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Set in the prestigious Hills of St. Andrew, 111 Whispering Pine Trail is surrounded by mature, tree-lined streets and scenic walking trails in one of Aurora's most sought-after enclaves - just minutes from St. Andrew's College & St. Anne's School. Sitting amongst executive homes, this is one of the largest lots in the community at over half an acre! This property is anchored by extensive professional landscaping and mature tree that frame the space, plus an inground saltwater pool and a resort style backyard. Beyond the main residence sits a nearly 2,000 square foot detached shop which opens up possibilities rarely found at this scale! Fully insolated, equipped with 200-amp service, a washroom, a large air compressor line for a vehicle hoist, 14 ft ceilings, this space is ready to become whatever fits your life. A professional workshop, a home gym, a private studio, a business office, or simply the ultimate entertainment retreat. Hundreds of thousands were spent on this fully permitted ONE-OF-A-KIND structure! Inside the home, a versatile upstairs loft offers the same flexibility. Envision another bedroom, a yoga studio, a teen lounge, a children's playroom, or another home office. The opportunities are endless! But that's not all. This home offers over 4,000 square feet of living space and is full of pride of ownership! Hardwood throughout, heated floors under all tiled surfaces (foyer, mud room, all bathrooms, basement hall and bathroom), brand new pool pump and heater (2026), high efficiency furnace (2025) A/C (2021) Windows, pool liner, roof (2019) R.O system (2025) . Lutron lights (controlled anywhere in the world) for exterior lighting. Underground sprinklers throughout the property including all flower beds. Inground sprinklers throughout property including all flower beds. Entire basement and attic has been spray foamed. This is a home designed to grow with you: spacious, adaptable, and built for every season of life. Do not miss this one!