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 100-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 moulding, 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 6-piece ensuite, 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. 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.