All About Old Town Condos For Sale

View Old Town real estate & MLS listings

Old Town Real Estate For Sale, Chicago IL For buyers looking for real estate that's stylish yet low-maintenance, there are a number of desirable Old Town condos and townhomes available. With high-end finishes and easy access to amenities, Old Town condominiums offer an ideal sanctuary in a picturesque, walkable community, located between the Gold Coast and Lincoln Park.

This affluent and historic neighborhood is bounded by Armitage to the north, Division to the south, Clark Street to the east and Larrabee and Orleans to the west. The charming tree-lined streets are filled with examples of Victorian-era buildings, showcasing beautiful and diverse architectural styles, with townhouses, single-family homes, and condominiums that fit perfectly into the quaint atmosphere of Old Town, Chicago.

Browse our listings for Old Town real estate below or learn more about everything this fascinating community has to offer! Take a quick moment to register with us. You'll be able to customize your Old Town real estate search to only show your preferred type of property, like condos or townhomes. You can also choose to receive notifications when properties that match your criteria enter the market. [Continue reading about Chicago's Old Town real estate market...]

View Old Town Condos & Real Estate on the MLS

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
90 Properties Found. Page 1 of 12

Stunning New Construction Single Family Home In...

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$3,200,000 Active

  • 5 Beds
  • Baths
  • 6,200 ft²


1416 North North Park Avenue, Chicago, IL

MLS® #09516753

Stunning New Construction Single Family Home In Old Town Designed With Meticulous Attention To Detail By Icl Architecture. This One Of A Kind 6-level, 5 Bed And 7.1 Bath, Modern And Elegant Property Features A 6-stop Elevator, Soaring 2-story Great Room, Outstanding Finishes Including Custom Chef...

Beautiful Brick & Limestone Masterpiece In Old ...

NEW Photo of Listing #09594171
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$2,500,000 Active

  • 5 Beds
  • Baths
  • 0.07 Acres
  • 5,800 ft²


1403 North Mohawk Street, Chicago, IL

MLS® #09594171

Beautiful Brick & Limestone Masterpiece In Old Town Has Been Lovingly Built With Family In Mind. Five Bedrooms & Six Full And 1 Half Baths. Sunlit Living Room W/fireplace Separate Dining Room, Huge Kitchen W/quartz Island, Features Subzero & Wolf Beverage Drawers & Fischer/paykel Dishwashers. Lar...

This Incredible Gated Compound On An Extra-wide...

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$1,999,000 Active

  • 5 Beds
  • 5 Baths
  • 5,300 ft²


1330 North Cleveland Avenue, Chicago, IL

MLS® #09584941

This Incredible Gated Compound On An Extra-wide Double Lot In Old Town Features A 5300 Sf Contemporary Main House With A Fabulous Landscaped Side Lot And A Separate Heated Studio/office/gym With Skylights. The 5 Bedroom, 4 Bath And 2 Half-bath Home With An Open Floor Plan Is Flooded With Light Fr...

Spectacular One Of A Kind Penthouse In Prime Ol...

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$1,950,000 Active

  • 6 Beds
  • 5 Baths
  • 7,000 ft²


1349 North Sedgwick Street #ph, Chicago, IL

MLS® #09502087

Spectacular One Of A Kind Penthouse In Prime Old Town Location Featuring Over 7,000 Square Feet Of Luxury Encompassing The Entire Top 2 Floors Of The Building, Private Elevator Entrance, 5 Car Attached Garage Parking, 4 Total Decks Including 4,000 Sq Ft Private Roof Deck With Panoramic City Views...

Legal 4 Unit. Rm-5 Zoning. Oversized 25x142 Lot...

NEW Photo of Listing #09601170
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$1,750,000 New

  • 10 Beds


1528 North Lasalle Drive, Chicago, IL

MLS® #09601170

Legal 4 Unit. Rm-5 Zoning. Oversized 25x142 Lot (according To Survey). Parking Pad For Three Cars. Large Back Yard. 2nd Floor And 3rd (top) Floor Currently Rented. 1st Floor And Garden Vacant. Garden Unit Only Sits A Few Feet Below Grade. Decks Off Living Spaces In Units 1-3. "98" Walk Score. Pe...

Studio 2 Is The Largest And Most Significant Of...

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$1,600,000 Active

  • 3 Beds
  • Baths
  • 3,500 ft²


155 West Burton Place #2, Chicago, IL

MLS® #09300606

Studio 2 Is The Largest And Most Significant Of Edgar Miller And Sol Kogen's Carl Street Studios, Tucked Behind A Locked Iron Gate In A Quaint Courtyard In Historic Old Town. One Of Thirteen Condos Converted From A Victorian Home And Coach House In 1927, Studio 2 Was Painstakingly Modernized For ...

Perfect Renovation In Old Town! Highest Level O...

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$1,530,000 Active

  • 4 Beds
  • 4 Baths
  • 4,000 ft²


1526 North Cleveland Avenue, Chicago, IL

MLS® #09571434

Perfect Renovation In Old Town! Highest Level Of Finishes Compliments This 4 Bed 3.2 Bath Home. Lovely Entry Vestibule Leads To An Oversized Living/dining. Substantial Molding/trim. Skylights & 3 Story Atrium. Lg Playroom-sep Office-wine Cellar & Gym! Covered Walkway To Garage. Huge Kitchen W/ss...

Sun Drenched, Elegantly Finished, Three Bedroom...

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$1,490,000 Active

  • 3 Beds
  • 4 Baths
  • 3,000 ft²


1429 North Wells Street #601-602, Chicago, IL

MLS® #09576526

Sun Drenched, Elegantly Finished, Three Bedroom Plus Library, Dining And Family Room Old Town Residence. Two Combined Units Of 3000sf Offer An Open Living/dining Kitchen Space, Woodmode Cabinetry, Stunning Library Built-ins, Sep Formal Din, Two En-suite Master Suites, Surround Sound, Two South Fa...

Learn About Chicago's Old Town Neighborhoods

Old Town features some very important city landmarks, including St. Michael’s Church, which is one of the city's seven churches that survived the Chicago fire. It graces the neighborhood with its beautiful peaks, arches, and clock tower. Nestled amongst the residential developments are boutiques, restaurants and one-of-a-kind stores that make this area delightful to explore.

The Old Town Chicago real estate market is also home to Chicago's famous comedy troupe, Second City, and those who love the outdoors will enjoy nearby Lincoln Park and the lakefront, which provide numerous recreational opportunities.

Old Town Condos For Sale

Old Town Condos For Sale, Chicago ILAlthough single-family homes are abundant in Chicago's Old Town neighborhood, condos here are still a major part of the real estate market, with options ranging from vintage courtyard buildings with ample charm and character to newer construction mid-rises and high-rises that offer lots of desirable lifestyle amenities. The most sought after Old Town condos for sale are those that line Wells Street, Old Town's primary thoroughfare that's lined with a high concentration of restaurants, bars, cafes, and boutique shops. But great deals and equally great condo residences can be found in various other part of Old Town, as long as you know where to look. To learn more about Old Town condominiums for sale, give us a call, or start browsing the active listings we've featured above.

Search Old Town's Top Condo Buildings

Unlike other downtown Chicago neighborhoods, Old Town doesn't have an iconic building, or several as in the case of River North and Streeterville, but the collection of desirable condos inthe area is certainly just as attractive to home buyers as other parts of town. Some of our favorite locations in Old Town include the condos for sale at 1212 N. Wells, the condos for sale at 1636 N. Wells and the condos for sale at 1426 N. Orleans, but the list doesn't stop there. To browse available units in other buildings, have a look at our Old Town condo building directory in the upper left hand corner of this page!

Want to wake up in Chicago’s most charming neighborhood every morning? If so, contact Helaine Cohen to set up an appointment to view real estate in Old Town Chicago, and find your dream home 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 Berkshire Hathaway HomeServices KoenigRubloff Realty Group 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 23rd, 2017 at 6:50am CDT.