254 Route 20 Chester, MA ^$ 279,500

254 Route 20

^$ 279,500

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Open House 3/15 11:30am - 1pm

254 Route 20

Chester, MA, 01011

^$ 279,500

Bedrooms3 Baths1.1 Sq 1,968

Monthly Estimate*

^$ 1,721

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Single Family Home for sale in Chester, MA

for $279,500 with 3 bedrooms and 1 full bath, 1 half bath. This 1,968 square foot home was built in 1850 on a lot size of 0.36.

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.

Open House

3/15/2026 11:30 AM - 1:00 PM

254 Route 20 Chester, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 279,500

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 3,984

Style

Colonial

Lot Size

0.36

Year Built

1850

Town/City

Chester

County/Region

Hampden

MLS | Web ID

73428417

List By

Dennis LeClair

Listing Agent

Re/Max Compass

Broker

Affordability Calculator

$2,053

Per Month

Monthly Principal & Interest: $1,721
Monthly Property Taxes: $332
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Chester, MA

Average List Price ^$359,133

Percent of Sale Price 28%

About Chester, MA

1,429 Population

9% Since 2002

^$76,500 Median Income

47.98 Median Age

24% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
10/31/2025	$279,500	-1.90%	Price Down
9/24/2025	$284,900	-0.35%	Price Down
9/10/2025	$285,900		Listed Price

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254 Route 20, Chester, MA, 01011 is a Single Family Home for sale at $279,500 with 1,968 sqft and a lot size of 0.36. 254 Route 20 has 3 bedrooms, 1.1 baths, and was built in 1850. The property's zip code is 01011 which is in Chester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 3/14/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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254 Route 20

Single Family Home for sale in Chester, MA

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