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:
Come to the New Englewood, This Greystone is in move in condition with a two and three bedroom unit with hardwood floors. .This can be a cash cow. Cash or Hard money Loan. Showing Saturdays. 12-2 and Sundays 12-2 Highest and Best Due by 12/15

$215,000

5 beds2 baths— sq ft

6018 S Sangamon Ave, Chicago, IL 60621

2 parking spots • Built 1910 • Listed 43 days

$400,000

4 beds5 baths— sq ft

7255 S Washtenaw Ave, Chicago, IL 60629

Broom closets • Ceiling fans • Pantries

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
GREAT OPPORTUNITY FOR OWNER OCCUPANT OR INVESTOR. THE PROPERTY IS BEING SOLD IN ITS AS IS CONDITION. A LETTER OF PRE-QUALIFICATION OR PROOF OF FUNDS IS REQUIRED WITH ALL OFFERS.

$280,000

4 beds2 baths— sq ft

6,250 sq ft lot • Built 1908 • Listed 20 days

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert , great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new sewer plumbing, space for laundry , easy access to transportation and shopping , live rent free , additional unit in basement neither seller or owner confirm the legality

$450,000

12 beds6 baths— sq ft

5718 S Green St, Chicago, IL 60621

Back yard parking • New sewer plumbing • Tall full basement

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
Welcome to this beautiful 2 flat building with 4 level of living spaces. Perfect investment opportunity! Building was recently renovated. 1st floor has 2 bedroom, dining room and nice living room. New modern kitchen and bathroom. Stainless steel appliances. 2nd floor has 3 bedrooms, dinning and living room with an extra small room, this could be an office space. Kitchen and bathroom updated and with Stainless steel appliances. Full finish attic, 1 bedroom with kitchen and full updated bathroom. Perfect for the in-laws. Basement with 2 bedrooms and kitchen and full updated bathroom. All floors have their own laundry area. Building has new roof new siding and updated plumbing and electricity

$450,000

8 beds4 baths— sq ft

5740 S Elizabeth St, Chicago, IL 60636

Office space • Full finish attic • Recently renovated

Property at 6850 W 64th St, Chicago, IL 60638, 5 beds, 2.5 baths

$380,000

5 beds2.5 baths1,152 sq ft

6850 W 64th St, Chicago, IL 60638

Property at 3820 W 47th St Unit 2ne, Chicago, IL 60632, 1 bed, 1 bath

$110,000

1 bed1 bath800 sq ft

3820 W 47th St Unit 2ne, Chicago, IL 60632

Property at 5545 S Throop St, Chicago, IL 60636, 7 beds, 2 baths

$209,000

7 beds2 baths— sq ft

5545 S Throop St, Chicago, IL 60636

Property at 7041 S Throop St, Chicago, IL 60636, 3 beds, 1 bath

$195,000

3 beds1 bath987 sq ft

7041 S Throop St, Chicago, IL 60636

Property at 6738 S Normal Blvd, Chicago, IL 60621, 4 beds, 2.5 baths

$115,000

4 beds2.5 baths2,464 sq ft

6738 S Normal Blvd, Chicago, IL 60621

Property at 7212 S Campbell Ave, Chicago, IL 60629, 5 beds, 2 baths

$285,000

5 beds2 baths1,300 sq ft

7212 S Campbell Ave, Chicago, IL 60629

Property at 4149 S Rockwell St, Chicago, IL 60632, 3 beds, 3 baths

$428,000

3 beds3 baths1,045 sq ft

4149 S Rockwell St, Chicago, IL 60632

Property at 7011 S Aberdeen St, Chicago, IL 60621, 4 beds, 2 baths

$310,000

4 beds2 baths1,300 sq ft

7011 S Aberdeen St, Chicago, IL 60621

Property at 7318 S Aberdeen St, Chicago, IL 60621, 5 beds, 2.5 baths

$255,000

5 beds2.5 baths1,250 sq ft

7318 S Aberdeen St, Chicago, IL 60621

Property at 420 W 65th Pl, Chicago, IL 60621, 4 beds, 2 baths

$199,999

4 beds2 baths— sq ft

420 W 65th Pl, Chicago, IL 60621

Property at 5330 S California Ave, Chicago, IL 60632, 2 beds, 2 baths

$245,000

2 beds2 baths900 sq ft

5330 S California Ave, Chicago, IL 60632

Property at 3641 W 57th St, Chicago, IL 60629, 6 beds, 3 baths

$409,900

6 beds3 baths— sq ft

3641 W 57th St, Chicago, IL 60629

Property at 3920 W Marquette Rd, Chicago, IL 60629, 2 beds, 2 baths

$280,000

2 beds2 baths855 sq ft

3920 W Marquette Rd, Chicago, IL 60629

Property at 4944 S Honore St, Chicago, IL 60609, 7 beds, 3 baths

$380,000

7 beds3 baths— sq ft

4944 S Honore St, Chicago, IL 60609

Property at 5042 S Laflin St, Chicago, IL 60609, 4 beds, 2 baths

$165,000

4 beds2 baths— sq ft

5042 S Laflin St, Chicago, IL 60609

Property at 6929 S Loomis Blvd, Chicago, IL 60636, 5 beds, 3 baths

$255,900

5 beds3 baths1,000 sq ft

6929 S Loomis Blvd, Chicago, IL 60636

Property at 7408 S Campbell Ave, Chicago, IL 60629, 4 beds, 1 bath

$240,000

4 beds1 bath1,152 sq ft

7408 S Campbell Ave, Chicago, IL 60629

Property at 2951 W 43rd St, Chicago, IL 60632

$160,000

— beds— baths2,277 sq ft

2951 W 43rd St, Chicago, IL 60632

Property at 6155 S Whipple Ave, Chicago, IL 60629, 8 beds, 6 baths

$320,000

8 beds6 baths— sq ft

6155 S Whipple Ave, Chicago, IL 60629

Property at 6830 S Honore St, Chicago, IL 60636, 4 beds, 2 baths

$239,999

4 beds2 baths1,378 sq ft

6830 S Honore St, Chicago, IL 60636

Property at 6200 S Kolin Ave #1, Chicago, IL 60629, 2 beds, 1 bath

$215,000

2 beds1 bath1,100 sq ft

6200 S Kolin Ave #1, Chicago, IL 60629

Property at 6843 S Carpenter St, Chicago, IL 60621, 7 beds, 3 baths

$299,999

7 beds3 baths3,123 sq ft

6843 S Carpenter St, Chicago, IL 60621

Property at 5814 S Massasoit Ave, Chicago, IL 60638, 3 beds, 1.5 baths

$359,000

3 beds1.5 baths1,017 sq ft

5814 S Massasoit Ave, Chicago, IL 60638

Property at 5237 S Long Ave, Chicago, IL 60638, 6 beds, 2.5 baths

$419,000

6 beds2.5 baths— sq ft

5237 S Long Ave, Chicago, IL 60638

Property at 7219 S Peoria St, Chicago, IL 60621, 6 beds, 3 baths

$360,000

6 beds3 baths2,000 sq ft

7219 S Peoria St, Chicago, IL 60621

Property at 7205 S Hamlin Ave, Chicago, IL 60629, 5 beds, 2 baths

$359,900

5 beds2 baths1,080 sq ft

7205 S Hamlin Ave, Chicago, IL 60629

Property at 5152 S Lawler St, Chicago, IL 60638, 4 beds, 2 baths

$399,000

4 beds2 baths1,300 sq ft

5152 S Lawler St, Chicago, IL 60638

Property at 5224 S Morgan St, Chicago, IL 60609, 5 beds, 2 baths

$260,000

5 beds2 baths— sq ft

5224 S Morgan St, Chicago, IL 60609

Property at 3604 W 65th Pl, Chicago, IL 60629, 6 beds, 2 baths

$324,900

6 beds2 baths1,315 sq ft

3604 W 65th Pl, Chicago, IL 60629

Property at 6424 S Washtenaw Ave, Chicago, IL 60629, 3 beds, 1 bath

$259,000

3 beds1 bath1,188 sq ft

6424 S Washtenaw Ave, Chicago, IL 60629

Property at 7144 S May St, Chicago, IL 60621, 3 beds, 1 bath

$57,500

3 beds1 bath880 sq ft

7144 S May St, Chicago, IL 60621

Property at 4446 S Wood St, Chicago, IL 60609, 9 beds, 3 baths

$379,900

9 beds3 baths— sq ft

4446 S Wood St, Chicago, IL 60609

Property at 7130 S Richmond St, Chicago, IL 60629, 2 beds, 2 baths

$236,000

2 beds2 baths1,328 sq ft

7130 S Richmond St, Chicago, IL 60629

Property at 4513 S Wood St, Chicago, IL 60609, 4 beds, 1.5 baths

$284,990

4 beds1.5 baths1,800 sq ft

4513 S Wood St, Chicago, IL 60609

Property at 2050 W 52nd St, Chicago, IL 60609, 2 beds, 1 bath

$199,900

2 beds1 bath1,344 sq ft

2050 W 52nd St, Chicago, IL 60609

Property at 6622 S Artesian Ave, Chicago, IL 60629, 3 beds, 1 bath

$365,896

3 beds1 bath1,248 sq ft

6622 S Artesian Ave, Chicago, IL 60629

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Based on information submitted to the MLS GRID as of Sun Nov 30 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 564 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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