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Chicago

“I adore Chicago. It is the pulse of America.” ~ Sarah Bernhardt

The best thing about living in and selling homes on The North Shore, is the proximity to the best city in the world, Chicago. Known as “The Windy City,” Chicago sits beautifully on the shores of Lake Michigan and has a rich history and vibrant culture. From the iconic skyline featuring the Willis Tower (still The Sears Tower to locals) and John Hancock Center to the eclectic neighborhoods like Logan Square, Lincoln Park, and Chinatown, there’s a spot for everyone. Dive into the city’s dynamic food scene with its famous Chicago hot dog, deep-dish pizza and diverse dining options, or enjoy the arts with world-class museums, Millennium Park, theaters, and music venues. Sports fans will love cheering on the Cubs, Bears, Bulls, and more.

With a robust economy, excellent schools like the University of Chicago and Northwestern, and convenient public transit, Chicago offers the perfect blend of urban excitement and community charm. We experience all four seasons, with hot summers, cold winters, and beautiful springs and falls. The city’s weather can be quite variable, but we are tough! Whether you’re looking for a high-rise condo in the Loop or a cozy home in a historic neighborhood, Chicago has it all!

We have more favorite things to do in Chicago than we can possibly list, but here are a few. And always know, you can call us for recommendations – we love to talk about our city! Here is a great guide to the various neighborhoods and attractions.

For a fantastic meal in the heart of Logan Square, try James Beard winner, Lula Cafe, celebrating 25 years. We highly recommend you try everything!

Want the best hot dog served with salty Chicago attitude? Try The Wieners Circle! Learn about the interesting Chicago architecture from the vantage point of the river (yes, the same river that is dyed green on St. Patrick’s Day) on a wonderful boat tour! You have to see a show at The Second City – 1st home to many of your favorite comedians. Chicago has an excellent public transportation system, Divvy Bikes for rent, and is very walkable. Explore & let us know your favorite Chicago experience!

Min. Price
Max. Price
Beds
Baths
915 N DEARBORN Street Chicago, IL 60610
$18,500,000
6 Beds 5 | 2 Baths 13,400 SqFt Listing No. 12273547 Property Type: House camera (61) Listing courtesy of Baird & Warner
Details
800 N Michigan Avenue #PH64 Chicago, IL 60611
$11,700,000
5 Beds 5 | 2 Baths 8,500 SqFt Listing No. 12471830 Property Type: Condo camera (53) Listing courtesy of @properties Christie's International Real Estate
Details
2026 N Kenmore Avenue Chicago, IL 60614
$9,995,000
10 Beds 8 | 2 Baths 13,400 SqFt Listing No. 11985710 Property Type: House camera (56) Listing courtesy of @properties Christie's International Real Estate
Details
159 E Walton Place #PH Chicago, IL 60611
$8,900,000
4 Beds 4 | 1 Baths 7,880 SqFt Listing No. 12541400 Property Type: Condo camera (46) Listing courtesy of Jameson Sotheby's Intl Realty
Details
14 W Superior Street #7000 Chicago, IL 60654
$8,250,000
4 Beds 4 | 1 Baths 6,085 SqFt Listing No. 12545903 Property Type: Condo camera (50) Listing courtesy of Jameson Sotheby's Intl Realty
Details
363 E Wacker Drive #9101 Chicago, IL 60601
$7,999,000
4 Beds 4 | 1 Baths 5,734 SqFt Listing No. 12386486 Property Type: Condo camera (73) Listing courtesy of Compass
Details
1878 N Orchard Street Chicago, IL 60614
$7,995,000
6 Beds 5 | 3 Baths 9,512 SqFt Listing No. 12481062 Property Type: House camera (80) Listing courtesy of Premier Relocation, Inc.
Details
189 E LAKE SHORE Drive #PH18 Chicago, IL 60611
$7,250,000
5 Beds 5 | 1 Baths 7,462 SqFt Listing No. 12420681 Property Type: Condo camera (64) Listing courtesy of @properties Christie's International Real Estate
Details
451 E Grand Avenue #PH66 Chicago, IL 60611
$6,995,000
4 Beds 4 | 2 Baths 7,147 SqFt Listing No. 12162907 Property Type: Condo camera (23) Listing courtesy of Jameson Sotheby's Intl Realty
Details
1865 N Burling Street Chicago, IL 60614
$6,950,000
6 Beds 5 | 2 Baths 6,000 SqFt Listing No. 12473105 Property Type: House camera (2) Listing courtesy of @properties Christie's International Real Estate
Details
800 N Michigan Avenue #63PH Chicago, IL 60611
$6,950,000
5 Beds 4 | 2 Baths 8,400 SqFt Listing No. 12499440 Property Type: Condo camera (32) Listing courtesy of Compass
Details
451 E Grand Avenue #6111 Chicago, IL 60611
$6,900,000
3 Beds 3 | 1 Baths 4,798 SqFt Listing No. 12438112 Property Type: Condo camera (50) Listing courtesy of Jameson Sotheby's Intl Realty
Details
 915 N DEARBORN Street, Chicago, IL 60610
camera (61)
price

$18,500,000

beds

6 6 Beds

baths

5 | 2 5 | 2 Baths

lot size

13,400 SqFt 13,400 SqFt

listing no.

12273547 Listing No. 12273547

property type

House Property Type: House

gallery photos

camera (61)

Listing courtesy of Baird & Warner

 800 N Michigan Avenue #PH64, Chicago, IL 60611
camera (53)
price

$11,700,000

beds

5 5 Beds

baths

5 | 2 5 | 2 Baths

lot size

8,500 SqFt 8,500 SqFt

listing no.

12471830 Listing No. 12471830

property type

Condo Property Type: Condo

gallery photos

camera (53)

Listing courtesy of @properties Christie's International Real Estate

 2026 N Kenmore Avenue, Chicago, IL 60614
camera (56)
price

$9,995,000

beds

10 10 Beds

baths

8 | 2 8 | 2 Baths

lot size

13,400 SqFt 13,400 SqFt

listing no.

11985710 Listing No. 11985710

property type

House Property Type: House

gallery photos

camera (56)

Listing courtesy of @properties Christie's International Real Estate

 159 E Walton Place #PH, Chicago, IL 60611
camera (46)
price

$8,900,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

7,880 SqFt 7,880 SqFt

listing no.

12541400 Listing No. 12541400

property type

Condo Property Type: Condo

gallery photos

camera (46)

Listing courtesy of Jameson Sotheby's Intl Realty

 14 W Superior Street #7000, Chicago, IL 60654
camera (50)
price

$8,250,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

6,085 SqFt 6,085 SqFt

listing no.

12545903 Listing No. 12545903

property type

Condo Property Type: Condo

gallery photos

camera (50)

Listing courtesy of Jameson Sotheby's Intl Realty

 363 E Wacker Drive #9101, Chicago, IL 60601
camera (73)
price

$7,999,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

5,734 SqFt 5,734 SqFt

listing no.

12386486 Listing No. 12386486

property type

Condo Property Type: Condo

gallery photos

camera (73)

Listing courtesy of Compass

 1878 N Orchard Street, Chicago, IL 60614
camera (80)
price

$7,995,000

beds

6 6 Beds

baths

5 | 3 5 | 3 Baths

lot size

9,512 SqFt 9,512 SqFt

listing no.

12481062 Listing No. 12481062

property type

House Property Type: House

gallery photos

camera (80)

Listing courtesy of Premier Relocation, Inc.

 189 E LAKE SHORE Drive #PH18, Chicago, IL 60611
camera (64)
price

$7,250,000

beds

5 5 Beds

baths

5 | 1 5 | 1 Baths

lot size

7,462 SqFt 7,462 SqFt

listing no.

12420681 Listing No. 12420681

property type

Condo Property Type: Condo

gallery photos

camera (64)

Listing courtesy of @properties Christie's International Real Estate

 451 E Grand Avenue #PH66, Chicago, IL 60611
camera (23)
price

$6,995,000

beds

4 4 Beds

baths

4 | 2 4 | 2 Baths

lot size

7,147 SqFt 7,147 SqFt

listing no.

12162907 Listing No. 12162907

property type

Condo Property Type: Condo

gallery photos

camera (23)

Listing courtesy of Jameson Sotheby's Intl Realty

 1865 N Burling Street, Chicago, IL 60614
camera (2)
price

$6,950,000

beds

6 6 Beds

baths

5 | 2 5 | 2 Baths

lot size

6,000 SqFt 6,000 SqFt

listing no.

12473105 Listing No. 12473105

property type

House Property Type: House

gallery photos

camera (2)

Listing courtesy of @properties Christie's International Real Estate

 800 N Michigan Avenue #63PH, Chicago, IL 60611
camera (32)
price

$6,950,000

beds

5 5 Beds

baths

4 | 2 4 | 2 Baths

lot size

8,400 SqFt 8,400 SqFt

listing no.

12499440 Listing No. 12499440

property type

Condo Property Type: Condo

gallery photos

camera (32)

Listing courtesy of Compass

 451 E Grand Avenue #6111, Chicago, IL 60611
camera (50)
price

$6,900,000

beds

3 3 Beds

baths

3 | 1 3 | 1 Baths

lot size

4,798 SqFt 4,798 SqFt

listing no.

12438112 Listing No. 12438112

property type

Condo Property Type: Condo

gallery photos

camera (50)

Listing courtesy of Jameson Sotheby's Intl Realty

© 2026 MRED LLC. All rights reserved.
Based on information submitted to the MLS GRID as of MRED LLC 2026. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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MRED LLC data last updated at February 3, 2026, 9:29 PM CT
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