The Most Overpriced Cities in America

May 12, 2009— -- Vexed by gang wars and rising real estate prices, late rapper Tupac Shakur mused in 1996 that the overall cost of living in Los Angeles was so high he would almost rather "live life in the pen[itentiary]."

Though East Coast-West Coast gang violence has since subsided, life in the City of Angels remains far from affordable. Thanks to bloated housing prices, lofty living costs and unemployment rates among the highest in the nation, the Los Angeles metro area tops our list of America's Most Overpriced Cities.

Click here to learn about the country's most overpriced cities at our partner site, Forbes.com.

At least residents of Los Angeles and the third-ranked Miami metro get to enjoy balmy evenings and sunny days at the beach. Residents of the second-most overpriced metro area, Chicago, get sweltering summers and near-Siberian winters on top of a 9.4% metro area unemployment rate and a cost of living trailing only Los Angeles and New York.

The Big Apple ranks fourth on our list; it's weighed down by high costs and an 8.8% unemployment rate. Those factors overwhelmed the considerable earning power of New Yorkers with bachelor's degrees--$69,200 per year, on average, according to PayScale.com--a figure rivaled only by those in Washington, D.C., and Bay Area locales, including San Francisco. Still, it's not enough to bridge the price gap.

"For the average professional, New York's premium is not as high as you'd expect, given the cost of living," says Al Lee, director of Quantitative Analysis at PayScale. "The premium for a software developer in New York is actually less than it is in Seattle, and about the same as it is in Atlanta."

Even those in less-sprawling cities have it tough. Along with fifth-ranked Providence, R.I., Cleveland (No. 8) is one of the smallest metro areas among the 10 most overpriced cities. Though both boast low home prices and living expenses, they're dragged down by high unemployment and relatively stingy salaries of $56,000, on average.