23. Old Tuxedo, Winnipeg
Average Household Net Worth: $3.87 million
Average Annual Household Income: $588,986
Average House Price: $1.02 million
Old Tuxedo is aptly named—most houses in this area date from the pre-World War II era. But residents are generally a fresher-faced crowd, with plenty of families raising their children by the windy Assiniboine River. Sunday cyclists are a common sight in the neighbourhood founded by Fredrick William Heubach, a Hudson’s Bay company mandarin for whom one of Tuxedo’s plentiful parks is named.