Recently Sold Old Bennington, VT Homes

This beautifully restored Old Bennington 4-bedroom Colonial, originally built in 1790 by Captain David Robinson, Jr., grandson of the founder of Bennington, seamlessly blends rich history with modern luxury. Located in the heart of the historic district, the home boasts breathtaking views of the Bennington Battle Monument, Mount Anthony, and the surrounding mountains. Meticulously updated, the

Kelley Mccarthy Mahar McCarthy Real Estate

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, it transitioned to become the clubhouse of the Mount Anthony Country Club, a role it maintained well into the early 20th century. Now situated on 2.5 acres, this charming Colonial-style home exudes character and grace,

Moira Spivey Four Seasons Sotheby's Int'l Realty

Set on 7.16 picturesque acres, graced by the iconic Bennington Battle Monument, this beautifully crafted saltbox colonial offers a blend of historic charm and modern comfort. The spacious, light-filled living room features a cozy wood-burning fireplace and an elegant, coffered ceiling, perfect for relaxed evenings. The country-style kitchen, complete with a dining area, provides stunning mountain

Moira Spivey Four Seasons Sotheby's Int'l Realty

Lovingly cared for by a single family since it was built in 1986, this well-maintained single wide is ready to welcome its next chapter—and new owners. Conveniently located just 7 minutes from downtown Bennington and moments from the Monument Arts Center, this home offers both comfort and accessibility. Situated on the first lot in the park, you’ll enjoy stunning mountain views right from the

Thomas Martins Maple Leaf Realty

Here's your opportunity to totally renovate a home. Unfortunately, the pipes froze this past winter and the house had to be just about gutted. Located in a P.U.D, mintues from downtown Bennington, and our local Hospital. House had 3 bedrooms and 1 1/2 bathrooms, and a enclosed porch. 1,365 sq ft. Basement has the potential to be finshed.

Timothy Corcoran Mahar McCarthy Real Estate

New Construction. Sold before listing on MLS. New Buyer selected finishes.

Lilli West Maple Leaf Realty