Land with Home for Sale in Shelbyville, Kentucky

Beautiful 5.06-acre property in Shelbyville, KY along the Bourbon Trail featuring a 1988 brick ranch with 4 bedrooms, primary suite, updated kitchen, formal dining, and black brick fireplace. Walkout finished basement offers a full kitchen (6-burner propane), open living area, and bar-ideal for entertaining or separate living. Flexible layout includes main home, basement living option, and detached ~575 sq ft apartment with full bath. Fully fenced land with fruit trees, fire pit, and picnic area. 5-car garage/shop with office, bath, and lift. 40x60 Wi-Fi-equipped shop with tall ceilings (gym/recreation). Insulated 3-stall horse barn with tack room. New septic (2024) and HVAC (2025). This property is a rare combination of lifestyle, functionality, and flexibility-designed for how people actually live today. With three distinct living configurations (main home, walkout basement with full kitchen, and detached apartment with private bath), it offers true multi-generational living or income potential without compromise. The property goes far beyond a typical acreage listing. The 5-car garage with lift, office, and bath-paired with the 40x60 Wi-Fi-equipped shop-creates an ideal setup for entrepreneurs, mechanics, hobbyists, or anyone needing serious workspace at home. The shop's tall ceilings and open layout also make it well-suited for a gym, recreation space, or private event venue. Outdoor features are equally intentional, with fully fenced acreage, fruit trees, a fire pit, and an insulated horse barn with tack room-supporting both lifestyle and agricultural use. Whether you're looking to live, work, host, or invest-all from one property-this is a truly versatile, hard-to-find opportunity in Shelby County.