Rupert, VT Classified Ad Listings

101 Clapper Hollow. Enjoy the peace and beauty of country living on 1.3 acres in scenic Summit, NY! Offering 3 bedrooms, 1.5 baths, and a flexible layout that began as a 1960 mobile home with subsequent additions, this property presents an opportunity to make a country home your own. Take in the beautiful valley views, enjoy the oversized wood stove, and appreciate the convenience of central fo...

238 Seminary Ave. Manchester Village Living Experience the charm of village life in this expansive Victorian home and guest cottage, ideally located in the heart of Manchester Village. Rich in character and architectural detail, the home features original woodwork, soaring ceilings, generously sized rooms, and timeless New England appeal-enhanced by a new roof, windows and heating system. The s...

122 Blue Heron Lane. Single Family Home for sale in Dorset, VT for $2,250,000 with 4 bedrooms and 3 full baths, 1 half bath. This 4,831 square foot home was built in 1988 on a lot size of 3.02.. Beautifully Renovated Dorset Home on 3.02 Acres Discover the perfect blend of traditional Vermont charm and modern style in this beautiful 4-bedroom, 4-bath home, set on 3.02 picturesque acres in desira...

48 Western Shores Rd. Nestled on the southwest shore of beautiful Lake St. Catherine, which is one of Vermont's best kept secrets, it's lakeshore living at it's best! This picturesque double lot, boasting 150' of lakeshore and over a half acre is accented with the most gorgeous views that you'll ever experience. From the moment that you enter this year round residence built in 1990, you will be...

456 Lower Hollow Rd Unit 1. Light, bright and beautifully updated, this three-bedroom Dorset Hollow condominium offers easy living in a peaceful Vermont setting. Recent improvements include a renovated kitchen, new windows, new siding, new carpeting and flooring, updated baths, fresh interior paint and a blue stone front walkway. The main level offers an open, comfortable layout filled with nat...

777 McCooey Dr. Set back from a quiet country road in Manchester, Vermont, this spacious Federal farmhouse style home offers a wonderful blend of comfort, privacy and Vermont charm. The classic white exterior with its attached red barn creates a welcoming first impression, while the home's thoughtful design provides plenty of space for everyday living, entertaining and enjoying the peaceful sur...

2334 Morse Hill Rd. Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you've been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peac...

540 Scottsville Rd. Bring your vision to 540 Scottsville Road in Danby! This property offers a unique opportunity for those looking for a renovation project, homestead, or potential redevelopment opportunity in a beautiful Vermont setting. The existing house is in need of substantial renovation and is best suited for a buyer looking to restore, rebuild, or create something new. The town current...

556 Equinox On The Battenkill Unit J11. SUMMER RENTAL 2027 - EQUINOX ON THE BATTENKILL There is so much to offer! This sought-after four-bedroom EOB townhome is now available for a summer seasonal rental. EOB amenities include tennis, pickleball, pool, and clubhouse privileges. Enjoy all that Manchester and the Mountains have to offer. We have the Manchester Music Festival, The Vermont Summer F...

124 Clarendon Rd. Opportunity awaits with this three-bedroom, one-bathroom mobile home situated on a spacious one-acre lot just outside Wallingford Village. Renovations have been started, providing the perfect opportunity for the next owner to complete the finishing touches and make this home their own. Enjoy the mountain view while unwinding at the end of the day on the spacious deck overlooki...

40 Kelleher Rd. Where Vermont Living Feels Effortless Dorset Home, Guest Cottage, Pond and Mountain Views Settle into the beauty of Dorset with a property that feels like a true Vermont retreat. This lovingly maintained offering pairs a welcoming main residence with a separate one-bedroom cottage, 4.5 acres of open land, a private pond, and beautiful views creating a rare opportunity to enjoy s...

B Prospect St. A rare opportunity to own 38 stunning acres in the heart of Manchester Village, offering the perfect balance of seclusion, natural beauty, and convenience. A long, winding serpentine driveway gracefully leads to a beautifully manicured and ready-to-build homesite, creating a dramatic and private approach. Thoughtfully improved with underground power brought directly to the buildi...

392 Powderhorn Rd. Set on two private acres in Manchester, this 4-bedroom, 2.5-bath Colonial combines classic character with thoughtful updates. Wide-plank pine floors, abundant natural light, and generously proportioned rooms define the interiors. The main level includes a spacious living room with a stone fireplace, a formal dining room, and an eat-in kitchen. An adjoining flexible space offe...

14 Vaughn Farm Rd Unit 1. Breathtaking views of Mount Equinox await from the privacy of this three-bedroom, 2.5-bath end unit condominium, ideally located just minutes from town and the ski mountains. The top floor features a bright loft filled with natural light and a convenient half bath. The spacious living room opens to a private deck with stunning mountain views and includes a cozy wood-bu...

197 Bromley Brook Rd. A classic Vermont setting, mountain views, and a home designed for comfortable living come together in this inviting Manchester property. Set on a level, beautifully usable lot, the home offers a peaceful retreat while keeping Bromley, Magic, and Stratton close at hand. The kitchen and dining areas are filled with natural light, with large windows bringing the surrounding ...

61 Norton Avenue. Single Family Home for sale in Poultney, VT for $259,000 with 2 bedrooms and 1 full bath, 1 half bath. This 884 square foot home was built in 1927 on a lot size of 0.41.. Welcome to this charming village home tucked away on a quiet side street in Poultney, offering the perfect blend of convenience, comfort, and inviting indoor and outdoor living! Within walking distance to Pou...

68 Green Peak Orch S. Welcome to Green Peak Orchard in Dorset, Vermont, where timeless architecture and exceptional craftsmanship define this custom Greek Revival residence on 9.9 private acres. Surrounded by mature landscaping, stone walls, and slate terraces, this remarkable home blends classic New England elegance with modern comfort. Designed with meticulous attention to detail, the home fe...

653 Saw Mill Hill Rd. LOG HOME, 10 ACRES, HORSE BARN. Is your love for riding horses, hunting, hiking or soaking in the great outdoors; if so, let the adventure begin right here with this story book setting. Hidden on 10 acres of complete privacy with a 24'x30' two story horse barn with heated artist studio ( this space would also make a great office space with lots of natural light), paddock, ...

138 River St. Welcome to this charming 3-bedroom, 1-bath home offering plenty of potential in the heart of Wallingford. Situated on a level 0.25-acre lot with a peaceful, country-like setting, this property provides a great opportunity for buyers looking to add their own personal touches or investors seeking their next project. Inside, you'll find a spacious living room, formal dining room, and...

88 Windward S. Beautifully maintained contemporary home on 3.62 private acres with elevated westerly views of Mt. Equinox and spectacular sunsets. Designed by renown architect Deborah Berke, Dean of the Yale School of Architecture, this light-filled home offers the ease of main-level living with a first-floor primary suite, laundry, bright office, den with custom built-ins, and spacious living ...