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For sale
    • Price cut: $24.9K (7/13)
    $365,000

    56 Middlefield Rd, Chester, MA 01011

    5beds
    2,832sqft
    : 
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    Multi Family
    Built in 1900
    -- sqft lot
    $368,000 Zestimate®
    $129/sqft
    $-- HOA

    What's special

    First-floor laundryExpansive backyardDining areaBonus roomLarge front yardThoughtful cosmetic updates
    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.
    211 days
    |
    275
    |
    18
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Cynthia Gonzalez 413-209-6429,

    Executive Real Estate, Inc. 413-596-2212

    Source: MLS PIN,MLS#: 73461501

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 2
      • 1/2 bathrooms: 2
      Features
      • Basement: Full
      • Has fireplace: No
      Interior area
      • Total structure area: 2,832
      • Total interior livable area: 2,832 sqft
      • Finished area above ground: 2,832

      Property

      Parking
      • Total spaces: 12
      • Parking features: Garage
      • Garage spaces: 2
      • Uncovered spaces: 10
      Lot
      • Size: 0.7 Acres
      • Features: Cleared, Gentle Sloping, Level
      Details
      • Parcel number: M:201.0 B:0000 P:0041.0,3971671
      • Zoning: R

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Multi Family
      Materials
      • Foundation: Stone
      Condition
      • Year built: 1900

      Utilities & green energy

      • Sewer: Private Sewer
      • Water: Public

      Community & HOA

      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $129/sqft
      • Tax assessed value: $236,100
      • Annual tax amount: $4,264
      • Date on market: 12/16/2025
      • Total actual rent: 4400

        Estimated market value

        $368,000

        $350,000 - $386,000

        $1,791/mo

        Price history

        DateEventPrice
        7/13/2026Price change$365,000-6.4%$129/sqft
        Source: MLS PIN #73461501 Report a problem
        6/3/2026Price change$389,900-1.3%$138/sqft
        Source: MLS PIN #73461501 Report a problem
        4/9/2026Price change$394,900-2.5%$139/sqft
        Source: MLS PIN #73461501 Report a problem
        3/4/2026Price change$404,900-2.4%$143/sqft
        Source: MLS PIN #73461501 Report a problem
        12/11/2025Listed for sale$414,999$147/sqft
        Source: MLS PIN #73461501 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,264 +5.2%$236,100 -0.5%
        2024$4,055 +3.5%$237,400 +8%
        2023$3,919 +6.6%$219,800 +14.7%
        2022$3,675 +25.1%$191,600 +35%
        2021$2,937 $141,900
        2020$2,937 +0.8%$141,900 +2.3%
        2019$2,913 +5.4%$138,700 -2.6%
        2018$2,763 -4.5%$142,400
        2017$2,894 +0.8%$142,400
        2016$2,871 +1.3%$142,400 -3.1%
        2015$2,835 -7.6%$146,900
        2014$3,067 +3%$146,900
        2013$2,979 +3.8%$146,900 -2.9%
        2012$2,869 +0.7%$151,300 -1%
        2011$2,848 +1.5%$152,800 -8.8%
        2010$2,806 +2.5%$167,600
        2009$2,737 +5.4%$167,600 +6.1%
        2008$2,596 +7.6%$158,000 +9%
        2007$2,413 +4.7%$145,000 +9.5%
        2006$2,304 +18.9%$132,400 +28.2%
        2005$1,938 -7.8%$103,300
        2004$2,101 +7.4%$103,300 +0.5%
        2003$1,957 +18.6%$102,800 +1.8%
        2001$1,650 $101,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 01011

        Getting around

        27 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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