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Old Town Historic District

Old Town Historic District

Steps from the Gold Coast and a short walk from the Lincoln Park Zoo, the Old Town Triangle Historic District has a distinct character all its own. Home of Chicago’s renowned Steppenwolf and Second City, this quaint enclave of winding Nantucket-like streets, many, like the neighborhood’s St. Michael’s Church, predating the Great Chicago Fire, have landmark status. In addition to condos and an eclectic selection of properties, the small Victorian-era and vintage homes are always in great demand, whether newly renovated or in need of upgrading, and sell at top Lincoln Park prices, often over one million dollars. Wells Street caters to small shop owners, bistros, and trendy restaurants and the Old Town Art Fair, recently voted the #1 Fine Art Fair in the U.S., is a much anticipated weekend event each June. Old Town is bordered by Lincoln Park to the north, Gold Coast and River North to the south and Wicker Park and Bucktown to the West

 

Old Town Condos and Homes for Sale

$500,000 - $750,000 $750,000 - $1,000,000 $1,000,000 - $2,000,000
$2,000,000 - $3,000,000 $5,000,000 - $10,000,000
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1515 North North Park Avenue, Chicago, IL - $5,200,000

Residential, Detached Single
  • 7 Beds
  • 6 Baths
  • 8,400 SQFT
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Nestled On The Prestigious North Park Avenue, Significant Mansion Stands As A Remarkable Architectural Gem In The Vibrant Old Town/gold Coast Neighborhood. This Custom-built Residence, Constructed From Exquisite Masonry Brick And Limestone, Spans ...

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Photo of Listing #12400255

1414 North Mohawk Street, Chicago, IL - $2,399,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 5,900 SQFT
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Welcome To One Of Old Town's Finest Homes Built On And Oversized Lot And Surrounded By Mature Gardens Of Boxwood, Limelight Hydrangea And Thorndale Ivy. Enter Through Its Custom Iron Gates And Be Ready To Fall In Love. This Home Views Like A Story...

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Photo of Listing #12388627

1431 North Mohawk Street, Chicago, IL - $2,350,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,200 SQFT
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Chic Design And Contemporary Finishes Define This Unique Residence On A Peaceful Block In The Heart Of Old Town. Upon Entry, You Will Find Yourself In An Exquisite Two-story Living Room With Large, Picture Windows, A Fireplace, Wide 5" Oak Plank F...

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1543 North Wieland Street Ph-n, Chicago, IL - $1,500,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,900 SQFT
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This Penthouse, Duplex Up Condo Has Been Elevated In So Many Ways Creating The Epitome Of Luxury! With Private Elevator Access Opening Directly Into 1500 Sq. Ft. Of Interior Space, A 1200 Square Foot Roof Top Deck And A 200 Square Foot Terrace, Yo...

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Photo of Listing #12390714 CONTINGENT

1218 North Orleans Street, Chicago, IL - $1,325,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,067 SQFT
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Immaculately Renovated 4-level Home In Old Town. This Spacious Fee-simple Brick Townhome Has A Functional Floorplan With 3 Large Bedrooms Upstairs, A 1st Floor Den, Open Concept Living/dining/kitchen & Top Floor Family Room. Home Has East/west Exp...

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Photo of Listing #12338034 CONTINGENT

1529 North Wieland Street, Chicago, IL - $1,250,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 2,000 SQFT
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For Sale With 1527 N. Wieland. Total Combined Lot Size Of 50 X 100. Total Price For Both Lots 2.5m. 1529 Wieland Has A Mailbox With 1531 Wieland On It.

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Photo of Listing #12338005 CONTINGENT

1527 North Wieland Street, Chicago, IL - $1,250,000

Residential, Detached Single
  • 4 Beds
  • 2 Baths
  • 2,000 SQFT
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For Sale With 1529 (1531 Mailbox) N. Wieland. Combined $2.5m Total. Combined Lot Size Of 50 X 100. As Is Where Is. No Showings

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Photo of Listing #12401233 CONTINGENT

210 West Scott Street K, Chicago, IL - $1,200,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,400 SQFT
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Sophisticated 3-bedroom, 2.1-bathroom End Unit Townhouse In The Gated Old Town Square! The 3-story Brick Townhouse Lives Like A Single-family Home And Overlooks A Tranquil Courtyard And The Park Greenery Next Door From The 2nd Set Of Windows That ...

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Photo of Listing #12386222 CONTINGENT

1448 North Mohawk Street, Chicago, IL - $1,125,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 2,650 SQFT
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Located On A Quiet, Tree-lined Stretch Of North Mohawk Street, This Gracious Old Town Row Home With Many Recent Updates Blends Timeless Charm With Urban Convenience. Set On A Coveted Deeper-than-standard Lot, The Property Offers Rare Outdoor Space...

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250 West Scott Street C, Chicago, IL - $1,000,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 2,270 SQFT
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Beautiful All Brick Fee Simple 3 Bed Plus Den 3.1 Bath Townhome With 3 Private Outdoor Spaces And Attached Heated 1 Car Garage In The Heart Of Old Town In Coveted Old Town Square. This Home Lives Like A Single Family. The Gated Entrance Leads Yo...

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1401 North Wieland Street P, Chicago, IL - $989,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,000 SQFT
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Gorgeous 3-bed, 3-bath Townhome In Gated Schiller Place - Old Town's Best Kept Secret! Tucked Inside The Exclusive, Gated Schiller Place Community, This 3-bedroom, 3-bathroom Townhome Offers The Perfect Combination Of Privacy, Luxury, And Location...

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Photo of Listing #12398006 CONTINGENT

1215 North Sedgwick Street, Chicago, IL - $799,900

Residential, Attached Single
  • 3 Beds
  • 3 Baths
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Spacious, Sun-filled All Brick Townhome In An Unbeatable Old Town Location! This Thoughtfully Designed Home Features Expansive Living Spaces, High Ceilings, And Elevated Finishes Throughout. The Functional Floor Plan Offers Four Levels Of Living S...

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Midwest Real Estate Data LLC Logo 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 Sotheby's International 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. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listing information last updated on July 17th, 2025 at 10:40am CDT.