, in 1924. The area was initially developed as a
streetcar suburb. Oakwood developed as a
streetcar suburb of Toronto. Stephen Rogers constructed one of the first houses (on a plot) in this neighbourhood at what is now Rogers Road and Oakwood Avenue. The main streets of Oakwood–Vaughan are Oakwood Avenue,
Vaughan Road, Rogers Road (named after Stephen Rogers), Dufferin Street, Eglinton Avenue West and St. Clair Avenue West. These main streets (aside from Vaughan Road) generally demarcate borders with other York and old City of Toronto neighbourhoods or borders of the sub-neighbourhoods and neighbourhoods (Five Points, Northcliffe Village) previously mentioned. A portion of
Little Jamaica is located on the northern border of the neighbourhood, situated along the south side of Eglinton Avenue West between Oakwood Avenue and Marlee Avenue. North of Vaughan Road and east of Oakwood Avenue, this part of the neighbourhood has a set of
one-way streets that acts as a maze for motorists.
Political boundaries Oakwood–Vaughan's municipal status/boundaries has changed on several occasions. One of the most significant changes was the result of an amalgamation in 1998. Formerly part of the
City of York, York became part of the larger City of Toronto, along with Etobicoke, Scarborough, and North York—all cities in their own right—and the Borough of East York on January 1, 1998. Municipally, the area has a complex history and its boundaries have changed several times. Since the 1998 amalgamation, from Dufferin Street to Winona Drive and north of Rogers Road up to Eglinton Avenue (and beyond), it is a small part of Ward 15: Eglinton—Lawrence. The eastern part of the neighbourhood (east of Oakwood Avenue) also extends into Ward 21: St. Paul's. Residents west of Oakwood Avenue and south of Rogers Road reside in Ward 17: Davenport. A visual representation of the wards is provided for reference. Provincially, the political boundaries have also changed, as recently as in the 2007 provincial election where it was designated part of the St. Paul's riding. Until 2009, MPP
Michael Bryant represented the residents. Bryant stepped down in early 2009, and
Eric Hoskins won a by-election, becoming the new MPP. Residents living east of Oakwood Ave. are part of the St. Paul's provincial riding. The official website, however, has an outdated map from 2005, and so lists the area, incorrectly, as part of the Davenport riding. Federally, the area is also part of St. Paul's riding and is represented by MP Dr.
Carolyn Bennett. ==Culture==