636 Dexter Road, Shaftsbury, VT 05262

• 4 beds |
• 3 baths |
• 3,194 sqft

Property 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.

Listing Status:

Active

Date Added:

April 10, 2026

Data Last Updated:

August 6, 2026 at 6:56AM

Listing Office:

TPW Real Estate : 802-366-1430

Listing Agent:

Kristin Comeau : 802-528-9446 : kac@tpw.com

MLS ID:

5083102

Interior

• General: Dining AreaWood FireplaceHearthNatural LightNatural WoodworkWalk-in Closet2nd Floor Laundry
• Appliances: DishwasherDryerMicrowaveRefrigeratorElectric Water HeaterOwned Water Heater
• Basement: Concrete FloorDirt FloorPartially FinishedBasement StairsInterior StairsUnfinished
• Flooring: SoftwoodWood
• A/C: None
• Heating: OilForced Air

Exterior

• General: Outbuilding
• Style: Farmhouse
• Parking: DrivewayGarageOn-SiteParking Spaces 6+Unpaved

Construction

• Roofing: Metal
• General: Wood FrameClapboard ExteriorWood SidingConcrete

Location

• Road/Access: Dead EndDirtGravelPublic
• School District: Shaftsbury School District
• County: Bennington

Lot

• Driveway: DirtGravel
• Zoning: RR80
• Current Use: Yes

Utilities

• Utilities: Cable
• Water: Drilled Well
• Sewer: ConcreteConventional Leach FieldExisting Leach FieldPrivate