Welcome to 333 Glengarry Ave., an architectural masterpiece in prestigious Bedford Park-Nortown that combines exceptional quality with sophisticated transitional design. Situated on a beautiful, tree-lined street, the home stands out with its striking symmetry and classic proportions, beginning at a high-ceiling foyer with Arabescato slab flooring adjacent to a bright, private home office. From the entry, brief architectural steps transition you into formal living and dining spaces detailed with herringbone oak floors, custom millwork, and natural stone light fixtures. This leads into a culinary masterpiece of a kitchen complete with a waterfall island, Taj Mahal countertops, custom pantries, a sunny breakfast area, and premium Wolf, Sub-Zero, and Miele appliances. The kitchen flows seamlessly into a warm family room anchored by a cozy gas fireplace, while an open architectural staircase beneath a skylight guides you upstairs to generously sized bedrooms with integrated closets and a primary suite boasting soaring ceilings, a fireplace, a custom walk-in closet, and a spa-like ensuite with heated floors. The skylit staircase continues down to a walk-out lower level equipped with radiant heated floors, a game and media room, a wet bar, a snack bar, an exercise room, and a full bathroom, all elevated by sophisticated smart-home features, security cameras, access points, built-in speakers, a central vacuum, and advanced security systems to create a combination of fine details, quiet luxury, and technology.