Location and privacy are all in one. Only 12 minutes to Thornbury or Georgian Peaks Ski Club set on 20 breathtaking acres along storied Old Mail Road in Grey Highlands, this extraordinary estate is a rare convergence of heritage, design, and natural beauty. Anchoring the property is a distinguished main residence dating to 1863 rich with history and perched above a natural grotto carved into escarpment stone, offering a poetic reminder of the lands ancient character. The home is a rare blend of heritage charm and modern refinement. Painstakingly maintained and thoughtfully updated, it offers contemporary conveniences while preserving the craftsmanship and character that make it truly unique. The main floor features two powder rooms, one with a private sauna, and a glass-wrapped sun/family room with panoramic views and walkout to a full-width back deck. A gracious living room with a wood-burning fireplace anchors the home, while a separate dining room offers space for intimate meals or larger gatherings, enhanced by original built-ins that span the far wall. Upstairs, three bedrooms and two full baths include a spacious primary suite with four-piece ensuite. Original architectural details throughout speak to the homes storied past. A thoughtfully designed guest house, by architect Anthony Belcher, offers modern living in harmony with the surroundings. A private tennis court sits quietly among the trees. The pool area, also designed by architect Anthony Belcher, is a masterclass in landscape integration set on a sheltered terrace above a tranquil pond with all-day sun, panoramic Beaver Valley views, and a steel/Ipe pergola for light shade. A stone wall shields the space, acting as a retaining wall and heat sink, while a cabana with 2-piece bath, bar sink, and fridge offers deep-set porches. A curved stone garden wall reflects warmth and supports lush plantings. This is a rare opportunity where privacy, views, history, and thoughtful design converge in lasting harmony.