There was a combined around $115 million of land and rural real estate for sale in Middlesex County, Connecticut, recently on Land.com. The total size of all Middlesex County land for sale was around 2,000 acres. Middlesex County ranks seventh in the state for the total number of acres of land currently advertised for sale. Among cities in Middlesex County with land for sale, Essex had the most land for sale. Middlesex County is one of the ten largest counties in Connecticut (439 square miles). It's located in the River Valley Connecticut region of the state.