
254 Route 20 Chester — Photo 1 of 38
Recent Drop: $36,000
$249,900
Chester, MA 01011
Beds
3
Baths
1.5
SqFt
1,968
Style
Single Family
Built
1850
Welcome to this historic Colonial home nestled in the center of Chester, offering charm and modern potential. Featuring 6 spacious rooms, including 3 generous bedrooms and 1.5 bathrooms, this home is ideal for Living, investors, or those seeking an Airbnb rental opportunity. Inside, enjoy the warmth of beautiful wood floors throughout most of the home, a large kitchen with ample counter and cabinet space, and closets galore for all your storage needs. Additional features include a spacious three-season front porch that’s surrounded by natural light accented by a beautiful wood ceiling, vinyl windows, an attached 1-car garage, and a storage shed — all situated on a 0.36-acre lot. Located along the scenic Westfield River, this property is a haven for outdoor lovers, with nearby hiking and riding trails, and is just a short drive to Jacobs Pillow, Tanglewood, Lee Outlets, and only 30 minutes to Westfield or the Berkshires.
Limited sample — based on 5 comparable properties.
* Analysis is based on 5 actively listed and recently sold comparable properties strictly within Chester, MA.
Electric Water Heater • Oven • Range • Refrigerator
Park • Walk/Jog Trails • Conservation Area • Highway Access
Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Cable Hookup
Flooring - Wall to Wall Carpet
Flooring - Vinyl, Dining Area, Country Kitchen, Dryer Hookup - Electric, Washer Hookup
Wood / Coal / Pellet Stove, Flooring - Wall to Wall Carpet, Slider
Closet, Flooring - Wood
Closet, Flooring - Wood
Was $259,900
Aug 14, 2026
MLS® 73428417
Was $264,900
Aug 7, 2026
MLS® 73428417
Was $269,900
Jun 22, 2026
MLS® 73428417
Was $274,900
May 27, 2026
MLS® 73428417
Was $279,500
May 14, 2026
MLS® 73428417
Was $284,900
Oct 31, 2025
MLS® 73428417
Was $285,900
Sep 24, 2025
MLS® 73428417
Sep 10, 2025
MLS® 73428417
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)
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 1,968 sq ft principal dwelling). Lot size: 15,682 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Dennis Leclair
Listing Office: RE/MAX Compass
MLS® Number: 73428417
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