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
| $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 |
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 ...
CONTINGENT Old Town Luxury Rehab With A Unique Design. Floor To Ceiling Windows Showcasing A Central Courtyard And Flooding The Home With Light. Formal Living Room/dining Area And Great Room Surround The Courtyard With A Flow Perfect For Entertaining. Gourme...
This Home Has It All! Great Old Town Location With Two Car Garage. Owner Upgraded All Windows. Huge Storage Area Over Garage. Custom Built Multi Purpose Room With A Wet Bar On Top Floor With Outdoor Deck! Outdoor Court Yard On Main Level---must...
Consider This Perfect City Home: A Newer Updated Rowhouse In Prime Old Town Location Offering Privacy, Serenity, And Convenience. Overlooking The Park With Light Pouring In, This Sweet House Has Three Outdoor Spaces And An Attached Garage W/additi...
This Bright, Extra-wide Townhome In Old Town's Cleveland Court Lives Like A Single-family Home With Four Full Levels Of Stylish, Modern Living. With An Impressive 4 Br+den/4ba Layout, Wraparound Windows, And A Unique Private Entrance, It Is The La...
This Old Town Sfh Residence Offers A Rare, Oversized Parcel With A Depth Of Approximately 140 Feet And An Attached Two-car Garage. Designed With Hosting In Mind, The Main Floor Features Soaring Ceiling Heights, Rich Wood Flooring, An Inviting Fire...
In A Quiet, Tucked-away Pocket Of Old Town, This Sunlit Townhome Combines A Neighborhood Feel With The Convenience Of City Living. This Home Offers 3 Bedrooms, 3.5 Baths, And An Attached Two-car Garage With Epoxy Floor, Along With A Flexible Layou...
CONTINGENT All Offers Due Monday 2/16 Before 12:00 Pm. This 2,800 Sq. Ft. Duplex Lives Like A Single-family Home With High Ceilings, Crown Molding, And Oak Hardwood Floors Throughout. The Kitchen Impresses With High-end Appliances, Quartz Countertops, And A ...
CONTINGENT Spacious Brick Townhome With Attached 2 Car Garage In Old Town. This Home Has A Functional Floorplan With 3 Large Bedrooms Upstairs, Hardwood Floors Throughout, An Open Concept Living/dining/kitchen On 2nd Floor & Top Floor Family Room. Home Has E...
CONTINGENT Welcome Home! Move Right Into This 4 Bed/3 Bath Duplex In Old Town. A Flexible Floor Plan With 2 Bedrooms On Each Level, Comfortable Living Spaces On Both Floors, 3 Full Bathrooms, And Tons Of Closet Space. The Main Level Features Hardwood Floors ...
CONTINGENT Nestled In The Heart Of Old Town Steps From Wells St Shops And Restaurants, This Rare Three-bedroom + Office Townhome Offers A Generously-sized, Light-filled Interior. The Meticulously-maintained Home Features East & West Exposures, Four Levels Of...
CONTINGENT Situated On An Extra-wide 31' Lot, This Expansive 2,400 Sq Ft Duplex Truly Lives Like A Single-family Home. With 2 Bedrooms, 3 Full Bathrooms, An Glass Enclosed Den (perfect As A Home Office Or Guest Space), And A Large Family Room, This Thoughtfu...
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Listing information last updated on March 8th, 2026 at 1:23am CST.
