Welcome to an extraordinary private estate where timeless craftsmanship meets a truly breathtaking, park-like setting. Now encompassing just over 8 acres, this rare offering delivers unmatched space, versatility, and legacy-level living in the heart of Jonesborough. The estate now includes a second residence, expansive garage space, and a newly added sports court--creating a multi-functional property ideal for guest accommodations, recreation, or future expansion. The additional residence offers endless opportunity--perfect for extended family, a private office, or income-producing potential. The main residence, offering nearly 9,000 square feet of above-grade living, is both grand and inviting--designed for elevated everyday living and exceptional entertaining. A long concrete drive framed by stately stone columns leads to a commanding arrival, while the expansive stone front porch invites quiet mornings and sunset evenings surrounded by East Tennessee's natural beauty. Inside, the home is thoughtfully refreshed with new flooring and paint and filled with natural light. The chef's kitchen is a true showpiece, featuring heated floors, a professional-grade Wolf 8-burner range with double ovens, dual Miele dishwashers, and additional premium appliances from GE Monogram and Viking--designed to host effortlessly at any scale. Multiple living and gathering spaces flow seamlessly throughout the home, enhanced by integrated lighting systems and a whole-property WiFi network. A dedicated entertainment wing elevates the experience with a full secondary kitchen, expansive gathering space, elevator access via a hydraulic system, and direct connection to the poolside veranda--blurring the line between indoor and outdoor living. Behind the scenes, the home is equally impressive. The home features high-efficiency tankless water heaters, five HVAC systems, and commercial-grade dehumidification--ensuring comfort and efficiency throughout. The upper levels offer a private retreat in every sense, highlighted by an exceptional primary suite complete with its own third-level den, fitness space, and oversized dressing room. Additional bedroom suites provide comfort and privacy for family and guests alike. Beyond the main home, the carriage house features its own security system, laundry, and flexible living space, while the impressive car barn expands the lifestyle even further with natural gas heating, oversized garage bays, half bath, and integrated WiFi--perfect for collectors, hobbyists, or entertaining on a larger scale. Outdoors, the estate transforms into a private resort. A heated pool with integrated lighting features create an elevated experience, while extensive low-voltage landscape lighting and over 35 irrigation zones--fed by a private pond and well system--ensure the grounds remain lush and meticulously maintained. The stocked pond, complete with water circulation system and recreation access, enhances both the beauty and function of the property. The charming secondary ''White House'' residence has updated structural support and metal roofing to further expand the property's versatility. Security and smart features are seamlessly integrated throughout the estate, including garage systems, lighting controls, and monitoring systems--many of which can be managed remotely--offering both convenience and peace of mind. Located in Jonesborough--Tennessee's oldest town--this estate offers more than just privacy; it offers connection to a rich and charming lifestyle. Known for its historic downtown, local shops, and the nationally recognized National Storytelling Festival, Jonesborough blends small-town character with modern convenience. Enjoy close proximity to Johnson City, leading medical facilities, and East Tennessee's outdoor amenities--plus the advantage of living in Tennessee, a state with no personal income tax. Buyer/Buyer's Agent to verify information.