Properties Near 557 Bennett Hill Road Shaftsbury, VT

Experience the quintessential Vermont lifestyle in this masterfully renovated (2021) contemporary farmhouse, offering 6,100 sq. ft. of finished living space. Tucked at the end of a breathtaking maple-lined driveway, this 17± acre property offers panoramic mountain views and a private sanctuary for hiking, cross-country skiing, snowshoeing, and snowmobiling right from your door. The heart of the home features beautiful cherry flooring and a chef’s kitchen with premium appliances and quartz countertops, flowing seamlessly into a spacious dining area with an intimate sitting room anchored by a soapstone stove. Beyond, a window-lined living room with vaulted wood-beamed ceilings and custom built-ins serves as a perfect hub for media, games, or relaxation. The top floor is designed for both luxury and versatility, featuring a primary suite retreat with a private fireplace and a modern en suite bath showcasing those incredible mountain views. A window-lined hallway with recessed laundry leads to a flexible secondary living wing with two additional vaulted ceiling bedrooms and two full bathrooms—perfectly suited for guests or an au pair suite with its own separate entries. The expansive lower level is built for indoor-outdoor living, featuring a massive stone fireplace, family room, exercise area, game room, and two private bedrooms. Large glass doors provide a seamless walk-out to the patio, where you’ll find a heated inground swimming pool and a custom fire pit. Automotive and outdoor enthusiasts will appreciate the three separate garages accommodating several cars plus a spacious workshop, including one bay designed specifically for a boat or oversized vehicle. A solar array on the garage roof works with backup batteries to keep electric costs below $400 annually. Located with easy access to Stratton and Mount Snow, and a straightforward drive from New York or Boston, this estate is the ultimate four-season destination.

Gorgeous renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above—ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef’s kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch—where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round. Set on 17+ picturesque acres framed by classic stone walls, the property offers lovely views, open meadow, and wooded privacy with ample outdoor space to explore and enjoy. A three-car detached garage provides excellent space for vehicles, storage, or hobby use, while a workshop and spacious woodshed add exceptional functionality. Equestrian enthusiasts will appreciate the charming pony barn and paddock, completing this truly special setting. A rare opportunity to own a beautifully expanded home with multiple living options, sustainable features, and breathtaking views in a serene and private landscape.

A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room. Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef’s kitchen includes custom inset cabinetry, marble countertops, a Sub-Zero refrigerator, Viking range, and a walk-in pantry with walnut counter and beadboard ceiling. The primary suite offers a cathedral ceiling and tranquil views, with a spa-like bath featuring marble floors and a clawfoot soaking tub. Two additional bedrooms, a full bath, and laundry complete the second floor. Recent 2025 updates include a standing-seam metal roof and mini-split systems throughout. Property is offered fully furnished with nearly new pieces from Pottery Barn and West Elm. A 2025 Polaris Expedition is included. A rare opportunity for those seeking privacy, beauty, and understated Vermont luxury. All measurements approximate.