Get to Know Uptown
Bordered by Irving Park Road, Foster Avenue, Clark Avenue, and Lake Michigan; Uptown is a large community that rubs up against Lakeview and Edgewater. It includes beautiful pocket neighborhoods such as Buena Park, Margate Park and Sheridan Park.
Uptown has a long history as an entertainment center. The long-gone Uptown Theater, and the still-thriving Aragon Ballroom once hosted great names like Frank Sinatra, Gloria Swanson, Douglas Fairbanks and Charlie Chaplin.
What to do in Uptown
Right off the shores of Lake Michigan’s Foster Beach and Montrose Harbor, Uptown offers residents easy access to Lake Shore Drive and Lincoln Park, the stretch of parks and beaches along Lake Michigan. There are many opportunities for biking, volleyball, fishing and boating. There is even a sled hill for wintertime enthusiasts.
Uptown is home of the Green Mill, once a speakeasy of the infamous Al Capone. The Green Mill is a world-class destination for jazz musicians and enthusiasts. It’s just around the corner from the Aragon Ballroom and the Riviera Nightclub, two of the more popular mid-sized entertainment venues in Chicago.
Like many areas of Chicago, Uptown began to decline after World War II and many of its affluent residents fled to the suburbs. Revitalization efforts have paid off in that Uptown has big-name bookstores, coffee shops, restaurants and boutiques, with more coming soon.
Uptown’s Distinctive Housing
Many of the spacious mansions and apartment buildings from the 1900s were converted into rooming houses to provide more affordable housing. However, over the last 20 years, these architectural gems have been renovated and restored by individuals and developers intent on salvaging the heritage of this lakefront neighborhood. While it is growing in popularity, there are still many opportunities to find affordable renovated and renovation-ready properties in Uptown.