A small neighborhood bordering the Gold Coast, River North and Lincoln Park, Old Town’s location is difficult to beat. Wells Street offers plenty of lifestyle accommodations, ranging from local top-rated eateries to bustling bars. The accessibility to adjacent neighborhoods means almost any attraction is a stone’s throw – or CTA stop – away. While you’re close to Downtown in Old Town, its setback location provides an escape from the tourist-filled streets and overwhelming work crowds.

Here are some of Z Chicago’s favorite spots in Old Town:

  • For laughs: Second City and Zanies
  • Casual drinks: Old Town Pour House
  • Not your average grocery store: Plum Market OR Treasure Island Grocery
  • Celeb-worthy fitness center: Equinox
  • Must-do for Summer: North Avenue Beach (open from Memorial Day through Labor Day)

Homes in Old Town vary from upscale modern mid-rises to charming historic walk-ups. Whether you’re renting or buying in Old Town, suitable and attractive apartments or homes are attainable no matter your personal taste. Check out the newest listings below.

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House For Sale

1932 N Burling Street, CHICAGO, Illinois, 60614

6Bedroom(s)
7Bathroom(s)
GarageParking(s)
25Picture(s)
25,000Sqft
Unprecedented urban estate. 25,000 square foot masterpiece on Lincoln Park's finest street. Sited on an enormous 177'x149' parcel totaling more than eight city lots, every step has been taken to provide complete privacy and tranquility. Manicured grounds with multiple fountains, reflecting pool, and hand forged antique garden pavilion transport you to another world.
$45,000,000

House For Sale

1905 N Orchard Street, CHICAGO, Illinois, 60614

6Bedroom(s)
7Bathroom(s)
GarageParking(s)
15Picture(s)
22,000Sqft
Finest Lincoln Park location - Virtually impossible to find 130' wide lot - This site is available for a totally custom designed new construction home. Absolutely finest finishes, craftsmanship and value. Up to 37,000+sf possible, includes full size underground pool/spa. All comms/fees paid upon start of construction. Sketches/photos are for concept only. Project starting at list.
$25,000,000

House For Sale

1917 N Burling Street, CHICAGO, Illinois, 60614

7Bedroom(s)
6Bathroom(s)
GarageParking(s)
1Picture(s)
11,000Sqft
Another stunning Savane Properties home built on an extra wide, extra long lot (44 x 131) with attached garage on the best block in Chicago's Lincoln Park. Complete one stop turnkey design build home including facade, floorplan, style, and finishes on this prestigious east Lincoln Park location. This 11,000 sq ft home offers 7 beds/6.
$8,500,000

House For Sale

1970 N Burling Street, CHICAGO, Illinois, 60614

5Bedroom(s)
6Bathroom(s)
GarageParking(s)
51Picture(s)
7,800Sqft
Outstanding home, built by Liederbach and Graham, offering a unique blend of exposed brick and industrial metal throughout. The 45' wide lot house sits inside of a walled "secret" urban garden, with the entire ground level of the house open to the outdoors. Ceiling heights feel limitless & light enters the open first floor living, dining, kitchen & greatroom from all sides.
$7,700,000

House For Sale

1821 N Howe Street, CHICAGO, Illinois, 60614

7Bedroom(s)
8Bathroom(s)
GarageParking(s)
32Picture(s)
9,272Sqft
Introducing 1821 Howe. Offering every imaginable space for gracious living, construction is now complete on this breathtaking residence from Environs.
$6,599,000

House For Sale

1912 N Orchard Street, CHICAGO, Illinois, 60614

7Bedroom(s)
5Bathroom(s)
GarageParking(s)
1Picture(s)
6,000Sqft
Renowned Savane Properties presents 1912 Orchard , an extra wide extra & deep (34'x131') lot with an exquisitely designed new home on Chicago's most prestigious street. This home offers a 40' x 34' rear yard with a graceful patio and/or potential for a sport court (etc), 7 bedrooms, 5.
$5,600,000

House For Sale

1911 N Burling Street, CHICAGO, Illinois, 60614

6Bedroom(s)
4Bathroom(s)
GarageParking(s)
1Picture(s)
6,000Sqft
Extra wide and extra long Custom Design Build Home with attached garage on the best block in Chicago's Lincoln Park. Another new construction home from renowned Savane Properties, Chicago's premier custom home builder. Complete one stop turnkey design build home including facade, floorplan, style, and finishes on this prestigious east Lincoln Park location.
$5,000,000

House For Sale

1942 N Mohawk Street, CHICAGO, Illinois, 60614

6Bedroom(s)
6Bathroom(s)
GarageParking(s)
45Picture(s)
6,000Sqft
Exceptional 6,000 sq.ft. brick and limestone new construction home in east Lincoln Park. Enjoy the finest finishes and a wonderful floorplan with elevator access to all 5 levels. Boasting 6 beds / 6.2 baths, this luxury home comes with all custom cabinetry and high-end finishes throughout.
$4,450,000

House For Sale

1827 N Sedgwick Street, CHICAGO, Illinois, 60614

6Bedroom(s)
4Bathroom(s)
GarageParking(s)
31Picture(s)
7,000Sqft
This stunning home was completely renovated and a new third story added. Ideally located on a 35' lot in the heart of East Lincoln Park, the home is flooded with natural light in every room. The thoughtful floor plan offers 7000 square feet of living space, 5 spacious outdoor living spaces and 30 wide living and dining room overlooking the treetops.
$4,350,000

House For Sale

1906 N Burling Street, CHICAGO, Illinois, 60614

5Bedroom(s)
5Bathroom(s)
GarageParking(s)
32Picture(s)
7,525Sqft
Burling St. is considered one of Chicago's most prestigious Lincoln Park communities. This 7,000+ sqft Stunning French inspired architectural design home is complete with decorator finishes including spiral staircase, Brazilian hardwood floors, marble and ironwork. Expansive entertaining spaces inside and out.
$4,300,000

House For Sale

1820 N CLEVELAND Avenue, CHICAGO, Illinois, 60614

7Bedroom(s)
5Bathroom(s)
GarageParking(s)
1Picture(s)
7,000Sqft
Visit our model @ 1821 N Howe on Sunday for information on this & other Environs luxury homes! Incredible new construction from Environs Development on premier Cleveland Avenue available for September move-in. This remarkable home features 7,000 square feet with an attached 2 car heated garage with Mudroom and a 5 stop Elevator providing access to a huge 4th floor Penthouse with Skydeck.
$4,299,000

House For Sale

1815 N CLEVELAND Avenue, CHICAGO, Illinois, 60614

6Bedroom(s)
5Bathroom(s)
GarageParking(s)
36Picture(s)
6,800Sqft
An incredible addition to quiet, tree-lined Cleveland this handsome brick & limestone new construction home is finished & shows beautifully.
$4,295,000
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