Land for sale in New York's Chautauqua County recently totaled $98 million and nearly 4,000 acres. Chautauqua County ranks 17th in the Empire State for the total acreage of land currently advertised for sale. Among cities in Chautauqua County with land and rural real estate for sale, Jamestown had the most land for sale. Chautauqua County is one of the ten largest counties in New York (1,500 square miles). It's located in the Western New York region of the state.