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For sale
  • $829,500

    142 Second Hill Road, New Milford, CT 06776

    3beds
    2,866sqft
    : 
    $5,411/mo
    Get pre-qualified
    Single Family Residence
    Built in 1948
    2 Acres Lot
    $-- Zestimate®
    $289/sqft
    $-- HOA

    What's special

    This quintessential Connecticut home with over $240K improvements is nestled on a picturesque very private 2-acre lot bordering the scenic 150- acre Second Hill Reservoir and preserve. This beautifully updated Cape featuring handsome stonework warming both the exterior and interior offers the perfect blend of privacy, nature, and convenience. With 3 bedrooms, 3.5 baths, this home features a flexible floor plan ideal for full-time living or a weekend retreat. The spacious living room with 10-foot ceilings showcases hardwood floors and a stunning stone fireplace, while the bright sunroom invites year-round enjoyment of the surrounding landscape. Two main-level bedrooms offer private full baths, including a primary suite with direct access to the sunroom. Upstairs, an additional bedroom and full bath provide excellent guest accommodation and peaceful hillside views. The partially finished walk-out lower level offers abundant space for recreation, hobbies, or a home office. An oversized detached two-car garage and level backyard complete the package. Located just minutes from New Milford's charming town green, shopping, dining, and hospital, this property is a rare opportunity to enjoy country living with modern convenience. Walking trails, kayaking, fishing, and the beauty of the reservoir are right outside your French doors.
    12 days
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    685
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    41
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    Zillow last checked:

    Listing updated:

    Listed by:

    Ken P. Freundt (203)731-0003,

    Coldwell Banker Realty 860-354-4111

    Source: Smart MLS,MLS#: 24194207MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Main
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Main
      Dining room
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air
      Appliances
      • Included: Electric Cooktop, Oven, Microwave, Refrigerator, Electric Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Windows: Storm Window(s), Thermopane Windows
      • Basement: Crawl Space,Full
      • Number of fireplaces: 2
      • Fireplace features: Insert
      Interior area
      • Total structure area: 2,866
      • Total interior livable area: 2,866 sqft
      • Finished area above ground: 2,866

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached
      • Garage spaces: 2
      Lot
      • Size: 2 Acres
      • Features: Level, Sloped, Landscaped
      Details
      • Parcel number: 1868789
      • Zoning: R80

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1948

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      Green energy
      • Energy efficient items: Insulation, Ridge Vents, Windows

      Community & HOA

      Community
      • Features: Golf, Health Club, Lake, Medical Facilities, Park, Private School(s), Public Rec Facilities, Shopping/Mall
      • Subdivision: Second Hill
      HOA
      • Has HOA: No
      Location
      • Region: New Milford

      Financial & listing details

      • Price per square foot: $289/sqft
      • Tax assessed value: $407,680
      • Annual tax amount: $7,706
      • Date on market: 7/25/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/30/2026Listed for sale$829,500+107.4%$289/sqft
        Source: Smart MLS #24194207 Report a problem
        2/23/2023Sold$400,000+23.1%$140/sqft
        Source: Public Record Report a problem
        4/5/2018Sold$325,000$113/sqft
        Source: Public Record Report a problem
        3/5/2018Pending sale$325,000$113/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        2/22/2018Listed for sale$325,000$113/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        1/17/2018Pending sale$325,000$113/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        12/29/2017Price change$325,000-4.1%$113/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        11/20/2017Price change$339,000-2.9%$118/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        11/4/2017Price change$349,000-1.8%$122/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        10/31/2017Price change$355,500+0.1%$124/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        10/30/2017Price change$355,000-2.7%$124/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        10/7/2017Price change$365,000-1.3%$127/sqft
        Source: Coldwell Banker Residential Brokerage - New Milford-Litchfield County Regional Office #170022079 Report a problem
        8/10/2017Listed for sale$369,900+75.7%$129/sqft
        Source: Owner Report a problem
        1/10/2013Sold$210,489-11.9%$73/sqft
        Source: Public Record Report a problem
        3/14/2012Listed for sale$239,000$83/sqft
        Source: Coldwell Banker Residential Brokerage - Danbury Office #98531305 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,492 -2.7%$241,990 -6.4%
        2024$7,696 +2.7%$258,530
        2023$7,492 +2.2%$258,530
        2022$7,329 +1.4%$258,530
        2021$7,231 +4.2%$258,530 +6.8%
        2020$6,940 -0.1%$241,990
        2019$6,945 +1.9%$241,990
        2018$6,817 +3.4%$241,990
        2017$6,594 +1.8%$241,990
        2016$6,478 +0.1%$241,990
        2015$6,473 $241,990
        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.
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        Climate risks

        Neighborhood: 06776

        Getting around

        0 / 100
        Car-Dependent
        5 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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