Active
5 beds2,832 sqft

56 Middlefield Rd, Chester, MA 01011

Est: $2,304/moGet pre-approved
Multi FamilyProperty Type
0.7 acresLot Size
1900Year Built
$129/sq ftPrice per sq ft
12 carsParking Spaces

Description

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...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.
295 days on Market
  • Listed by: Cynthia Gonzalez • Executive Real Estate, Inc.
Last updated: 09/03/2026 12:35 PM • Source: MLS PIN, MLS#: 73461501
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Location

Listing Courtesy of Executive Real Estate, Inc., Cynthia Gonzalez
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Payment Calculator

$2,304 per month

30 year fixed, 7.03% Interest

Principal and Interest

$1,949

Property Taxes

$355

HOA Dues

$0

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Property Information for 56 Middlefield Road

Property Details

  • Taxes: $4,264 / year
  • MLS Type: Multi-family / 2 Family
  • Town: Chester
  • Area: MA-Chester
  • Garage Spaces: 2
  • Open Parking Spaces: 10.00
  • Parking Spaces Total: 12

Building Information

  • Stories: 4
  • Residences: 2
  • Year Built: 1900
  • Lot Size: 0.70 AC / 30,492 SF

General Details

Property Details
  • Building Area Units: Square Feet
  • Living Area: 2832.0
  • SqFt with Basement: No
  • Total Units: 2
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records

Features

Interior Features
  • Basement Features: Full
  • Num of Baths: 4.0
  • Num of Full Baths: 2
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 4
  • FireplaceYN: No
  • Fireplaces: 0
  • SpaYN: No
Exterior Features
  • Lot Description: Cleared, Gentle Sloping, Level
Parking Features
  • Covered Spaces: 2.00
  • Garage: Yes
Utilities
  • Sewer: Private Sewerage
  • Water: Public

Property Information

Property Info
  • UFFI: Unknown
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
Tax Information
  • Tax ID: M:201.0 B:0000 P:0041.0,3971671
  • Assessments: $236,100
  • Book: 25732
  • Tax Year: 2025
  • Zoning: R

Building / Association Information

Living Characteristics
  • Beds Total: 5
  • Total Living Levels: 4
Other Building Characteristics
  • Foundation: Stone
  • Levels: 4
Income / Expenses
  • GOI: $52,800.00
  • NOI: $52,800.00
Complex & Association Information
  • Adult Community: No

Unit Information

Unit 1 Description
  • Floor U1: 1
  • Lease U1: N
  • Levels U1: 2
Unit 2 Description
  • Floor U2: 1
  • Lease U2: Y
  • Levels U2: 2

Rental Info

Rental Info
  • Total Actual Rent: $4,400.00

Property History for 56 Middlefield Road

DateEvent & SourcePriceAppreciation
Apr 9, 2026

Price Change

MLS PIN #73461501

$394,900—
Mar 4, 2026

Price Change

MLS PIN #73461501

$404,900—
Dec 10, 2025

Listed (Active)

MLS PIN #73461501

$414,999—
DateEvent & SourcePrice
04/09/2026

Price Change

MLS PIN #73461501

$394,900
03/04/2026

Price Change

MLS PIN #73461501

$404,900
12/10/2025

Listed (Active)

MLS PIN #73461501

$414,999

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 56 Middlefield Road

Taxable Value

Land

$19,900

Additions

$216,200
Total$236,100

Tax Record

2025

$4,264 ($355 / month)

Home Facts

Baths

3

Total Finished SqFt

2,832 SqFt

Above Grade Finished SqFt

2,832 SqFt

Unfinished Basement SqFt

660 SqFt

Stories

2

Lot Size

30,492 SqFt

Style

Duplex

Year Built

1900

Year Renovated

1900

Zoning

R

County

HAMPDEN

APN

CHES M:201.0 B:0000 P:0041.0

Schools near 56 Middlefield Road

This home is within Gateway School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Public - 6 to 8
Public - PK to 5
Rating
School
Distance
Chester Elementary School
PublicPK to 5

Gateway Regional High School
Public6 to 12

Gateway Regional Junior High School
Public6 to 8

Littleville Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

56 Middlefield Road is a multi-family home for sale in Chester, MA 01011. This property was listed for sale on December 10, 2025 by Executive Real Estate, Inc., it's currently listed at $365,000. This listing's school district is Gateway School District. Nearby schools include Chester Elementary School, Gateway Regional High School and Gateway Regional Junior High School. 56 Middlefield Road is a 5-bed, 4-bath, 2,832 sqft multi-family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Executive Real Estate, Inc., Cynthia Gonzalez

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.