181 Liles Ln, Greenup, KY 41144

This remarkable 17-acre property offers three homes, an oversized garage, a workshop, a working sawmill, and historic structures of local significance, all surrounded by a nature preserve. With four or more bedrooms, multiple bathrooms and decks, breathtaking views, and exceptional privacy, the possibilities are truly endless for this one-of-a-kind property that is a must-see! With locations where celebrated Kentucky author Jesse Stuart wrote portions of his work, historic structures tied to his legacy, and an impressive 32x58 garage/workshop designed for both function and entertaining, this property is truly one of a kind. Bordered on three sides by the nearly 800-acre Jesse Stuart Nature Preserve and just minutes from downtown, it offers incredible privacy without sacrificing convenience. The main residence features approximately 2,500 SqFt with 2 bedrooms and 2 full baths. Inside, an open-concept layout connects the living room, dining area, and kitchen, highlighted by stunning wood cabinetry and a warm, inviting feel throughout. Outside, enjoy a hot tub on the front porch along with a rear deck overlooking the property and its historic surroundings. One of the property’s standout features is the impressive 32x58 garage and workshop with 12-foot ceilings. The space also includes an office and bathroom, making it functional for a variety of uses. Designed for entertaining as well, it features a bar, lighted dance floor, overhead dance lighting, and a fog machine. A 20-foot covered front porch and 16x20 covered rear porch extend the space outdoors. Whether used as a workshop, collector’s space, entertainment area, or ultimate man cave, the possibilities are endless. Nearby, you’ll also find a working sawmill, fire pit area, and a charming two-story woodworking shop tucked along the woods with double covered decks overlooking the property. The acreage offers a beautiful blend of open pasture, mature hardwoods, creeks, two stocked ponds, and an assortment of established fruit and nut trees including apple, cherry, persimmon, chestnut, and walnut. Rich in local history, this property includes the original five-bedroom farmhouse still stands and is filled with character, from its wraparound porch to the beautiful stone fireplace and preserved original details throughout. The Jesse Stuart bunkhouse is a celebrated local landmark and has long been visited during Jesse Stuart Days, adding an especially meaningful connection to the area’s history. The property also includes locations associated with Jesse Stuart’s writings. Two additional small historic structures remain on the property include a hand-hewn dovetail log building and an original corn crib. The original barn, attributed to Mitchell Stuart from the early 1900s, adds another piece of local history. A picturesque picnic shelter provides a beautiful gathering place among the grounds, while a hand-dug rock-lined well, drilled well, and impressive natural boulders add even more character to the property. A separate two-bedroom residence provides even more flexibility and would be ideal for guests, extended family, rental income, or a unique Jesse Stuart-themed Airbnb. More than just acreage and improvements, this is a truly distinctive Greenup County property filled with history, character, natural beauty, and endless possibilities for its next chapter.