Middletown, MO

With fewer than 200 residents, Middletown is a quiet, friendly town surrounded by the open farmland of Montgomery County. Established in 1837 where two historic travel routes crossed, it is one of the oldest settlements in the county. Today, Route 161 runs along the south edge of town, giving locals an easy connection to neighboring communities while keeping the neighborhood peaceful. It is an ideal spot for anyone looking for wide-open space, low-key country living, and a tight-knit rural atmosphere.