In Western Kentucky's Pennyroyal region, Caldwell County, centered around Princeton, boasts fertile soils and a welcoming community for land buyers. Its established agricultural roots and affordable land prices make it a prime location for those dreaming of country living and farming. Discover authentic Appalachian living in Owsley County, an Eastern Kentucky treasure with Booneville as its county seat. Home to a small population of just over 4,400, this county offers rugged, heavily wooded land, perfect for those seeking ultimate privacy, self-sufficiency, and a connection to unspoiled natural beauty.