Southwest Side, IL homes for sale & real estate

649 homes

Sort:

Recommended

ABOUT THIS HOME
Southwest Side, IL Homes for Sale
NEW NEW NEW!!! Welcome home to this completely gutted and rehabbed 2 Flat building nestled in the heart of Englewood. Live in one unit and rent the other unit to another family. Each of the units in this spacious property features 2 bedrooms, 1 contemporary bathroom with custom tile work, and a great room concept floor plan that provides ample living space for day-to-day living or entertaining. The chefs in the family will be in awe of the brand-new kitchens that are complete with stainless steel appliances, elegant quartz countertops, and modern/sleek soft close cabinetry. Each unit offers a spacious and open floor plan making entertaining with family and friends a breeze especially with t

$369,900

4 beds3 baths— sq ft

6041 S May St, Chicago, IL 60621

Soft close cabinetry • Custom tile work • Gutted and rehabbed

$235,000

4 beds1.5 baths1,020 sq ft

7246 S Wood St, Chicago, IL 60636

Brand-new roof • Updated kitchen • Updated bathroom

ABOUT THIS HOME
Southwest Side, IL Homes for Sale
Located in the rapidly rising Englewood neighborhood, this is an absolute fire sale opportunity. The home is massive, offering 6 large bedrooms and 2 full baths - perfect for a big family or an investor looking to secure strong, guaranteed rental income. Currently occupied with a subsidized CHA tenant paying $2,569 per month, making this a high-yield cash-flow property from day one. The home is priced well below market value, with comps supporting values around $175,000. Property is sold as-is, but it is a beautiful and spacious home with tremendous upside. Incredible opportunity at this price point.

$105,000

6 beds2 baths— sq ft

2059 W 68th St, Chicago, IL 60636

3,100 sq ft lot • 2 garage spots • Built 1908

$105,000

3 beds1 bath1,100 sq ft

5647-49 S Ashland Ave, Chicago, IL 60636

6,250 sq ft lot • 2 parking spots • Built 1885

ABOUT THIS HOME
Southwest Side, IL Homes for Sale
Bring your ideas and make it your own for instant equity in this classic 1 1/2 -story bungalow located in the Chicago Lawn neighborhood. There are some updated features including newer roof and siding on back (2 years), central air and private fence in the yard. Home is Sold As Is (Any personal items left will be the responsibility of the buyer at their own expense)! Convenient location close to bus transportation and shopping. Unfinished basement and attic; bring your ideas; there is so much potential. Renovated properties on the same block recently sold for over $300K. SCHEDULE YOUR SHOWING TODAY !!!! THIS PROPERTY WILL NOT LAST * * * *

$120,000

3 beds1 bath1,147 sq ft

2304 W 72nd St, Chicago, IL 60636

Classic bungalow • Newer roof • Unfinished basement

Property at 5527 S Loomis Blvd, Chicago, IL 60636, 4 beds, 1 bath

$229,900

4 beds1 bath777 sq ft

5527 S Loomis Blvd, Chicago, IL 60636

Property at 6336 S Ada St, Chicago, IL 60636, 4 beds, 4.5 baths

$225,000

4 beds4.5 baths— sq ft

6336 S Ada St, Chicago, IL 60636

Property at 6721 W 59th St, Chicago, IL 60638, 3 beds, 2 baths

$385,000

3 beds2 baths1,040 sq ft

6721 W 59th St, Chicago, IL 60638

Property at 3817 W 61st Pl, Chicago, IL 60629, 3 beds, 1 bath

$193,838

3 beds1 bath1,125 sq ft

3817 W 61st Pl, Chicago, IL 60629

Property at 5804 S Kenton Ave, Chicago, IL 60629, 5 beds, 2 baths

$275,000

5 beds2 baths1,325 sq ft

5804 S Kenton Ave, Chicago, IL 60629

Property at 5250 S Nagle Ave, Chicago, IL 60638, 4 beds, 2 baths

$389,900

4 beds2 baths1,330 sq ft

5250 S Nagle Ave, Chicago, IL 60638

Property at 5630 S Melvina Ave, Chicago, IL 60638, 3 beds, 2 baths

$359,900

3 beds2 baths1,102 sq ft

5630 S Melvina Ave, Chicago, IL 60638

Property at 5533 S Menard Ave, Chicago, IL 60638, 3 beds, 2 baths

$368,380

3 beds2 baths1,000 sq ft

5533 S Menard Ave, Chicago, IL 60638

Property at 2117 W 71st Pl, Chicago, IL 60636, 3 beds, 2 baths

$179,000

3 beds2 baths1,136 sq ft

2117 W 71st Pl, Chicago, IL 60636

Property at 5532 S Oak Park Ave, Chicago, IL 60638, 5 beds, 4 baths

$735,000

5 beds4 baths3,343 sq ft

5532 S Oak Park Ave, Chicago, IL 60638

Property at 4800 S Wood St, Chicago, IL 60609, 10 beds, 5 baths

$250,000

10 beds5 baths— sq ft

4800 S Wood St, Chicago, IL 60609

Property at 1818 W 46th St, Chicago, IL 60609, 4 beds, 3 baths

$479,900

4 beds3 baths— sq ft

1818 W 46th St, Chicago, IL 60609

Property at 639 W 48th St, Chicago, IL 60609, 3 beds, 1 bath

$199,900

3 beds1 bath940 sq ft

639 W 48th St, Chicago, IL 60609

Property at 5421 S Mulligan Ave, Chicago, IL 60638, 4 beds, 2 baths

$318,900

4 beds2 baths1,800 sq ft

5421 S Mulligan Ave, Chicago, IL 60638

Property at 5611 S Monitor Ave, Chicago, IL 60638, 3 beds, 1 bath

$299,900

3 beds1 bath1,164 sq ft

5611 S Monitor Ave, Chicago, IL 60638

Property at 3428 W 55th St, Chicago, IL 60632, 3 beds, 2.5 baths

$334,999

3 beds2.5 baths1,600 sq ft

3428 W 55th St, Chicago, IL 60632

Property at 6733 S Throop St, Chicago, IL 60636, 4 beds, 1.5 baths

$90,000

4 beds1.5 baths1,509 sq ft

6733 S Throop St, Chicago, IL 60636

Property at 6922 S Campbell Ave, Chicago, IL 60629, 7 beds, 4 baths

$305,000

7 beds4 baths1,848 sq ft

6922 S Campbell Ave, Chicago, IL 60629

Property at 4804 S Lamon Ave, Chicago, IL 60638, 2 beds, 1 bath

$215,000

2 beds1 bath912 sq ft

4804 S Lamon Ave, Chicago, IL 60638

Property at 5631 W 64th Pl, Chicago, IL 60638, 4 beds, 2 baths

$379,900

4 beds2 baths1,020 sq ft

5631 W 64th Pl, Chicago, IL 60638

Property at 5359 S Nordica Ave, Chicago, IL 60638, 4 beds, 3 baths

$359,999

4 beds3 baths1,600 sq ft

5359 S Nordica Ave, Chicago, IL 60638

Property at 5026 S Lavergne Ave, Chicago, IL 60638, 5 beds, 3 baths

$498,000

5 beds3 baths1,600 sq ft

5026 S Lavergne Ave, Chicago, IL 60638

Property at 5730 S Tripp Ave, Chicago, IL 60629, 3 beds, 1 bath

$319,000

3 beds1 bath1,192 sq ft

5730 S Tripp Ave, Chicago, IL 60629

Property at 5756 S Princeton Ave, Chicago, IL 60621, 8 beds, 3 baths

$275,000

8 beds3 baths— sq ft

5756 S Princeton Ave, Chicago, IL 60621

Property at 6954 S Paulina St, Chicago, IL 60636, 3 beds, 1 bath

$149,900

3 beds1 bath1,119 sq ft

6954 S Paulina St, Chicago, IL 60636

Property at 3444 S Western Ave, Chicago, IL 60608, 8 beds, 4 baths

$350,000

8 beds4 baths— sq ft

3444 S Western Ave, Chicago, IL 60608

Property at 7253 S Marshfield Ave, Chicago, IL 60636, 6 beds, 3 baths

$344,900

6 beds3 baths2,500 sq ft

7253 S Marshfield Ave, Chicago, IL 60636

Property at 6440 S Kildare Ave, Chicago, IL 60629, 5 beds, 2 baths

$330,000

5 beds2 baths853 sq ft

6440 S Kildare Ave, Chicago, IL 60629

Property at 4329 S Wood St, Chicago, IL 60609, 5 beds, 3 baths

$199,999

5 beds3 baths— sq ft

4329 S Wood St, Chicago, IL 60609

Property at 5128 S Meade Ave, Chicago, IL 60638, 4 beds, 2 baths

$345,000

4 beds2 baths1,178 sq ft

5128 S Meade Ave, Chicago, IL 60638

Property at 6415 S Leclaire Ave, Chicago, IL 60638, 3 beds, 1 bath

$337,000

3 beds1 bath1,107 sq ft

6415 S Leclaire Ave, Chicago, IL 60638

Property at 3631 W 69th St, Chicago, IL 60629, 4 beds, 2 baths

$329,900

4 beds2 baths893 sq ft

3631 W 69th St, Chicago, IL 60629

Property at 5253 S Mobile Ave, Chicago, IL 60638, 3 beds, 2 baths

$382,000

3 beds2 baths1,939 sq ft

5253 S Mobile Ave, Chicago, IL 60638

Property at 4731 S Kostner Ave, Chicago, IL 60632, 5 beds, 3 baths

$394,000

5 beds3 baths2,090 sq ft

4731 S Kostner Ave, Chicago, IL 60632

Property at 6319 S Troy St, Chicago, IL 60629, 9 beds, 3 baths

$377,000

9 beds3 baths— sq ft

6319 S Troy St, Chicago, IL 60629

Property at 6046 S Melvina Ave, Chicago, IL 60638, 4 beds, 1.5 baths

$310,000

4 beds1.5 baths1,880 sq ft

6046 S Melvina Ave, Chicago, IL 60638

Viewing page 2 of 9

Based on information submitted to the MLS GRID as of Fri Nov 21 2025. All data is obtained from various sources and may not have been verified by 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.

Average home prices near Southwest Side, IL

Cities

Glen Ellyn homes for sale
$540,000
Schaumburg homes for sale
$299,900
Wheaton homes for sale
$459,450
Des Plaines homes for sale
$398,500
Downers Grove homes for sale
$510,000
Glenview homes for sale
$759,000
Arlington Heights homes for sale
$432,500
Mount Prospect homes for sale
$406,000
Lombard homes for sale
$382,000
Evanston homes for sale
$429,900
Oak Park homes for sale
$400,000
Naperville homes for sale
$627,000
Skokie homes for sale
$449,000
Chicago homes for sale
$350,000
Orland Park homes for sale
$379,450

Neighborhoods

Beverly homes for sale
$459,900
Bronzeville homes for sale
$331,950
South Loop homes for sale
$389,500
Kenwood homes for sale
$280,000
Humboldt Park homes for sale
$499,999
Garfield Ridge homes for sale
$359,900
Pilsen Historic District homes for sale
$587,450
Bridgeport homes for sale
$536,900
McKinley Park homes for sale
$419,900
Hyde Park homes for sale
$304,500

Southwest Side, IL real estate trends

All Home Types trends in Southwest Side, IL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$294,275

+5.1% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Southwest Side, IL

$294,275

+5.1%

See more Southwest Side, IL market insights

More to explore in Southwest Side, IL

How to buy a house in Southwest Side, IL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Illinois

Chicago homes for sale
$350,000
Naperville homes for sale
$629,500
Schaumburg homes for sale
$299,900
Arlington Heights homes for sale
$432,500
Glenview homes for sale
$754,500
Oak Park homes for sale
$400,000
Evanston homes for sale
$435,000
Des Plaines homes for sale
$385,000
Orland Park homes for sale
$379,450
Downers Grove homes for sale
$514,000
Mount Prospect homes for sale
$419,500
St. Charles homes for sale
$455,000
Skokie homes for sale
$445,000
Glen Ellyn homes for sale
$550,000
Northbrook homes for sale
$582,000

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.