$67,500Mar 1988 $3,5822025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

131 Chestnut St

5 bd · 2.5 ba · 2,048 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4522025 —Dec 2019 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

138 Chestnut St

7 bd · 3,109 sqft · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$69,000Nov 1999 $1,4392025 —Dec 1998 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

139 Chestnut St

3 bd · 2 ba · 1,480 sqft · 0.419 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,000Nov 1996 $3,2502025 —Nov 1996 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

145 Chestnut St

2 bd · 2 ba · 1,704 sqft · 0.68 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$151,800Dec 2002 $3,4322025 Amount on Record Apr 2000 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

146 Chestnut St

4 bd · 1 ba · 864 sqft · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7482025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

151 Chestnut St

4 bd · 2.5 ba · 2,053 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,5842025 1 Name on Record AssessorUpdated Aug 2026

152 Chestnut St

2 bd · 2 ba · 856 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,5462025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

155 Chestnut St

3 bd · 1.5 ba · 1,594 sqft · 0.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$172,000Dec 2019 $3,0422025 Amount on Record Jun 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

164 Chestnut St

3 bd · 1 ba · 882 sqft · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Feb 2019 $2,8802025 Amount on Record Dec 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

165 Chestnut St

5 bd · 2 ba · 2,320 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$147,000May 2003 $3,3472025 Amount on Record Jul 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

171 Chestnut St

2 bd · 2 ba · 1,248 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,2882025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

176 Chestnut St

2 bd · 1 ba · 1,728 sqft · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Mar 2021 $3,2822025 Amount on Record Oct 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

179 Chestnut St

4 bd · 1 ba · 1,248 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,2442025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

184 Chestnut St

3 bd · 3 ba · 1,970 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,2192025 —Jan 2023 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

185 Chestnut St

4 bd · 2 ba · 1,512 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2018 $3,9422025 Amount on Record Jun 2002 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

195 Chestnut St

4 bd · 3 ba · 1,890 sqft · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$117,000Oct 1993 $3,8452025 1 Name on Record AssessorUpdated Aug 2026

207 Chestnut St

4 bd · 2.5 ba · 1,149 sqft · 0.219 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,5652025 1 Name on Record AssessorUpdated Aug 2026

217 Chestnut St

2 bd · 1.5 ba · 1,282 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,8272025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

221 Chestnut St

2 bd · 1 ba · 932 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$61,500Nov 1999 $2,4852025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

Wildfire Risk on Chestnut St

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

Wildfire RiskLow
this street's cells rank at the 20th percentile of exposed land nationally · 52nd in Vermont
Wildfire LikelihoodLow — about 1 in 10,000 per year
ExposureIndirect
0 of 4 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets