Welcome to 1505 Williams Hollow Road, a truly exceptional 11.1-acre estate nestled in the scenic hills of Big Stone Gap, Virginia. This rare property offers a combination of residential comfort, income potential, and functional versatility that's nearly impossible to find — making it ideal for those seeking a private homestead, multi-generational living space, or small business opportunity. The property features two beautiful homes and multiple outbuildings thoughtfully placed across the property. The main residence, approximately 2,882 square feet, was originally designed with a mother-in-law suite and includes two full kitchens, four bedrooms, and three full bathrooms. The layout allows for easy conversion into two separate living quarters, making it ideal for extended family, guests, or even rental income. Warm wood finishes, covered porches, and generous gathering spaces create a sense of comfort and craftsmanship throughout. The second home, approximately 832 square feet, currently serves as a playhouse but offers remarkable flexibility — perfect for use as a guest home, short-term rental, office, or caretaker's cottage. Its size and proximity make it a natural fit for those who want additional living quarters while maintaining privacy. In addition to the two residences, the property includes 11 total structures, eight of which will convey with the sale. These include utility buildings, covered shelters, and workshop spaces, offering ample room for tools, storage, or creative use. The property's thoughtful layout, gravel access drives, and open spaces make it easy to maintain and navigate. Previously home to a well-established, professional dog breeding operation, the infrastructure lends itself beautifully to continued animal care or related uses. The space and setup could also easily accommodate a mini farm, hobby farm, equestrian setup, boarding facility, or veterinary business. Each structure is well-constructed, practical, and positioned to balance convenience and aesthetics — all while maintaining a peaceful residential atmosphere. Set against a stunning wooded backdrop with views of the surrounding mountains, this property offers a rare blend of seclusion and accessibility. Enjoy the serenity of country living while being just minutes from local schools, shopping, and all that historic Big Stone Gap has to offer.