The Annex is a neighbourhood in downtown Toronto, Ontario, Canada. The traditional boundaries of the neighbourhood are north to Dupont Street, south to Bloor Street, west to Bathurst Street and east to Avenue Road. The City of Toronto recognizes a broader neighbourhood definition that includes the adjacent Seaton Village and Yorkville areas.

Bordering the University of Toronto, the Annex has long been a student quarter and is also home to many fraternity housing and members of the university’s faculty. Predominantly English-speaking, it is an affluent neighbourhood with well-educated residents. 

European settlement of this area began in the 1790s when surveyors laid out York Township. The area east of Brunswick Avenue became part of the village of Yorkville, while the region west of Brunswick was part of Seaton Village. In 1883, Yorkville agreed to annexation with the City of Toronto. In 1886, Simeon Janes, a developer, created a subdivision which he called the Toronto Annex. The Annex area became part of Toronto in 1887 and Seaton Village joined Toronto in 1888.

First residents of the area included Timothy Eaton, patriarch of the Eatons Department Store, and George Gooderham, president of Gooderham & Worts Distillery. The Annex’s first Golden Era lasted until the early 1900s, when the upper classes began to migrate northward above the Davenport escarpment to newer more fashionable suburbs in Forest Hill and Lawrence Park

In the 1960s, the proposed Spadina Expressway would have divided the Annex in half. Annex area residents, along with other resident groups, successfully opposed its construction.

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