Step back into American history at Hillcroft, a distinguished county estate with roots tracing back to the 1700s. Built in five stages, this Colonial-style home stands proudly along the historic Great Wagon Trail and spans 21 picturesque acres. Offering 3 bedrooms, each with its own en-suite bath, and a total of 5.5 bathrooms, Hillcroft effortlessly blends historic charm with modern comforts. Notable features include 9 fireplaces, 4 staircases to 2nd level, wide heart pine floors, paneling reclaimed from a salt house and tobacco barn, hand hewed beams, doors from Patrick Henry's law office in Martinsville and beautifully preserved architectural details. Modern updates, including an enlarged kitchen, central heating and cooling, and a lower-level efficiency apartment with private entrance and handicapped accessibility, blend seamlessly with the home's historic character. The property also offers a cozy, 2 bedroom, log guest house, a detached two-car garage with additional storage, a brick workshop with garage in bsmt, and an open garage perfect for RV or boat storage. Outdoor spaces are equally captivating, with a formal boxwood garden leading to a romantic gazebo and a charming garden house that once served as a doctor's office. Hillcroft is a rare offering—steeped in history yet thoughtfully updated for today's living. Whether you are captivated by the architecture or the serene setting, Hillcroft is a once-in-a-generation offering. Come experience its legacy for yourself.