Land for sale in Windsor County recently totaled nearly $311 million and 8,000 acres. Windsor County ranks second based on the total acres of land for sale of all the counties in the Green Mountain State. Ludlow had the most land for sale. Based on its natural assets, tourism and recreation contribute significant revenue toward Windsor County's overall GDP. Windsor County is the largest county in Vermont (977 square miles). It's located in the South Vermont region of the state.