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For sale
  • Price cut: $80.9K (12/26)
    $499,000

    541 Benson Road, Middlebury, CT 06762

    2beds
    1,660sqft
    : 
    Single Family Residence
    Built in 1942
    0.8 Acres Lot
    $491,100 Zestimate®
    $301/sqft
    $-- HOA

    What's special

    Separate soaking tubCentral airNew england stonewallsPrivate oasisNatural pine woodworkTile flooringExpansive bedroom
    MAIN HOUSE (2BR/2BA): Features an open-concept layout w/ gleaming hardwood floors. The updated kitchen is a chef's delight, boasting granite countertops, stainless steel appliances, a gas stove & pantry. The main level includes a bedroom & a NEW spa-like full bath w/ a custom tiled walk-in shower & separate soaking tub. Upstairs is a private primary suite retreat, wrapped in warm pine woodwork, offering abundant closet space & its own full bath. A charming reading nook w/ built-ins completes the second floor. Plus Central A/C & 3-car garage. GUEST HOUSE: This separate, detached dwelling offers a 1BR/1BA layout with a full kitchen, living area & a private 1-car garage/workshop below. The property is a private oasis with a brick patio & classic New England stonewalls, perfect for gardening or relaxing. With 4 total garage bays and unmatched flexibility, this unique property is a must-see. Schedule your tour today! An extraordinary opportunity awaits at this unique property, featuring TWO distinct homes situated on a private .8-acre lot. This is the perfect solution for multi-generational living, a guest house, a home office, or generating rental income! The MAIN HOUSE is a beautifully appointed 2-bedroom, 2-full-bath residence designed for modern comfort. Step inside to an open-concept living and dining area with gleaming hardwood floors, flowing seamlessly into a stunning U-shaped kitchen. The chef in your family will love the oak cabinets, granite countertops, stainless steel appliances (including a gas stove, large refrigerator, and dishwasher), tile flooring, double sink, and spacious pantry. The main level also features a convenient bedroom and a brand new, spa-like full bathroom complete with a custom tiled walk-in shower and a separate deep soaking tub. Ascend the stairs to your private primary suite retreat. This expansive bedroom is wrapped in beautiful natural pine woodwork, offering abundant closet space and its own full bathroom. A charming built-in seating area with shelving at the top of the stairs provides the perfect reading nook or office space. Additional features include Central Air, oil boiler, pellet stove, and an oversized 3-car garage under the home. The separate, detached GUEST HOUSE offers incredible flexibility. This charming dwelling includes a galley kitchen with a gas stove and built-in microwave, a living area, a private bedroom, and a full bathroom with a tiled shower. Below, a 1-car garage provides ample space for a vehicle, workshop, or extra storage. Outside, your private oasis awaits. The expansive .8-acre lot is adorned with classic New England stonewalls and a lovely brick patio, offering endless possibilities for gardening, entertaining, and relaxation. With a total of 4 garage bays and two completely separate living spaces, this one-of-a-kind property is a rare find and will not last long. Schedule your private showing today to experience all it has to offer!
    115 days
    |
    1,329
    |
    58
    |

    Likely to sell faster than

    Zillow last checked: 8 hours ago

    Listing updated: December 26, 2025 at 06:50am

    Listed by:

    Joseph Martino joe@joemartinore.com,

    Joseph Martino Real Estate 203-671-2384

    Source: Smart MLS,MLS#: 24128030MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Rooms
    • Room types: Sitting Room
    Primary bedroom
    • Level: Main
    Bedroom
    • Level: Upper
    Bathroom
    • Level: Upper
    Bathroom
    • Level: Upper
    Kitchen
    • Level: Main
    Living room
    • Level: Main
    Heating
    • Baseboard, Forced Air, Bottle Gas, Oil
    Cooling
    • Ceiling Fan(s), Central Air
    Appliances
    • Included: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
    • Laundry: Lower Level
    Features
    • In-Law Floorplan
    • Basement: Full,Unfinished
    • Attic: Heated,Finished,Floored,Walk-up
    • Has fireplace: No
    Interior area
    • Total structure area: 1,660
    • Total interior livable area: 1,660 sqft
    • Finished area above ground: 1,660

    Property

    Parking
    • Total spaces: 4
    • Parking features: Attached
    • Attached garage spaces: 4
    Lot
    • Size: 0.8 Acres
    • Features: Sloped
    Details
    • Parcel number: 1192162
    • Zoning: L200

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1942

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Middlebury

    Financial & listing details

    • Price per square foot: $301/sqft
    • Tax assessed value: $309,000
    • Annual tax amount: $10,049
    • Date on market: 9/19/2025
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    Estimated market value

    $491,100

    $467,000 - $516,000

    $3,915/mo

    Price history

    Price history
    DateEventPrice
    12/26/2025Price change$499,000-14%$301/sqft
    Source: Smart MLS #24128030 Report a problem
    9/19/2025Listed for sale$579,900+96.6%$349/sqft
    Source: Smart MLS #24128030 Report a problem
    3/24/2021Listing removed--
    Source: Owner Report a problem
    11/24/2016Listing removed$295,000$178/sqft
    Source: Owner Report a problem
    8/26/2016Listed for sale$295,000+20.4%$178/sqft
    Source: Owner Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$10,049 -0.2%$309,000
    2024$10,073 +1.1%$309,000
    2023$9,968 +3.2%$309,000

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $3,461/mo
    Principal & interest
    $2400
    Property taxes
    $886
    Home insurance
    $175

      Climate risks

      Neighborhood: 06762

      Nearby schools

      GreatSchools rating

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