The value of all farms and rural land for sale in Vermont's Bennington County recently was nearly $151 million, representing a total of 2,297 acres of land for sale in Bennington County. Bennington County ranks 10th in the Green Mountain State for the combined amount of land currently advertised for sale. Bennington featured the most land for sale. Based on its natural assets, tourism and recreation are important contributors to the Bennington County economy. Bennington County is one of the ten biggest counties in Vermont (677 square miles). It's located in the South Vermont region of the state.