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For sale
  • $399,900

    118 Winesap Rd, Pittsfield, MA 01201

    4beds
    2,170sqft
    : 
    $2,806/mo
    Get pre-qualified
    Single Family Residence
    Built in 1986
    0.4 Acres Lot
    $401,700 Zestimate®
    $184/sqft
    $-- HOA

    What's special

    Newer roofGenerous room sizes throughoutNewer carpetingConvenient first-floor laundry
    Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible space for recreation, a home office, or storage. Recent updates include newer carpeting and a newer roof, offering a solid foundation for future improvements. Outside, enjoy a fenced backyard with a deck. While the home could benefit from some TLC and cosmetic updates, it presents an excellent opportunity to build equity and customize to your taste in a prime location.
    51 days
    |
    731
    |
    30
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Robin Moore 413-441-4208,

    413 REAL ESTATE

    Source: BCMLS,MLS#: 249774MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Nat Gas, Hot Water
      Appliances
      • Included: Dishwasher, Range, Refrigerator
      Features
      • Flooring: Carpet, Linoleum, Wood
      • Basement: Full,Partially Finished
      Interior area
      • Total structure area: 2,170
      • Total interior livable area: 2,170 sqft

      Property

      Parking
      • Parking features: Garaged & Off-Street
      • Has attached garage: Yes
      • Details: Garaged & Off-Street
      Lot
      • Size: 0.4 Acres
      Details
      • Parcel number: PITTMM10B0009L022
      • Zoning description: Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Roof: Asphalt Shingles
      Condition
      • Year built: 1986

      Utilities & green energy

      • Electric: 100 Amp Service
      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Location
      • Region: Pittsfield

      Financial & listing details

      • Price per square foot: $184/sqft
      • Tax assessed value: $437,100
      • Annual tax amount: $7,842
      • Date on market: 6/5/2026

        Estimated market value

        $401,700

        $382,000 - $422,000

        $3,493/mo

        Price history

        DateEventPrice
        6/5/2026Listed for sale$399,900+119.7%$184/sqft
        Source: BCMLS #249774 Report a problem
        8/4/1995Sold$182,000-9%$84/sqft
        Source: Public Record Report a problem
        11/16/1989Sold$200,000+1.3%$92/sqft
        Source: Public Record Report a problem
        3/22/1988Sold$197,500$91/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,842 +6%$437,100 +9%
        2024$7,398 +8.2%$401,000 +7.4%
        2023$6,839 +12.8%$373,300 +14.3%
        2022$6,064 -1.2%$326,700 +2.5%
        2021$6,135 +3.6%$318,700 +6.1%
        2020$5,923 +7%$300,500 +5.4%
        2019$5,535 +1.6%$285,000 +4.7%
        2018$5,447 +8.4%$272,200 +6.4%
        2017$5,023 +2.2%$255,900 -2.3%
        2016$4,915 +3.9%$262,000
        2015$4,732 -12.6%$262,000 -0.2%
        2014$5,412 +23.4%$262,500
        2013$4,384 +3.7%$262,500
        2012$4,229 +0.8%$262,500 -4.9%
        2011$4,194 +4.3%$276,100 -2.5%
        2010$4,023 +2.2%$283,300 -1.7%
        2009$3,938 +3.9%$288,100
        2008$3,789 +3.7%$288,100 +12.3%
        2007$3,655 -1%$256,500 +8.7%
        2006$3,692 +2.8%$235,900 +2.8%
        2005$3,592 -1.2%$229,500 +27.7%
        2004$3,637 +1.1%$179,700
        2003$3,596 +10.6%$179,700 +12.7%
        2001$3,250 +23.8%$159,400 +2.3%
        1996$2,625 $155,800
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 01201

        Getting around

        11 / 100
        Car-Dependent
        17 / 100
        Minimal Transit
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Williams
        • Middle: Herberg (5&6) Reid (7&8)
        • High: Pittsfield

        Source: BCMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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