Nestled in one of Oshawa's most coveted neighbourhoods, O'Neil, 447 Simcoe St N stands as a testament to timeless elegance and architectural brilliance. This landmark home in "the catchment area" offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming.The expansive property boasts a premium 94 feet of frontage X 150, surrounded by mature trees and landscaping and a 3 car garage as you drive through your porte co-chère, The home is all brick from top to bottom and reflects the craftsmanship and care that has gone into preserving its charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. The chef inspired high end custom kitchen boasts a Wolf 6 burner/griddle/double oven gas stove, Dacor warmer drawer, Meile Refrigerator and Dishwasher, prep sink/garburator, exposed brick and floor to ceiling cabinetry offering the most distinctive buyer the perfect combination of function and finishes. 6 total bedrooms,4 generously sized bedrooms on the 2nd level including a large primary bedroom with combined south facing sunfilled sunroom and full ensuite, and a rare 3rd level flanked by 2 more bedrooms and 6 bathrooms through-out, this home is endless.The focal point of the lower level are the 2 entrances, one walk-up to the patio and a separate side entrance from the driveway, along with the games room, wine room, a full bath and the original powder room!. Step outside into the beautifully landscaped garden where an oasis retreat and a large deck and hotub takes centre stage and where you're just steps away from Parkwood Estates , Alexandria Park and the Michael Starr Trail, you'll enjoy the perfect balance of quiet residential living and modern ameneties.