Set beneath a canopy of mature trees on one of Chaplin Estates' most inviting streets, 7 Anderson Avenue is a classic 1920s home that beautifully balances period character with thoughtful updates. A landscaped front garden, extra wide parking and a charming covered porch set the tone, opening to a bright and airy main floor designed for easy everyday living and entertaining. A welcoming foyer, complete with built-in cabinetry, flows into the living room, where the gas fireplace provides a warm and inviting focal point. The open-concept kitchen features a generous centre island, which overlooks the dining area, creating a natural gathering place. Beyond, a separate main-floor family room with built-ins walks out to an expansive Brazilian hardwood IPE deck and garden for unique urban privacy. Spacious two-storey shed. Upstairs, the primary suite enjoys a luxurious ensuite with lovely south views over the rear garden. Two additional well-proportioned bedrooms share a beautifully tiled family bath with heated floors. The finished lower level extends the living space with a rec room, 3pc bathroom, dedicated laundry room, and utility room. Extra insulated crawlspace for add'l storage. Chaplin Estates is one of midtown Toronto's most enduringly desirable communities, loved for its quiet tree-lined streets, beautiful period homes and an easy sense of community. The Kay Gardner Beltline Trail and Oriole Park are close at hand, while the shops, cafes and restaurants of The Eglinton Way and Yonge & Eglinton put everyday conveniences within easy reach. Families are exceptionally well served by nearby public and private schools, including Oriole Park Junior Public School, Hodgson Middle School and North Toronto Collegiate Institute, along with Upper Canada College, The Bishop Strachan School and St. Clement's School. With excellent green space, recreation and transit all nearby, Chaplin Estates offers the rare pleasure of a peaceful residential setting in the heart of the city.