There was a total of almost $48 million of land for sale in Dorchester County recently on Land.com. The total acreage of all Dorchester County farms, rural land, hunting land and other land for sale was around 2,000 acres. Dorchester County ranks 14th in the Free State for the total acreage of land currently advertised for sale. Cambridge featured the most land for sale. Dorchester County is the largest county in Maryland (982 square miles). It's located in the Eastern Shore Maryland region of the state.