56 Middlefield Rd Chester, MA ^$ 414,999

56 Middlefield Rd

^$ 414,999

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Recently Listed

Open House 12/20 11:30am - 1:30pm

56 Middlefield Rd

Chester, MA, 01011

^$ 414,999

Bedrooms5 Baths2.2 Sq 2,832

Monthly Estimate*

^$ 2,589

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Multi-Family Home for sale in Chester, MA

for $414,999 with 5 bedrooms and 2 full baths, 2 half baths. This 2,832 square foot home was built in 1900 on a lot size of 0.7.

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.

Open House

12/20/2025 11:30 AM - 1:30 PM

56 Middlefield Rd 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

Multi-Family Active

Price

^$ 414,999

Bedrooms

Full Bath

Half Bath

Property Type

Multi-Family

Taxes

^$ 4,264

Style

Multi Family

Lot Size

0.7

Year Built

1900

Town/City

Chester

County/Region

Hampden

MLS | Web ID

73461501

List By

Cynthia Gonzalez

Listing Agent

Executive Real Estate, Inc.

Broker

Affordability Calculator

$2,944

Per Month

Monthly Principal & Interest: $2,589
Monthly Property Taxes: $355
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.375% 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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Trends

Multi-family listings in Chester, MA

Average List Price ^$414,999

Percent of Sale Price 0%

About Chester, MA

1,429 Population

9% Since 2002

^$76,500 Median Income

47.98 Median Age

24% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
12/11/2025	$414,999		Listed Price

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56 Middlefield Rd, Chester, MA, 01011 is a Multi-Family Home for sale at $414,999 with 2,832 sqft and a lot size of 0.7. 56 Middlefield Rd has 5 bedrooms, 2.2 baths, and was built in 1900. 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 6.375% 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 12/19/2025.

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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56 Middlefield Rd

Multi-Family Home for sale in Chester, MA

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