Old Town Homes for Sale in Chicago

Not to be confused with the Old Town Triangle to the north, Chicago’s Old Town neighborhood is home to world-famous theaters, cultural institutions, and some of Chicago’s most historic buildings and institutions. Old Town is located entirely in the 60610 ZIP code. Keep reading for community amenities and activities, and check our Chicago MLS listings, featuring homes for sale in Old Town.

Condos for Sale in Old Town, Chicago

All Listings Under $100,000 $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

Condos for Sale in Old Town, Chicago

248 Properties Found. Page 1 of 21.
Photo of Listing #09853898

1550 North Clark Street #1002, CHICAGO

$5,650,000 - 4 Beds, 5 Baths, 4,518 Sf

MLS® # 09853898

Photo of Listing #09868411

1550 North Clark Street #501, CHICAGO

$3,910,000 - 4 Beds, 5 Baths, 3,852 Sf

MLS® # 09868411

Photo of Listing #09845339

1550 North Clark Street #303, CHICAGO

$3,165,000 - 3 Beds, 4 Baths, 3,800 Sf

MLS® # 09845339

Photo of Listing #09873361

152 Burton Place, CHICAGO


MLS® # 09873361

Photo of Listing #09873362

152 West Burton Place, CHICAGO

$2,999,900 - 6 Beds, 8 Baths, 6,000 Sf

MLS® # 09873362

Photo of Listing #09918589

1416 North North Park Avenue, Chicago

$2,750,001 - 5 Beds, 8 Baths, 6,250 Sf

MLS® # 09918589

Photo of Listing #09828794

1301 Clybourn Avenue, CHICAGO

$2,600,000 - 7,000 Sf

MLS® # 09828794

Photo of Listing #09944593

1357 North Wells Street, CHICAGO


MLS® # 09944593

Photo of Listing #09868418

1550 North Clark Street #504, CHICAGO

$2,475,000 - 3 Beds, 4 Baths, 3,310 Sf

MLS® # 09868418

Photo of Listing #09845320

1550 North Clark Street #602, CHICAGO

$2,425,000 - 2 Beds, 3 Baths, 2,477 Sf

MLS® # 09845320

Photo of Listing #09775860

1256 North Lasalle Drive, CHICAGO

$2,250,000 - 3 Beds, 6 Baths, 5,000 Sf

MLS® # 09775860

Photo of Listing #09836569

1404 North Lasalle Drive, CHICAGO

$2,220,000 - 4 Beds, 5 Baths

MLS® # 09836569

Old Town Chicago Homes, Condos, and Lofts

Old Town is an upscale community, with many single-family homes, and a growing number of condo and apartment buildings. Single-family homes can range from $900,000 to $3.5 million, and condos are ranging from $159,000 to $399,000.

A Look Into the History of Chicago’s Old Town Neighborhood

Old Town was first settled by German immigrants in the 1830s, and the historic St. Michael’s Church was built soon after. St. Michael’s survived the Chicago Fire, and the area was originally given the ‘Old Town’ name in 1948, with the first Old Town Holiday art fair.

Old Town has been defined as the area in which you can hear the bells of St. Michael’s. The area is known for culture, and counter culture, art, and a vibrant food and drink scene.

Dining and Nightlife Options In Chicago’s Old Town

As you first enter the Old Town neighborhood, you see The House of Glunz, Chicago’s oldest wine merchants, dating to 1888. While not a bar, it is a great stop for Chicago’s growing BYOB scene. Right next door, however, is the Glunz Tavern, also founded in 1888 (then empty from Prohibition until 2012). The historic nature of the Tavern, and the German food and beer, make it a great place to start (or end) an evening. Japanese cuisine can be found at local favorite Kamehachi, known for being the first sushi restaurant in the city. Healthy eating fans can get their need met at neighborhood newcomer Snap Kitchen, a great place to get local food that is sustainable and expertly prepared.

Nightlife in Old Town revolves around the Old Town Ale House, a throwback to the counter-culture days of the 60’s and 70’s, and a favorite in every guide and list out there. For a more modern vibe, check out the Old Town Pour House, featuring an insane beer list, and excellent menu.

Old Town Culture, Shopping, and Lifestyle

For a small neighborhood, Old Town packs a cultural punch. Old Town is home to the world famous Second City, known for nurturing much of the talent for Saturday Night Live, and launching careers as diverse as Ed Asner, Alan Alda, Bill Murray, and Bonnie Hunt. While it was forced to move in the aftermath of riots following the assassination of Dr. King, the Old Town School of Folk Music is still missed, and the awareness and social perspective it fosters to this day are as present in Old Town as they were in its heyday.

Shopping in Old Town is mostly composed of small boutiques, featuring unique pieces and interesting presentations. One of the best known spots in Old Town is Village Cycle Center, in a nifty just-below-sidewalk-level space on Wells. If crafting your own items is your thing, String A Strand on Wells bead store has you covered with semi-precious stones, beads, and amazing inspirations.

Fitness is a big deal in Old Town, with SoulCycle, a Fitness Formula Club, Wells Street Crossfit, and CrossFit SoNo all within the few square blocks of the Old Town neighborhood.

For more information on the Old Town neighborhood, real estate in Old Town, or if you have any questions, please contact us. Our certified real estate agents are standing by ready to assist you.

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 RE/MAX Premier Properties 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. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listing information last updated on May 22nd, 2018 at 10:15am CDT.

Sign up for email updates