Uptown Condos For Sale 

Search homes & condos in Uptown Chicago IL 

Search Uptown condos for sale and other Uptown real estate listings currently on the market. For additional information about Uptown condos or to setup a showing at your earliest convenience contact me now or register on our website to have new listing notifications sent directly to your inbox. 

Search Uptown Real Estate Listings March 18, 2024
83
Listed
52
Avg. DOM
$288.85
Avg. $ / Sq.Ft.
$395,000
Med. List Price
83 Properties
Page 1 of 7

Diverse, Eclectic, and Always Entertaining Uptown

As perhaps the most diverse neighborhood of Chicago, Uptown borders Foster Avenue to the north, Lake Michigan to the east, Montrose and Irving Park to the south, and Ravenswood and Clark to the west. Throughout the 1900s, Uptown was a thriving entertainment district, outfitted with four entertainment spots – Riviera Theater, Aragon Ballroom, Green Mill Jazz Club, and Uptown Theater- all within a half block at Lawrence and Broadway intersection.

And if you went further than a half block? You could find the Arcadia three blocks south and the 5100 Club three blocks north. For entertainment, Uptown was the place to be. No wonder Chicagoans from each nook and cranny of the city flooded Uptown to see a show, dance, drink, eat, or watch a movie.

Unfortunately, several of these famed old venues have been demolished since those lively days. However, at Lawrence and Broadway the core group of venues are still standing. Although the Uptown Theater – the neighborhood’s crown jewel is hasn’t met the wrecking ball, it’s doors have been shut since 1981. Talks are in the works to restore the majestic theater – and of course residents are behind the restoration – however, a price tag hasn’t been agreed upon, with some predicting it could cost upwards of $70 million to restore the theater to its former glory. Check out some of the pictures inside this gem of a theater, and the price tag may seem like a deal.

The powers-that-be are intent on making Uptown Chicago’s premier “entertainment district” so perhaps now is the time to shop condos for sale in Chicago Uptown? The Aragon Ballroom and Riviera Theater seem to be pulling their weight for now, not to mention the Green Mill for jazz music.

Immaculate Playground for the Rich, albeit Cobwebbed

Uptown has its history as a Disneyland of sorts for Chicago’s wealthiest residents. Stars in their prime, such as Charlie Chaplin and Gloria Swanson, would stroll Argyle Street at the height of the silent movie theater splendor. Today, this stretch of Uptown is referred to as “Little Vietnam” due to the plethora of Vietnamese restaurants. In the mood for pho? Go here. Not to mention the many other treats and local shops to explore on this small strip. At the Green Mill Jazz Club, notorious Al Capone whet his whistle while listening to the renown jazz performances; the club continues to hold captive audiences today. Rumor has it that there are escape tunnels in the club, said to have accommodated Al Capone if pinched by the fuzz.

Uptown enjoys some of the most dizzying array of parks in all of Chicago. Not only do residents have access to meandering paths along the neighborhood’s lake front, they may also fish off the Montrose Harbor pier, get some sun at Montrose Beach, or test their skateboard stunts at Wilson Avenue Skatepark.

For cemetery buffs, Uptown’s Graceland Cemetery is Chicago history 101. This Victorian-era cemetery established in 1860 features a variety of tombs and monuments, two of the most notable being Eternal Silence and The Crusader, two statues by famed sculptor Lorado Taft. Prior to the Great Chicago Fire of 1871, the city’s only cemetery was Lincoln Park. It was deconsecrated with some of the remains moved to Graceland Cemetery.

Housing Stock – Find Condos for Sale in Chicago Uptown

Uptown has seen periods of urban blight throughout the last 30-years. It was just until recently that the neighborhood has been on the upswing, with new condos for sale in Chicago, apartments, and modest penthouse apartments on the market. Single-family homes are also prevalent, as well as the oft-mansion peppered throughout. Although Uptown is on the up-and-up, there are still bargains to be had – attracting young professionals and families alike.