Welcome to 400 Old Dixie Loop, an impeccably maintained 3-bedroom, 3-bathroom home offering 1,980 sq ft of living space on 8.99 scenic acres in Upton, KY. This property combines high-quality craftsmanship with modern functionality, perfect for those seeking a country retreat. Inside, you’ll find custom kitchen cabinetry, solid poplar six-panel interior doors, & oversized solid poplar trim including crown molding, baseboards, & chair rail. The home features 2x6 exterior walls & insulated interior walls for sound dampening. The open floor plan is ADA accessible, w 36" doors, wide hallways, tall toilets, grab bars in two bathrooms, & ramp access. A bonus flex room offers potential as a fourth bedroom, nursery, or office. The home is in excellent condition, though the carpets are worn & may need replacing. Energy-efficient features include special-order, double-glazed, fully tinted windows throughout. The home’s dual fuel heat pump system is paired w an energy management thermostat for optimal comfort & savings. The attached 720 sq ft garage is heated & cooled, with an insulated overhead door, two permanent workbenches, built-in shelving, & generator hookup. The property has two outdoor living spaces: a 496 sq ft front porch & 416 sq ft rear deck, both rebuilt in 2024 w new deck boards. Recent upgrades include a new roof (complete tear-off, 2024), new siding (2024), & 400 feet of whiteboard fencing. The 40x80 barn is divided into two sections: a 40x50 maintenance area with 200-amp electrical service, three insulated overhead doors (two w auto openers), plus a 40x30 heated & cooled space featuring a wood shop, a full bathroom w an 8x8 walk-in rain shower & is prepped for a kitchen. The barn has its own septic system, ideal as a mother-in-law apartment or guest quarters. The property also includes a 20x26 three-sided shed for additional storage. For RV enthusiasts, the property offers a concrete RV pad with 50-amp electrical service, filtered water, & a dump station. There are three fenced pastures (or one large pasture), each with electric & water access. The primary septic system serves the house, while the second septic system is for the barn. A whole-house & barn alarm system provides security. This estate offers the perfect blend of luxury, functionality, & versatility—ideal for multigenerational living, hobby farming, or a live-work setup. Schedule your private showing today to explore all this 8.99-acre gem has to offer!!