View 418 E 43rd Street Chicago, IL MLS# 12554969
$1,900,000
12,000

Sq.Ft.

418 E 43rd Street

Chicago, IL

MRED
Courtesy of SK PROPERTIES GROUP, LLC
View 211 W Wacker Drive # 200 Chicago, IL MLS# 12044592
$1,329,000
162,000

Sq.Ft.

211 W Wacker Drive # 200

Chicago, IL

MRED
Courtesy of @PROPERTIES COMMERCIAL
View 1819 S STATE Street Chicago, IL MLS# 11752747
$1,150,000
9,316

Sq.Ft.

1819 S STATE Street

Chicago, IL

MRED
Courtesy of ASCOT REALTY GROUP, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 2252 S Archer Avenue # 207 Chicago, IL MLS# 12371933
$650,000
43,525

Sq.Ft.

2252 S Archer Avenue # 207

Chicago, IL

MRED
Courtesy of COMPASS
View 2037 S Indiana Avenue Chicago, IL MLS# 12471618
$595,000
130,000

Sq.Ft.

2037 S Indiana Avenue

Chicago, IL

MRED
Courtesy of COMPASS
View 2000 E 75th Street Chicago, IL MLS# 11278451
$435,000
16,170

Sq.Ft.

2000 E 75th Street

Chicago, IL

MRED
Courtesy of NETWORK PROPERTY MANAGMENT LLC
View 2252 S Canal Street # 205 Chicago, IL MLS# 12182596
$435,000
43,525

Sq.Ft.

2252 S Canal Street # 205

Chicago, IL

MRED
Courtesy of RICHLAND GLOBAL INC
View 18 E Cullerton Street # C1 Chicago, IL MLS# 12515162
$325,000
6,250

Sq.Ft.

18 E Cullerton Street # C1

Chicago, IL

MRED
Courtesy of BAIRD & WARNER
View 18 E Cullerton Street # C1 Chicago, IL MLS# 12515192
$325,000
6,250

Sq.Ft.

18 E Cullerton Street # C1

Chicago, IL

MRED
Courtesy of BAIRD & WARNER
View 7847 S Maryland Avenue Chicago, IL MLS# 12585115
  • Recently Listed with Virtual Tour
1 of 17
$195,000
1,628

Sq.Ft.

7847 S Maryland Avenue

Chicago, IL

MRED
Courtesy of LARAINE HANSON
View 3957 S King Drive Chicago, IL MLS# 12551528
$140,000
25,426

Sq.Ft.

3957 S King Drive

Chicago, IL

MRED
Courtesy of REAL PEOPLE REALTY
View 5050 S State Street # 2 Chicago, IL MLS# 12584271
  • Recently Listed
1 of 21
$19,396
11,185

Sq.Ft.

5050 S State Street # 2

Chicago, IL

MRED
Courtesy of MOHALL COMMERCIAL & URBAN DEVELOPMENT
View 5010 S State Street Chicago, IL MLS# 12584342
  • Recently Listed
1 of 22
$14,672
17,749

Sq.Ft.

5010 S State Street

Chicago, IL

MRED
Courtesy of MOHALL COMMERCIAL & URBAN DEVELOPMENT
View 5010 S State Street Chicago, IL MLS# 12584368
  • Recently Listed
1 of 22
$14,672
17,749

Sq.Ft.

5010 S State Street

Chicago, IL

MRED
Courtesy of MOHALL COMMERCIAL & URBAN DEVELOPMENT
View 5010 S State Street Chicago, IL MLS# 12584381
  • Recently Listed
1 of 22
$14,672
17,749

Sq.Ft.

5010 S State Street

Chicago, IL

MRED
Courtesy of MOHALL COMMERCIAL & URBAN DEVELOPMENT
View 1308 S Plymouth Court Chicago, IL MLS# 12570268
  • Recently Listed
1 of 38
$12,000
5

Beds

3.1

Baths

1308 S Plymouth Court

Chicago, IL

MRED
Courtesy of RE/MAX PREMIER
View 7141 S Jeffery Boulevard Chicago, IL MLS# 12208518
$9,000
6,600

Sq.Ft.

7141 S Jeffery Boulevard

Chicago, IL

MRED
Courtesy of EXP REALTY
View 1335 S PRAIRIE Avenue # 1008 Chicago, IL MLS# 12575424
  • Recently Listed
1 of 31
$9,000
3

Beds

3.0

Baths

2,776

Sq.Ft.

1335 S PRAIRIE Avenue # 1008

Chicago, IL

MRED
Courtesy of JAMESON SOTHEBY'S INTL REALTY
View 1717 S Michigan Avenue # 1202 Chicago, IL MLS# 12489534
$8,500
4

Beds

4.0

Baths

2,623

Sq.Ft.

1717 S Michigan Avenue # 1202

Chicago, IL

MRED
Courtesy of CMK REALTY
View 1413 S Prairie Avenue Chicago, IL MLS# 12513482
$8,250
4

Beds

2.1

Baths

3,200

Sq.Ft.

1413 S Prairie Avenue

Chicago, IL

MRED
Courtesy of EXIT STRATEGY REALTY

About South Side

Listings in South Side, Chicago, IL

1,238

Estimated median home price

$322,250
South Side, Chicago Real Estate

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

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

Price Count
$0 - 100K 162
$100K - 200K 207
$200K - 300K 221
$300K - 400K 211
$400K - 500K 113
$500K - 600K 77
$600K - 700K 69
$700K - 800K 38
$800K - 900K 28
$900K - 1M 18
$1M - Max 94

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

Property Type Count
Single Family 191
Townhouse 44
Condo 591
Commercial 41
Rental 453
Lots and Land 105
Condo/Town/CoOp 0
CoOp 0
Multi Family 223
Mobile Home 0
Farms 1

(Data as of 3/7/2026)

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.

http://www.mredllc.com/comms/resources/DMCA_Notice.pdf

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 3/8/2026.