Luxury homes for sale in the Bennington County (VT)

A rare gem and historically significant property in the picturesque setting of Manchester Village. Available for the first time in over 40 years! The embodiment of timeless...

Presented by Greg Cutler | Four Seasons Sotheby's International Realty

Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral...

Presented by Chris DeFelice | Four Seasons Sotheby's International Realty

Hidden at the top of one of Dorset’s quiet lanes you will discover the epitome of timeless elegance & modern luxury in this meticulously renovated 5-bedroom, 6-bathroom 1941...

Presented by Richard Slocum | Four Seasons Sotheby's International Realty

Welcome to High Fields: A Custom-Built Sanctuary in Southern Vermont. Arrive via a private, maple-canopied lane to discover tranquility & breathtaking mountain views. This home...

Presented by Andrea Kaplan | Four Seasons Sotheby's International Realty

Welcome to Forever Farm, a landmark property & location in Manchester Village, vt. This well maintained home is ready for family and friends – whether it be entertaining a large...

Presented by Andrea Kaplan | Four Seasons Sotheby's International Realty

Discover the perfect blend of luxury, sophistication and convenience in this stunning custom built property. Ideally situated in one of Vermont’s favorite winter and summer...

Presented by Adrienne Sherwood | Four Seasons Sotheby's International Realty

The Manchester residence on Canterbury Road is gracefully elevated on a landscaped 2.81-acre end-of-road setting, offering both tranquility and convenience to nearby amenities,...

Presented by Andy Reed | Four Seasons Sotheby's International Realty

Nestled at the end of a quiet cul-de-sac, this iconic turn-of-the-century Vermont farmhouse exudes timeless charm and character. With its signature clerestory windows, an...

Presented by Hayley VanDerKar | Four Seasons Sotheby's International Realty

Escape to your own private oasis with this stunning 67-acre estate nestled amidst nature's embrace. With winding trails, babbling streams, and serene woodlands, this property...

Presented by Adrienne Sherwood | Four Seasons Sotheby's International Realty

Discover this beautiful property featuring breathtaking mountain views and a bright, modern kitchen complete with marble and granite finishes. Enjoy the cozy living room, which...

Presented by Andy Reed | Four Seasons Sotheby's International Realty

Enjoy all Vermont has to offer year-round! This sun filled home is tucked away in Peru on 10 acres of land offering beautiful mountain views and a private pond with a beach, deck,...

Presented by Tatsiana Clark | Four Seasons Sotheby's International Realty

Step out of this Bromley Village home and walk to the slopes or catch the shuttle! Ideal for a primary residence or vacation retreat, this home offers 4 bedrooms and 4 baths. The...

Presented by Andy Reed | Four Seasons Sotheby's International Realty

Coveted Three Seminary Lane | Old Bennington Originally established in 1829 as Mount Anthony Seminary, this remarkable property first served as a boys' boarding school. In 1897,...

Presented by Moira Spivey | Four Seasons Sotheby's International Realty

Discover the ideal blend of privacy and convenience in this stunning four bedroom single family home at the end of a cul-de-sac in scenic Arlington, Vermont! Recently updated,...

Presented by Adrienne Sherwood | Four Seasons Sotheby's International Realty

Discover the perfect blend of homeownership and financial freedom with this incredible opportunity. This rare property comes with an income-generating apartment, allowing you to...

Presented by Adrienne Sherwood | Four Seasons Sotheby's International Realty