A TRUE GEM IN PRESTIGIOUS OLD SUNNIDALE! This exceptional executive home offers over 4,500 sq. ft. of beautifully finished living space in one of Barrie's most sought-after neighbourhoods. The open-concept main floor features a grand foyer, dramatic sunken living room with fireplace, stunning chef's kitchen with massive island, built-in appliances, and a formal dining room with coffered ceilings. The kitchen and pantry were beautifully updated in 2026, while custom millwork throughout includes built-ins in the living room and a luxurious custom-designed primary ensuite and walk-in closet. The fully renovated lower level features a theatre room and additional flexible living space ideal for family gatherings, recreation, and entertaining. Step outside to your private backyard oasis with an inground saltwater pool, hot tub, expansive deck, mature trees, lush landscaping, and exceptional privacy. Recent pool upgrades include a new liner (2023), salt cell (2025), and gas heater (2026). Additional updates include flat roof replacement (2018), upstairs furnace and A/C (2018), windows (2010), and numerous custom interior enhancements. Elegant imported Italian entry light fixtures add a distinctive touch of sophistication and character throughout the home. Located in the heart of Old Sunnidale, 29 Castle Drive is steps to Sunnidale Park's walking trails, arboretum, playgrounds, and year-round community events. Enjoy convenient access to Barrie's waterfront, Centennial Beach, marinas, downtown restaurants, cafs, shopping, cultural attractions, GO Stations, Highway 400, RVH, Barrie Golf & Country Club, and great schools. This rare offering combines timeless character, extensive updates, exceptional craftsmanship, and an unbeatable location in one of Barrie's most established and prestigious neighbourhoods.