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1793 in Bennington, VT

10/15/25 2 Comments
Posted on OHD: 10/15/25. As of 10/15/25, it was no longer for sale. It is archived here for historical reference and educational purposes.

34 Chandler Way, Bennington, VT 05201

History Lovers Rejoice! An extraordinary opportunity to own a unique property bordering Historic Old Bennington. Situated next to the Four Chimneys inn, this 3.92-acre lot features three distinct houses, offering a blend of historic charm and modern potential. This property presents a versatile investment, ideal for a family compound or a lucrative rental venture. The property is situated on a private road ensuring privacy and exclusivity. The main residence was the Old Bennington Country Store and Post Office, originally built in 1793 during George Washington's presidency. It retains its original character and historical significance. Boasting a spacious layout with expansive living room with original shelving and fireplace, an oversized master bedroom w/ vaulted ceilings and a wood stove, a second floor that could add even more living space, and a newer FHA heating system. A detached two-car garage, built in 2009, with a loft is also included. The second house is a charming little red schoolhouse w/ rustic Post and Beam construction, converted for residential use and built in 1822. It was the Groveside one room Schoolhouse which was relocated to the site from Hoosick Falls NY back in 1972. It offers an oversized master bedroom with a large walk-in closet, high ceilings, decorative lighting, and a newer heating system. The third house, built in 2012, provides a contemporary living space, a private backyard, and a Comfortbilt Pellet Stove.
3 Bed ∙ 3 Bath ∙ 5,527 Sq Ft ∙ 3.92 Ac.
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