Tucked away on one of the quietest and most prestigious streets in Toronto's elite Hogg's Hollow neighbourhood, this custom-built residence, completed in 2000, sits on an exceptional nearly one hundred-foot frontage backing directly onto the renowned Rosedale Golf Club. Located on a quiet, non-through street with only local traffic, this is a rare opportunity to own one of the area's premier properties offering incredible privacy, scale, and future potential. Whether enjoyed as-is, renovated, or transformed into a spectacular new custom estate, the possibilities are exceptional. The home features a grand two-storey foyer with book-matched marble flooring, elegant wainscoting, crown molding, skylights, and detailed custom millwork throughout. Formal principal rooms include a sophisticated living room with gas fireplace and an elegant dining room ideal for entertaining. The expansive family-sized kitchen offers granite countertops, centre island, and breakfast area with walkout to the professionally landscaped gardens. The adjoining family room features custom built-ins and oversized windows overlooking the breathtaking backyard and golf course setting. A richly appointed cherry wood office, oversized laundry/mud room with side entrance, and direct garage access complete the main level. Upstairs, the spacious primary suite includes a sitting area, walk-in closet, luxurious six-piece ensuite bathroom, and private deck with sweeping golf course views. Five additional oversized bedrooms provide incredible flexibility for family living. The lower level with heated floors includes a massive recreation room with walkout; separate gym/home theatre/games room with wet bar; private spa area with hot tub and sauna; plus an additional bedroom or office with ensuite bathroom. Outside, mature trees; stone patios; wrought iron fencing; gazebo; circular stone driveway; and double car garage create a true estate setting in the heart of the city. A rare offering in one of Toronto's most coveted enclaves.