Rosedale design meets south Rosebank: deceptively large, architecturally stunning, and built for multi-generational living in Pickering's most exclusive pocket! Forget cookie-cutter - this property serves up over 3,300 sq ft of finished living space across two separate structures. The main house features a sophisticated, multi-level layout reminiscent of a Rosedale cottage estate. The heart of the home is a stunning kitchen transported straight to Tuscany with granite tile floors, matching granite counters, and a sun-drenched, skylit family room. Rich hardwood leads to the primary bedroom's spa ensuite, while the massive, finished basement adds a 5th bedroom, gym, and a new bathroom with a luxury jetted dual shower. Tucked privately at the rear sits a fully finished, detached 480 sq ft guest suite featuring its own kitchen with new appliances, bedroom, bathroom, 2 separate entrances, and independent heat pump. It's the ultimate setup for multi-generational living, guests, or an executive home office. Home has been updated to 200amp service and panel. Enjoy a massive deck, a 24-ft pool with a new liner, and parking for 4. Walk to Blaisdale Montessori and other top schools in the area. Nestled between Rouge Valley and Lake Ontario - minutes to Highway 401 and Rouge Hill GO. Don't miss this exceptional opportunity!