There was a total of $100 million of land and rural real estate for sale in Cheshire County recently on Land.com. The total size of all Cheshire County farms, rural land, hunting land and other land for sale was 4,000 acres. Cheshire County ranks eighth in the state based on the combined acreage of land for sale of all the counties in the Granite State. Keene featured the most land for sale. Cheshire County is one of the ten largest counties in New Hampshire (728 square miles). It's located in the South New Hampshire region of New Hampshire.