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Listed by: TPW Real Estate Kristin Comeau
General Property Information
- Property Status
- Active Under Contract
- Price
- $799, 000
- Property Type
- Single Family
- County
- VT-Bennington
- Agency / Brokerage
- Kristin Comeau
TPW Real Estate - List Date
- 4/9/2026 8:00 PM
- Acres
- 40
- Year Built
- 1800
- Bedrooms
- 4
- Total Baths
- 3
- Sq. Ft. (Total)
- 2,462
- Tax Year
- 2026
- Taxes
- $11,827
Description
The Dexter Road Farmhouse, Circa 1800 In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic nearby backroads to write “Stopping by the Woods on a Snowy Evening." Dating back more than 225 years, this charming farmhouse offers a rare opportunity to own a piece of Vermont history while embracing the slower pace and natural beauty that define the region. Tucked away at the end of a peaceful, tree-lined town road, the property is ideally suited as a second home, creative retreat, or year-round residence. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship. Wide pine floors, original moldings, classic woodwork, traditional wall and ceiling boards, and a gracious entrance hall create a warm and authentic farmhouse atmosphere. Set on approximately 40 acres with a picturesque skating pond, the property offers abundant space to explore, garden, walk, and enjoy the pastoral surroundings. Writers, artists, and those seeking respite from city life will appreciate the quiet setting, changing seasonal views, and inspiring natural landscape. Whether painting, writing, working remotely, or simply unwinding, the setting encourages creativity and reflection. The spacious floor plan includes four bedrooms, three bathrooms, an inviting country kitchen, formal dining room, living room with wood-burning fireplace, library, and bonus room. A bright office overlooking the pond includes a Murphy bed, providing flexible space for guests, a studio, or a private workspace. Offering exceptional privacy while remaining convenient to the cultural, recreational, and dining attractions of Vermont's Northshire region, this remarkable property presents a rare opportunity to own a true Vermont retreat. With a town trail right out your back door, snowshoeing and cross-country skiing opportunities are close at hand. Bromley and Stratton Mountain ski resorts are within a 40 minute drive.
Map
Interior Features
- # Of Stories
- 2
- Sq. Ft. (Total)
- 2,462
- Sq. Ft. (Above Ground)
- 2,267
- Sq. Ft. (Below Ground)
- 195
- Sq. Ft. Unfinished
- 732
- Rooms
- 10
- Bedrooms
- 4
- Baths
- 3
- Interior Desc
- Dining Area, Wood Fireplace, Hearth, Natural Light, Natural Woodwork, Walk-in Closet, 2nd Floor Laundry
- Appliances Included
- Dishwasher, Dryer, Microwave, Refrigerator, Electric Water Heater, Owned Water Heater
- Flooring
- Softwood, Wood
- Heating
- Oil, Forced Air
- Basement Desc
- Concrete Floor, Dirt Floor, Partially Finished, Interior Stairs, Unfinished, Basement Stairs
Town Market Snapshot
Source: Data provided by PrimeMLS, graph generated by Pall Spera Company
Exterior Features
- Style of Residence
- Farmhouse
- House Color
- White
- Time Share
- No
- Resort
- No
- Exterior Details
- Outbuilding
- Land Desc.
- Conserved Land, Country Setting, Field/Pasture, Mountain View, Open, Secluded, Timber, View, Wooded, Rural
- Roof Desc.
- Metal
- Driveway Desc.
- Dirt, Gravel
- Foundation Desc.
- Concrete
- Sewer Desc.
- Concrete, Conventional Leach Field, Existing Leach Field, Private
- Garage / Parking
- Yes
- Garage Spaces
- 2
- Road Frontage
- 2,155
- Zoning
- RR80
- Elementary School
- Shaftsbury Elem. School
- Middle School
- Mt. Anthony Union Middle Sch
- High School
- Mt. Anthony Sr. UHSD 14
Affordability Estimate
Quick payment estimate for this listing. Not a loan offer — rates and terms vary.
Est. monthly principal & interest —
Estimate excludes taxes, insurance, HOA, and PMI. Consult a lender for accurate figures.
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