Chaplin Estates, Toronto

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Chaplin Estates is a neighbourhood in Toronto, Ontario, Canada. It lies west of Yonge Street and is bounded by Eglinton Avenue to the north and Avenue Road to the west. The southern boundary is Chaplin Crescent which itself runs parallel to the former Beltline Railway line, now a scenic walking and biking trail known as the Kay Gardner Beltline Trail.

The Chaplin Estates neighbourhood began with a plan of subdivision, registered by William John Chaplin and his son James D. Chaplin, in 1913. The Chaplin family had been landowners in this area dating back to 1860, when this district was known simply as 'Eglinton'.

Chaplin Estates was marketed as a high class residential district. The developers included a long list of building restrictions and zoning bylaws, in the sale of each property. There were no semi-detached houses allowed, and stucco exteriors were not to cover more than half the house. Housing lots feature generous set backs.

The marketing of the subdivision was handled by the Chaplin Realty Company. Prices ranged from $500 to $9,000 a lot. Most of the lots were sold between 1921 and 1925. The majority of its houses were built in the 1920s and 1930s, and include many fine examples of Tudor, Georgian, and English Cottage style architecture.