Neighbourhood guide  /  Midtown

Chaplin Estates

A planned enclave of substantial houses between Yonge and Avenue Road.

Chaplin Estates was laid out in the early twentieth century as a planned subdivision, and it retains that coherence — wide streets, generous setbacks and substantial detached houses in brick and stone, many of them Tudor and Georgian revival. It sits between Yonge and Avenue Road south of Eglinton, close to the Beltline trail and to the shops on Yonge, and it has some of the most consistent housing stock in midtown. Turnover is moderate rather than low: families move in for the schools and the space, and often stay for decades. Prices sit toward the upper end of midtown without reaching Forest Hill.

Housing stock

Detached houses on regular lots, predominantly interwar; very little apartment stock.

Who buys here

Established families, professionals, and buyers moving up from Davisville or Deer Park.

Transit

Eglinton and St Clair stations on the Yonge line; the Beltline trail runs through the neighbourhood.

Worth checking

Interwar houses often need mechanical and electrical updating. Budget for it alongside the purchase.

Homes for sale in Chaplin Estates

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