Shaftsbury, VT | 636 Dexter Road

Nestled in a peaceful five acre setting just minutes from the shopping and dining in both Bennington and Manchester this beautifully maintained home offers privacy, comfort, and accessibility. Four ski areas within 45 minutes for winter sports! Thoughtfully updated, this home offers a timeless, inviting style designed to feel welcoming. The newly renovated high end kitchen is both beautiful and functional, while two spacious primary en-suites provide exceptional flexibility and privacy. The first floor primary suite wing is a true retreat, featuring a luxurious bathroom with marble tile, frameless glass shower, double vanity and walk in closet. Upstairs, the brand new second primary ensuite offers an impressive private living area, spa like full bath, and generous closet space, perfect for guests, extended family, or a luxurious personal retreat. The inviting living room features a gas fireplace, creating a warm and comfortable space for relaxing and entertaining. The kitchen and dining area flow seamlessly into a spectacular, light filled great room with soaring 14 foot ceilings, recessed lighting, and a freestanding gas stove. Step outside and enjoy the peaceful surroundings from the charming rocking chair front porch, perfect for morning coffee and taking in the beauty of nature. The rear deck, complete with a retractable awning, provides an ideal spot for grilling, entertaining, or simply enjoying the beautifully landscaped gardens. Recent updates provide comfort, efficiency, and peace of mind, including heat pump systems (2023-2024) for efficient heating and central A/C, a new Rinnai on demand propane boiler for hot water and backup heat (2025), and a new well pump (2025). Additional features include a water softener system and a full basement offering excellent storage and utility space. With its beautiful updates, versatile floor plan, exceptional primary suites, and inviting indoor and outdoor spaces, this turnkey property is ready to welcome you home.

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.