254 Route 20 Chester — Photo 1 of 38
Recent Drop: $5,000
$234,900
254 Route 20, Chester, MA 01011
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.
Key facts
It was listed on September 10, 2025. The price has come down from an original $285,900 to $234,900 across 10 changes, most recently on September 30, 2026. The annual property taxes are $3,984 (2025 tax year). It sits on a 0.36-acre (15,682 sq ft) lot.
Open Houses
Market Value Analysis
Limited sample — based on 6 comparable properties.
* Analysis is based on 6 actively listed and recently sold comparable properties strictly within Chester, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Electric Water Heater • Oven • Range • Refrigerator
Neighborhood
Park • Walk/Jog Trails • Conservation Area • Highway Access
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Main,FirstCloset/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Cable Hookup
Dining Room
Lvl Main,BasementFlooring - Wall to Wall Carpet
Kitchen
Lvl FirstFlooring - Vinyl, Dining Area, Country Kitchen, Dryer Hookup - Electric, Washer Hookup
Family Room
Lvl FirstWood / Coal / Pellet Stove, Flooring - Wall to Wall Carpet, Slider
Primary Bedroom
Lvl SecondCloset, Flooring - Wood
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondCloset, Flooring - Wood
Property History
$234,900
Was $239,900
Sep 30, 2026
MLS® 73428417
$239,900
Was $244,900
Sep 21, 2026
MLS® 73428417
$244,900
Was $249,900
Sep 11, 2026
MLS® 73428417
$249,900
Was $259,900
Aug 14, 2026
MLS® 73428417
$259,900
Was $264,900
Aug 7, 2026
MLS® 73428417
$264,900
Was $269,900
Jun 22, 2026
MLS® 73428417
$269,900
Was $274,900
May 27, 2026
MLS® 73428417
$274,900
Was $279,500
May 14, 2026
MLS® 73428417
$279,500
Was $284,900
Oct 31, 2025
MLS® 73428417
$284,900
Was $285,900
Sep 24, 2025
MLS® 73428417
$285,900
Sep 10, 2025
MLS® 73428417
Questions about this home
When was 254 Route 20, Chester listed?
254 Route 20, Chester was listed on September 10, 2025.
Has the price of 254 Route 20, Chester changed?
The price has come down from an original $285,900 to $234,900 across 10 changes, most recently on September 30, 2026.
What are the property taxes for 254 Route 20, Chester?
The annual property taxes for 254 Route 20, Chester are $3,984 (2025 tax year).
How big is the lot at 254 Route 20, Chester?
254 Route 20, Chester sits on a 0.36-acre (15,682 sq ft) lot.
What is the status of 254 Route 20, Chester?
254 Route 20, Chester is actively listed for sale.
Population
1,175
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$89K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
19.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Hampden County
358 housing units permitted in the last 12 months (+18% vs the prior 12 months) — 63 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
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
