Recently Sold Rupert, VT Homes

Great property featuring a One bedroom, Living room, dining room, kitchen and full bath with laundry over a large garage workshop. Lots of potential with this 2.63 acre property with an easy commute to Dorset and Manchester as well as Salem, New York.

Max Squiers KW Vermont - Brenda Jones Real Estate Group

This very special Vermont Contemporary is perched above the road on 10+ beautiful acres of gardens and park-like forest. The property is located on the east side of VT Rte 153 in Rupert, an unspoiled northwest corner of Bennington County. Start your day enjoying sunrise in the breakfast sunroom for morning coffee or tea, and enjoy the evening light on the west-facing screen porch listening to

Kristin Comeau TPW Real Estate

Come step back in time as you walk through this impressive 6 plus bedroom 4000+ square foot c1800 stately home awaiting restoration.  With gorgeous original floors, moldings, doors and fixtures all intact, upstairs high ceilings where legend has it there was once a  ballroom floating dance floor; this is one of Rupert’s historic pride and joys. And all set on 16 acres of beautiful level land with

Scott McChesney McChesney RE, Inc.

A Vermont home with a perfect blend and timeless appeal of a historic home and the conveniences of modern living. This charming home has endless possibilities, from restroration to a blank canvas to make it exactly the home you have always wanted.The home features a first-floor washer and dryer conveniently located in a spacious mudroom—perfect for keeping things tidy after spending time

Flex Realty Group Flex Realty

Nestled in the Vermont village of Rupert this 3 bedroom, 2 bath home has all you need. Modular construction with large family room with pellet stove, large kitchen with island, dining room, living room, primary bedroom suite and more. Private back yard, front sitting porch and large unfinished basement. The attic space is insulated with a walk up and materials are left to begin finishing it if

Max Squiers KW Vermont - Brenda Jones Real Estate Group

Mountain views and meadows surround this lovely cape on 2.30 acres just 6 miles from the Dorset Green. Well built two bedroom, two bath light filled home offers hardwood floors and updated kitchen with brand new stainless steel appliances. The oversized picture windows enhance the spectacular mountain views. The dining room features a gas stove or enjoying a cozy wood burning fire in the living

Margretta Fischer Wohler Realty Group

Charming Vermont property with lots of potential! Nestled in the hills of Rupert Vermont on approximately 11.42 acres, this cape-style home built c1972 offers a cozy layout with two bedrooms one bath, and a great cathedral ceiling, living dining area with fireplace and sliders to the deck. The two shed outbuildings provide additional storage or workspace, perfect for a quiet retreat or hobbyist.

Scott McChesney McChesney RE, Inc.

Your search is over! Finding a quintessential Vermont country homestead has its challenges and this property may be the whole package. This 1900 Farm House on 18.77 acres offers mountain views, open farmland, perennial gardens, specimen trees and a river running along the back border of the property (The White Creek). Additionally there is a 2 car detached garage with workshop area, loft

Sara Buckley Josiah Allen Real Estate, Inc.

This home is perfectly situated where the lush meadow meets the mature rolling woodlands with majestic views of morning sunrises from the back deck and evening sunsets from the front deck. The panoramic views of the surrounding mountains and meandering hills and dales will make you never want to leave home. Built in 2003 this home has recently been updated with newer vinyl siding and a brand

Suanne Ohl Northland Real Estate

After more than 180 years the Hay family is parting with this beautiful West Rupert farmstead. This is a unique and special property blending village convenience, village commercial zoning, with 25A of incredible flat/tillable prime agricultural meadowland, a 5 bedroom colonial farmhouse, and a substantial 30x50 shop building with two solar arrays with a double Tesla Powerwall. The land and

Scott McChesney McChesney RE, Inc.