The value of farms, rural land, hunting land and other land for sale in Caroline County, Maryland, recently on Land.com was almost $24 million. This represents nearly 1,000 acres of farms, rural land, hunting land and other land for sale in Caroline County. Caroline County ranks 23rd out of 24 counties in the Free State for the combined amount of land currently advertised for sale. Of all locations in Caroline County with farms and rural land for sale, Ridgely had the most land for sale. Caroline County is the 22nd biggest county (325 square miles) in Maryland. It's located in the Eastern Shore Maryland region of Maryland.