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East Middlebury, VT Homes for Sale with Garage

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  • /45

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 2,922 Sq Ft

    464 E Main St, Middlebury, VT 05753

    Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the

    Agent Photo

    Beth Stanway

    IPJ Real Estate

    (802) 731-0168

    464 E Main St, Middlebury, VT 05753
  • /37

    $595,000

    • 5 Beds
    • 3.5 Baths
    • 3,116 Sq Ft

    458 E Main St, Middlebury, VT 05753

    1840 Village Home. This great multi-generational or multi-family home has four bedrooms in the main house, an eat-in kitchen with pantry/laundry room, formal dining room, large family room with gas burning soapstone stove, office/craft room, music room/den and 3.5 baths. One bedroom apartment has large living room, walk-in closet, and full kitchen and bath. Ideal as a mother-in-law residence or

    Agent Photo

    Beth Stanway

    IPJ Real Estate

    (802) 402-4518

    458 E Main St, Middlebury, VT 05753
  • /40

    $479,000

    $70K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,213 Sq Ft

    35 Ossie Rd, Middlebury, VT 05753

    Spacious East Middlebury Ranch on 1.20 Acres with Mountain ViewsSet on a generous 1.20-acre lot with a beautiful Green Mountain backdrop, this inviting ranch-style home offers comfort, flexibility, and room to grow. The property includes an attached two-car garage plus a separate detached building—perfect for hobbies, a workshop, or a small business—complete with its own power supply. Home

    Roxanna Emilo Emilo Real Estate, LLC

    35 Ossie Rd, Middlebury, VT 05753
  • /30

    $429,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,815 Sq Ft

    442 E Main St, Middlebury, VT 05753

    This inviting home offers a bright, comfortable layout designed for easy everyday living. The main level flows naturally between the kitchen, dining and living spaces, creating a welcoming environment for gatherings or quiet evenings at home. The updated kitchen blends the convenience of modern living with the charm and character of an older home. Upstairs, a large full bath serves the bedroom

    Heather Foster-Provencher Champlain Valley Properties

    442 E Main St, Middlebury, VT 05753
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