5916 Old State Highway 86, Chapel Hill, NC 27516

Welcome to a one of a kind Tudor retreat on 5.46 acres in Chapel Hill, where historic character meets a fully renovated, move in ready home. Thoughtfully updated from top to bottom by award winning Green Hill Contracting, this 3,959 square foot residence offers 4 bedrooms and 5 bathrooms (3 full 2 half), but lives like 5 bedrooms thanks to multiple flexible bonus and guest spaces (septic permitted for 4 bedrooms). Inside, warm hardwood floors, rich millwork, and dramatic exposed beams frame a series of inviting gathering spaces, including a stunning living room centered on a floor to ceiling stone fireplace and bay window that capture serene wooded views. An elevated dining area flows into the showpiece kitchen, where you'll find sleek quartz countertops, custom cabinetry, a large entertaining island, floating shelves with accent lighting, and a professional style range, perfect for everyday cooking or hosting a crowd. Thoughtful touches like the updated powder room, a well appointed mudroom with built ins, fireplace and wood stove make the home feel both modern and timeless. The private owner's suite is a true retreat, featuring its own balcony overlooking the property, ideal for morning coffee or unwinding at sunset, along with a beautifully updated ensuite bath and generous closet space. Additional bedrooms and baths are spacious and bright, while flexible rooms on each level can serve as an office, playroom, media room, or extra sleeping quarters to accommodate guests or multi generational living. Outdoor living is just as special, with a wide front porch, multiple doors connecting the interiors to the grounds, and expansive yard framed by mature trees that provide privacy and room to roam. At the front of the property sits a rare log cabin believed to be one of the oldest surviving structures of its kind in Orange County; the Orange County Historic Preservation Society has expressed interest in pursuing landmark status with the future owner, offering potential tax advantages should the buyer choose to designate it. This is a rare opportunity to own a beautifully updated Tudor home with rich architectural details, abundant space, and a remarkable historic outbuilding, just a short drive to all that Chapel Hill and the Triangle have to offer. AGENTS see private remarks.