For sale

$365,000

Est. $2,232/mo —

•

2,832

sq ft

56 Middlefield Rd, Chester, MA 01011

About this home

The price has improved! Don't miss out. Discover this charming and spacious two-family home nestled in the heart of Chester. Recently refreshed with new flooring throughout and thoughtful cosmetic updates, this well-maintained property is ready for its next owner. Each unit offers 3 comfortably sized bedrooms, 1.5 bathrooms, a large living room, dining area, kitchen, first-floor laundry, and a bonus room that can be used as an office, playroom, or additional storage. The property sits on a generous lot—close to 1 acre—with a large front yard and expansive backyard that accommodates parking for approximately 6 additional vehicles. Ideal for anyone seeking a tranquil setting with strong rental income potential or a reliable investment opportunity. A barn with a 2-car garage and upstairs loft adds even more versatility and is being sold as is. The home also includes a new septic system, offering added peace of mind.

Multi-familyProperty Type

1900Year Built

0.7 acresLot Size

$129Price/Sq.Ft.

2 garage spacesParking

Listed by Cynthia Gonzalez • Executive Real Estate, Inc.

Listed by • Executive Real Estate, Inc.

Listing updated: Jul 16, 2026 at 03:10am

Redfin checked: 2 minutes ago

•Source:MLS PIN #73461501

Payment calculator

$2,232 per month

Principal and interest$1,822

Property taxes

$355

HOA dues

Home insurance

$55

Utilities

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Affordability tools

See this home in person

This home is unavailable to tour on this day.

Next available date: Wednesday, August 26

Open houses

No upcoming open houses.

Nearby open houses (3)

Around this home

Schools

K - 12
Preschool & daycare

Chester Elementary School

Public PreK-5 • Assigned • 1.0mi

5/10

Gateway Regional Junior High School

Public 6-8 • Assigned • 6.2mi

Gateway Regional High School

Public 6-12 • Assigned • 6.2mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

56 Middlefield Rd · $365,000

Strong offer

$365K and above

75% chance or better to win

Why $365K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 25 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
12 total rooms
Full basement

Bathrooms
2 full bathrooms
2 half bathrooms

Sale and tax history for 56 Middlefield Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73461501

Jul 12, 2026

Price Changed

$365,000

$129/sq ft

Jul 6, 2026

Relisted

—

Jun 30, 2026

Listing Removed

—

Jun 3, 2026

Price Changed

$389,900

$138/sq ft

Apr 9, 2026

Price Changed

$394,900

$139/sq ft

Mar 4, 2026

Price Changed

$404,900

$143/sq ft

Dec 10, 2025

Listed

$414,999

$147/sq ft

MLS PIN #73241944

Jan 17, 2025

Sold

$270,000

$95/sq ft

Nov 10, 2024

Listing Removed

—

Oct 14, 2024

Relisted

—

Sep 7, 2024

Price Changed

$289,000

$102/sq ft

May 23, 2024

Listed

$275,000

$97/sq ft

+37

Well loved, well maintained 2 family home located in the heart of Chester. Each unit consists of 3 good sized beds, 1 and 1/2 baths, large living room, dining area, kitchen, and first floor laundry. Barn has parking for 2 cars, and a lofted space for storage. Large front yard and large back yard that includes parking for approximately 6 additional vehicles. If you are looking for a place away from the hustle and bustle that has great potential for additional income or a great investment property, look no further! property is being sold AS-IS - *Price increase due to sellers replacing the septic system prior to closing*

Year

Property tax

Land + Additions

Assessment*

2023

$3,919 (+6.6%)

$19,900 + $199,900

$219,800

2022

$3,675 (+25.1%)

$19,900 + $171,700

$191,600

2020

$2,937 (+0.8%)

$16,400 + $125,500

$141,900

2019

$2,913 (+5.4%)

$15,400 + $123,300

$138,700

2018

$2,763 (−4.5%)

$15,400 + $127,000

$142,400

2017

$2,894 (+0.8%)

$15,400 + $127,000

$142,400

2016

$2,871 (+1.3%)

$15,400 + $127,000

$142,400

2015

$2,835 (−7.6%)

$17,100 + $129,800

$146,900

2014

$3,067 (+3.0%)

$17,100 + $129,800

$146,900

2013

$2,979 (+3.8%)

$17,100 + $129,800

$146,900

2012

$2,869 (+0.7%)

$17,700 + $133,600

$151,300

2011

$2,848

$17,700 + $135,100

$152,800

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.7 Acres

Year renovated

—

Finished Sq. Ft.

2,832

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,832

Year built

1900

Style

Multi-Family (2-4 Unit)

County

Hampden County

APN

3971671

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

3/10 Heat Factor

8 days above 92° expected this year, 20 days in 30 years

4/10 Wind Factor

17% 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

Chester, MA • 01011

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

75/ 100

Good sunlight

Sunscore

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

8.7 hrs

5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 56 Middlefield Rd

$348,668

$16K under list price of $365K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $204K to $558K.

SOLD NOV 10, 2025
$558,000 Last sold price
3 beds1.5 baths2,496 sq ft
1196 Bancroft Rd, Becket, MA 01223
$95/sq ft
larger lot
94 years newer
SOLD AUG 12, 2026
$204,000 Last sold price
2 beds1 bath860 sq ft
187 Route 20, Chester, MA 01011
$108/sq ft
smaller lot
SOLD JAN 23, 2026
$479,000 Last sold price
3 beds2 baths1,800 sq ft
345 Big Bass Ln, Becket, MA 01223
$137/sq ft
larger lot
93 years newer
SOLD JUN 9, 2026
$450,000 Last sold price
4 beds3 baths2,410 sq ft
674 Benton Hill Rd, Becket, MA 01223
$58/sq ft
larger lot
106 years newer
SOLD MAY 5, 2026
$536,000 Last sold price
3 beds2.5 baths1,603 sq ft
289 Algerie Rd, Becket, MA 01223
$205/sq ft
larger lot
98 years newer
SOLD MAY 12, 2026
$329,000 Last sold price
2 beds1 bath1,450 sq ft
12 Riverfront St, Chester, MA 01011
$98/sq ft
smaller lot

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(401) 381-5116

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Details provided by MLS PIN 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

See this home in person

Nearby open houses (3)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 56 Middlefield Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 56 Middlefield Rd

Early Access listings

Nearby similar homes

New listings for sale in 01011

More real estate resources