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For sale
    • $950,000

    552 Breakneck Hill Road, Middlebury, CT 06762

    5beds
    4,114sqft
    : 
    $6,523/mo
    Get pre-qualified
    Single Family Residence
    Built in 1855
    3.21 Acres Lot
    $-- Zestimate®
    $231/sqft
    $-- HOA

    What's special

    En-suite bathThree fireplacesStone wallsMature treesPerennial gardensBonus unfinished loft spaceMain-floor laundry room
    Exceptional 1855 Greek Revival set in a prestigious Middlebury neighborhood, surrounded by the natural beauty of Flanders Preserve and Middlebury Land Trust land. This 5-bedroom, 31/2-bath architectural stunner is sited on 3.21 beautifully landscaped acres with mature trees, stone walls, perennial gardens and rolling open lawn, offering privacy and a feeling of escape and tranquility. The home includes wide-board floors, three fireplaces and a remarkable series of covered porches and "piazzas" capturing the romance of 19th-century country living. There is effortless flow from the gorgeous sunroom, with walls of windows, into the formal living room, dining room and large entertaining kitchen. A main-floor laundry room, enormous utility room, pantry and powder room add convenience. The primary suite offers a private retreat, with an en-suite bath and adjoining sitting room or study, flanked by two covered porches. Outside, a charming secluded wading pool with fountain provides a wonderfully relaxed setting for summer gatherings, cocktails and afternoons spent enjoying the gardens. A detached 2-car garage with bonus unfinished loft space invites a future artist studio. An exceptional opportunity to bring this distinctive home to the next level. 2 hrs to NYC. Subject to Probate.
    26 days
    1,969
    167

    Zillow last checked:

    Listing updated:

    Listed by:

    Rebecca L. Doh (860)601-4406,

    W. Raveis Lifestyles Realty 860-868-0511,

    Jackson McCard 229-263-1710,

    W. Raveis Lifestyles Realty

    Source: Smart MLS,MLS#: 24198521MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Full Bath, Stall Shower, Interior Balcony
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Dining room
      • Features: Fireplace, Patio/Terrace, Wide Board Floor
      • Level: Main
      Living room
      • Features: Bay/Bow Window, Bookcases, Built-in Features, Gas Log Fireplace, Hardwood Floor, Wide Board Floor
      • Level: Main
      Study
      • Features: Interior Balcony
      • Level: Upper
      Sun room
      • Features: Fireplace, Half Bath, Interior Balcony, Hardwood Floor, Wide Board Floor
      • Level: Main
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Basement: Full,Unfinished,Storage Space,Interior Entry,Walk-Out Access,Concrete
      • Attic: Walk-up
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 4,114
      • Total interior livable area: 4,114 sqft
      • Finished area above ground: 4,114

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached
      • Garage spaces: 2
      Lot
      • Size: 3.21 Acres
      • Features: Corner Lot, Few Trees, Landscaped, Rolling Slope, Open Lot
      Details
      • Parcel number: 1194380
      • Zoning: R80

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Stone
      • Roof: Asphalt,Other
      Condition
      • New construction: No
      • Year built: 1855

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Middlebury

      Financial & listing details

      • Price per square foot: $231/sqft
      • Tax assessed value: $393,900
      • Annual tax amount: $12,810
      • Date on market: 8/13/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/13/2026Listed for sale$950,000+100%$231/sqft
        Source: Smart MLS #24198521 Report a problem
        8/7/2019Sold$475,000-2.1%$115/sqft
        Source: Public Record Report a problem
        6/27/2019Pending sale$485,000$118/sqft
        Source: Klemm Real Estate Inc #170118079 Report a problem
        4/24/2019Listed for sale$485,000$118/sqft
        Source: Klemm Real Estate Inc #170118079 Report a problem
        3/29/2019Pending sale$485,000$118/sqft
        Source: Klemm Real Estate Inc #170118079 Report a problem
        3/19/2019Price change$485,000-2.8%$118/sqft
        Source: Klemm Real Estate Inc #170118079 Report a problem
        2/8/2019Price change$499,000-5%$121/sqft
        Source: Klemm Real Estate Inc #170118079 Report a problem
        11/25/2018Price change$525,000-4.4%$128/sqft
        Source: Klemm Real Estate Inc #170118079 Report a problem
        8/23/2018Listed for sale$549,000-15.9%$133/sqft
        Source: Klemm Real Estate Inc #170118079 Report a problem
        5/30/2002Sold$653,000+129.1%$159/sqft
        Source: Smart MLS #W1005521 Report a problem
        7/31/1995Sold$285,000$69/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,810 -0.2%$393,900
        2024$12,841 +1.1%$393,900
        2023$12,707 +3.2%$393,900
        2022$12,313 +0.6%$393,900 +12.1%
        2021$12,236 -0.8%$351,300
        2020$12,331 +5.1%$351,300
        2019$11,733 +2.7%$351,300
        2018$11,421 +2.7%$351,300 -0.6%
        2017$11,125 +6.9%$353,300 +2.3%
        2015$10,403 +2.7%$345,400
        2014$10,134 +1.7%$345,400
        2013$9,968 +2.8%$345,400
        2012$9,695 -1.9%$345,400 -16.9%
        2011$9,887 +0.7%$415,600
        2009$9,821 +1.8%$415,600
        2008$9,646 +6%$415,600
        2007$9,102 +4.4%$415,600 +45.6%
        2005$8,722 -0.9%$285,510
        2004$8,799 +8.2%$285,510 +0%
        2003$8,131 +23.4%$285,500 +38.9%
        2000$6,589 $205,600
        Find assessor info on the county website

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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.
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        Climate risks

        Neighborhood: 06762

        Getting around

        0 / 100
        Car-Dependent
        2 / 100
        Somewhat Bikeable

        Nearby schools

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