Skip main navigation
Accepting backups
  • Price cut: $5K (6/9)
    $279,000

    104 Maloney Court, Winchester, CT 06098

    3beds
    1,008sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 1957
    0.31 Acres Lot
    $-- Zestimate®
    $277/sqft
    $-- HOA

    What's special

    Perched on desirable Wallens Hill with beautiful western sunset views, this lovingly maintained 3 bed 1957 ranch is full of warmth, charm, and pride of ownership. Bright and sunny throughout, the home offers 1,008 square feet of comfortable living space with hardwood floors, central air conditioning, and an easy-flow layout designed for everyday living. The spacious eat-in kitchen features oak cabinetry, abundant workspace, and a welcoming atmosphere perfect for gathering. A cozy three-season porch provides the ideal place to enjoy your morning coffee or unwind at the end of the day while overlooking the peaceful backyard. Outside, the gently tapered yard is a gardener's dream with mature perennial plantings, space for raised beds, and room to relax on the rear platform deck. The dry lower level includes laundry, interior access to the garage, and added convenience for bringing in groceries and storage. Clean, efficient, and beautifully cared for, this adorable ranch offers timeless character and broad appeal for buyers seeking comfort, simplicity, and a truly move-in ready home in the heart of Winchester. Don't miss this! This is an AS-IS sale please include As-Is addendum and seller prefers GHAR contracts
    70 days
    |
    41
    |
    1
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Garten Johnson (203)768-2150,

    Turning Point Realty, LLC 860-909-1162,

    Suzie Larson 860-601-3730,

    Turning Point Realty, LLC

    Source: Smart MLS,MLS#: 24172219MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 1
      • Full bathrooms: 1
      Primary bedroom
      • Level: Main
      Bedroom
      • Level: Main
      Bedroom
      • Level: Main
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Baseboard, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Refrigerator, Washer, Dryer, Water Heater
      Features
      • Basement: Full,Unfinished,Interior Entry
      • Attic: Access Via Hatch
      • Has fireplace: No
      Interior area
      • Total structure area: 1,008
      • Total interior livable area: 1,008 sqft
      • Finished area above ground: 1,008

      Property

      Parking
      • Total spaces: 3
      • Parking features: Attached, Driveway, Private, Paved
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Lot
      • Size: 0.31 Acres
      • Features: Sloped
      Details
      • Parcel number: 929228
      • Zoning: R-3

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding, Wood Siding
      • Foundation: Concrete Perimeter
      • Roof: Gable
      Condition
      • New construction: No
      • Year built: 1957

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Winsted

      Financial & listing details

      • Price per square foot: $277/sqft
      • Tax assessed value: $107,730
      • Annual tax amount: $3,142
      • Date on market: 5/7/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/9/2026Price change$279,000-1.8%$277/sqft
        Source: Smart MLS #24172219 Report a problem
        5/30/2026Listed for sale$284,000+42%$282/sqft
        Source: Smart MLS #24172219 Report a problem
        6/4/2021Sold$200,000$198/sqft
        Source: Smart MLS #170391387 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,142 +10.5%$107,730
        2024$2,843 $107,730
        2023$2,843 -2%$107,730 +24.5%
        2022$2,902 +1.4%$86,520 +1.4%
        2021$2,862 $85,330
        2020$2,862 $85,330
        2019$2,862 $85,330
        2018$2,862 +2.9%$85,330 +3%
        2017$2,780 -0.1%$82,880 -0.2%
        2016$2,784 +2.5%$83,020
        2015$2,715 +2.5%$83,020
        2014$2,649 +2.3%$83,020
        2013$2,590 -7.6%$83,020 -24.7%
        2012$2,802 $110,180
        2011$2,802 $110,180
        2010$2,802 +3.1%$110,180
        2009$2,718 $110,180
        2008$2,718 +7%$110,180 +48.6%
        2007$2,540 +2.8%$74,130
        2006$2,471 +1.1%$74,130
        2005$2,445 +9.5%$74,130
        2003$2,233 -11.8%$74,130 -19.3%
        1995$2,531 $91,830
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06098

        Getting around

        22 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes