1355 Jackson Hollow Road Step into a storybook setting where timeless character, breathtaking scenery, and unmatched privacy come together on nearly 74 acres in the heart of the Smoky Mountains. This beautifully preserved 1920s Victorian farmhouse is a rare treasure, offering the perfect blend of historic charm, modern comfort, and endless possibilities. From the moment you arrive, you'll be captivated by rolling pastures, mature hardwoods, peaceful streams, abundant wildlife, and panoramic mountain views that create an unforgettable backdrop in every season. Whether you're dreaming of a private estate, working farm, equestrian property, or mountain retreat, this extraordinary property offers the space and setting to make it a reality. Inside, the home showcases much of its original craftsmanship while thoughtfully incorporating modern updates. The spacious kitchen is designed for gathering, featuring stainless steel appliances, generous workspace, and a charming wood stove that fills the home with warmth and character. Just beyond, the formal dining room invites memorable meals around the wood-burning fireplace, while the adjoining den provides flexible living space that could easily serve as a third bedroom, office, or cozy library. Upstairs, you'll find two inviting bedrooms and a half bath, each filled with the timeless charm that makes historic homes so special. Recent updates to the home include professionally cleaned chimneys with the installation of a bird guard, masonry repairs, and a newly installed dryer vent. The well system has been enhanced with a new pressure tank and fittings, while a whole-house water filtration system and a new dishwasher were added this year. The crawlspace has also been professionally encapsulated and equipped with a dehumidifier, which helps improve energy efficiency, protect the home's structure, and create a healthier living environment. Step outside and experience a true East Tennessee retreat. The picturesque landscape is filled with mature trees, native plantings, and a greenhouse featuring a natural rainwater collection system, creating the perfect setting for gardening and sustainable living. Equestrian enthusiasts and hobby farmers will appreciate the impressive century-old post-and-beam barn with five stalls, beautifully maintained with new windows, fresh gravel flooring, updated lighting, and new fans. There is also another large pole barn along with a storage building, providing exceptional space for equipment, livestock, workshops, or recreational vehicles. The property is fully fenced and cross-fenced, making it ideal for horses, cattle, or other livestock. It also features two scenic ponds that enhance both its beauty and functionality. With nearly 1, 800 feet of road frontage on both sides of a county-maintained paved road, this remarkable property also offers outstanding flexibility for future development or subdivision, making it as strong an investment as it is a place to call home. Combining over 73 acres of secluded land, historic architecture, equestrian amenities, and the breathtaking beauty of the Smoky Mountains, this is more than a home, it's a legacy waiting to be passed on for generations to come. Call today to schedule your tour of this amazing property!