Caroline Dr, Bennington, VT Property Records

Bennington Town property records for 9 addresses on Caroline Dr, Bennington, VT · Last verified August 2026

Caroline Dr Highlights

Properties 9
Median Sale Price $127,000
Deeds and Mortgages on File 6
Median Price per Sqft $89
Owner Occupied 89%
Median Annual Tax Bill $2,123
Median Year Built 1966
Median Ownership Tenure 7 years

Properties on Caroline Dr

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

2 Caroline Dr

3 bd · 1 ba · 1,164 sqft · 0.769 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,9452025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

3 Caroline Dr

3 bd · 1 ba · 1,104 sqft · 0.319 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$230,000Apr 2026 $1,9482025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4 Caroline Dr

3 bd · 2 ba · 1,404 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,3022025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

5 Caroline Dr

3 bd · 1.5 ba · 1,087 sqft · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2001 $1,8612025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

6 Caroline Dr

3 bd · 1.5 ba · 1,206 sqft · 0.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$108,000May 2001 $2,2352025 Sale Amount Jun 1987 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

7 Caroline Dr

3 bd · 1.5 ba · 1,216 sqft · 0.269 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$41,450Aug 2004 $2,1232025 —Aug 2004 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

8 Caroline Dr

3 bd · 1.5 ba · 2,068 sqft · 0.739 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$127,000Jul 2019 $2,4522025 —Nov 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

9 Caroline Dr

3 bd · 1 ba · 1,524 sqft · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000May 2019 $2,4762025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

11 Caroline Dr

2.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,000Jan 2022 $3422025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

Property Records in Nearby Streets