Set on approximately 15.8 picturesque acres in scenic Caledon, this exceptional multi-residential country estate offers an outstanding combination of privacy, lifestyle and investment potential. Featuring 3 self-contained residential living spaces with a combined 5,500+ sq. ft of living space (to include a 1,200 sq ft guest house). Enjoy the 2 bungalow-style residences, this unique property is ideal for multi-generational living, investors, extended families or those seeking a private country retreat, all within approximately 1 hour of Toronto. Each living space offers a private entrance, ample parking, comfortable accommodations and numerous updates, providing excellent privacy and independence. A detached 4-stall barn adds further versatility with potential for equestrian use, workshop space, equipment or recreational vehicle storage, hobby farming and other agricultural-related uses. Beautifully maintained grounds feature a gated entrance, picturesque tree-lined driveway, mature landscaping, perennial gardens and multiple outdoor living areas, including expansive decks, pergola and gazebo. Property features include two wells, two septic systems, a 10kW automatic-start backup generator and fibre-optic internet service through Vianet to both dwellings. Recent improvements include newer roofs and windows on both residences, updated furnace and A/C systems, upgraded attic insulation in the main residence and a mini-split heat pump in the guest house. Ideally located near hiking trails, equestrian facilities, golf courses, local markets, shopping and amenities, with convenient access to Hwys 400, 427 & 407. An exceptional opportunity to live, invest, generate rental income, establish a hobby farm or enjoy a private country lifestyle in beautiful Caledon.