Welcome to the enchanting Castle Frank Crescent! Nestled within the prestigious South Rosedale Heritage Conservation District, this classic family home seamlessly blends the tranquility of nature with urban convenience. Set on a south-facing 30 x 300-foot ravine lot, this five-bedroom residence boasts stunning views of the Rosedale Valley Road Ravine, surrounded by towering oak and maple trees on a quiet, no-through-traffic cul-de-sac. Built circa 1908, this home contributes to the neighbourhood's historic charm while offering modern comforts. The beautifully landscaped front yard, with a brick pathway, leads to a welcoming front porch. Step inside to a grand foyer with 9-foot ceilings and French doors that open into a sunlit dining room adorned with intricate ceiling details. The spacious living room, featuring coffered ceilings, expansive windows, and a cozy gas fireplace, radiates warmth and elegance. The eat-in kitchen features sliding doors opening to a tiered deck overlooking the ravine ideal for morning coffee or evening cocktails. On the second floor, three well-appointed bedrooms await, including a serene primary suite with Juliette balcony and tranquil backyard views, complemented by a spa-like bathroom. The third floor, illuminated by skylights, offers two additional bedrooms with treetop views and a shared bath, while the basement provides a versatile recreation room, an additional three-piece bathroom, and a laundry room with ample storage. Outside, the lush backyard is a secluded oasis complete with a koi pond and a stone waterfall. Just steps from Castle Frank subway station, with easy access to Yorkville, Yonge & Bloor, Cabbagetown, and the Danforth and within walking distance to Branksome Hall & Rosedale Public School, this remarkable home offers a balanced lifestyle where serene natural beauty meets urban amenities. This is a truly magical retreat in the heart one of Toronto's most coveted neighbourhoods.