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Victorian Homes for Sale in Windsor County VT

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  • /54

    $2,599,000

    • 9 Beds
    • 11 Baths
    • 5,993 Sq Ft

    41 Pleasant St, Woodstock, VT 05091

    This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont’s most beloved communities. Woodstock is often hailed as “the prettiest small town in America,” and for good reason. The village is a vibrant resort town with

    Agent Photo

    Jennifer Falvey

    KW Vermont Woodstock

    41 Pleasant St, Woodstock, VT 05091
  • /58

    $475,000

    • 5 Beds
    • 4 Baths
    • 3,865 Sq Ft

    81 Main St, Chester, VT 05143

    Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by a wood-burning

    Betsy Adamovich Real Broker LLC

    81 Main St, Chester, VT 05143
  • /50

    $1,399,000

    $49K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    145 the Plateau, Windsor, VT 05089

    "The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two

    Dan Noble Snyder Donegan Real Estate Group

    145 the Plateau, Windsor, VT 05089
  • /36

    $515,000

    $20K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 4,933 Sq Ft

    2 Pine St, Windsor, VT 05089

    Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown village area, this unique property features historical charm and character with vintage woodwork, custom wood floors, high ceilings, spacious rooms and the nooks and crannies a classic home has to offer! Relax on the rear porch

    Susan Bellville Bellville Realty

    2 Pine St, Windsor, VT 05089
  • /51

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    663 Depot St, Chester, VT 05143

    Fully renovated from top to bottom, this Chester property offers the kind of peace of mind that’s hard to find in an older Vermont home. Major systems including electrical, plumbing, heating, insulation, drywall, and windows, have all been updated, allowing the next owner to step in without a long to-do list. Inside, the home strikes a thoughtful balance between character and clean updates.

    Betsy Adamovich Real Broker LLC

    663 Depot St, Chester, VT 05143
  • /32

    $1,650,000

    • 7,226 Sq Ft

    533 N Main St, White River Junction, VT 05001

    CASH COW! Here's your opportunity to own a premier 9-unit multifamily investment in the heart of White River Junction! This stunning Victorian is boasting fine architecture, curb appeal, and strong income potential, offering immediate cash flow with the property substantially occupied and generating market rents. Investors will appreciate the estimated 7.5% cap rate, making this an exceptional

    Samuel Roberts

    533 N Main St, White River Junction, VT 05001
  • /11

    $695,000

    • 2,288 Sq Ft

    11 Maple St, Woodstock, VT 05091

    A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently

    John Wetmore Wetmore Real Estate

    11 Maple St, Woodstock, VT 05091
  • /37

    $815,000

    • 4,723 Sq Ft

    2003 Main St, Cavendish, VT 05142

    Strong cash flow and future upside come together in this well-maintained 7-unit multifamily opportunity. Offered at an attractive 10% cap rate, the property features a diverse unit mix with four 2-bedroom, 1-bath apartments, two 1-bedroom, 1-bath apartments, and a spacious 4-bedroom, 2-bath unit. Recent exterior painting enhances curb appeal while helping to minimize near-term maintenance. The

    The Nancy Jenkins Team Nancy Jenkins Real Estate

    2003 Main St, Cavendish, VT 05142
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