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56 Middlefield Rd, Chester MA 01011

Chester, MA 01011
$414,999
$389,900
Est. $2,527/month
5
Beds
3
Baths
2,832
Sq Ft
$138
Price/Sq Ft
0.70
Acres
1900
Year Built
2
Garage Spaces
211
Days on Market
Active Price Drop -$25,099 Listed Dec 10, 2025 • MLS# 73461501 Copied! • Updated Jul 10, 2026

About this home

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.

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Recently Sold Nearby

Property History

Market Insights

3
Price Changes
6%
Price Range

Property Timeline

Price Reduced
Jun 3, 2026
$389,900 $5,000 (-1.27%)
From $394,900 to $389,900 (-1.3%)
Price Reduced
Apr 9, 2026
$394,900 $10,000 (-2.47%)
From $404,900 to $394,900 (-2.5%)
Price Reduced
Mar 4, 2026
$404,900 $10,099 (-2.43%)
From $414,999 to $404,900 (-2.4%)
🏠
Listed for Sale
Dec 11, 2025
$414,999
Original listing
Office: Executive Real Estate, Inc.

Tax History

Year Taxes Assessment
2025 $4,264 $236,100

Financial Details

Annual Property Tax
$4,264
Tax Year 2025
Assessed Value
$236,100

Facts & Features

2 Car Garage

Home Facts

Type Residential Income
Style Multi Family
Year Built 1900
Living Area 2,832 sq ft
Lot Size 0.70 acres
Bedrooms 5
Full Baths 2
Half Baths 2
Total Rooms 12

Investment Metrics

Units 2
Unit 1 Rent $2,200/mo · N
Unit 2 Rent $2,200/mo · N
Total Monthly Rent $4,400/mo
Gross Income $52,800
Net Operating Income $52,800
Cap Rate 13.54%
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement Full
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 2
Has Garage Yes
Features None
Total Spaces 12
Electric None
Water Public
Sewer Private Sewer
Gas None
Other None

Financial

Annual Tax $4,264
Assessed Value $236,100
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Hampden
Total market time (incl. prior listings) 207 days

Property Overview

Property Type
Multi Family
Listing Type
For Sale
Year Built
1900
Bedrooms
5
Full Bathrooms
2
Half Bathrooms
2
Living Area
2,832 sq ft
Total Rooms
12
Stories
4
Levels
4

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full
Laundry:
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials:
Roof:
Foundation: Stone
Stories: 4

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water: Oil
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Cleared, Gentle Sloping, Level
Road Surface:

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 12
Parking Features:
School District
Gateway School District local
🎓 Where Graduates Go Class of 2021
61% attend college
41% 4-Year 20% 2-Year 11% Out of State 0% Working
School Safety 2024-25
4.2% Above Average
4.2% Suspensions 3.3% In-School
1.3% below state avg
E

Elementary Schools

1 school
B-
Chester Elementary School
1.1 mi | #498 of 824 | Score: 44.7
Dropped 463 spots from last year
-13.5 below state avg
114 students Less Diverse
Grades PK-05
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $355
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

56 Middlefield Rd, Chester MA 01011

Chester, MA 01011

Listing Information

Listing Agent Cynthia Gonzalez
Listing Office Executive Real Estate, Inc.
Office Phone 413-596-2212
Agent MLS ID CN240337
Office MLS ID AC1693
Listing Data Updated Jul 10, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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