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108 Cheltenham Ave brings together the best of classic design and modern family living in the heart of Lawrence Park. Custom built by Den Bosch & Finchley, this is a home that feels considered in every sense, where generous spaces invite connection and everyday routines unfold with ease. Whether you're hosting a celebration or enjoying a quiet family evening, the flow, light, and craftsmanship of this home elevate each moment without effort. From its stately exterior to the grand welcoming foyer, this home unfolds beautifully from one room to the next. The formal living room with a Juliette balcony and stunning office overlook the mature streetscape, while the dining room is perfectly proportioned for everything from family holidays to midweek dinners. A custom Bellini kitchen anchors the main floor with a generous island, butler's pantry, and walkout to the upper flagstone terrace and garden. There is a guest and family powder room on this floor. Upstairs, the primary suite offers a quiet retreat with his-and-hers walk-in closets and a spa-like ensuite, while three additional bedrooms feature ensuite baths, custom walk-in closets, built-ins and desks. Storage is abundant throughout. The lower level -- above grade and filled with natural light -- adds a media room with a fireplace, a games room with a walkout to the stunning private yard, and a fifth bedroom or gym, alongside a fully outfitted mudroom and direct 3-car garage access. Beyond the property lines lies one of Toronto's most prestigious neighbourhoods. Steps to top-tier public and private schools such as Toronto French School, Crescent, and Havergal, and minutes from Sunnybrook Hospital, the Granite Club, scenic ravines, and public transit, this is a home that balances luxury and lifestyle in equal measure.