Perched atop a hill in the heart of North Rosedale, this cherished family home offers an extraordinary opportunity to live in one of Toronto's most sought after neighbourhoods. With sweeping views of beloved Chorley Park, this detached residence has been lovingly maintained and thoughtfully updated, blending classic charm with everyday comfort. Inside, you'll find expansive principal rooms with soaring 9-foot ceilings and an abundance of natural light. The living room features a wood burning fireplace, perfect for cozy evenings, while the generously sized dining room sets the stage for memorable dinners and family celebrations. A bright rear sunroom opens to a back deck overlooking the lush, private garden, an ideal setting for summer lounging and outdoor entertaining. Upstairs, the oversized primary suite includes a recently renovated ensuite, walk-in closet, and a dedicated home office area. Two additional bedrooms enjoy serene park views and share a stylishly updated second bathroom. The open concept lower level presents a blank canvas with limitless potential, whether you envision a recreation space, gym, or home theatre. It also includes a third bathroom, laundry area, abundant storage, and convenient side entrance. The private drive leads to a rare extra large two car garage along the 35 x 121 ft deep lot. Enjoy easy access to the nearby Beltline Trail, Evergreen Brickworks, and a network of local parks. Just minutes to the shops and restaurants of Summerhill, TTC transit, and the Bayview Extension. Located in the top tier school district for Whitney, OLPH, and many of the city's premier private schools.294 Douglas Dr. is a true family home in every sense spacious, inviting, and surrounded by parks and top schools. Don't miss this rare opportunity to put down roots in a timeless home with an unbeatable location.