The total value of land for sale in Windsor County recently on Land.com was almost $305 million. This represents 8,000 acres of land and rural real estate for sale in Windsor County. Windsor County ranks second based on the total amount of acres of land for sale of the 14 counties in Vermont. Of all locations in Windsor County with farms and rural real estate for sale, Ludlow had the most land for sale. Based on its natural assets, tourism and recreation are important factors in the Windsor County economy. Windsor County is the largest county in Vermont (977 square miles). It's located in the South Vermont region of the state.