Cheap homes for sale & real estate in Southwest Side, IL

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ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
NICE BRICK BUNGALOW with move-in condition . 2 car garage , central Air 2020 and heater 2022 , New floorings with 2 good size bedrooms and 1 full bath on first floor. Finished basement with possible family room and 2 bedrooms and one full bath , 2nd kitchen set for parties use. EASY TO SHOW. Finished Attic with a den.

$285,000

4 beds2 baths1,750 sq ft

7324 S Oakley Ave, Chicago, IL 60636

Brick bungalow • Finished attic • Finished basement

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
Beautiful light brick, ranch, gorgeous curb appeal solid construction 2 bedrooms, two baths on main level. Large rooms, huge finished basement with utility room and space for possible 3rd bedroom great backyard with a patio. 2 car garage. Must see! Here's your chance to own a fine home. This won't last.

$236,000

2 beds2 baths1,328 sq ft

7130 S Richmond St, Chicago, IL 60629

3,750 sq ft lot • 2 garage spots • Built 1957

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
NICE MAINTAINANCE FREE SINGLE-FAMILY HOME! THIS PROPERTY BOASTS NEWER PLUMBING, ELECTRICAL, HVAC, NEWER HARDWOOD FLOORS THROUGHOUT FIRST FLOOR, MODERN KITCHEN WITH GRANITE COUNTERTOPS, MAPLE CABINETS AND HIGH-END SS APPLIANCES, UPSTAIRS MASTER SUITE WITH HIS AND HER CLOSETS AND PRIVATE BATHROOM, FINISHED BASEMENT WITH ADDITIONAL BEDROOM AND BATH. NEW GUTTERS WITH LEAF PROTECTION, NEW WINDOWS, NEW LIGHTING IN LIVING ROOM, RECENTLY PAINTED THROUGHOUT, NEW CONCRETE IN BACKYARD, POOL AND DECK.

$339,900

4 beds3 baths2,080 sq ft

3406 W 74th St, Chicago, IL 60629

Newer plumbing • Maple cabinets • Modern kitchen

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
Take advantage of this opportunity!! Due to seller relocating HUGE DROP in price. Bring buyers today! Legal 2unit property in GREAT condition. Well maintained by current owner. Has always occupied both units. Large Attic has a lot of potential.

$260,000

5 beds2 baths— sq ft

5224 S Morgan St, Chicago, IL 60609

Legal 2unit property • Large attic • 3,125 sq ft lot

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
GREAT CASHFLOW!!! Whether you're looking to expand your investment portfolio, generate reliable rental income, or move into your dream home-this spacious two-story, 4-bedroom single-family residence is the one. With generous living space, versatile layout, and timeless appeal, you simply can't go wrong. Now is the perfect time to begin your next chapter! Pictures on coming soon!

$110,000

4 beds1 bath— sq ft

1244 W 74th Pl, Chicago, IL 60636

3,125 sq ft lot • Listed 46 days

Property at 7049 S Damen Ave, Chicago, IL 60636, 7 beds, 3 baths

$299,999

7 beds3 baths— sq ft

7049 S Damen Ave, Chicago, IL 60636

Property at 5614 S Kolmar Ave, Chicago, IL 60629, 3 beds, 1.5 baths

$277,654

3 beds1.5 baths1,746 sq ft

5614 S Kolmar Ave, Chicago, IL 60629

Property at 1453 W Garfield Blvd #2, Chicago, IL 60636, 3 beds, 2 baths

$144,999

3 beds2 baths1,200 sq ft

1453 W Garfield Blvd #2, Chicago, IL 60636

Property at 4036 W 57th St, Chicago, IL 60629, 3 beds, 1 bath

$349,900

3 beds1 bath1,200 sq ft

4036 W 57th St, Chicago, IL 60629

Property at 3907 W Marquette Rd, Chicago, IL 60629, 3 beds, 1.5 baths

$285,000

3 beds1.5 baths1,287 sq ft

3907 W Marquette Rd, Chicago, IL 60629

Property at 5752 S Paulina St, Chicago, IL 60636, 4 beds, 2 baths

$99,000

4 beds2 baths1,332 sq ft

5752 S Paulina St, Chicago, IL 60636

Property at 6144 S Bishop St, Chicago, IL 60636, 6 beds, 3 baths

$347,000

6 beds3 baths— sq ft

6144 S Bishop St, Chicago, IL 60636

Property at 5549 S Shields Ave, Chicago, IL 60621, 4 beds, 2 baths

$245,000

4 beds2 baths— sq ft

5549 S Shields Ave, Chicago, IL 60621

Property at 6010 S Richmond St, Chicago, IL 60629, 6 beds, 2 baths

$385,000

6 beds2 baths1,176 sq ft

6010 S Richmond St, Chicago, IL 60629

Property at 5820 S Washtenaw Ave, Chicago, IL 60629, 6 beds, 2 baths

$304,900

6 beds2 baths1,350 sq ft

5820 S Washtenaw Ave, Chicago, IL 60629

Property at 7219 S Wood St, Chicago, IL 60636, 3 beds, 2 baths

$224,900

3 beds2 baths990 sq ft

7219 S Wood St, Chicago, IL 60636

Property at 3331 W 64th St, Chicago, IL 60629, 5 beds, 3 baths

$299,000

5 beds3 baths1,556 sq ft

3331 W 64th St, Chicago, IL 60629

Property at 6528 S Sangamon St, Chicago, IL 60621, 4 beds, 2 baths

$264,999

4 beds2 baths1,634 sq ft

6528 S Sangamon St, Chicago, IL 60621

Property at 5621 S Sawyer Ave, Chicago, IL 60629, 3 beds, 3 baths

$315,000

3 beds3 baths1,680 sq ft

5621 S Sawyer Ave, Chicago, IL 60629

Property at 1114 W 51st St, Chicago, IL 60609, 4 beds, 3 baths

$111,000

4 beds3 baths4,675 sq ft

1114 W 51st St, Chicago, IL 60609

Property at 4627 S Ashland Ave, Chicago, IL 60609

$265,900

— beds— baths— sq ft

4627 S Ashland Ave, Chicago, IL 60609

Property at 2323 W Pershing Rd #104, Chicago, IL 60609, 1 bed, 1.5 baths

$219,900

1 bed1.5 baths1,050 sq ft

2323 W Pershing Rd #104, Chicago, IL 60609

Property at 1718 W 48th St, Chicago, IL 60609

$260,000

— beds— baths— sq ft

1718 W 48th St, Chicago, IL 60609

Property at 4629 S Ashland Ave, Chicago, IL 60609

$265,900

— beds— baths— sq ft

4629 S Ashland Ave, Chicago, IL 60609

Property at 6952 S Ada St, Chicago, IL 60636, 5 beds, 2 baths

$310,000

5 beds2 baths— sq ft

6952 S Ada St, Chicago, IL 60636

Property at 6933 S Washtenaw Ave, Chicago, IL 60629, 4 beds, 2 baths

$450,000

4 beds2 baths— sq ft

6933 S Washtenaw Ave, Chicago, IL 60629

Property at 7335 S Morgan St, Chicago, IL 60621, 4 beds, 1.5 baths

$130,000

4 beds1.5 baths1,624 sq ft

7335 S Morgan St, Chicago, IL 60621

Property at 5658 S Hermitage Ave, Chicago, IL 60636, 6 beds, 2 baths

$160,000

6 beds2 baths— sq ft

5658 S Hermitage Ave, Chicago, IL 60636

Property at 6221 S Talman Ave, Chicago, IL 60629, 6 beds, 2 baths

$339,999

6 beds2 baths1,775 sq ft

6221 S Talman Ave, Chicago, IL 60629

Property at 6608 S Bell Ave, Chicago, IL 60636, 5 beds, 2 baths

$195,000

5 beds2 baths1,008 sq ft

6608 S Bell Ave, Chicago, IL 60636

Property at 7326 S Francisco Ave, Chicago, IL 60629, 3 beds, 1 bath

$270,000

3 beds1 bath1,216 sq ft

7326 S Francisco Ave, Chicago, IL 60629

Property at 6442 S Paulina St, Chicago, IL 60636, 7 beds, 3 baths

$377,900

7 beds3 baths— sq ft

6442 S Paulina St, Chicago, IL 60636

Property at 5731 S Hoyne Ave, Chicago, IL 60636, 4 beds, 3 baths

$245,000

4 beds3 baths1,556 sq ft

5731 S Hoyne Ave, Chicago, IL 60636

Property at 6317 S Morgan St, Chicago, IL 60621, 6 beds, 2 baths

$104,000

6 beds2 baths— sq ft

6317 S Morgan St, Chicago, IL 60621

Property at 6843 S Racine Ave, Chicago, IL 60636, 3 beds, 3.5 baths

$330,000

3 beds3.5 baths— sq ft

6843 S Racine Ave, Chicago, IL 60636

Property at 6543 S Washtenaw Ave, Chicago, IL 60629, 6 beds, 3 baths

$399,000

6 beds3 baths— sq ft

6543 S Washtenaw Ave, Chicago, IL 60629

Property at 5920 S Princeton Ave, Chicago, IL 60621, 6 beds, 2 baths

$263,897

6 beds2 baths— sq ft

5920 S Princeton Ave, Chicago, IL 60621

Property at 3121 W 71st St, Chicago, IL 60629

$395,000

— beds— baths8,864 sq ft

3121 W 71st St, Chicago, IL 60629

Property at 5924 S Paulina St, Chicago, IL 60636, 5 beds, 2 baths

$97,200

5 beds2 baths— sq ft

5924 S Paulina St, Chicago, IL 60636

Property at 6732 S Peoria St, Chicago, IL 60621, 5 beds, 2 baths

$175,000

5 beds2 baths1,548 sq ft

6732 S Peoria St, Chicago, IL 60621

Property at 2103 W 52nd St, Chicago, IL 60609

$180,000

0 beds— baths— sq ft

2103 W 52nd St, Chicago, IL 60609

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Based on information submitted to the MLS GRID as of Fri Nov 28 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.

Cheap Homes for Sale in Southwest Side

There are currently 563 cheap homes for sale in Southwest Side at a median listing price of $285K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Southwest Side stay on the market for 58 days and receive 3 offers. Popular neighborhoods include Beverly, Bronzeville, South Loop, Bridgeport, and Hyde Park. This map is refreshed with the newest listings in Southwest Side every 15 minutes.

In the past month, 195 homes have been sold in Southwest Side. In addition to houses in Southwest Side, there were also 55 condos, 13 townhouses, and 268 multi-family units for sale in Southwest Side last month. Find your dream home in Southwest Side using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Southwest Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Southwest Side. If you're looking to sell your home in the Southwest Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Southwest Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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