
56 Middlefield Rd Chester — Photo 1 of 39
Recent Drop: $49,999
$365,000
Chester, MA 01011
Beds
5
Baths
3
SqFt
2,832
Style
Multi Family
Built
1900
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.
Limited sample — based on 5 comparable properties.
* Analysis is based on 5 actively listed and recently sold comparable properties strictly within Chester, MA.
Was $389,900
Jul 13, 2026
MLS® 73461501
Was $394,900
Jun 3, 2026
MLS® 73461501
Was $404,900
Apr 9, 2026
MLS® 73461501
Was $414,999
Mar 4, 2026
MLS® 73461501
Dec 10, 2025
MLS® 73461501
1,175
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$89K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
19.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
359 housing units permitted in the last 12 months (+20% vs the prior 12 months) — 74 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Listing Agent: Cynthia Gonzalez
Listing Office: Executive Real Estate, Inc.
MLS® Number: 73461501
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