View 3351 S Union Avenue # 1 Chicago, IL MLS# 12594032
$2,549
3

Beds

1.0

Baths

1,500

Sq.Ft.

3351 S Union Avenue # 1

Chicago, IL

MRED
Courtesy of COMPASS
View 4044-48 S ARCHER Avenue Chicago, IL MLS# 12586538
$619,000

4044-48 S ARCHER Avenue

Chicago, IL

MRED
Courtesy of RE/MAX MI CASA
View 5217 S Hermitage Avenue # 2F Chicago, IL MLS# 12585401
$1,200
2

Beds

1.0

Baths

900

Sq.Ft.

5217 S Hermitage Avenue # 2F

Chicago, IL

MRED
Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 3201 S Wallace Street Chicago, IL MLS# 12585945
$1,750
800

Sq.Ft.

3201 S Wallace Street

Chicago, IL

MRED
Courtesy of COLDWELL BANKER REALTY
View 5242 S Damen Avenue Chicago, IL MLS# 12583054
$3,000
1,633

Sq.Ft.

5242 S Damen Avenue

Chicago, IL

MRED
Courtesy of URBANITAS INC.
View 3635 S HALSTED Street Chicago, IL MLS# 12579790
$845,000

3635 S HALSTED Street

Chicago, IL

MRED
Courtesy of KALE REALTY
View 5255 S Cicero Avenue Chicago, IL MLS# 12562221
$1,500
2,000

Sq.Ft.

5255 S Cicero Avenue

Chicago, IL

MRED
Courtesy of REALTY EXECUTIVES NEW IMAGE
View 4605 S Laramie Avenue Chicago, IL MLS# 12570580
$2,900
5

Beds

2.0

Baths

1,500

Sq.Ft.

4605 S Laramie Avenue

Chicago, IL

MRED
Courtesy of REAL BROKER LLC
View 635-637 W 26th Street Chicago, IL MLS# 12573173
$820,000
7,012

Sq.Ft.

635-637 W 26th Street

Chicago, IL

MRED
Courtesy of BOUTIQUE HOME REALTY
View 1945 W 48th Street # 2 Chicago, IL MLS# 12570454
$1,460
3

Beds

1.0

Baths

911

Sq.Ft.

1945 W 48th Street # 2

Chicago, IL

MRED
Courtesy of PIP REALTY GROUP
View 2254 W Garfield Boulevard # 1R Chicago, IL MLS# 12569242
$1,150
1

Beds

1.0

Baths

850

Sq.Ft.

2254 W Garfield Boulevard # 1R

Chicago, IL

MRED
Courtesy of HOMESMART CONNECT LLC
View 4108 S Archer Avenue # 1F Chicago, IL MLS# 12568753
$1,050
400

Sq.Ft.

4108 S Archer Avenue # 1F

Chicago, IL

MRED
Courtesy of RICHLAND GLOBAL INC
View 2602 W 47th Street # 2R Chicago, IL MLS# 12548148
$1,250
2

Beds

1.0

Baths

2602 W 47th Street # 2R

Chicago, IL

MRED
Courtesy of REALTY EXECUTIVES MIDWEST
View 6166 S Sayre Avenue Chicago, IL MLS# 12566021
  • Virtual Tour
1 of 16
$10
20,800

Sq.Ft.

6166 S Sayre Avenue

Chicago, IL

MRED
Courtesy of NETWORK PROPERTY MANAGMENT LLC
View 7216 S CENTRAL PARK Avenue Chicago, IL MLS# 12561615
$2,500
3

Beds

2.0

Baths

7216 S CENTRAL PARK Avenue

Chicago, IL

MRED
Courtesy of M PROPERTY GROUP LLC
View 4536 W 63rd Street Chicago, IL MLS# 12563805
$2,500
1,500

Sq.Ft.

4536 W 63rd Street

Chicago, IL

MRED
Courtesy of BAIRD & WARNER
View 5342 S Fairfield Avenue # 1F Chicago, IL MLS# 12551311
$1,300
2

Beds

1.0

Baths

800

Sq.Ft.

5342 S Fairfield Avenue # 1F

Chicago, IL

MRED
Courtesy of RE/MAX 10
View 4332 S Hermitage Avenue # 1f Chicago, IL MLS# 12547102
$1,500
2

Beds

1.0

Baths

4,568

Sq.Ft.

4332 S Hermitage Avenue # 1f

Chicago, IL

MRED
Courtesy of EXTREME REALTY LLC
View 4748 S Ashland Avenue Chicago, IL MLS# 12546622
  • New Construction
1 of 12
$685,000
10,984

Sq.Ft.

4748 S Ashland Avenue

Chicago, IL

MRED
Courtesy of GREAT LAKES REALTY CENTRAL INC
View 5033 S Cicero Avenue # 1 Chicago, IL MLS# 12544819
  • New Construction
1 of 24
$3,600
950

Sq.Ft.

5033 S Cicero Avenue # 1

Chicago, IL

MRED
Courtesy of MIDWEST REAL ESTATE BROKERAGE LLC

About Southwest Side

Listings in Southwest Side, Chicago, IL

598

Estimated median home price

$376,250
Southwest Side, Chicago Real Estate

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

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

PriceCount
$0 - 100K51
$100K - 200K66
$200K - 300K102
$300K - 400K127
$400K - 500K106
$500K - 600K54
$600K - 700K23
$700K - 800K18
$800K - 900K15
$900K - 1M10
$1M - Max26

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

Property TypeCount
Single Family223
Townhouse24
Condo57
Commercial66
Rental152
Lots and Land63
Condo/Town/CoOp0
CoOp0
Multi Family157
Mobile Home0
Farms1

(Data as of 6/17/2026)

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 6/18/2026.