Welcome to your private retreat in the charming village of Cheltenham. Tucked away in scenic Caledon, this extraordinary property offers the best of country living with the convenience of modern amenities. Enjoy walking distance to the historic General Store, the Credit River, the Caledon Trailway, and the renowned Badlands. Within minutes you'll find the Pulpit Golf Club, Caledon Ski Club, local breweries, and cafés and all just 30 minutes from Pearson Airport and under an hour to downtown Toronto. Set on 1.4 acres this property presents the rare opportunity to create a multigenerational family compound. A stately tree- lined drive leads you to a historic residence built in 1862 framed by majestic chestnut trees, as old and storied as the home itself. Inside, over 3700 square feet of thoughtfully designed living space combines timeless charm with modern comfort. Geothermal heating and cooling ensure efficiency throughout with radiant heat on all tiled floors; while soaring ceilings and abundant natural light highlight every detail. The home features four generous bedrooms, three baths, a family room, a spacious kitchen, dining room/library, office/living room, and a versatile flex space perfect as a gym, studio, or creative retreat. Outdoors, the property exudes tranquility and elegance, from the landscaped pond and sun soaked solarium to the inviting front porch and towering cedars. The 200' of lot frontage opens up the possibility of lot severance. Every window frames a view worth savoring, offering a true resort-like experience with the warmth of home. This is more than a residence it is a one-of-a-kind historic masterpiece, where village charm meets understated luxury.