Rupert, VT homes for sale & real estate

Rupert, VT Homes for Sale

Nestled upon a private hilltop just above the town of Dorset, your sprawling country retreat awaits. Set on 28.61 acres with sweeping mountain views, this enchanting Vermont property offers an impressive combination of luxury, amenities, and beautifully maintained grounds. Perfect for multigenerational living, the entertainer or a growing family; the compound includes a five-bedroom main residence with an attached two car garage, a separate newly renovated guest house with an attached two car garage, an in-ground pool and pool house, a hot tub, a tennis court, an additional freestanding two car garage with storage, extensive stonework and patios, specimen plantings and raised garden beds .

Rupert, VT Homes for Sale

Country living with a convenient location! The property includes a barn and 3.6 acres of open and wooded land, offering potential for a small hobby farm, gardening, or other country pursuits. This 3-bedroom, 2 1/2-bath home boasts character, recent updates, and a peaceful country setting. A brand-new roof adds to the home's appeal, while built-in features in the living and dining rooms bring charm and personality. The main level features a spacious living room, formal dining room, country kitchen with a center island, and a primary bedroom with an ensuite bathroom. Upstairs there two additional bedrooms and a full bath. The property includes a mix of open and wooded areas with trails windin

Rupert, VT Homes for Sale

* Off-Grid Retreat on the Vermont Border * Escape to your own private woodland retreat on 5.22 secluded acres, with the eastern property line marking the Vermont state border. Well-built and lovingly maintained, this charming off-grid cabin offers the perfect blend of comfort, self-sufficiency, and outdoor recreation. The cozy cabin features a dining area, kitchenette with propane range, spacious living room with woodstove, sleeping loft, and a wonderful side porch for relaxing and enjoying the peaceful surroundings. Solar panels provide lighting and basic electrical needs, while propane lights and generator wiring offer dependable backup. A spacious storage shed houses the solar batteri

Rupert, VT Homes for Sale

Take a drive up Nichols Hill Road to Fern Hill and head to the very top of the long bending driveway to find a serene, picturesque artist’s retreat 3 minutes from historic Dorset Village. Refreshingly private, quiet and secluded, drenched in natural light. With broad mountain vistas of Mother Myrick and Merck Forest, the top of the property backs gently into a beautiful private forest. The entire property has been carefully curated to encourage wildlife, a rewilding effort in place for 9 years, toxin and poison free. The large, pristine, spring fed swimming pond is the year round home to approximately 50+ healthy colorful Koi and overlooks a soft meadow bordered by old growth forest h

Rupert, VT Homes for Sale

Reimagine the possibilities in this 3,960 sq ft former church, a rare property offering endless potential for residential, commercial, or creative use. With soaring ceilings, custom woodwork, and a flexible single-level layout, the space currently features a great room with stage, office/bedroom with built-in bookshelves, kitchenette, utility room, restrooms, and foyer. Imagine transforming it into a one-of-a-kind home, live/work studio, art gallery, dance or yoga studio, retail space, or professional office. A porte-cochère entrance welcomes guests, while modern utilities--central air, two 200-amp electrical panels, and propane hot air heat--add convenience. The property sits on an

Rupert, VT Homes for Sale

Unique Dorset West Road offering. .. .This rare opportunity beckons creativity, craft, and charm! Begs all those ready, willing and able to renovate, keeping the existing home, whilst enjoying life in an extremely beautiful and desirable location. Enjoy the beautiful framed in mountain views from most interior living spaces and from the back patio/yard. This 6.6 acre rolling property boasts excellent lawn space and vegetation and is located on the historic Dorset West Road, abutting the Dorset Field Club, with an easy walk to the Dorset village. Surveyor/engineer have confirmed that the property conforms to all zoning bylaws in the Rural Residential district should the buyer