Old Town Real Estate For Sale

MLS Listings | Popular Searches | Need To Sell? 

Old Town Condos For Sale, Chicago IL Within its iconic iron gates, Old Town and Old Town real estate stand as a hub of Chicago's cultural history. In fact, many of the city's oldest real estate can be found within the Old Town Triangle Historic District. This is where Chicago's famous improv scene all started with The Second City and a string of other comedy clubs. Modern full amenity condo buildings rise up in and around the Old Town neighborhood, providing excellent views of the city life below.

For those seeking quiet real estate options that exemplify Old Town's rich history, plenty of brick walk-ups may be found all throughout the area's peaceful tree-lined streets. And homebuyers looking to combine contemporary luxury with vintage charm can have the best of both worlds with a fully updated condo inside one of Old Town's many historical residential buildings.

Besides its many comedy clubs, Old Town offers plenty in the way of premier dining and nightlife. Restaurants, lounges and clubs line Wells Street, while cafes, bakeries and coffee shops supply your daytime fix. For those who prefer eating in, a variety of specialty ingredient shops like the Spice House or Old Town Oil will keep gourmet kitchens well-stocked.  For more information on Old Town real estate for sale and other downtown Chicago neighborhoods, contact Leo Clark, Chicago's luxury real estate expert.  

Search Old Town Chicago Real Estate Listings

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000

Quick Search

81 Properties Found. Showing Page 1 of 5
Sort by:

Contact Our Old Town REALTORS®

Let our team of expert Old Town real estate agents help!

If you're ready to buy or sell a home in Chicago's Old Town neighborhood, call or text us right now to see how we can help. Our team of Old Town real estate agents knows the neighborhood housing market better than anybody in the business. And if you're specifically looking to sell, also be sure to reach out and we'll be happy to send you a free, no-obligation market analysis so you can get a better idea of what your Old Town home or condo is worth in today's market. 

Thinking of Selling Your Old Town Home or Condo?

If you're looking to sell your Old Town home or condo in today's ultra-competitive market, contact Gold Coast Realty to learn more about how we can get your property sold fast, and for the price you need!

Learn More

Popular Old Town Real Estate Searches 


Old Town



Old Town



Old Town



Old Town


The Location: Chicago's Old Town Neighborhood at a Glance

Bounded by the Gold Coast to the east, Lincoln Park to the north, and parts of River North to the south, it’s hard to dislike where living in Old Town puts you, as you’ll basically be surrounded by three of Chicago’s hottest and most sought after neighborhoods. For anyone working in downtown Chicago, Old Town also provide a pretty easy and quick commute to just about any part of the downtown area, especially the Gold Coast, Streeterville, the Loop, or the South Loop via the CTA Red Line. Old Town real estate for sale also features a pretty close proximity to the lakefront as well, which certainly has its perks during the spring and summer. Generally speaking, Old Town’s officialy boundaries are defined by Division Street to the south, Clybourn Avenue and Halsted Street to the west, Armitage Avenue to the north, and Clark Street to the east (but that’s if you include the Old Town Triangle sub-neighborhood as well).

As alluded to above, real estate for sale in Chicago’s Old Town neighborhood is quite diverse, ranging from historic old townhomes and vintage condo buildings to all kinds of newer construction condo and single-family home developments. Potential home buyers browsing the Old Town real estate market will also find a fairly nice mix of high-rise condos in the neighborhood as well, most notably along LaSalle or Clark Street. Depending on needs and wants, a great place to begin your Old Town home search in Chicago is somewhere near or along the Wells Street Corridor, as there’s nothing quite like living living near all the restaurants, bars, and entertainment that makes this neighborhood really come alive in the evenings. But be warned, real estate along Wells Street is definitely among the most highly sought after when it comes to Old Town real estate, so options may be limited!

Contact Us For More Information About Old Town Real Estate

For obvious reasons, Old Town continues to be a favorite among downtown Chicago home buyers, which is exactly why you should get all the help you can when looking for a new place to live somewhere in the neighborhood. So, for more information about Old Town real estate or to perhaps schedule a private showing for a home or condo listing you’d like to see in person, don’t delay any longer and contact Gold Coast Realty at (312) 280-9600 and discuss all your home buying goals with one of our downtown Chicago real estate experts today!



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 Gold Coast Realty are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) 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 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. Information deemed reliable but not guaranteed.

Listing information last updated on April 17th, 2024 at 2:38pm CDT.