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For sale
    • Price cut: $25K (9/16)
    $574,900

    58 Shadduck Road, Middlebury, CT 06762

    3beds
    2,360sqft
    : 
    $4,058/mo
    Get pre-qualified
    Single Family Residence
    Built in 1934
    0.97 Acres Lot
    $558,600 Zestimate®
    $244/sqft
    $-- HOA

    What's special

    Welcome to 58 Shadduck Road, a renovated Colonial in one of Middlebury's most desirable locations. This move-in-ready home seamlessly blends timeless charm with modern updates, featuring gleaming hardwood floors and a bright open-concept layout. The main level offers a spacious living room with sliders to a large patio, a dining room, a sun-filled kitchen with center island, and a versatile office or sitting area. The second-floor primary suite serves as a private retreat with a luxurious en-suite bath and walk-in closet. Two additional bedrooms and a full bath complete the upper level. Extensive improvements include a newer roof, windows, siding, driveway, electrical, plumbing, central air, propane heating, generator-ready setup, and updated mechanicals. The full basement provides abundant storage. A rare highlight is the detached 3-car garage, offering endless possibilities for car enthusiasts, hobbyists, or additional living space. With its generous footprint and utilities, it presents an excellent opportunity for a future in-law suite, guest quarters, home office, or workshop. A newer storage shed provides additional space. Situated on a picturesque, level lot bordered by mature trees and a charming brook, the property features a private patio perfect for entertaining. Conveniently located just minutes from Middlebury's town center, shopping, restaurants, major highways, and Routes 8 and I-84, this exceptional home combines privacy, flexibility, and convenience.
    17 days
    1,219
    79

    Zillow last checked:

    Listing updated:

    Listed by:

    David Smith (860)480-3474,

    Showcase Realty, Inc. 860-274-7000

    Source: Smart MLS,MLS#: 24203901MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Remodeled, Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 236.82 Square Feet
      • Dimensions: 14.7 x 16.11
      Bedroom
      • Features: Remodeled, Ceiling Fan(s), Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 111.02 Square Feet
      • Dimensions: 9.1 x 12.2
      Bedroom
      • Level: Upper
      Bathroom
      • Level: Main
      Dining room
      • Features: Remodeled, Hardwood Floor
      • Level: Main
      • Area: 129.98 Square Feet
      • Dimensions: 9.7 x 13.4
      Kitchen
      • Features: Remodeled, Quartz Counters, Dining Area, Kitchen Island, Hardwood Floor
      • Level: Main
      • Area: 155.61 Square Feet
      • Dimensions: 11.7 x 13.3
      Living room
      • Features: Remodeled, Sliders, Hardwood Floor
      • Level: Main
      • Area: 291.18 Square Feet
      • Dimensions: 21.1 x 13.8
      Other
      • Features: Remodeled, Hardwood Floor
      • Level: Main
      • Area: 92.04 Square Feet
      • Dimensions: 11.8 x 7.8
      Heating
      • Hydro Air, Propane
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Electric Range, Refrigerator, Washer, Dryer, Water Heater
      • Laundry: Main Level
      Features
      • Wired for Data, In-Law Floorplan, Smart Thermostat
      • Windows: Thermopane Windows
      • Basement: Full,Concrete
      • Attic: Access Via Hatch
      • Has fireplace: No
      Interior area
      • Total structure area: 2,360
      • Total interior livable area: 2,360 sqft
      • Finished area above ground: 1,744
      • Finished area below ground: 616

      Property

      Parking
      • Total spaces: 3
      • Parking features: Detached, Garage Door Opener
      • Garage spaces: 3
      Features
      • Patio & porch: Patio
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      Lot
      • Size: 0.97 Acres
      • Features: Few Trees, Wooded, Level, Open Lot
      Details
      • Additional structures: Shed(s)
      • Parcel number: 1194549
      • Zoning: R40

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1934

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Well
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Features: Health Club, Lake, Library, Medical Facilities, Park, Playground, Private School(s), Tennis Court(s)
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Middlebury

      Financial & listing details

      • Price per square foot: $244/sqft
      • Tax assessed value: $172,400
      • Annual tax amount: $5,606
      • Date on market: 9/2/2026

        Estimated market value

        $558,600

        $531,000 - $587,000

        $3,243/mo

        Price history

        DateEventPrice
        9/16/2026Price change$574,900-4.2%$244/sqft
        Source: Smart MLS #24203901 Report a problem
        9/9/2026Listed for sale$599,900+20%$254/sqft
        Source: Smart MLS #24203901 Report a problem
        8/26/2025Sold$499,900$212/sqft
        Source: Smart MLS #24083738 Report a problem
        7/16/2025Price change$499,900-4.8%$212/sqft
        Source: Smart MLS #24083738 Report a problem
        7/1/2025Price change$524,900-4.5%$222/sqft
        Source: Smart MLS #24083738 Report a problem
        6/3/2025Price change$549,900-3.4%$233/sqft
        Source: Smart MLS #24083738 Report a problem
        5/22/2025Price change$569,000-4.4%$241/sqft
        Source: Smart MLS #24083738 Report a problem
        4/2/2025Price change$594,900-8.5%$252/sqft
        Source: Smart MLS #24083738 Report a problem
        3/28/2025Listed for sale$649,900+23.8%$275/sqft
        Source: Smart MLS #24083738 Report a problem
        3/4/2024Sold$525,000-0.8%$222/sqft
        Source: Smart MLS #170614150 Report a problem
        2/22/2024Listed for sale$529,500$224/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170614150 Report a problem
        1/10/2024Pending sale$529,500$224/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170614150 Report a problem
        12/20/2023Listed for sale$529,500+10.3%$224/sqft
        Source: Smart MLS #170614150 Report a problem
        7/25/2023Sold$480,000-1.8%$203/sqft
        Source: Smart MLS #170560816 Report a problem
        7/13/2023Listed for sale$488,900$207/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170560816 Report a problem
        6/1/2023Pending sale$488,900$207/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170560816 Report a problem
        6/1/2023Contingent$488,900$207/sqft
        Source: Smart MLS #170560816 Report a problem
        5/19/2023Price change$488,900-2.2%$207/sqft
        Source: Smart MLS #170560816 Report a problem
        4/8/2023Listed for sale$499,900-4.6%$212/sqft
        Source: Smart MLS #170560816 Report a problem
        1/1/2023Listing removed--
        Source: William Raveis Real Estate, Mortgage & Insurance Report a problem
        10/8/2022Price change$523,8990%$222/sqft
        Source: Smart MLS #170502350 Report a problem
        9/23/2022Price change$523,900+11.7%$222/sqft
        Source: Smart MLS #170502350 Report a problem
        6/23/2022Listed for sale$469,000+134.5%$199/sqft
        Source: Smart MLS #170502350 Report a problem
        12/17/2021Sold$200,000+0.1%$85/sqft
        Source: Public Record Report a problem
        11/15/2021Contingent$199,900$85/sqft
        Source: Smart MLS #170449949 Report a problem
        11/12/2021Listed for sale$199,900+35.1%$85/sqft
        Source: Smart MLS #170449949 Report a problem
        4/7/1989Sold$148,000$63/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,606 +11.2%$172,400 +11.5%
        2024$5,040 +5.8%$154,600 +4.7%
        2023$4,762 +3.2%$147,600
        2022$4,614 -1.6%$147,600 +9.7%
        2021$4,688 -0.8%$134,600
        2020$4,724 +5.1%$134,600
        2019$4,496 +2.7%$134,600
        2018$4,376 +3.2%$134,600
        2017$4,239 -3.9%$134,600 -8.1%
        2015$4,413 +2.7%$146,500
        2014$4,298 +1.7%$146,500
        2013$4,228 +2.8%$146,500
        2012$4,112 +9.9%$146,500 -6.8%
        2011$3,740 +0.7%$157,200
        2009$3,715 +1.8%$157,200
        2008$3,649 +6%$157,200
        2007$3,443 +2.8%$157,200 +43.4%
        2005$3,350 -0.9%$109,660
        2004$3,380 +8.2%$109,660 0%
        2003$3,124 +12.2%$109,700 +26.2%
        2000$2,785 $86,900
        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.
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        Climate risks

        Neighborhood: 06762

        Getting around

        13 / 100
        Car-Dependent
        19 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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