Rupert Vermont Real Estate

The details, craftsmanship and enchanting +/-9 surveyed acre setting is right out of a fairy tale. A perfect Vermont getaway retreat with the sounds of Oven Brook at your door- complete with foot bridge to your own back meadow where you can take in the views overlooking the gorgeous Kent Hollow setting. The c1865 antique cabin is loaded with character – wide-plank “bow-tie” floors, log doors and stairs, and stone fireplace/wood stove… Simple but perfect with generous living/dining room (FP and sliding door to deck/brook), ample kitchen, bath and two low ceilinged cozy bedrooms upstairs. Amenities include 2007 installed septic, (Artesian) drilled well, oil hot air heat, 100 amp electric, etc

This neat and tidy single story home has been completely renovated from top to bottom, offering comfort, efficiency, and style. Updates include all new metal roof, vinyl siding, thermopane windows, propane hot-air heating system with heat pump central air conditioning, appliances, kitchen cabinets, counters, and hardwood flooring. Also updated plumbing, fiber optic internet, new electrical with a 200-amp panel, and a standby propane generator—move-in ready with nothing left to do. The home features 2 bedrooms, a spacious full bath, an open living and dining room flowing seamlessly into the kitchen, a separate laundry room, and a convenient mudroom entry. Two inviting screened porches extend your living space, while the private fenced backyard provides a perfect retreat. A detached two-car insulated and heated garage/workshop adds versatile space for hobbies or storage. Conveniently located across the street from the D&H Rail Trail, 5 minutes to Merck Forest, and just 10 minutes to Dorset and under 20 minutes to Manchester. Mettawee School District, with school choice for grades 7–12. A turnkey property that blends modern updates with classic comfort—ready to welcome its next owner.

Country charm at the foot of Shatterack Mountain. Nestled in a classic Currier & Ives setting, this exceptional Cape Cod style home and barn sit on over 37 private acres, accessed by a a picturesque bridge over White Creek. Built by craftsman Mark Breen and inspired by a 300 year old Connecticut Cape, this home showcases timeless period detailing with crown molding and picture windows. Constructed in 1985, the home seamlessly blends traditional aesthetics with modern systems. Cedar siding, wide plank floors, wood burning fireplace, and a wood stove evoke a warm, historic feel, while thoughtful construction -- including 6-inch studs and ample insulation -- ensures year-round comfort. Heating is provided by hot water baseboards, supplemented by a mini-split for heating and cooling. An automatic generator offers peace of mind with backup power. The approximately 2300 square foot home features six spacious sunlit rooms, including 2.5 baths and an attached two-car garage. Every room is generously sized and designed to let in natural light and views of nature, while maintaining peace and privacy. A solidly built barn -- formerly a sugar house -- offers versatility, with an insulated room complete with power and water, ideal for a workshop or studio. Outdoors, the property is a nature lover’s dream: a secluded backyard, a fenced garden area, a scenic hiking path leading to a valley overlook, and a diverse mix of mature trees, including valuable timber. Call today for a tour!

Exquisite Residence located just 2 miles from Dorset Village in North Rupert. Featuring creative flooring tile, wood accents, exposed beams & wide-plank hardwood floors, the rustic yet sophisticated design creates an earthy & luxurious experience. The chef kitchen is a culinary masterpiece, with custom sage green cabinetry, sleek black countertops, & a deep soapstone farmhouse sink – all blend together offering timeless durability alongside a wall of windows that flood the room with soft, natural light. The primary suite resides in the soaring loft space—its vaulted ceilings & natural finishes evoke a sense of open, tranquil repose. Large windows flood the loft with daylight while offering sweeping mountain views & rolling fields, creating an ambiance that is cozy & chic. Two additional bedrooms are well appointed to host family & guests. A dedicated study showcases generous windows that invite bright, natural illumination throughout the day. Crafted to blend style w/practicality the space is framed by peaceful views. The 1 bedroom/2 bath guest cottage is comfortable & bright, offering welcoming seclusion for visitors while maintaining a country aesthetic. A charmingly rustic yet modernized studio barn embodies high ceilings, rich textures, and is well-appointed w/ kitchen & full bathroom. Ideal for holiday gatherings / dinners, an artist’s atelier, yoga studio, or serene retreat.Cherish the peaceful rhythms of country living and meticulous craftsmanship in Vermont elegance

Luxury home, move-in ready, on 5+ peaceful acres with protected panoramic mountain views and stream frontage, this fully renovated 1909 Federal offers timeless character with a like-new feel—just 2.5 miles from the Dorset Green and dining but away from the bustle. Every inch of the main home has been meticulously updated with premium materials and workmanship. A custom walnut kitchen with high-end built in appliances with island bar seating opens to a warm dining area both ideal for entertaining. New hickory floors run throughout, complemented by handcrafted walnut railings. The first floor features a sunlit living room with a fireplace, half bath, mudroom/laundry, and a primary bedroom with custom walnut features; spa-like bathroom and a beautiful view to wake up to. Upstairs offers three spacious bedrooms, including a second primary suite with bath and walk-in closet, an additional full bath, and a bonus television or recreation room. Outdoor living includes a covered porch and an elegant custom stone patio perfectly placed to capture protected views. A fully updated detached cottage with cathedral ceilings, exposed beams, new kitchen and bath, and its own driveway/address provides flexible space for guests, an office or rental income. Walk down the path to the spring fed stream and add an Airstream for further guest or quiet space! Both homes have new or newer septic systems, Generac generators and landscaping in progress.