The Hoffman Round Barn, located near Wolftown in Madison County, is a rare example of a 12-sided barn, built during a period in the early 20th century when round barns were promoted by U.S. agricultural colleges for their affordable construction costs, labor-saving design, efficiency in sheltering livestock, and improved capacity for storing grain and hay. The Hoffman barn, constructed in 1913, is one of only three 12-sided barns built by Haywood Montebello Dawson in the upper Rapidan River watershed circa 1910–1920. While the Hoffman Round Barn is the principal historic resource on the Gentry Farm, its setting includes a farmstead that evolved during more than 250 years of agricultural use; the dates of significance for the property extend from 1781, denoting the earliest legible marker in the family cemetery, to 1941, when a Colonial Revival dwelling was constructed on the property.