Charleswood is a residential community and neighbourhood in Winnipeg, Manitoba, Canada. Situated in the southwest of the city, it is bordered by the neighbourhoods of Tuxedo to the east, Whyte Ridge to the south, and the Rural Municipality of Headingley to the west. The area's boundaries are defined by Roblin Boulevard and the Assiniboine River to the nort…Charleswood is a residential community and neighbourhood in Winnipeg, Manitoba, Canada. Situated in the southwest of the city, it is bordered by the neighbourhoods of Tuxedo to the east, Whyte Ridge to the south, and the Rural Municipality of Headingley to the west. The area's boundaries are defined by Roblin Boulevard and the Assiniboine River to the north, Shaftesbury Boulevard to the east, Wilkes Avenue to the south, and the Perimeter Highway to the west.
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