Pleasant St, Bennington, VT Property Records

Bennington Town property records for 40 addresses on Pleasant St, Bennington, VT · Last verified August 2026

Pleasant St Highlights

Properties 40
Median Sale Price $265,000
Deeds and Mortgages on File 30
Median Price per Sqft $74
Owner Occupied 20%
Median Annual Tax Bill $3,530
Median Year Built 1890
Median Ownership Tenure 5 years

Properties on Pleasant St

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

102 Pleasant St

2 bd · 1.5 ba · 1,504 sqft · 0.03 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2017 $1,1912025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

104 Pleasant St

4 bd · 2 ba · 2,074 sqft · 0.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$115,960Jul 2021 $2,0582025 Amount on Record Aug 2012 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

106 Pleasant St

3 bd · 1 ba · 1,544 sqft · 0.11 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,8382025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

117 Pleasant St

0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,1362025 1 Name on Record AssessorUpdated Aug 2026

119 Pleasant St

6 bd · 4 ba · 4,216 sqft · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,5932025 1 Name on Record AssessorUpdated Aug 2026

123 Pleasant St

4 bd · 4 ba · 2,873 sqft · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Jan 2023 $2,8902025 Amount on Record Jan 2013 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

124 Pleasant St

Built 1880 · 0.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,0332025 1 Name on Record AssessorUpdated Aug 2026

126 Pleasant St

9,984 sqft · Built 1948 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,2652025 1 Name on Record AssessorUpdated Aug 2026

127 Pleasant St

3 bd · 1.5 ba · 1,640 sqft · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7012025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

128 Pleasant St

2,688 sqft · Built 1970 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$213,500Jul 2001 $2,4232025 1 Name on Record AssessorUpdated Aug 2026

200 Pleasant St

0.719 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,2052025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

206 Pleasant St

3,212 sqft · Built 1838 · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Jan 2026 $4,8362025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

207 Pleasant St

3,200 sqft · Built 1923 · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Apr 2007 $3,5302025 1 Name on Record AssessorUpdated Aug 2026

208 Pleasant St

2,972 sqft · Built 1838 · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$130,000Sep 1987 $4,0852025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

212 Pleasant St

10 bd · 12 ba · 4,845 sqft · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Sep 2023 $3,8892025 Amount on Record May 2002 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

215 Pleasant St

3,712 sqft · Built 1848 · 0.8 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$167,000May 2009 $6,8022025 Amount on Record Mar 1990 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

219 Pleasant St

11 bd · 10 ba · 5,264 sqft · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jul 2018 $6,8382025 Amount on Record Jan 2005 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

300 Pleasant St

7 bd · 7 ba · 4,667 sqft · 0.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$284,600Sep 2021 $5,7312025 Amount on Record May 2020 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

301 Pleasant St

7 bd · 5 ba · 4,850 sqft · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$94,000Feb 1988 $4,4922025 —Feb 1988 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

302 Pleasant St

9 bd · 6 ba · 4,890 sqft · 0.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Aug 2022 $4,3492025 1 Name on Record AssessorUpdated Aug 2026

303 Pleasant St

5 bd · 3 ba · 2,926 sqft · 0.15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,000Feb 2001 $3,3392025 1 Name on Record AssessorUpdated Aug 2026

304 Pleasant St

8 bd · 5 ba · 3,916 sqft · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$128,486Feb 2020 $3,7232025 Amount on Record Nov 2001 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

307 Pleasant St

4 bd · 2 ba · 1,794 sqft · 0.169 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$275,000Jun 2022 $2,1202025 Amount on Record May 2020 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

308 Pleasant St

0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Jul 2023 $4,1232025 Amount on Record Jun 2001 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

309 Pleasant St

4 bd · 2 ba · 1,872 sqft · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$76,546Feb 2020 $2,3582025 Amount on Record Aug 2002 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

311 Pleasant St

3 bd · 2 ba · 1,904 sqft · 0.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$117,000Feb 2021 $2,3162025 1 Name on Record AssessorUpdated Aug 2026

312 Pleasant St

4 bd · 2 ba · 1,838 sqft · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,9482025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

314 Pleasant St

4 bd · 4 ba · 2,232 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2024 $2,6122025 Amount on Record Aug 2023 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

315 Pleasant St

4 bd · 3 ba · 2,151 sqft · 0.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2018 $2,2722025 —Feb 2003 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

317 Pleasant St

5 bd · 2 ba · 1,792 sqft · 0.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$185,000May 2026 $2,2812025 Amount on Record Jul 2023 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

318 Pleasant St

8 bd · 5 ba · 3,460 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,000Apr 1988 $2,8982025 Amount on Record — 1 Name on Record AssessorUpdated Aug 2026

319 Pleasant St

6 bd · 2 ba · 2,270 sqft · 0.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Feb 2025 $2,5452025 Amount on Record May 2023 1 Name on Record Assessor + 4 DocumentsUpdated Aug 2026

320-322 Pleasant St

7 bd · 5.5 ba · 3,504 sqft · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Aug 2007 $3,7952025 Amount on Record Jul 2001 1 Name on Record AssessorUpdated Aug 2026

321 Pleasant St

4 bd · 3 ba · 1,480 sqft · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,000Mar 2015 $2,0642025 —Jun 2014 1 Name on Record AssessorUpdated Aug 2026

323 Pleasant St

7 bd · 5 ba · 3,174 sqft · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Aug 2022 $3,3312025 Amount on Record Sep 2019 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

324 Pleasant St

0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jun 2023 $4,7822025 Amount on Record Jun 1996 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

326 Pleasant St

22 bd · 12 ba · 8,200 sqft · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jun 2023 $6,5862025 Amount on Record Sep 1998 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

332 Pleasant St

14 bd · 9 ba · 5,220 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Nov 2009 $5,3382025 1 Name on Record AssessorUpdated Aug 2026

334 Pleasant St

17,903 sqft · Built 1860 · 0.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,0382025 1 Name on Record AssessorUpdated Aug 2026

340 Pleasant St

3 bd · 2 ba · 1,300 sqft · 0.069 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,6282025 1 Name on Record AssessorUpdated Aug 2026

Property Records in Nearby Streets