CONTINGENT

Listed by Melissa Nebelski • Real Broker LLC.

Contingent

$179,000

Est. $1,262/mo —

•

1,300

sq ft

340 Pleasant St, Bennington, VT 05201

About this home

Downtown Bennington duplex offering an excellent opportunity for first-time homebuyers, owner-occupants, or investors. The first-floor unit has been completely renovated with a new kitchen, updated bathroom, and new flooring throughout. Recent improvements include a repointed foundation, fully completed siding, a new roof, and a gravel driveway. Live in one unit and help offset your mortgage with rental income from the other, or continue using the property as an investment. Appears well suited for FHA, VA, USDA, and conventional financing. Conveniently located near shopping, dining, schools, medical facilities, and other everyday amenities in downtown Bennington. Bennington continues to benefit from ongoing investment and redevelopment throughout the downtown area, adding to the appeal of this location.

Multi-familyProperty Type

1930Year Built

3,049 sq ftLot Size

$138Price/Sq.Ft.

Listed by Melissa Nebelski • Real Broker LLC

Listing updated: Oct 31, 2026 at 01:25am

Redfin checked: 3 minutes ago

•Source:PrimeMLS #5085882

Payment calculator

$1,262 per month

Principal and interest$977

Property taxes

$251

HOA dues

Home insurance

$34

Utilities

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Nearby open houses (2)

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Around this home

Schools

K - 12
Preschool & daycare

Mt. Anthony Union Middle School

Public 6-8 • Assigned • 1.8mi

5/10

Mt. Anthony Senior Uhsd #14

Public 9-12 • Assigned • 0.5mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

340 Pleasant St · $179,000

DAYS ON MARKET

The average home goes pending in 64 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

PRICE DROP

8% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Interior basement access
Unfinished basement with basement stairs
Water heater included

Bedrooms
3 bedrooms total: 2 on the first level and 1 on the second level

Bathrooms
2 full bathrooms

Flooring
Wood and vinyl plank flooring

Heating & cooling
Oil, forced-air heating

Sale and tax history for 340 Pleasant St

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$1,628 (−4.5%)

$17,400 + $67,900

$85,300

2024

$1,705 (+9.6%)

$17,400 + $67,900

$85,300

2023

$1,556 (−28.4%)

$17,400 + $67,900

$85,300

2022

$2,173 (+55.9%)

$17,400 + $67,900

$85,300

2021

$1,394 (−34.5%)

$17,400 + $67,900

$85,300

2020

$2,129 (+4.0%)

$17,400 + $67,900

$85,300

2019

$2,048 (+1.8%)

$17,400 + $67,900

$85,300

2018

$2,011 (+1.7%)

$17,400 + $67,900

$85,300

2017

$1,977 (+1.0%)

$17,400 + $67,900

$85,300

2016

$1,958 (+1.0%)

$17,400 + $67,900

$85,300

2015

$1,938 (+121.4%)

$17,400 + $67,900

$85,300

2014

$875

$17,400 + $67,900

$85,300

2013

$17,400 + $67,900

$85,300

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

3,049 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

1,300

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,300

Year built

1930

Style

Multi-Family (2-4 Unit)

County

Bennington County

APN

05101567803

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 22, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 92° expected this year, 17 days in 30 years

3/10 Wind Factor

6% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Bennington, VT • 05201

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

84/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Bennington. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 340 Pleasant St

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $77,000 and $255,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $77K to $255K.

SOLD OCT 9, 2026
$255,000 Last sold price
4 beds2 baths1,146 sq ft
109 County St, Bennington, VT 05201
$85/sq ft
larger lot
30 years older
SOLD AUG 27, 2026
$215,000 Last sold price
3 beds1 bath1,047 sq ft
99 Coolidge Ave, Bennington, VT 05201
$67/sq ft
larger lot
SOLD OCT 15, 2026
$209,900 Last sold price
3 beds2 baths1,608 sq ft
107 Jefferson Ave, Bennington, VT 05201
$7/sq ft
larger lot
30 years older
SOLD AUG 4, 2026
$77,000 Last sold price
3 beds1 bath1,508 sq ft
109 Evergreen Dr, Bennington, VT 05201
$87/sq ft
larger lot
10 years newer
SOLD OCT 16, 2026
$212,000 Last sold price
3 beds2 baths1,582 sq ft
903 Gage St, Bennington, VT 05201
$4/sq ft
larger lot
37 years newer
SOLD FEB 26, 2026
$191,500 Last sold price
4 beds2 baths1,278 sq ft
215 Maple St, Bennington, VT 05201
$12/sq ft
larger lot
30 years older

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Details provided by PrimeMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (2)

Interested in buying?

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 340 Pleasant St

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 340 Pleasant St

This home may not be allowing tours right now

Nearby similar homes

New listings for sale in 05201

More real estate resources