MLS Listings for Sale in Southwest Side, IL

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ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
Beautiful home offering great potential! This charming 3-bedroom, 1.5-bath single-family home sits on an oversized lot and is full of natural light. Enjoy a functional classic layout, and plenty of space to make it your own. The generous 3,920 sq. ft. lot provides room for a future garage, garden, or outdoor entertaining area. Perfect for first-time buyers or investors looking to build equity. Conveniently located near schools, parks, shopping, and major transportation in Chicago's desirable Southwest Side. Don't miss this fantastic opportunity! "SOLD AS IS"

$169,900

3 beds1.5 baths— sq ft

5424 S Kenneth Ave, Chicago, IL 60632

Natural light • Future garage • Brick home

ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
Discover a charming, fully occupied two-flat that offers immediate income potential. Unit 1 has been recently renovated with modern finishes, and each unit features its own separate HVAC system and hot water heater for added efficiency. There's also significant opportunity to increase rent, making this property an ideal investment for the savvy buyer. Second floor duplexes up to additional bedroom, bathroom and den. Near transportation.

$175,000

7 beds2 baths— sq ft

5149 S Marshfield Ave, Chicago, IL 60609

Separate hvac system • Hot water heater • Recently renovated

ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
Welcome home to this beautifully fully renovated 3 bed, 2 bath gem tucked away in a quiet, family-friendly neighborhood. From the moment you walk in, you'll love the bright open layout, modern finishes, and move-in-ready comfort. Highlights: Fully renovated from top to bottom Brand new water heater New sod in the backyard perfect for family gatherings or pets Spacious 2-car garage Located in Garfield Ridge, one of the most peaceful areas in the city Whether you're a first-time buyer or looking for a beautiful home to settle into, this one checks all the boxes modern, cozy, and ready for you. Don't wait - homes in this area don't last long! Contact us today for your private showing.

$390,000

3 beds2 baths1,939 sq ft

5253 S Mobile Ave, Chicago, IL 60638

Fully renovated • New water heater • 2 garage spots

ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
Don't miss this incredible opportunity to be the proud owner of this beautifully updated brick bungalow in a highly appreciating neighborhood in Chicago! This property has it all! Open concept space from the entrance to the back! Incredible layout for entertaining during the holidays with a large living room, dining room, and large kitchen! Beautiful and recently refinished hardwood floors throughout. High ceilings with tons of natural sunlight. Large kitchen with modern 42 in cabinets and gorgeous quartz countertops. Nicely updated bathrooms with newer vanity and ceramic tile. A total of 5 bedrooms and 2 full baths for a large family! This home features a HUGE finished basement with its se

$289,900

5 beds2 baths1,900 sq ft

6042 S Talman Ave, Chicago, IL 60629

Quartz countertops • Open concept space • Modern cabinets

ABOUT THIS HOME
MLS Listings for Sale in Southwest Side, IL
Welcome to this charming 4-bedroom, 2.5-bathroom home at 4641 S Trumbull-a well-kept gem with plenty of space and comfort. The first floor and attic feature beautiful hardwood floors, while the finished basement includes a handy in-law kitchen, perfect for guests or extended family. Located just steps from Archer Ave, this home offers quick access to I-55 for an easy commute downtown. Whether you're relaxing inside or exploring the friendly neighborhood, this house is a fantastic place to call home!

$399,000

4 beds2.5 baths— sq ft

4641 S Trumbull Ave, Chicago, IL 60632

Quick access to i-55 • Finished basement • In-law kitchen

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

$103,100

4 beds1.5 baths909 sq ft

7248 S Green St, Chicago, IL 60621

Property at 3402 S Bell Ave, Chicago, IL 60608, 8 beds, 4 baths

$720,000

8 beds4 baths— sq ft

3402 S Bell Ave, Chicago, IL 60608

Property at 2728 W 39th Pl, Chicago, IL 60632, 5 beds, 3.5 baths

$419,000

5 beds3.5 baths2,400 sq ft

2728 W 39th Pl, Chicago, IL 60632

Property at 5830 S Carpenter St, Chicago, IL 60621, 2 beds, 1 bath

$75,000

2 beds1 bath1,200 sq ft

5830 S Carpenter St, Chicago, IL 60621

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 5230 S Hamlin Ave, Chicago, IL 60632, 3 beds, 2 baths

$359,900

3 beds2 baths1,181 sq ft

5230 S Hamlin Ave, Chicago, IL 60632

Property at 531 W 61st Pl, Chicago, IL 60621, 5 beds, 2 baths

$189,000

5 beds2 baths— sq ft

531 W 61st Pl, Chicago, IL 60621

Property at 5536 S Normandy Ave, Chicago, IL 60638, 4 beds, 2 baths

$335,000

4 beds2 baths— sq ft

5536 S Normandy Ave, Chicago, IL 60638

Property at 7252 S Wood St, Chicago, IL 60636, 4 beds, 2 baths

$275,000

4 beds2 baths1,500 sq ft

7252 S Wood St, Chicago, IL 60636

Property at 6221 S Campbell Ave, Chicago, IL 60629, 5 beds, 3 baths

$200,000

5 beds3 baths— sq ft

6221 S Campbell Ave, Chicago, IL 60629

Property at 2304 W 47th Pl, Chicago, IL 60609, 4 beds, 4 baths

$269,999

4 beds4 baths— sq ft

2304 W 47th Pl, Chicago, IL 60609

Property at 6741 S Maplewood Ave, Chicago, IL 60629, 5 beds, 3 baths

$359,995

5 beds3 baths2,660 sq ft

6741 S Maplewood Ave, Chicago, IL 60629

Property at 3439 W 66th Pl, Chicago, IL 60629, 3 beds, 2 baths

$349,900

3 beds2 baths2,080 sq ft

3439 W 66th Pl, Chicago, IL 60629

Property at 820 W 58th St, Chicago, IL 60621, 10 beds, 4 baths

$199,900

10 beds4 baths— sq ft

820 W 58th St, Chicago, IL 60621

Property at 7253 S Marshfield Ave, Chicago, IL 60636, 6 beds, 3 baths

$339,900

6 beds3 baths2,500 sq ft

7253 S Marshfield Ave, Chicago, IL 60636

Property at 3905 W 71st St, Chicago, IL 60629, 3 beds, 2 baths

$229,900

3 beds2 baths1,120 sq ft

3905 W 71st St, Chicago, IL 60629

Property at 6640 S Wolcott Ave, Chicago, IL 60636, 6 beds, 3 baths

$175,000

6 beds3 baths— sq ft

6640 S Wolcott Ave, Chicago, IL 60636

Property at 5520 S New England Ave, Chicago, IL 60638, 7 beds, 3 baths

$469,000

7 beds3 baths— sq ft

5520 S New England Ave, Chicago, IL 60638

Property at 2139 W 50th Pl, Chicago, IL 60609, 6 beds, 2 baths

$74,900

6 beds2 baths— sq ft

2139 W 50th Pl, Chicago, IL 60609

Property at 3801 W 63rd Pl, Chicago, IL 60629, 3 beds, 1.5 baths

$319,999

3 beds1.5 baths1,750 sq ft

3801 W 63rd Pl, Chicago, IL 60629

Property at 2044 W 69th St, Chicago, IL 60636, 5 beds, 1 bath

$154,000

5 beds1 bath1,020 sq ft

2044 W 69th St, Chicago, IL 60636

Property at 6330 S Karlov Ave, Chicago, IL 60629, 4 beds, 2 baths

$335,000

4 beds2 baths1,340 sq ft

6330 S Karlov Ave, Chicago, IL 60629

Property at 6020 S Nashville Ave, Chicago, IL 60638, 5 beds, 2 baths

$399,900

5 beds2 baths1,966 sq ft

6020 S Nashville Ave, Chicago, IL 60638

Property at 3750 W 65th St, Chicago, IL 60629, 5 beds, 2 baths

$289,777

5 beds2 baths1,035 sq ft

3750 W 65th St, Chicago, IL 60629

Property at 2735 W 36th St, Chicago, IL 60632, 5 beds, 2.5 baths

$369,000

5 beds2.5 baths1,070 sq ft

2735 W 36th St, Chicago, IL 60632

8 beds2 baths— sq ft

6953 S Artesian Ave, Chicago, IL 60629

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

$175,750

5 beds2 baths920 sq ft

5242 S Sangamon St, Chicago, IL 60609

Property at 2733 W 38th St, Chicago, IL 60632, 5 beds, 2 baths

$424,998

5 beds2 baths2,200 sq ft

2733 W 38th St, Chicago, IL 60632

Property at 5225 S Wood St, Chicago, IL 60609, 3 beds, 2 baths

$85,000

3 beds2 baths672 sq ft

5225 S Wood St, Chicago, IL 60609

Property at 5922 S Paulina St, Chicago, IL 60636, 4 beds, 2 baths

$49,900

4 beds2 baths1,700 sq ft

5922 S Paulina St, Chicago, IL 60636

Property at 4824 S Kildare Ave, Chicago, IL 60632, 4 beds, 2 baths

$355,000

4 beds2 baths— sq ft

4824 S Kildare Ave, Chicago, IL 60632

Property at 5605 S Nordica Ave, Chicago, IL 60638, 4 beds, 3 baths

$599,000

4 beds3 baths2,407 sq ft

5605 S Nordica Ave, Chicago, IL 60638

Property at 3817 W 61st Pl, Chicago, IL 60629, 3 beds, 1 bath

$215,375

3 beds1 bath1,125 sq ft

3817 W 61st Pl, Chicago, IL 60629

Property at 4555 S Washtenaw Ave, Chicago, IL 60632, 3 beds, 1 bath

$324,999

3 beds1 bath1,100 sq ft

4555 S Washtenaw Ave, Chicago, IL 60632

Property at 4743 S Keeler Ave, Chicago, IL 60632, 4 beds, 2 baths

$398,000

4 beds2 baths1,820 sq ft

4743 S Keeler Ave, Chicago, IL 60632

Property at Sign in for address, Chicago, IL 60638, 3 beds, 1 bath

$249,500

3 beds1 bath912 sq ft

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Based on information submitted to the MLS GRID as of Wed Nov 12 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 641 mls listings 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 4 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, 191 homes have been sold in Southwest Side. In addition to houses in Southwest Side, there were also 55 condos, 12 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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