Leonard St, Bennington, VT Property Records

Bennington Town property records for 18 addresses on Leonard St, Bennington, VT · Last verified August 2026

Leonard St Highlights

Properties 18
Median Sale Price $153,000
Deeds and Mortgages on File 13
Median Price per Sqft $109
Owner Occupied 94%
Median Annual Tax Bill $2,248
Median Year Built 1945
Median Ownership Tenure 7 years

Properties on Leonard St

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

1 Leonard St

3 bd · 1 ba · 967 sqft · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Aug 2022 $1,2902025 Sale Amount Feb 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5 Leonard St

1,972 sqft · Built 1970 · 2.71 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$56,400Aug 2023 $1,0772025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

8 Leonard St

3 bd · 1.5 ba · 1,056 sqft · 1.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,1772025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

11 Leonard St

2 bd · 1 ba · 1,392 sqft · 0.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$60,000Aug 2001 $1,8622025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

12 Leonard St

3 bd · 1 ba · 1,716 sqft · 0.339 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,3422025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

102 Leonard St

2 bd · 1 ba · 1,008 sqft · 0.43 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$99,900Sep 1999 $2,5312025 —Sep 1999 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

103 Leonard St

2 bd · 1.5 ba · 1,723 sqft · 0.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$279,000Dec 2025 $2,1802025 Sale Amount Apr 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

104 Leonard St

2 bd · 1 ba · 1,092 sqft · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$79,000Oct 1995 $1,7392025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

106 Leonard St

2 bd · 1 ba · 1,083 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$125,000Nov 2003 $2,0692025 Sale Amount Dec 1994 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

107 Leonard St

2 bd · 1 ba · 1,176 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$185,000Nov 2005 $3,0892025 Sale Amount Feb 2005 1 Name on Record AssessorUpdated Aug 2026

108 Leonard St

3 bd · 1.5 ba · 1,459 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$99,250Jul 1998 $2,1412025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

109 Leonard St

3 bd · 2 ba · 1,632 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,2632025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

110 Leonard St

3 bd · 2 ba · 1,480 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$121,000Jun 2022 $2,4152025 Sale Amount Dec 2021 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

112 Leonard St

2 bd · 1 ba · 1,191 sqft · 0.26 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,8402025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

113 Leonard St

3 bd · 1 ba · 1,392 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$153,000Jan 2018 $2,2482025 Sale Amount Jun 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

114 Leonard St

3 bd · 2 ba · 1,286 sqft · 0.219 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$133,800Jan 2020 $2,4232025 Sale Amount Jun 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

115 Leonard St

3 bd · 1 ba · 1,144 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Jun 2019 $2,4292025 Sale Amount Apr 2012 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

117 Leonard St

3 bd · 2 ba · 1,596 sqft · 0.319 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$315,000Sep 2021 $2,8422025 Sale Amount May 2016 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

Property Records in Nearby Streets