Skip main navigation
Accepting backups
  • $539,900

    257 Wallens Hill Road, Winchester, CT 06098

    3beds
    2,011sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 1955
    6.01 Acres Lot
    $-- Zestimate®
    $268/sqft
    $-- HOA

    What's special

    Set on 6 beautiful acres of open meadows with extensive road frontage and picturesque views, this exceptional Cape offers privacy, efficiency, and convenience...... Thoughtfully updated throughout, the home features 3 spacious bedrooms, 2.5 baths, a dedicated office, and a functional floor plan designed for comfortable living. Energy-conscious buyers will appreciate the solar system with backup battery storage, providing efficiency and peace of mind. Additional features include a newer roof, full basement, attached 2-car garage, and a welcoming breezeway connecting the home and garage. Enjoy the serenity of country living while remaining just minutes from shopping, dining, schools, and major commuting routes. Located on the outskirts of town, this property offers the best of both worlds-close to everything, yet surrounded by the beauty and tranquility of nature. One of the finest properties currently available, this move-in-ready home is a rare opportunity to own a truly special piece of real estate.
    14 days
    |
    694
    |
    54
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Kelly Sullivan (860)480-2449,

    Sullivan Real Estate Inc 860-738-1902,

    Austin Brochu 860-806-5097,

    Sullivan Real Estate Inc

    Source: Smart MLS,MLS#: 24179574MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Remodeled, Full Bath
      • Level: Main
      Bedroom
      • Features: Built-in Features, Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Built-in Features, Hardwood Floor
      • Level: Upper
      Dining room
      • Features: Combination Liv/Din Rm
      • Level: Main
      Living room
      • Features: Fireplace
      • Level: Main
      Office
      • Features: Hardwood Floor
      • Level: Upper
      Heating
      • Forced Air, Oil
      Cooling
      • None
      Appliances
      • Included: Electric Range, Refrigerator, Dishwasher, Electric Water Heater, Water Heater
      • Laundry: Upper Level
      Features
      • Windows: Thermopane Windows
      • Basement: Full
      • Attic: None
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,011
      • Total interior livable area: 2,011 sqft
      • Finished area above ground: 2,011
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Patio & porch: Patio
      • Exterior features: Breezeway, Rain Gutters
      Lot
      • Size: 6.01 Acres
      • Features: Level, Open Lot
      Details
      • Additional structures: Shed(s)
      • Parcel number: 923983
      • Zoning: RU-2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1955

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      Green energy
      • Energy efficient items: Windows
      • Energy generation: Solar

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Winsted

      Financial & listing details

      • Price per square foot: $268/sqft
      • Tax assessed value: $172,930
      • Annual tax amount: $5,044
      • Date on market: 5/30/2026
      Get pre-qualifiedBe ready to make an offer.
      Connect with an agentGet info on this home, tour, and more.
      Calculate monthly paymentSee if you can afford this home.

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/31/2026Listed for sale$539,900+179.7%$268/sqft
        Source: Smart MLS #24179574 Report a problem
        4/1/2010Sold$193,000+60.8%$96/sqft
        Source: Public Record Report a problem
        10/16/2001Sold$120,000$60/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,044 +10.5%$172,930
        2024$4,564 $172,930
        2023$4,564 +6.8%$172,930 +35.7%
        2022$4,274 $127,430
        2021$4,274 $127,430
        2020$4,274 $127,430
        2019$4,274 $127,430
        2018$4,274 +2.9%$127,430 +2.9%
        2017$4,155 -1.4%$123,890 -1.4%
        2016$4,214 +2.6%$125,640
        2015$4,108 +2.5%$125,640
        2014$4,009 +9.1%$125,640 +6.7%
        2013$3,675 +5.4%$117,800 -14.1%
        2012$3,488 +8.1%$137,170 +8.1%
        2011$3,228 $126,950
        2010$3,228 +3.1%$126,950
        2009$3,132 +0.4%$126,950 +0.4%
        2008$3,119 -4.9%$126,420 +32.1%
        2007$3,281 +2.8%$95,730
        2006$3,192 +1.1%$95,730
        2005$3,157 +20.1%$95,730 +9.7%
        2003$2,629 -6%$87,290 -14%
        1995$2,796 $101,460

        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

          0 / 100
          Car-Dependent
          1 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • High: Gilbert

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

          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

          Skip to the end of the carouselSkip to the beginning of the carousel