56 Middlefield Rd

$414,999
Price
5
Beds
2,832 Sq. Ft.
$147 / Sq. Ft.
2,832
Sq. Ft.
$147
per Sq. Ft.

Description

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...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.

Property Details for 56 Middlefield Road

Town
Chester
Area
MA-Chester
Garage Spaces
2
Parking Spaces
12.00
Parking Spaces Total
14
LISTING UPDATED: 12/14/2025 03:08 AM

Property Details for 56 Middlefield Road

StatusActive
MLS #73461501
Days on Market14
Taxes$4,264 / year
HOA Fees-
Compass TypeMulti Family
MLS TypeMulti-family / 2 Family
Year Built1900
CountyHampden County

Location

Listing Courtesy of Executive Real Estate, Inc., Cynthia Gonzalez
Add your commute

Building Information for 56 Middlefield Road

Stories4Residences2Year Built1900Building Size-Lot Size0.70 AC / 30,492 SF

Payment Calculator

$2,406 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,051

Property Taxes

$355

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 56 Middlefield Road

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: N
  • Levels U2: 2
Rental Info
Rental Info
  • Total Actual Rent: $4,400.00

Property History for 56 Middlefield Road

DateEvent & SourcePriceAppreciation
Dec 10, 2025

Listed (Active)

MLS PIN #73461501

$414,999
DateEvent & SourcePrice
12/10/2025

Listed (Active)

MLS PIN #73461501

$414,999

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

Public Records for 56 Middlefield Road

Taxable ValueLand$19,900Additions$216,200Total$236,100
Tax Record2025$4,264 ($355 / month)
Home Facts
Baths3Total Finished SqFt2,832 SqFtAbove Grade Finished SqFt2,832 SqFtStories2Lot Size30,492 SqFtStyleDuplexYear Built1900ZoningRCountyHAMPDENAPNCHES 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 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Chester Elementary School
PublicPK to 5

Gateway Regional Junior High School
Public6 to 8

Gateway Regional High School
Public9 to 12

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.

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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 $414,999. This listing's school district is Gateway School District. Nearby schools include Chester Elementary School, Gateway Regional Junior High School and Gateway Regional 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 descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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.