Bennington and Shaftsbury VT Real Estate

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Bennington and Shaftsbury, Vermont are located south of the Northshire communities in the Manchester and mountain town areas, and sit on the western border with New York State. Historic Bennington has a vibrant downtown and plenty of choices of neighborhoods for home buyers. Bennington boasts historic museums, sites and markers from the Battle of Bennington - one of the key Revolutionary War clashes in the larger Battle of Saratoga. The Battle of Bennington monument is the tallest man-made structure in all of Vermont. Just north of Bennington lies Shaftsbury and it's rural, rolling hills, fields and farms. Shaftsbury Vermont has hiking, local food farm stores, and historic buildings. The town has the quiet expected of a peaceful Vermont town, star-filled skies at night, yet so close to the conveniences of Bennington. Learn more about the Bennington Area!

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated July 17, 2026 6:39 PM EDT