Bridgeport is one of those classic Chicago neighborhoods that has deep working class roots and its residents take pride in this reputation. That's why it's so odd to find a house like this in the neighborhood. Bridgeport may be known for being the home of the Daley family and the former power center of the old Cook County Democratic Party machine, but in more recent years it's become known for its art culture and tight knit community-focused watering holes like Maria's Packaged Goods. The median home sale price in the neighborhood is around $312,000 — a very modest number — but this McMansion on Canal Street is seeking $1.875 million. This isn't the first time the home has been listed either. It first entered the market a few years ago, during the deep freeze of the recession, and was once asking as high as $2.8 million.
The asking price has dropped by one million dollars, and rightfully so. Sure, it's a big house, but it's really not that interesting and it's certainly out of place in Bridgeport. It occupies two city lots and has over 8,000 square feet of living space. The price still has a lot of wiggle room left, and this home may continue to languish for another couple of years.