4911 & 5409 Highway YY

A rare offering in the Missouri Ozarks, this remarkable 132-acre private estate near Salem combines refined living, exceptional craftsmanship, recreation, and three distinctive residences into one extraordinary property. Thoughtfully developed and beautifully maintained, the estate provides a private setting for a multi-generational family compound, luxury retreat, corporate getaway, or premier vacation destination. As you travel the long, winding driveway, the heart of the estate comes into view, with the main residence, stocked pond, and custom barn-style residence thoughtfully positioned within the clearing. Built in 2002, the main home features 3 bedrooms, 2 full baths, a fourth nonconforming bedroom currently used as an office, and an oversized attached 2-car garage. The residence offers comfortable living while serving as the centerpiece of this exceptional private compound. Adding another level of luxury is the 2023 custom barn-style residence, positioned above a massive 60x40 detached garage with four doors. The approximately 1,250-square-foot upper-level residence features 1 bedroom and 1 bath and is finished as a sophisticated private retreat. Interior highlights include granite countertops, wine refrigerator, reclaimed wood flooring, custom tile, Pella windows, and a dramatic Modern Flames Orion 72-inch fireplace. The heated and finished garage provides abundant workspace and storage, while the expansive man cave/game room creates an impressive setting for entertaining. Insulated wood-overlay carriage-style garage doors and industrial openers add to the property's distinctive design. The third residence offers a completely different Ozark experience. This approximately 1,700-square-foot log cabin features 2 bedrooms, 1 bath, a loft, open-concept living, and a spectacular full-height wood-burning fireplace constructed with stone harvested directly from the property. A rear deck overlooks the surrounding landscape, while mature pine trees, a fire pit, and pipe fencing enhance the secluded retreat atmosphere. Formerly operated as a successful Airbnb, the cabin provides excellent guest accommodations and potential for continued vacation-rental use. Together, the three residences can accommodate up to 20 guests and provide 4 bathrooms, 3 washers and dryers, and 3 dishwashers, making the property exceptionally well suited for large gatherings and extended stays. Additional improvements include a stocked pond, wildlife watering area, shed with newer roof, and a 12x32 Legacy greenhouse equipped with electricity, an interior water pump, and automatic ventilation. The main residence and shed received new roofs in 2018, and a new septic system was installed in 2023. Adding a unique piece of history, an original hay hook uncovered during excavation of the barn-style residence is now displayed from a massive cedar beam. Beyond the residences, 132 acres of beautiful Ozark landscape provide privacy, wildlife habitat, and abundant opportunities for outdoor recreation. Deer and turkey are prevalent throughout the area, while the estate's location near Montauk State Park provides access to renowned trout fishing. The nearby Current River offers additional opportunities for floating, fishing, swimming, and summer recreation. The acreage, improvements, and multiple residences create flexibility for private enjoyment, family gatherings, guest accommodations, or an income-producing retreat. Located approximately 2.5 hours from St. Louis and near the recreational destinations of Salem, Montauk State Park, and the Current River, this property offers an exceptional combination of luxury, craftsmanship, privacy, and Ozark character. More than simply acreage with multiple homes, this is a thoughtfully assembled private estate designed to be enjoyed for generations.