Skip main navigation
Under contract
  • $599,900

    428 Breakneck Hill Road, Middlebury, CT 06762

    2beds
    1,749sqft
    : 
    Single Family Residence
    Built in 1948
    4.07 Acres Lot
    $-- Zestimate®
    $343/sqft
    $-- HOA

    What's special

    Set on more than 4 peaceful, pastoral acres, this beautifully remodeled ranch offers the ideal blend of character, craftsmanship, and modern comfort. Lovingly restored during the owner's tenure, the home showcases thoughtful upgrades and timeless details throughout. A newly built oversized two car garage provides excellent storage and convenience. Inside, the custom kitchen-designed and crafted by Bushka Lumber & Millwork-anchors the heart of the home with exceptional quality and style. The adjoining dining area features the original stone bread oven, adding warmth and authenticity to the space. The great room is centered around a striking stone fireplace, creating a welcoming gathering place in every season. A three season sunroom extends the living area and invites you to enjoy the surrounding landscape-no curtains needed, just uninterrupted views of nature. The primary bedroom, originally two separate rooms, offers generous space and flexibility. Additional updates include newer mechanicals and new cedar siding on three sides, ensuring both comfort and longevity. A rare opportunity to own a true country retreat with craftsmanship, acreage, and privacy-all within desirable Middlebury.
    49 days
    |
    205
    |
    3
    |

    Zillow last checked: 7 hours ago

    Listing updated: April 05, 2026 at 08:20am

    Listed by:

    Mary Ann Hebert (203)592-0186,

    BHGRE Gaetano Marra Homes 203-758-1300

    Source: Smart MLS,MLS#: 24155123MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Remodeled
      • Level: Main
      Bedroom
      • Level: Main
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      Family room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Remodeled, Built-in Features, Quartz Counters, Hardwood Floor
      • Level: Main
      Living room
      • Features: Vaulted Ceiling(s), French Doors, Hardwood Floor
      • Level: Main
      Heating
      • Hot Water, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Water Heater
      • Laundry: Main Level
      Features
      • Wired for Data, Open Floorplan, Entrance Foyer
      • Windows: Thermopane Windows
      • Basement: Crawl Space,Partial
      • Attic: Access Via Hatch
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,749
      • Total interior livable area: 1,749 sqft
      • Finished area above ground: 1,749

      Property

      Parking
      • Total spaces: 10
      • Parking features: Attached, Paved, Driveway, Garage Door Opener, Private
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Enclosed, Porch, Patio
      Lot
      • Size: 4.07 Acres
      • Features: Few Trees, Level
      Details
      • Additional structures: Shed(s)
      • Parcel number: 1192830
      • Zoning: R80

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding, Shake Siding, Aluminum Siding
      • Foundation: Block, Concrete Perimeter
      • Roof: Fiberglass
      Condition
      • New construction: No
      • Year built: 1948

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Library, Medical Facilities, Playground, Private School(s), Stables/Riding
      HOA
      • Has HOA: No
      Location
      • Region: Middlebury

      Financial & listing details

      • Price per square foot: $343/sqft
      • Tax assessed value: $306,700
      • Annual tax amount: $9,974
      • Date on market: 2/22/2026
      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

        Price history
        DateEventPrice
        4/5/2026Pending sale$599,900$343/sqft
        Source: Smart MLS #24155123 Report a problem
        3/1/2026Listed for sale$599,900+79.1%$343/sqft
        Source: Smart MLS #24155123 Report a problem
        4/24/2007Sold$335,000$192/sqft
        Source: Smart MLS #W1036958 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$9,974 -0.2%$306,700
        2024$9,998 +1.1%$306,700
        2023$9,894 +3.2%$306,700
        2022$9,587 +16.1%$306,700 +29.4%
        2021$8,255 -0.8%$237,000
        2020$8,319 +5.1%$237,000
        2019$7,916 +2.7%$237,000
        2018$7,705 +3.2%$237,000
        2017$7,463 +11%$237,000 +6.1%
        2015$6,726 +2.7%$223,300
        2014$6,552 +1.7%$223,300
        2013$6,444 +2.8%$223,300
        2012$6,268 +4.2%$223,300 -11.7%
        2011$6,014 +0.7%$252,800
        2009$5,974 +1.8%$252,800
        2008$5,867 +6%$252,800
        2007$5,536 +9.2%$252,800 +52.3%
        2005$5,071 -0.9%$165,980
        2004$5,116 +8.2%$165,980 0%
        2003$4,728 +11.6%$166,000 +25.5%
        2000$4,238 $132,240

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $4,019/mo
        Principal & interest
        $2954
        Property taxes
        $1065
        More affordability tools

          Climate risks

          Neighborhood: 06762

          Getting around

          2 / 100
          Car-Dependent
          19 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Middlebury
          • Middle: Memorial
          • High: Pomperaug

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

          Local experts in 06762

          Similar homes

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