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
85 Properties Found. Page 1 of 11

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...

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 ...

Prime Gold Coast/old Town Location! Sophisticat...

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$1,425,000 Active

  • 3 Beds
  • Baths
  • 2,524 ft²


1418 North Lasalle Street #b, Chicago, IL

MLS® #09478940

Prime Gold Coast/old Town Location! Sophisticated Escape At 1418 N Lasalle! This Extra Wide, Boutique Building Was Built In 2008 With High Ceilings And Wide Plank Hardwood Floors Throughout. Tucked Back From The Street On A Deep Lot, This Limestone And Solid Masonry Home Is A Quiet Surprise! With...

Truly, The Opportunities At 334 West Schiller I...

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$1,400,000 Contingent

  • 2 Beds
  • 1 Baths
  • 0.03 Acres
  • 1,747 ft²


334 West Schiller Street, Chicago, IL

MLS® #09154785

Truly, The Opportunities At 334 West Schiller In Old Town Are Endless. You Can Build On This 22x64 Lot, And The Property Is In The Middle Of Everything -- Bars, Restaurants And Shops. Plus, The Brown Line Is Just A Few Steps Away. This Area Is Hot, And With New Construction, It's Only Getting Hot...

Don't Let The Lack Of Photos Fool You! This Fan...

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$1,350,000 Re-activated

  • 6 Beds
  • 5 Baths
  • 0.06 Acres


1401 North Mohawk Street, Chicago, IL

MLS® #09315650

Don't Let The Lack Of Photos Fool You! This Fantastic Old Town Opportunity Is An Investor's Dream! Own 2 Two Flats For The Price Of One. Front Building Boasts First Floor Unit And Duplexed 2nd Floor "owner's Suite". Back Building Boasts One Bedroom Unit On 1st Floor And 2 Bedroom Unit Upstairs....

Old Town Single Family Home Located On A Quiet ...

REDUCED 4% Photo of Listing #09357502
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$1,299,000 Contingent

  • 4 Beds
  • Baths
  • 3,500 ft²


1516 North Wieland Street, Chicago, IL

MLS® #09357502

Old Town Single Family Home Located On A Quiet One-way Street Just West Of Wells Street. Brick Home Just Completed Renovation! Offering New Beautiful Dark Hardwood Floors, Open Floorplan, And Lots Of Light! Studio 41 Kitchen Has Large Island, Quartz Counters, Glass Tile Backsplash, Lg Stainless S...

Quality Finishes And Amazing Inside And Outside...

REDUCED 8% Photo of Listing #09316088
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$1,189,000 Active

  • 5 Beds
  • Baths
  • 0.07 Acres


1366 North Cleveland Avenue, Chicago, IL

MLS® #09316088

Quality Finishes And Amazing Inside And Outside Spaces In Wonderful, Convenient Location Is Calling You Home. Spread Over Four Levels With Awesome Roof Deck, This One Owner 16 Year Old Residence Has Been Very Gently Lived In And Shows Beautifully. Two Car Detached Garage, Five Bedrooms, Four And ...

Old Town-prime Location!! Bring In Your Large F...

NEW Photo of Listing #09510685
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$944,900 New

  • 3 Beds
  • 3 Baths
  • 2,700 ft²


1513 North Cleveland Avenue #3s, Chicago, IL

MLS® #09510685

Old Town-prime Location!! Bring In Your Large Furniture & Family To This Spacious & Bright West Facing Penthouse Unit In Elegant Brick/limestone 6 Flat! This Duplex Up Has Many Recent Upgrades Inc Beautiful Large Chef's Kit W/ Ss Jennair Appls, Black Grante Cts & Tons Of Cabinets. 2 Enormous Mstr...

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 February 27th, 2017 at 8:54pm CST.