27. Oakland, California

Despite its high average annual household income of $68,000, which tops every city appearing on this list, the Bay Area’s steep cost of living almost negates it as commodities and services there are 27% more expensive than the rest of the country. It is also notable that real estate prices have sky-rocketed over the years, making homes less affordable for the working class. Violence on the streets is also very high despite the high average income, making Oakland the city with the highest rate of crime in the state of California.