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:
UPDATED RAISED RANCH ON A DOUBLE LOT. THE PROPERTY HAS BEEN UPDATED WITH QUALITY CRAFTSMANSHIP. THE HOME FEATURES THREE BEDROOMS ON THE MAIN LEVEL, UPDATED KITCHEN, DINING ROOM, UPDATED BATH AND UPDATED HALF BATH. THE PROPERTY HAS AN UPDATED FULL BASEMENT WITH TWO ADDITIONAL ROOMS, A FULL BATH, LAUNDRY AND SPACIOUS FAMILY ROOM/ENTERTAINMENT AREA . AS YOU WALK INTO THE HOME YOU'LL NOTICE THE FIRST FLOOR HAS GLEAMING MOCHA HARDWOOD FLOORS AND RECESSED LIGHTS THROUGHOUT THE MAIN LEVEL. ABUNDANT AND NEWLY REPLACED VINYL WINDOWS. THE EXTENDED KITCHEN HAS BEEN UPDATED WITH WHITE SHAKER CABINETS, BLACK QUARTZ COUNTERTOPS THAT COMPLIMENT THE BLACK FINISH HANDLES ON THR CABINETS. THE DINING ROOM HAS

$369,900

5 beds2.5 baths1,484 sq ft

2101 W Garfield Blvd, Chicago, IL 60636

Updated bath • Updated half bath • Double lot

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
Simply gorgeous! Stunning brick rehab with today's trends! Inclusions: white kitchen cabinets, quartz counters, new refrigerator, microwave, stove and dishwasher! Washer and dryer is in "as is " condition. 2 designer baths, master with walk-in shower and double sinks. New white doors and trim throughout. Lovely light hardwood and laminate floors. Newer windows, glass block throughout for extra security. Full wide open basement welcomes your decorating ideas! Fully fenced yard features a paver patio with canopy leading to detached garage. A total turn key home!

$388,888

3 beds2 baths864 sq ft

5248 S Narragansett Ave, Chicago, IL 60638

3,750 sq ft lot • Garage • Built 1949

$359,900

3 beds2 baths1,102 sq ft

5630 S Melvina Ave, Chicago, IL 60638

Recreation room • Bright living room • Finished basement

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
Introducing 5352 S Paulina Street, a solid 4-bedroom, 2-bath brick single-family home located in Chicago's New City community. This property offers immediate livability with the opportunity to add significant value through updates and improvements, making it ideal for an owner-occupant or an investor seeking their next portfolio addition. The main level includes two bedrooms (one smaller and ideal for office or flex use), a living room with strong natural light, an eat-in kitchen, and a full bathroom. The home also features an enclosed but unheated rear porch for additional storage or future customization. Upstairs offers one full bedroom with a separate living room, creating additional fun

$159,900

4 beds2 baths1,700 sq ft

5352 S Paulina St, Chicago, IL 60609

2 parking spots • Built 1910 • Listed 7 days

ABOUT THIS HOME
Cheap Home for sale in Southwest Side, IL:
2 Bedroom, 1.5 Bathroom Townhome in Chicago's Clearing Neighborhood! Conveniently located just minutes from Midway Airport, this all-brick townhome offers comfort and functionality. The galley-style kitchen features granite countertops, custom solid wood cabinetry, and stainless steel appliances. The finished basement includes in-unit laundry and exterior access via a private stairway. Enjoy a fenced yard, plus a 2-car detached garage for added convenience. Schedule a tour today! * Sold as-is *

$249,900

2 beds1.5 baths891 sq ft

6403 S Lorel Ave, Chicago, IL 60638

Galley-style kitchen • In-unit laundry • Finished basement

Property at Sign in for address, Chicago, IL 60636, 4 beds, 1 bath

$64,900

4 beds1 bath912 sq ft

Property at 5533 W 63rd Pl, Chicago, IL 60638, 7 beds, 3 baths

$370,000

7 beds3 baths1,900 sq ft

5533 W 63rd Pl, Chicago, IL 60638

Property at 1212 W 51st St, Chicago, IL 60609, 9 beds, 3 baths

$225,000

9 beds3 baths— sq ft

1212 W 51st St, Chicago, IL 60609

Property at 1820 W Marquette Rd, Chicago, IL 60636, 4 beds, 2 baths

$195,000

4 beds2 baths1,205 sq ft

1820 W Marquette Rd, Chicago, IL 60636

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 5220 S Central Ave, Chicago, IL 60638, 3 beds, 1 bath

$290,000

3 beds1 bath1,040 sq ft

5220 S Central 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 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 7304 S Union Ave, Chicago, IL 60621, 9 beds, 6 baths

$445,000

9 beds6 baths7,902 sq ft

7304 S Union Ave, Chicago, IL 60621

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 6709 W 59th St, Chicago, IL 60638, 3 beds, 1 bath

$399,990

3 beds1 bath2,280 sq ft

6709 W 59th St, Chicago, IL 60638

Property at 6753 S Laflin St, Chicago, IL 60636, 3 beds, 1 bath

$99,900

3 beds1 bath1,260 sq ft

6753 S Laflin St, Chicago, IL 60636

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 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 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 937 W 59th St, Chicago, IL 60621

$115,000

— beds— baths— sq ft

937 W 59th St, Chicago, IL 60621

Property at 4929 S Kedvale Ave, Chicago, IL 60632, 2 beds, 1 bath

$247,000

2 beds1 bath960 sq ft

4929 S Kedvale Ave, Chicago, IL 60632

Property at 1117 W 57th St, Chicago, IL 60621, 4 beds, 2 baths

$399,000

4 beds2 baths— sq ft

1117 W 57th St, Chicago, IL 60621

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 5424 S Kenneth Ave, Chicago, IL 60632, 3 beds, 1.5 baths

$169,900

3 beds1.5 baths— sq ft

5424 S Kenneth Ave, Chicago, IL 60632

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 3442 W 66th St, Chicago, IL 60629, 8 beds, 3 baths

$275,000

8 beds3 baths— sq ft

3442 W 66th St, Chicago, IL 60629

Property at 5242 S Sangamon St, Chicago, IL 60609, 5 beds, 2 baths

$158,175

5 beds2 baths920 sq ft

5242 S Sangamon St, Chicago, IL 60609

Property at 834 W Garfield Blvd, Chicago, IL 60609, 15 beds, 6 baths

$199,901

15 beds6 baths— sq ft

834 W Garfield Blvd, Chicago, IL 60609

Property at 7248 S Green St, Chicago, IL 60621, 4 beds, 1.5 baths

$91,000

4 beds1.5 baths909 sq ft

7248 S Green St, Chicago, IL 60621

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 5715 S Hoyne Ave, Chicago, IL 60636, 5 beds, 3 baths

$299,000

5 beds3 baths3,950 sq ft

5715 S Hoyne Ave, Chicago, IL 60636

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 5330 S Union Ave, Chicago, IL 60609, 4 beds, 2 baths

$65,000

4 beds2 baths1,852 sq ft

5330 S Union Ave, Chicago, IL 60609

Property at 7042 S Laflin St, Chicago, IL 60636, 2 beds, 1 bath

$45,000

2 beds1 bath1,200 sq ft

7042 S Laflin St, Chicago, IL 60636

Property at 7239 S Marshfield Ave, Chicago, IL 60636, 4 beds, 1 bath

$24,500

4 beds1 bath1,304 sq ft

7239 S Marshfield Ave, Chicago, IL 60636

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

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 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 2208 W 54th Pl, Chicago, IL 60609, 3 beds, 2 baths

$189,900

3 beds2 baths1,857 sq ft

2208 W 54th Pl, Chicago, IL 60609

Property at 5951 S Elizabeth St, Chicago, IL 60636, 4 beds, 2 baths

$100,000

4 beds2 baths— sq ft

5951 S Elizabeth St, Chicago, IL 60636

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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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