This extraordinary Picton estate offers a rare blend of heritage charm and modern luxury, set on nearly half a town block in one of the County's most desirable in-town locations. Originally dating back to 1862, the Uplands house has been thoughtfully reimagined to deliver timeless character with elevated, contemporary living. Soaring 11-foot ceilings, refined architectural details and expansive principal rooms create an immediate sense of scale and sophistication. Designed for both everyday living and entertaining, the home flows seamlessly from the chef-inspired kitchen to the stunning great room, where vaulted ceilings and a statement fireplace anchor the space. The primary suite feels like a boutique hotel retreat, while three additional bedrooms, including a custom bunk room, offer flexibility for family and guests. A full suite of lifestyle amenities sets this home apart, including a theatre room, bar lounge, built-in speakers, private gym, infrared sauna and cold plunge. Outdoors, the property transforms into a private resort with an inground heated pool, hot tub, pergola with built-in kitchen and multiple seating areas, all surrounded by professionally landscaped grounds. A three-car garage with 12-foot lift-ready ceilings and the rare combination of privacy and walkability complete this exceptional offering. A standout property for buyers seeking space, design and lifestyle in the heart of Prince Edward County.