Set proudly above Woodlawn Avenue West, this handsome 1909 detached brick and fieldstone home occupies a rare 50 x 122 ft lot in the heart of Summerhill. Meticulously maintained, it retains its original character alongside a renovated main floor and several other updates, offering over 2,700 sq. ft. above grade plus 1,075 sq. ft. on the finished walkout lower level. A classic centre-hall plan opens to gracious principal rooms: a living room with custom built-ins and French doors to the garden, and a separate and spacious dining room filled with light from a sweeping south-facing bay window. The recently renovated kitchen is crisp and timeless, with white Shaker cabinetry, high-end appliances and an adjoining breakfast area overlooking the beautifully manicured rear garden. Upstairs, the sunny primary suite offers a sitting area with a wood-burning fireplace and original mantel, plus a four-piece ensuite. A library-style family room lined with built-ins creates a cosy retreat, while a bright second bedroom and three-piece bathroom complete the floor. Two generous dormered bedrooms and a four-piece bathroom occupy the third floor.The lower level adds a fifth bedroom, a home office with a built-in desk, recreation room, mudroom, laundry, temperature-controlled wine cellar and ample storage.Professionally landscaped front and rear gardens feature irrigation and a raised flagstone terrace with a retractable awning for outdoor dining. The pool-sized rear garden offers room for future possibilities, while a private driveway accommodates multiple cars and leads to a pristine detached two-car garage.Pre-listing inspection available. Walk to Yonge Street shops, the subway and neighbourhood schools. De La Salle College and The York School are minutes away on foot, with other sought-after private schools within easy reach.