For sale

$269,000

Est. $1,822/mo —

•

1,380

sq ft

380 Cheshire Rd, Pittsfield, MA 01201

About this home

Conveniently located near shopping, dining, and the the Ashuwillticook Rail Trail for biking, walking, and outdoor recreation, this 3 bedroom, 2 bath modified Cape with first floor home office/den, offers comfort and opportunity. Featuring hardwood floors, a spacious deck, and a large backyard perfect for outdoor enjoyment. This well built home has great bones and is ready for its next chapter. The flexible floor plan provides ample living space, while the central location makes daily errands and recreation a breeze. A significant improvement is already underway, with the seller installing a brand-new sewer line prior to closing, providing added peace of mind for the next owner. Don't miss this chance to make this well-located home your own.

Single-familyProperty Type

1960Year Built

0.62 acresLot Size

$195Price/Sq.Ft.

4 spacesParking

Listed by Victoria Standring • Lamacchia Realty, Inc. - Dalton

Listing updated: Oct 16, 2026 at 05:33pm

Redfin checked: 2 minutes ago

•Source:BCMLS #249861

Payment calculator

$1,822 per month

Principal and interest$1,486

Property taxes

$298

HOA dues

Home insurance

$38

Utilities

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Open houses

No upcoming open houses.

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Around this home

Schools

K - 12
Preschool & daycare

Allendale Elementary School

Public PreK-5 • Assigned • 1.7mi

5/10

John T Reid Middle School

Public 6-8 • Assigned • 2.3mi

3/10

Taconic High School

Public 9-12 • Assigned • 3.8mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

380 Cheshire Rd · $269,000

DAYS ON MARKET

The average home goes pending in 46 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

LIST PRICE

Median sale price in this area is $436,597. (62% higher than this home)

PRICE DROP

20% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Bay/bow window

Bathrooms
2 full bathrooms

Kitchen
Cooktop
Dishwasher

Laundry & utility
Washer
Dryer

Flooring
Carpet
Laminate
Wood

Heating & cooling
Oil heating

Sale and tax history for 380 Cheshire Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$3,138 (+6.3%)

$75,900 + $95,400

$171,300

2022

$2,951 (−0.6%)

$75,900 + $83,100

$159,000

2021

$2,970 (+6.4%)

$75,900 + $78,400

$154,300

2020

$2,791 (−2.3%)

$65,900 + $75,700

$141,600

2019

$2,857 (−0.8%)

$63,900 + $83,200

$147,100

2018

$2,881 (+6.3%)

$63,900 + $80,100

$144,000

2017

$2,709 (+4.7%)

$60,900 + $77,100

$138,000

2016

$2,587 (+3.9%)

$60,900 + $77,000

$137,900

2015

$2,490

$60,900 + $77,000

$137,900

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.62 Acres

Year renovated

—

Finished Sq. Ft.

1,380

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,380

Year built

1960

Style

Single Family Residential

County

Berkshire County

APN

2728241

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

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

2/10 Heat Factor

7 days above 90° expected this year, 16 days in 30 years

3/10 Wind Factor

7% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Pittsfield, MA • 01201

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

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9 hrs

5.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 380 Cheshire Rd

There isn’t enough information to generate an accurate estimate at this time. Learn More

Rental earnings

Est. $2,923 per month, based on comparable rentals

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

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