View 1921 N Dayton Street Chicago, IL MLS# 12533370
  • Virtual Tour
1 of 47
$4,200,000
6

Beds

5.2

Baths

5,122

Sq.Ft.

1921 N Dayton Street

Chicago, IL

MRED
Courtesy of JAMESON SOTHEBY'S INTL REALTY
View 2658 N Mildred Avenue Chicago, IL MLS# 12603095
  • Recently Listed
1 of 49
OPEN HOUSE: Sunday 4/19 10:00 AM - 12:00 PM
$4,200,000
6

Beds

5.2

Baths

6,400

Sq.Ft.

2658 N Mildred Avenue

Chicago, IL

MRED
Courtesy of COLDWELL BANKER REALTY
View 545 W Grant Place Chicago, IL MLS# 12419658
  • New Construction
1 of 8
$4,100,000
7

Beds

5.2

Baths

6,300

Sq.Ft.

545 W Grant Place

Chicago, IL

MRED
Courtesy of COMPASS
The time to sell is now! THE TIME TO SELL IS NOW!
View 2719 N Dayton Avenue Chicago, IL MLS# 12489324
  • New Construction
1 of 29
$4,000,000
6

Beds

6.1

Baths

5,200

Sq.Ft.

2719 N Dayton Avenue

Chicago, IL

MRED
Courtesy of SHEEHAN REAL ESTATE
View 536 W Barry Avenue Chicago, IL MLS# 12463373
$3,995,000
5

Beds

4.2

Baths

10,580

Sq.Ft.

536 W Barry Avenue

Chicago, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 415 W Surf Street Chicago, IL MLS# 12405596
  • Virtual Tour
1 of 61
$3,975,000
12

Beds

11.0

Baths

14,893

Sq.Ft.

415 W Surf Street

Chicago, IL

MRED
Courtesy of CASSANDRA J. FRANCIS
View 4740 N Clark Street Chicago, IL MLS# 12538058
$3,900,000

4740 N Clark Street

Chicago, IL

MRED
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
View 1720 N MOHAWK Street Chicago, IL MLS# 12533975
  • Virtual Tour
1 of 48
$3,895,000
6

Beds

5.2

Baths

5,900

Sq.Ft.

1720 N MOHAWK Street

Chicago, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 2035 N Orleans Street # 4W Chicago, IL MLS# 12620440
  • Recently Listed
1 of 32
$3,895,000
4

Beds

4.1

Baths

4,000

Sq.Ft.

2035 N Orleans Street # 4W

Chicago, IL

MRED
Courtesy of PEARSON REALTY GROUP
View 4427 N Hermitage Avenue Chicago, IL MLS# 12589776
  • Virtual Tour
1 of 48
$3,750,000
6

Beds

4.1

Baths

7,000

Sq.Ft.

4427 N Hermitage Avenue

Chicago, IL

MRED
Courtesy of COMPASS
View 2047 N Bissell Street Chicago, IL MLS# 12603262
  • Recently Listed
1 of 41
$3,695,000
6

Beds

5.1

Baths

5,200

Sq.Ft.

2047 N Bissell Street

Chicago, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 907-909 W Webster Avenue Chicago, IL MLS# 12493988
  • Virtual Tour
1 of 71
$3,658,000
7

Beds

5.1

Baths

7,404

Sq.Ft.

907-909 W Webster Avenue

Chicago, IL

MRED
Courtesy of THE MARGIE SMIGEL GROUP, LLC
View 2140 N Clifton Avenue Chicago, IL MLS# 12619874
  • Recently Listed
1 of 43
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$3,600,000
5

Beds

5.2

Baths

5,500

Sq.Ft.

2140 N Clifton Avenue

Chicago, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1718 W Wrightwood Avenue Chicago, IL MLS# 12568716
  • Virtual Tour
1 of 84
$3,590,000
5

Beds

5.1

Baths

8,000

Sq.Ft.

1718 W Wrightwood Avenue

Chicago, IL

MRED
Courtesy of CENTURY 21 REALTY ASSOCIATES
View 2249 N Burling Street Chicago, IL MLS# 12600587
$3,500,000
5

Beds

4.1

Baths

5,800

Sq.Ft.

2249 N Burling Street

Chicago, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 2436 N Surrey Court Chicago, IL MLS# 12601048
$3,299,999
5

Beds

3.2

Baths

4,500

Sq.Ft.

2436 N Surrey Court

Chicago, IL

MRED
Courtesy of @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
View 1931 N Sheffield Avenue Chicago, IL MLS# 12538887
$3,250,000
3

Beds

2.1

Baths

2,400

Sq.Ft.

1931 N Sheffield Avenue

Chicago, IL

MRED
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES CHICAGO
View 1532 W George Street Chicago, IL MLS# 12598129
  • Recently Listed
1 of 52
$3,250,000
4

Beds

3.1

Baths

4,272

Sq.Ft.

1532 W George Street

Chicago, IL

MRED
Courtesy of COLDWELL BANKER REAL ESTATE GROUP
View 2016 W Giddings Street Chicago, IL MLS# 12608318
  • New Construction
1 of 51
$3,249,000
6

Beds

4.2

Baths

2016 W Giddings Street

Chicago, IL

MRED
Courtesy of FULTON GRACE REALTY
View 4425 N WINCHESTER Avenue Chicago, IL MLS# 12514654
  • New Construction
1 of 9
$3,200,000
6

Beds

5.1

Baths

6,272

Sq.Ft.

4425 N WINCHESTER Avenue

Chicago, IL

MRED
Courtesy of BAIRD & WARNER

About North Side

Listings in North Side, Chicago, IL

1,326

Estimated median home price

$525,000
North Side, Chicago Real Estate

Search North Side, Illinois Real Estate Listings & New Homes for Sale in North Side, IL. Find North Side Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in North Side, Chicago, IL

Price Count
$0 - 100K 34
$100K - 200K 161
$200K - 300K 217
$300K - 400K 142
$400K - 500K 103
$500K - 600K 99
$600K - 700K 89
$700K - 800K 65
$800K - 900K 60
$900K - 1M 40
$1M - Max 316

Homes for Sale by Type in North Side, Chicago, IL

Property Type Count
Single Family 164
Townhouse 52
Condo 882
Commercial 83
Rental 935
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 107
Mobile Home 0
Farms 0

(Data as of 4/19/2026)

Information deemed reliable but not guaranteed.

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 Weichert Realtors 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 4/20/2026.