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Bean Group
Offered at $365,000Active
beds
5
baths
4
sq ft
2,832
Built
1900

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.

Listing last checked: Listing updated:

Listed by Cynthia Gonzalez · Executive Real Estate, Inc. · MLS #73461501

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Details at a glance

Interior2 property facts
Rooms
12
Basement
Yes · Full
Building5 property facts
Style
Multi Family
Year built
1900
Garage
2
Parking
12
Foundation
Stone
Land & utilities5 property facts
Lot size
0.7 acres
Water
Public
Sewer
Private Sewer
Pool
Not reported
Zoning
R
Financial2 property facts
Annual taxes
$4,264
Assessment year
2025

Location

Estimated monthly cost

Explore costs at the $365,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$2,201 / monthAdjust
Principal & interest
$1,846
Property tax
$355
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $4,264. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Automated value estimate $408,327

Estimated range $347,771–$468,883.

Automated estimates are not appraisals or guarantees of market value.

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Comparable properties 1 supplied

Sold Jul 29, 2026

$400,000

108 Grape St

Photo-based condition insights

Overall presentation: above average

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About 56 Middlefield Rd

Can I request a private showing?

Request a tour of 56 Middlefield Rd and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.