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Bridgeport Village was originally known as “Hardscrabble” and later became known as Bridgeport because of its proximity to a bridge on the Chicago River that was too low to allow safe passage for boats, so cargo had to be unloaded there. In the 1830s, large numbers of immigrants from Ireland started settling in this working-class neighborhood. Home to five of Chicago’s 45 mayors, including Mayors Richard J. and Richard M. Daley, Bridgeport is a south side neighborhood with a rich history. With a population of just over 30,000 Chicagoans, Bridgeport primarily offers single-family homes and new construction condos and townhomes. Bridgeport is a neighborhood for the average Joe with an elegant edge. Its vibrant personality shines brightly through generations of hard work and rich history. Tall, leafy trees dot the streets, and wide-open parks are scattered throughout the neighborhood. Old churches still stand from the original immigrant settlers, and young families walk the same avenues their grandparents did. Bridgeport is a Chicago community of long-standing roots with a recent kick of modernization adding a contemporary twist to an old school neighborhood.

Homes in Bridgeport can be had for as little as $60,000 and there are some in the $1 to $1.5 million-plus range. But the bulk of Bridgeport single-family homes range from $150,000 to $600,000, while most condos fall between $130,000 and $350,000.

My favorite place to visit is Palmisano Park, formerly known as Stearns Quarry, transformed from coral reefs to quarry to landfill to park. Palmisano Park is truly a thing of beauty and not to be missed!

For food and a bit of pub-crawling, make your first stop Schaller’s Pump, 132 years later and the same as it ever was. For a more eclectic menu try Oliver’s Café, they are getting rave reviews and no corkage fee for BYO! The Bridgeport Coffee Company offers organic and fair-trade products with great bagels and outdoor seating. For the best burger on the south side head to Parkside Café. The Healthy Food Lithuanian Restaurant at uses recipes that go back to the 1940s. Everything is made from scratch, from the blueberry pancakes to the kugelis. For some of the best Asian cuisine outside of neighboring Chinatown try Han 202 (BYO!) or Happiness Chinese Restaurant.

Bridgeport is sporting a refreshing indie vibe without having lost its solid, working class identity. From contemporary art to craft beer to upscale Chinese food, this Near South Side neighborhood is a gem.

Market Report

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Houses for sale in Bridgeport

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What do you look for in the Top Bridgeport Realtors & Real Estate Agents? Someone with a vast understanding of Chicago neighborhoods? How about an invaluable partner and fierce advocate? You should never settle for anyone who isn’t always striving to exceed your expectations!

1st time home buyer? Before shopping for a home, get great tips and to find out Debra’s answers to the top four most common questions that she receives! Click here.

If you’re looking for more information on the Bridgeport neighborhood, or a realtor to guide you through the various real estate options the area provides, I’d love to talk with you!

What makes Debra your top Chicago realtor and the best of the best?