Discover the perfect blend of country charm, versatility, and income potential at 3095 State Highway O in Highlandville, Missouri. Situated on 40 beautiful acres with additional acreage available, this unique property features two separate homes, barns, a creek, mature timber, and open pasture--perfect for multi-generational living, rental income, hobby farming, livestock, or your dream homestead.The main home, built in 2006, is a farmhouse-style cabin offering approximately 2,500 sq ft with 3 bedrooms, 2 bathrooms, and a fully finished walkout basement. Inside, you'll find wood-beam ceilings, hardwood floors, rustic finishes, and a cozy wood-burning stove. The open living area flows into a beautifully designed kitchen featuring a commercial-grade gas range, built-in pantry, granite and wood countertops, and abundant cabinet space. The finished basement includes a second living area and full bathroom, ideal for guests or extended family. Recent updates include new windows and a metal roof. Private well and septic included.The second home, built in 1953, offers 1,308 sq ft with 2 bedrooms and 1 bathroom. Full of character and charm, it features hardwood and tile flooring, updated vinyl windows, a built-in pantry, and a newer roof. An unfinished basement provides excellent storage or future expansion possibilities. This home also includes its own private well and septic, making it ideal for rental income, Airbnb use, or guest housing.Outside, the property includes two barns for livestock, hay, equipment, workshops, or storage, plus a beautiful mix of pasture and mature timber. A peaceful creek runs through the back of the property, adding to the natural beauty and recreational appeal. Located just minutes from town amenities while still offering privacy and seclusion, this is a rare opportunity to own a versatile Ozarks property with room to grow. Additional 23 acres available MLS #60311209.