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For sale
  • $799,000

    20 Chimney Hill Road, Middletown, CT 06457

    4beds
    4,271sqft
    : 
    $5,477/mo
    Get pre-qualified
    Single Family Residence
    Built in 1962
    0.98 Acres Lot
    $-- Zestimate®
    $187/sqft
    $-- HOA

    What's special

    En-suite bathTwo-car attached garageAmple closet spaceBright open floor planBeautifully landscaped lot
    Nestled in the sought-after Chimney Hill neighborhood, this spacious Colonial offers over 4,200 square feet of thoughtfully designed living space on a beautifully landscaped lot. The home features 4 bedrooms, 2.5 bathrooms, a bright, open floor plan, generous living and dining areas, and a spacious kitchen perfect for everyday living and entertaining. The family room provides a warm gathering space, while the primary suite offers a private retreat with ample closet space and an en-suite bath. Additional highlights include a two-car attached garage, a large backyard ideal for outdoor entertaining, and a prime location just minutes from downtown Middletown, Wesleyan University, shopping, dining, parks, and major commuter routes. This is a rare opportunity to own a beautiful home in one of Middletown's most desirable neighborhoods.
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    Zillow last checked:

    Listing updated:

    Listed by:

    Joe Koontz (203)702-3883,

    eXp Realty 866-828-3951

    Source: Smart MLS,MLS#: 24197740MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Dining room
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Hot Water, Oil
      Cooling
      • None
      Appliances
      • Included: Gas Cooktop, Electric Water Heater, Water Heater
      Features
      • Basement: None
      • Attic: Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 4,271
      • Total interior livable area: 4,271 sqft
      • Finished area above ground: 4,271

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Lot
      • Size: 0.98 Acres
      • Features: Cul-De-Sac
      Details
      • Parcel number: 1013828
      • Zoning: R-15

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1962

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Highland
      HOA
      • Has HOA: No
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $187/sqft
      • Tax assessed value: $401,910
      • Annual tax amount: $15,634
      • Date on market: 8/8/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/8/2026Listed for sale$799,000+111.1%$187/sqft
        Source: Smart MLS #24197740 Report a problem
        5/6/2019Sold$378,500-1.7%$89/sqft
        Source: Smart MLS #170128809 Report a problem
        2/12/2019Price change$385,000-3.7%$90/sqft
        Source: William Raveis Real Estate #170128809 Report a problem
        11/13/2018Price change$399,850-4.8%$94/sqft
        Source: William Raveis Real Estate #170128809 Report a problem
        9/27/2018Listed for sale$419,900+56.7%$98/sqft
        Source: William Raveis Real Estate #170128809 Report a problem
        12/2/1996Sold$268,000$63/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$15,634 +9.1%$401,910 +3.2%
        2024$14,335 +4.8%$389,540
        2023$13,673 +7.8%$389,540 +35.1%
        2022$12,684 $288,280
        2021$12,684 -0.5%$288,280
        2020$12,742 -0.5%$288,280
        2019$12,800 +2.3%$288,280 +0.7%
        2018$12,513 +12.2%$286,350 +8.8%
        2017$11,155 +7.1%$263,090
        2015$10,418 -1%$263,090
        2014$10,524 -2.9%$263,090 -17.9%
        2013$10,834 +3.4%$320,520
        2012$10,481 +3.5%$320,520
        2011$10,128 -0.9%$320,520
        2010$10,225 +4.6%$320,520
        2009$9,776 +19.6%$320,520
        2008$8,173 -12.7%$320,520 +30.8%
        2007$9,364 +1.3%$245,120
        2006$9,241 +5.6%$245,120
        2005$8,751 +6.3%$245,120
        2004$8,236 +2.4%$245,120
        2003$8,040 +35%$245,120 +13.6%
        1995$5,956 $215,800
        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: 06457

        Getting around

        22 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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