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Anyone who's gazed in awe at Chicago's skyline has dreamed of living atop one of the city's giant buildings, looking down upon the commoners with a glass of scotch in hand.
Alas, it is incredibly expensive to own such a lifestyle. This week, several of those luxurious downtown homes in the sky went up for sale.

Believe it or not, this 63rd-story space perched above the Four Seasons hotel just slashed its price by more than $5 million. In 2010, the home was listed for an ambitious $11.5 million. A grand staircase, 2,000-bottle wine cellar and a limestone fireplace are nice, but not eight-figures nice.

This Mag Mile condo boasts the most expensive price per square foot on this list at $1,139, which is close to the city's median monthly rent.

This penthouse seems like an ideal fit for a 21st century power couple. A steam shower, updated kitchen and two Streeterville parking spaces are probably conducive for the lifestyles of a pair multi-millionaire executives.

The owners of this Gold Coast pad are looking to squeeze a profit out of the 2008 housing market crash. The place sold for $2.45 million in 2009, and now it's listed at a 150 percent markup.

This 67th-story Loop home is also at a reduced price — it was listed at $4.5 million last March. Stellar views of the lake come with this space, but parking will cost the buyer an additional $55,000 to $75,000.
Images via Redfin
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