History comes alive in this exceptional estate property in the heart of Madoc Village. One of the town's signature residences, this hilltop home spans four town lots, with beautifully landscaped grounds extending across two streets. Built circa 1860 by the Orr family, the home blends timeless character with thoughtful updates. Its distinctive patterned slate roof was replaced just three years ago, preserving its original charm while providing modern durability. A paved drive leads to the former carriage house, now an attached double garage with a spacious loft for ample storage. Inside, original details, including baseboard trim, hardwood floors, and a grand staircase, showcase the home's rich heritage. The main level offers elegant formal living and dining rooms, a comfortable family room, 3-piece bath, and convenient laundry. The updated kitchen, renovated eight years ago, combines style and function with a large centre island, seating, and beautiful backyard views. Outside, manicured perennial gardens surround a striking locust tree, creating a tranquil and private setting. The secluded back deck is perfect for relaxing, while the private 14' x 28' in-ground pool, enclosed by a privacy fence, provides a refreshing summer retreat. Upstairs are four generously sized bedrooms and a full bathroom featuring a relaxing jacuzzi tub. Numerous updates have been thoughtfully completed, while the home's 165 years of history remain evident throughout. Ideally located within walking distance of the school, post office, pharmacy, medical centre, and Foodland, the property is also close to numerous lakes and recreational trails. Conveniently situated between Toronto and Ottawa, this remarkable home offers character, privacy, space, and an exceptional village lifestyle, beautifully maintained and ready for its next chapter. A quick closing is available if needed.