Old Town is bordered from Division north to Armitage and from Clark Street west to Halsted.
German farmers and merchants settled this neighborhood in the mid-1800s. The great Chicago Fire destroyed this neighborhood, but the brick walls of St. Michael's Catholic Church remained and it was rebuilt. After WWII, North Town became known as Old Town. Over time, the area experienced a decline as the business mix and economic climate changed. This area was a hippie haven in the 1960s and 1970s. Then, with an aggressive beautification program, it began to revive itself and became one of Chicago's first renovated neighborhoods. Today, Old Town is lively, city neighborhood with a strong residential and business base that continues to grow and prosper, yet somehow maintains a certain small-town feel.
West of LaSalle Street is the residential district of Old Town, boasting some of the best-preserved turn-of-the-century architecture. The neighborhood is known for its renovated historic charm of town homes, quiet courtyards, and walk-ups. The residential areas rapidly gentrified once the nearby housing project - Cabrini Green - was finally razed.
Shopping of all kinds is abundant, as well as cinema, theater, popular restaurants and bars. The center of nightlife in Old Town is Wells Street, where there is as well a string of reliable restaurants and bars. The major strips of commerce are definitely abuzz with the activity of a big city: Wells and Division streets, North Avenue, and the intersection of North and Clybourn avenues.
Old Town is home to the famous Second City, the training ground for such comedians as John Belushi, Joan Rivers and other popular stars. The Second City was started in a former Chinese establishment on the edge of Old Town in 1959.
One of the defining features of this home is its setting within Old Town Village East - a private, tree-lined horseshoe street that offers guest parking, a rarity in Chic...
None
None
Welcome to this spacious 3-bedroom, 2-bath residence in a boutique elevator building at the crossroads of Old Town and Lincoln Park, taking in the best of both neighborho...
Welcome home to this sun-drenched 2-bedroom, 2-bathroom condo in a boutique elevator building in the heart of Old Town. South-facing windows and soaring ceilings flood th...
Premier Old Town Development & Cash-Flow Opportunity | Double or Triple Lot Package. An unmatched development canvas awaits in the heart of Old Town, one of Chicago's mos...
Elegant and rare 2 bedroom, 2.5 bath duplex-down condo in the heart of Old Town. This bright and airy home offers an ideal floor plan with generous living and entertainin...
Sun- Filled, South Facing 2 Bedroom with views of the City and Courtyard. Features impressive hardwood floors, a modern kitchen with granite counters and breakfast bar, N...
None
Welcome home to this updated south facing condo with sweeping skyline city views from this high floor condo in Old Town. Nothing to do but move in and enjoy city living! ...

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Copyright 2026 MRED LLC. All rights reserved.
Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.
The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.
Some listings have been excluded from this website.