Woolooware is an established residential area. Woolooware is bounded by Woolooware Bay in the north, Wills Road North, the railway line and Connels Road in the east, generally by Burraneer Bay Road in the south, and Gannons Road South and Gannons Road North in the west. Woolooware is named from an Aboriginal word meaning "a muddy flat".

Settlement of the area dates from 1815 when the first land grant was made, with land used mainly for timber-getting and dairy farming. Population was minimal until land was subdivided in the late 1800s. Scattered growth took place during the 1920s and 1930s, this accelerated when the railway station was opened in 1939. Significant development occurred from the post-war years. In more recent years mangrove swamps have been reclaimed for various parks and playing fields. The population increased slightly during the 1990s, and then was relatively stable between 2001 and 2006.

Major features of the area include Toyota Stadium (Endeavour Field) - home of the Cronulla-Sutherland rugby league team, Woolooware Golf Club, Jenola Park, Solander Playing Fields, Woolooware Oval, St Francis De Sales School and two other schools.

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