Welcome to your forever home in prime High Park! Nestled on a quiet, picture-perfect, tree-lined street in one of Toronto's most coveted family neighbourhoods, this magnificent three-storey detached masterpiece seamlessly blends timeless historic elegance with exceptional upgrades. From the moment you arrive, exquisite preserved details, including original stained glass accents, classic architectural charm, meticulous care warm the soul while top-tier mechanical systems ensure complete long-term peace of mind. Built on a rock solid foundation with superior waterproofing, a Lifetime Slate Roof, updated 200-amp electrical service, a high-efficiency boiler and an on-demand hot water system, this property has been exceptionally maintained from top to bottom. This home offers five spacious bedrooms, four upstairs and one ideally situated on the main floor, providing abundant room and flexibility for a growing family. The L/R serves as a cozy centrepiece, anchored by a traditional wood-burning fireplace. Culinary enthusiasts will adore the chef's kitchen, fully custom-designed with solid cherry wood cabinetry, sitting area and Caesar-stone countertops, and premium appliances featuring Jenn-Air gas cooktop, microwave, B/I oven and warming drawer. Upstairs, the primary bedroom suite acts as a peaceful sanctuary, complete with its own wood-burning fireplace, a sitting area and a private w/o terrace. The second floor laundry room opens directly onto a sun-drenched, south-facing large terrace overlooking the serene neighbourhood. The lower level extends your living space even further with a fully finished basement apartment and its own dedicated separate entrance. Perfectly suited as an expansive in-law suite, multi-generational retreat, or a high-demand rental unit, this versatile suite provides endless potential. Complete with a rare detached two-car garage, this rare gem sits just steps from the lush green trails of High Park, top-rated schools, vibrant local cafes and transit, offering a masterclass in Toronto Living.