MLS Listings for Sale in Southwest Side, IL

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ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
INVESTOR SPECIAL!! Money is to be made with this building. Building is ready to finish up, owner started making some repair. Beautiful wrought iron gate with second story balcony. Two separate units make for good rentals. Full walkout basement, possible garden apartment. Great location, close to many gas stations, retail and grocery stores, and restaurants.

$140,000

5 beds2 baths— sq ft

6454 S Winchester Ave, Chicago, IL 60636

Wrought iron gate • Second story balcony • Great location

ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
Welcome to this spectacular, single-family house, on the market for the 1st time ever! Proudly family owned since the house was built in the 1950s, which shows how much this home was loved and well taken care of, and now it's time to hand on the keys to another family that can enjoy it as much and build lasting memories. This beautiful, well- preserved, and cozy home has elegant, thoughtful, and updated modern features. It boasts an oversized living room with beautiful hardwood floors, and bright natural light that shines through the soundproof windows. As you walk you will encounter 3 spacious bedrooms, and an updated bathroom with a new sink. There is an enclosed heated porch that can be

$435,000

4 beds2 baths1,317 sq ft

5009 S Kostner Ave, Chicago, IL 60632

Full bathroom • Remodeled kitchen • 5,625 sq ft lot

ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
This beautiful home has 3300 s. f of living space with 5 beds and 3.5 baths Oak flooring throughout 1/f & 2/f w/ Oak stair and balusters. Crown molding & recessed lights. Vaulted/tray ceiling in 2/F bedrooms w/ ceiling fan. Walk out finished basement with tile flooring, 42"custom maple kitchen cabinets w/ granite counter tops. Unique garage with pull down stair for storage space. . Great layouts.

$739,999

5 beds3.5 baths3,300 sq ft

4411 S Wallace St, Chicago, IL 60609

Oak flooring • Tray ceiling • Vaulted ceiling

ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
Welcome home to this charming, well-maintained brick Cape Cod that blends classic character with thoughtful updates! Step inside to find hardwood floors and abundance of natural light pouring through the bay window in the spacious living room. The remodeled kitchen features sleek white cabinetry, quartz countertops, modern backsplash, stainless steel appliances, and a stylish center island with seating. Upstairs, you'll find 2 bedrooms with hardwood floors. The finished basement expands your living space with related living potential, offering a family room, additional bedroom, a third full bath, and a large storage room. Enjoy summer evenings in the covered patio overlooking the oversized

$329,000

4 beds3 baths1,200 sq ft

3814 W 69th Pl, Chicago, IL 60629

Quartz countertops • Remodeled kitchen • Finished basement

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
A Must See in Garfield Ridge!! Well maintained home that features 4 Bedrooms, 2, Bath, LR, DR and plenty of comfortable space and flexibility for related living. This home has an oversized unfinished basement that is ready for your finishing touches. This home is very rare to find as it is split into 2 units. each unit with 2 Beds and 1 Bath each and is perfect for your related living situations. Come see how beautiful the back yard is, paved and with a double-sided garage door and heated garage for all your summer fun and entertainment. Roof was replaced in 2020, Furnace/AC and water heater about 10 years old, Home has gutters with color guard. Appliances on upper level are stainless steel

$539,900

4 beds2 baths2,036 sq ft

5326 S Nagle Ave, Chicago, IL 60638

Split into 2 units • Heated garage • Paved back yard

Property at 5806 S Talman Ave, Chicago, IL 60629, 5 beds, 2 baths

$134,900

5 beds2 baths— sq ft

5806 S Talman Ave, Chicago, IL 60629

Property at 3516 S Damen Ave, Chicago, IL 60609, 3 beds, 2.5 baths

$384,500

3 beds2.5 baths1,280 sq ft

3516 S Damen Ave, Chicago, IL 60609

Property at 6104 S Nashville Ave, Chicago, IL 60638, 2 beds, 1 bath

$215,000

2 beds1 bath876 sq ft

6104 S Nashville Ave, Chicago, IL 60638

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 3704 W 57th St, Chicago, IL 60629, 5 beds, 2 baths

$334,999

5 beds2 baths2,080 sq ft

3704 W 57th St, Chicago, IL 60629

Property at 7137 S Carpenter St, Chicago, IL 60621, 7 beds, 3 baths

$79,900

7 beds3 baths— sq ft

7137 S Carpenter St, Chicago, IL 60621

Property at 6031 S Normandy Ave, Chicago, IL 60638, 5 beds, 2 baths

$399,999

5 beds2 baths1,117 sq ft

6031 S Normandy Ave, Chicago, IL 60638

Property at 5605 S Justine St, Chicago, IL 60636, 2 beds, 1 bath

$84,000

2 beds1 bath1,118 sq ft

5605 S Justine St, Chicago, IL 60636

Property at 6619 S Aberdeen St, Chicago, IL 60621, 4 beds, 3 baths

$39,999

4 beds3 baths1,219 sq ft

6619 S Aberdeen St, Chicago, IL 60621

Property at 1809 W 71st St, Chicago, IL 60636, 4 beds, 1 bath

$84,900

4 beds1 bath1,780 sq ft

1809 W 71st St, Chicago, IL 60636

Property at 5622 S Oak Park Ave, Chicago, IL 60638, 4 beds, 4 baths

$699,900

4 beds4 baths2,163 sq ft

5622 S Oak Park Ave, Chicago, IL 60638

Property at 311 W Garfield Blvd, Chicago, IL 60621, 6 beds, 3 baths

$174,900

6 beds3 baths2,972 sq ft

311 W Garfield Blvd, Chicago, IL 60621

Property at 5635 S California Ave, Chicago, IL 60629, 2 beds, 2 baths

$180,000

2 beds2 baths1,000 sq ft

5635 S California Ave, Chicago, IL 60629

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

$284,900

6 beds2 baths1,350 sq ft

5820 S Washtenaw Ave, Chicago, IL 60629

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 5921 S Keeler Ave, Chicago, IL 60629, 3 beds, 2 baths

$329,000

3 beds2 baths1,909 sq ft

5921 S Keeler Ave, Chicago, IL 60629

Property at 6058 S Massasoit Ave, Chicago, IL 60638, 11 beds, 6 baths

$650,000

11 beds6 baths4,943 sq ft

6058 S Massasoit Ave, Chicago, IL 60638

Property at 4858 S May St, Chicago, IL 60609, 27 beds, 11 baths

$179,000

27 beds11 baths1,424 sq ft

4858 S May St, Chicago, IL 60609

Property at 3806 S Wolcott Ave, Chicago, IL 60609, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths2,000 sq ft

3806 S Wolcott Ave, Chicago, IL 60609

Property at 5551 S Kenneth Ave, Chicago, IL 60629, 2 beds, 1 bath

$261,300

2 beds1 bath738 sq ft

5551 S Kenneth Ave, Chicago, IL 60629

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

$120,000

4 beds1.5 baths1,624 sq ft

7335 S Morgan St, Chicago, IL 60621

Property at 604 W 43rd St, Chicago, IL 60609, 4 beds, 3 baths

$579,000

4 beds3 baths— sq ft

604 W 43rd St, Chicago, IL 60609

Property at 6710 S Keating Ave #103, Chicago, IL 60629, 2 beds, 2 baths

$184,000

2 beds2 baths900 sq ft

6710 S Keating Ave #103, Chicago, IL 60629

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

$319,900

6 beds2 baths1,315 sq ft

3604 W 65th Pl, Chicago, IL 60629

Property at 7056 S Honore St, Chicago, IL 60636, 3 beds, 1.5 baths

$185,000

3 beds1.5 baths1,700 sq ft

7056 S Honore St, Chicago, IL 60636

Property at 3711 W 56th Pl, Chicago, IL 60629, 4 beds, 2 baths

$279,000

4 beds2 baths1,368 sq ft

3711 W 56th Pl, Chicago, IL 60629

Property at 3338 S Bell Ave, Chicago, IL 60608, 4 beds, 2 baths

$325,000

4 beds2 baths— sq ft

3338 S Bell Ave, Chicago, IL 60608

Property at 5810 S Austin Ave, Chicago, IL 60638, 5 beds, 2 baths

$369,000

5 beds2 baths1,040 sq ft

5810 S Austin Ave, Chicago, IL 60638

Property at 3624 S Paulina St, Chicago, IL 60609, 4 beds, 2 baths

$250,000

4 beds2 baths— sq ft

3624 S Paulina St, Chicago, IL 60609

Property at 3529 W 63rd Pl, Chicago, IL 60629, 6 beds, 3 baths

$495,000

6 beds3 baths— sq ft

3529 W 63rd Pl, Chicago, IL 60629

Property at 5749 W 64th Pl, Chicago, IL 60638, 4 beds, 3 baths

$460,000

4 beds3 baths— sq ft

5749 W 64th Pl, Chicago, IL 60638

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

$108,900

4 beds3 baths4,675 sq ft

1114 W 51st St, Chicago, IL 60609

Property at 5948 S Throop St, Chicago, IL 60636, 4 beds, 3 baths

$192,500

4 beds3 baths1,546 sq ft

5948 S Throop St, Chicago, IL 60636

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Based on information submitted to the MLS GRID as of Sun Dec 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.

MLS Listings for Sale in Southwest Side

There are currently 620 mls listings for sale in Southwest Side at a median listing price of $280K. 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 61 days and receive 1 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, 135 homes have been sold in Southwest Side. In addition to houses in Southwest Side, there were also 38 condos, 13 townhouses, and 255 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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