Chaplin Estates

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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.

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.


This distinguished neighbourhood has always been one of Toronto's most exclusive addresses. Chaplin Estates homeowners enjoy convenient access to excellent public and private schools, shopping, parks and recreation, and transit service.


Chaplin Estates' two and three storey detached houses are situated on premium lots with private driveways.

The houses in this neighbourhood were built in the 1920's and 1930's, and include many fine examples of Tudor, Georgian, and English Cottage style architecture.


(P)        Oriole Park Jr., 80 Braemar Avenue, (416) 393-5215

(PH)      North Toronto Collegiate Institute, 730 Eglinton Avenue West, (416) 393-1860

(PR)      Bishop Strachan School, 298 Lonsdale Road, (416) 483-4325

(PR)      St. Clement's School, 21 St. Clement's Avenue, (416) 484-4835

(PR)      Upper Canada College, Upper School, 200 Lonsdale Road, (416) 488-1125

(PR)      Upper CanadaCollege Prep School, 220 Lonsdale Road, (416) 488-1125




Public School
Public High School
Catholic School
Private School
Private Catholic School
Private Jewish School

Neighbourhood information provided courtesy of the Toronto Neighbourhood Guide