Douglas—sits just blocks from the massive former Sears, Roebuck & Co. As one of the most exclusive neighborhoods in the country, the Gold Coast has been home to Chicago’s civic and business elite for more than a century.

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Proximity to the lake and public transit turned Edgewater into a booming residential neighborhood that offered the amenities of both city life and a beach-side vacation town.

Once known as "Junction Grove" for the railroad lines that crisscrossed the area, Englewood became part of Chicago in 1889.

Today, downtown Chicago is a vibrant residential and commercial district famous worldwide for its innovative and iconic high-rises, boulevards and beautiful civic spaces such as Millennium Park.

Formerly known as Hardscrabble, Bridgeport was created to house the workers who built the 1848 Illinois and Michigan Canal.

Due to its affluent past, Bronzeville contains some of Chicago's most distinguished residential architecture and one of the largest concentrations of historic mansions in the city.

Technically speaking, Edgewater is the newest of Chicago's 77 official "community areas," having split from Uptown in 1980.After the devastation brought by the Chicago Fire of 1871, the central business district, known affectionately as “the Loop,” was rebuilt throughout the 1870s, 1880s and 1890s.This process gave birth to the skyscraper through the use of the steel structural skeleton.But in reality, the neighborhood predates the city’s original community area system.In 1886, a real estate developer purchased land in what was then considered a suburb of the city to create a new subdivision.During the "Great Migration" the area became a hotspot for jazz music.