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

564 homes

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NEW 18 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
4-bedroom, 2-bath home ready for a full gut rehab. Perfect opportunity for investors or flippers looking for their next project. Solid layout with great potential to redesign and add value. Priced to move-this one won't last long.

$39,000

4 beds2 baths988 sq ft

6722 S Aberdeen St, Chicago, IL 60621

3,125 sq ft lot • 2 parking spots • Built 1973

OPEN SUN, 12PM TO 2PM

$310,000

3 beds1 bath2,208 sq ft

6135 W 63rd Pl, Chicago, IL 60638

Front porch • Tree-lined block • Bay window

NEW 27 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
Excelent investment opportunity on this 2 units stone building with a 3 and a 2 bedroom apartments with living rooms and dining rooms. new electrical, plumbing, furnaces, painting, remoded kitchens and bathrooms. Parking space for 2 cars. Pretty big basement ready for your finishing ideas. Each unit has its own furnace. Enjoy your new property with your family or invest and enjoy the equity for the next coming years.

$335,000

5 beds2 baths— sq ft

6522 S Paulina St, Chicago, IL 60636

New plumbing • Remodeled kitchens • New electrical

NEW 30 HRS AGO

$315,000

6 beds4 baths— sq ft

4805 S Elizabeth St, Chicago, IL 60609

Nearby parks • Walkable location • 2,613 sq ft lot

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
* * * Offer has been accepted. This is a Short Sale (Pre-Foreclosure): Brick 2 unit with a full basement & a 2 car garage. Property needs to be rehabbed. 1st floor is partially gutted, 2nd floor unknown if still occupied, basement walls & ceilings have some discoloration ( Mold like substance ). Basement is partially finished, but not habitable and would need to be rehabbed. * * * No legal representations being made on the legality of the basement whether it's a unit or not / can be utilized as a unit. Cash or Hard Money Loans Only. No access to 2nd floor unit.

$151,000

6 beds3 baths— sq ft

1917 W Garfield Blvd, Chicago, IL 60636

3,375 sq ft lot • 2 garage spots • Built 1927

Property at 2016 W 52nd St, Chicago, IL 60609, 6 beds, 2 baths

$199,000

6 beds2 baths1,976 sq ft

2016 W 52nd St, Chicago, IL 60609

Property at 2442 W 63rd St, Chicago, IL 60629, 5 beds, 2.5 baths

$109,000

5 beds2.5 baths— sq ft

2442 W 63rd St, Chicago, IL 60629

Property at 2014 W 52nd St, Chicago, IL 60609, 4 beds, 2 baths

$109,000

4 beds2 baths— sq ft

2014 W 52nd St, Chicago, IL 60609

Property at 5417 S Sacramento Ave, Chicago, IL 60632, 3 beds, 1.5 baths

$129,005

3 beds1.5 baths933 sq ft

5417 S Sacramento Ave, Chicago, IL 60632

Property at 6628 S Sangamon St, Chicago, IL 60621, 6 beds, 3 baths

$309,900

6 beds3 baths— sq ft

6628 S Sangamon St, Chicago, IL 60621

Property at 5136 S Richmond St, Chicago, IL 60632, 4 beds, 2 baths

$327,000

4 beds2 baths2,125 sq ft

5136 S Richmond St, Chicago, IL 60632

Property at 7256 S May St, Chicago, IL 60621, 6 beds, 3 baths

$425,000

6 beds3 baths— sq ft

7256 S May St, Chicago, IL 60621

Property at 621 W 61st Pl, Chicago, IL 60621, 8 beds, 5 baths

$235,000

8 beds5 baths— sq ft

621 W 61st Pl, Chicago, IL 60621

Property at 5320 S Oak Park Ave, Chicago, IL 60638, 3 beds, 1 bath

$300,000

3 beds1 bath1,355 sq ft

5320 S Oak Park Ave, Chicago, IL 60638

Property at 5527 S Loomis Blvd, Chicago, IL 60636, 5 beds, 1 bath

$229,900

5 beds1 bath777 sq ft

5527 S Loomis Blvd, Chicago, IL 60636

Property at 4735 S Rockwell St, Chicago, IL 60632, 5 beds, 3 baths

$374,900

5 beds3 baths— sq ft

4735 S Rockwell St, Chicago, IL 60632

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 7337 S Green St, Chicago, IL 60621, 5 beds, 2 baths

$409,000

5 beds2 baths— sq ft

7337 S Green St, Chicago, IL 60621

Property at Sign in for address, Chicago, IL 60632, 3 beds, 2 baths

$419,900

3 beds2 baths3,150 sq ft

Property at 6831 S Winchester Ave, Chicago, IL 60636, 5 beds, 2 baths

$280,000

5 beds2 baths1,040 sq ft

6831 S Winchester Ave, Chicago, IL 60636

Property at 3601 W 58th Pl, Chicago, IL 60629, 4 beds, 3 baths

$250,000

4 beds3 baths— sq ft

3601 W 58th Pl, Chicago, IL 60629

Property at 6955 S Honore St, Chicago, IL 60636, 6 beds, 2 baths

$63,600

6 beds2 baths— sq ft

6955 S Honore St, Chicago, IL 60636

Property at 6604 S Rockwell St, Chicago, IL 60629, 3 beds, 1 bath

$150,000

3 beds1 bath1,029 sq ft

6604 S Rockwell St, Chicago, IL 60629

Property at 7228 S Hermitage Ave, Chicago, IL 60636, 4 beds, 2 baths

$40,000

4 beds2 baths1,638 sq ft

7228 S Hermitage Ave, Chicago, IL 60636

Property at 6041 S Albany Ave, Chicago, IL 60629, 5 beds, 3 baths

$275,000

5 beds3 baths— sq ft

6041 S Albany Ave, Chicago, IL 60629

Property at 3843 S Wolcott Ave, Chicago, IL 60609, 5 beds, 2 baths

$230,000

5 beds2 baths— sq ft

3843 S Wolcott Ave, Chicago, IL 60609

Property at 5740 S Monitor Ave, Chicago, IL 60638, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,404 sq ft

5740 S Monitor Ave, Chicago, IL 60638

Property at 3905 W 68th Pl, Chicago, IL 60629, 4 beds, 2.5 baths

$339,900

4 beds2.5 baths2,100 sq ft

3905 W 68th Pl, Chicago, IL 60629

Property at Sign in for address, Chicago, IL 60638, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,053 sq ft

Property at 3741 W 57th Pl, Chicago, IL 60629, 7 beds, 6 baths

$319,900

7 beds6 baths2,099 sq ft

3741 W 57th Pl, Chicago, IL 60629

Property at 4758 S Campbell Ave, Chicago, IL 60632, 4 beds, 2 baths

$398,888

4 beds2 baths912 sq ft

4758 S Campbell Ave, Chicago, IL 60632

Property at 6832 S Bishop St, Chicago, IL 60636, 6 beds, 3 baths

$239,999

6 beds3 baths— sq ft

6832 S Bishop St, Chicago, IL 60636

Property at 5146 S Mozart St, Chicago, IL 60632, 4 beds, 2 baths

$249,000

4 beds2 baths1,200 sq ft

5146 S Mozart St, Chicago, IL 60632

Property at 2323 W Pershing Rd #140, Chicago, IL 60609, 2 beds, 2 baths

$230,000

2 beds2 baths1,085 sq ft

2323 W Pershing Rd #140, Chicago, IL 60609

Property at 5248 S Narragansett Ave, Chicago, IL 60638, 3 beds, 2 baths

$388,888

3 beds2 baths864 sq ft

5248 S Narragansett Ave, Chicago, IL 60638

Property at 5938 S Richmond St, Chicago, IL 60629, 5 beds, 2 baths

$319,900

5 beds2 baths2,309 sq ft

5938 S Richmond St, Chicago, IL 60629

Property at 937 W 59th St, Chicago, IL 60621

$115,000

— beds— baths— sq ft

937 W 59th St, Chicago, IL 60621

Property at 6218 S Artesian Ave, Chicago, IL 60629, 5 beds, 3 baths

$269,900

5 beds3 baths— sq ft

6218 S Artesian Ave, Chicago, IL 60629

Property at 5330 S Mayfield Ave, Chicago, IL 60638, 3 beds, 1 bath

$225,000

3 beds1 bath1,204 sq ft

5330 S Mayfield Ave, Chicago, IL 60638

Property at 5352 S Paulina St, Chicago, IL 60609, 4 beds, 2 baths

$159,900

4 beds2 baths1,700 sq ft

5352 S Paulina St, Chicago, IL 60609

Property at 2817 W 63rd St, Chicago, IL 60629

$270,000

— beds— baths3,380 sq ft

2817 W 63rd St, Chicago, IL 60629

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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 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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