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 |
| $3,000,000 - $5,000,000 | $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 ...
Incredible Investment & Development Opportunity In The Heart Of Old Town! Maximize Your Portfolio With This Rare Multi-unit Property And Double-lot Package In One Of Chicago's Premier, High-demand Neighborhoods. This Turnkey Investment Features A ...
Exceptional Luxury Living, Completely Renovated On An Unusually Deep 25' X 141' Lot With A Gated Private Alley And Beautiful Southern Exposure, Filling The Home With Abundant Natural Light. Extensively And Thoughtfully Renovated In 2022 And 2023 B...
CONTINGENT Luxurious Designer Living In The Heart Of Old Town Is Showcased In This Impeccably Renovated 4-bedroom, 3.5-bath Corner Residence. Rarely Available, This All-brick Corner Residence Is Flooded With Natural Light And Offers Inviting Indoor-outdoor ...
CONTINGENT One Of The Defining Features Of This Home Is Its Setting Within Old Town Village East - A Private, Tree-lined Horseshoe Street That Offers Guest Parking, A Rarity In Chicago, And A Gated Alley Where Neighbors Gather And Children Play. It Is A Neig...
Just Completed - Recently Updated Old Town Single-family Home | 4 Bedrooms | 3.1 Baths | Attached 2-car Garage A Newly Updated Four-season Sunroom With Year-round Heating And Cooling Opens To The Private Deck And Backyard, Creating Exceptional In...
Located In Charming Old Town, Just A 1/2 Block From The Brown Line Stop, This 3 Bedroom, 2.5 Bathroom Red Brick Home Offers A Level Yard With A 25' X 30' Private Backyard! Sure To Impress Is The Open Floor Plan With Tall Ceilings, Exposed Brick An...
CONTINGENT Perfectly Positioned In The Heart Of Old Town On Iconic Wells Street, This Sprawling Corner 2-bedroom, 2-bath Residence Offers The Ideal Blend Of Luxury, Space, And Location. The Highlight Is An Impressive 59' X 8' Private West-facing Terrace With...
CONTINGENT Welcome Home To This Sun-drenched 3-bedroom, 2-bathroom Penthouse At The Stanton-a Boutique 14-unit Elevator Building Perfectly Positioned Where River North Meets Old Town. This Top-floor, East-facing Residence Boasts An Expansive Open Floor Plan ...
Multiple Offers Received, Asking For Highest And Best By Saturday 9/12 @ 5pm Rarely Available & Exceptionally Spacious In The Heart Of Old Town! This Chic And Sophisticated 2,670 Sf Duplex-down Offers An Extraordinary Amount Of Living Space In On...
Experience The Comfort And Space Of A Single-family Home In This Expansive Old Town Duplex, Offering Approximately 2,000 Square Feet Of Interior Living Space Plus 350 Square Feet Of Private Outdoor Areas. Nestled Within A Charming, Classic Chicago...
CONTINGENT Welcome Home To This Sun-drenched 2-bedroom, 2-bathroom Condo In A Boutique Elevator Building In The Heart Of Old Town. South-facing Windows And Soaring Ceilings Flood The Space With Natural Light, Starting With An Wide Formal Foyer Finished With ...
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 September 14th, 2026 at 9:45pm CDT.
