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Set on 1.86 private acres with sweeping Niagara Escarpment views, 5200 No. 2 Side Rd is an exceptional country estate offering approx. 4,900 sf of finished living space, 5 beds, 3 full & 2 half baths and a fully self-contained walkout lower level. A gated entrance, expansive stamped-concrete drive, oversized 3-car garage & mature landscaping introduce this impressive property with resort-style grounds. The outdoor setting is truly special. A large inground pool is surrounded by generous patio space and spectacular views, while a custom Dutch handcrafted timber & natural-stone gazebo creates the ultimate entertaining space with a wood-burning fireplace, built-in sink, gas burners & BBQ area. Across the pool, a matching pool house/bunkie features a kitchenette, 2-pc bath & loft. Inside, generous principal rooms, expansive windows & quality finishes create a warm, welcoming atmosphere. The vaulted living room is anchored by a striking stone fireplace, while the spacious dining area is ideal for entertaining. The showpiece chef's kitchen features marble counters, extensive cabinetry, large island, Wolf gas range, Miele appliances & wine fridge. A wood-burning fireplace adds warmth, while the breakfast area and covered patio create an easy connection outdoors. The primary retreat offers a W/I closet & 5-pc ensuite. 2 additional bedrooms, full bath, powder rm & laundry complete the main level. The bright walkout lower level functions as a complete 2nd residence, ideal for multi-generational living, extended family or guests. It offers a full kitchen & dining area, expansive rec rm, 2 bedrooms, full bath, laundry, cold rm, storage, garage access & private walkout. A rare property on the border of North Burlington and Milton combining incredible privacy, breathtaking views, exceptional outdoor living and two complete living spaces under one roof - all while remaining just minutes from everyday amenities, shopping, dining, major highways and DT Burlington.