The Annex was created in the 1870's and 1880's and it rapidly became one of Toronto's elite neighbourhoods. The Annex's first residents included the likes of Timothy Eaton, the patriarch of Eatons department store, and George Gooderham, president of the Gooderham and Worts Distillery. The Annex's Golden Era lasted until the 1920's, when the upper classes began to migrate northward to newer more fashionable suburbs in Forest Hill and Lawrence Park.

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