Pending Listings in Southwest Side, IL

300 homes

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ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
Discover the perfect blend of business and living in this versatile mixed-use property located in the highly sought-after Archer Heights area. This solid building offers endless possibilities for entrepreneurs and homeowners alike. The spacious storefront comes with its own private bathroom, making it ideal for various business ventures such as retail, office space, or a creative studio. Situated on Archer Avenue, the property benefits from free street parking, ensuring convenience for customers. In addition to the business potential, the property includes a charming 2-bedroom, 1-bath apartment at the back, featuring a cozy dining and living room combination. This setup is perfect for those

$289,999

— beds— baths— sq ft

5211 S Archer Ave, Chicago, IL 60632

3,125 sq ft lot • Very walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
Investor's Dream a great are at a great price! This spacious 4 + 1 bedroom, 2 bath home offers incredible potential with features perfect for rental income or multi-generational living. The property includes a full basement, an additional kitchen, and a finished attic that can be used as a bonus room or extra bedroom. A concrete pad in the back provides ample off-street parking. With the right vision and updates, this home can become a high-performing investment or a large, comfortable residence. Don't miss this amazing opportunity!

$110,000

4 beds2 baths1,500 sq ft

4815 S Bishop St, Chicago, IL 60638

Very walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
2-Unit Greystone in Prime Englewood - Your Next High-ROI Project Looking for your next high-yield flip or buy-and-hold in one of Chicago's fastest-growing investment zones? This classic Greystone in Englewood's better pockets is the opportunity. Solid bones. Full rehab needed. 2 spacious units - perfect for cash-flowing rental or owner-occupant + tenant Great block, close to new developments, parks & transit Affordable entry point with major upside potential You're not just buying a property - you're getting a head start in a neighborhood on the rise. Perfect for investors who know how to turn vision into value. Act fast. Deals like this don't wait.

$125,000

5 beds2 baths— sq ft

6205 S May St, Chicago, IL 60621

Somewhat walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
Great opportunity to own this charming single-family home with endless potential! Perfect for first-time buyers or investors. Featuring a 2023 roof, this move-in-ready property offers 3 bedrooms and 1.5 bathrooms. The spacious, unfinished basement is ready for your ideas. The seller is in process adding an AC unit, and the 2.5 car garage is prepped for electric vehicle charging. Conveniently located near schools and public transportation. Property is being sold as-is, no survey delivered. Don't miss out - Schedule a showing today!

$229,000

3 beds1.5 baths840 sq ft

907 W 50th St, Chicago, IL 60609

2 garage spots • Somewhat walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
GREAT OPPORTUNITY TO OWN THIS WONDERFUL INVESTMENT PROPERTY. THIS SOLID BRICK BUILDING FEATURES A NEWLY REMODELED SPA/BEAUTY SALON ON 1ST WITH A 1 YEAR LEASE. 2ND FLOOR LARGE UNIT FEATURES 3 BEDROOMS AND 1.5 BATHS. FULL BASEMENT IS UNFINISHED WITH A BATHROOM. 2 CAR BRICK GARAGE.

$319,000

— beds— baths2,900 sq ft

3121 W 63rd St, Chicago, IL 60629

3,125 sq ft lot • Very walkable

Property at Sign in for address, Chicago, IL 60621

$375,000

— beds— baths— sq ft

Property at 4334 S Western Ave, Chicago, IL 60632, 4 beds, 2 baths

$319,000

4 beds2 baths— sq ft

4334 S Western Ave, Chicago, IL 60632

Property at 6331 S Throop St, Chicago, IL 60636, 9 beds, 6 baths

$449,900

9 beds6 baths— sq ft

6331 S Throop St, Chicago, IL 60636

Property at 6322 W 63rd Pl, Chicago, IL 60638, 4 beds, 2 baths

$336,000

4 beds2 baths1,100 sq ft

6322 W 63rd Pl, Chicago, IL 60638

Property at 6343-45 S Loomis Blvd, Chicago, IL 60636, 8 beds, 5 baths

$200,000

8 beds5 baths— sq ft

6343-45 S Loomis Blvd, Chicago, IL 60636

Property at 6911 S Halsted St, Chicago, IL 60621

$339,900

— beds— baths4,139 sq ft

6911 S Halsted St, Chicago, IL 60621

Property at 636 W 47th St, Chicago, IL 60609

$749,000

— beds— baths4,600 sq ft

636 W 47th St, Chicago, IL 60609

Property at 6341 S Richmond St, Chicago, IL 60629, 6 beds, 3 baths

$324,000

6 beds3 baths— sq ft

6341 S Richmond St, Chicago, IL 60629

Property at 5434 S Union Ave, Chicago, IL 60609

$265,000

— beds— baths3,800 sq ft

5434 S Union Ave, Chicago, IL 60609

Property at 7357 S Green St, Chicago, IL 60621, 4 beds, 1 bath

$25,000

4 beds1 bath1,035 sq ft

7357 S Green St, Chicago, IL 60621

Property at 1737 W 47th St, Chicago, IL 60609, 4 beds, 3.5 baths

$195,000

4 beds3.5 baths— sq ft

1737 W 47th St, Chicago, IL 60609

Property at 5837 S Union Ave, Chicago, IL 60621, 4 beds, 2 baths

$54,900

4 beds2 baths704 sq ft

5837 S Union Ave, Chicago, IL 60621

Property at 5151 S Troy St, Chicago, IL 60632, 4 beds, 2 baths

$210,000

4 beds2 baths— sq ft

5151 S Troy St, Chicago, IL 60632

Property at 5338 S Wood St, Chicago, IL 60609, 5 beds, 2 baths

$179,999

5 beds2 baths— sq ft

5338 S Wood St, Chicago, IL 60609

Property at 6427 S Aberdeen St, Chicago, IL 60621, 10 beds, 4 baths

$224,900

10 beds4 baths— sq ft

6427 S Aberdeen St, Chicago, IL 60621

Property at 3501 W 61st Pl, Chicago, IL 60629, 6 beds, 4 baths

$175,555

6 beds4 baths— sq ft

3501 W 61st Pl, Chicago, IL 60629

Property at 5124 S Ashland Ave, Chicago, IL 60609

$235,000

— beds— baths3,360 sq ft

5124 S Ashland Ave, Chicago, IL 60609

Property at 6502 S Wolcott Ave, Chicago, IL 60636, 3 beds, 1.5 baths

$100,000

3 beds1.5 baths1,260 sq ft

6502 S Wolcott Ave, Chicago, IL 60636

Property at 1932 W 38th St, Chicago, IL 60609

$180,000

— beds— baths— sq ft

1932 W 38th St, Chicago, IL 60609

Property at 2101 W 69th St, Chicago, IL 60636

$175,000

— beds— baths— sq ft

2101 W 69th St, Chicago, IL 60636

Property at 3742 S Albany Ave, Chicago, IL 60632

$75,000

— beds— baths— sq ft

3742 S Albany Ave, Chicago, IL 60632

Property at 5015 S Fairfield Ave, Chicago, IL 60632

$39,000

— beds— baths— sq ft

5015 S Fairfield Ave, Chicago, IL 60632

Property at 1248 W 51st St, Chicago, IL 60609

$19,000

— beds— baths— sq ft

1248 W 51st St, Chicago, IL 60609

Property at 945 W 53rd St, Chicago, IL 60609

$9,000

— beds— baths— sq ft

945 W 53rd St, Chicago, IL 60609

Property at 1220 W 51st St, Chicago, IL 60609

$19,000

— beds— baths— sq ft

1220 W 51st St, Chicago, IL 60609

Property at 5019 S Aberdeen St, Chicago, IL 60609

$19,000

— beds— baths— sq ft

5019 S Aberdeen St, Chicago, IL 60609

Property at 5118 S Justine St, Chicago, IL 60609

$6,500

— beds— baths— sq ft

5118 S Justine St, Chicago, IL 60609

Property at 5534 S Elizabeth St, Chicago, IL 60636

$7,000

— beds— baths— sq ft

5534 S Elizabeth St, Chicago, IL 60636

Property at 5319 S Carpenter St, Chicago, IL 60609

$7,000

— beds— baths— sq ft

5319 S Carpenter St, Chicago, IL 60609

Property at 815 W 50th Pl, Chicago, IL 60609

$19,000

— beds— baths— sq ft

815 W 50th Pl, Chicago, IL 60609

Property at 1158 W Garfield Blvd, Chicago, IL 60609

$759,000

— beds— baths— sq ft

1158 W Garfield Blvd, Chicago, IL 60609

$99,900

— beds— baths— sq ft

4425 S Union Ave, Chicago, IL 60609

Property at 7141 S Peoria St, Chicago, IL 60621, 5 beds, 2.5 baths

$80,000

5 beds2.5 baths— sq ft

7141 S Peoria St, Chicago, IL 60621

Property at 6243 S Racine Ave, Chicago, IL 60636, 4 beds, 2 baths

$75,000

4 beds2 baths— sq ft

6243 S Racine Ave, Chicago, IL 60636

Property at 5515 S Oakley Ave, Chicago, IL 60636, 3 beds, 2 baths

$125,000

3 beds2 baths1,053 sq ft

5515 S Oakley Ave, Chicago, IL 60636

Property at 5419 S Aberdeen St, Chicago, IL 60609, 8 beds, 3 baths

$560,000

8 beds3 baths— sq ft

5419 S Aberdeen St, Chicago, IL 60609

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Based on information submitted to the MLS GRID as of Wed Nov 05 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.

Pending Listings in Southwest Side

There are currently 300 pending 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 53 days and receive 2 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, 176 homes have been sold in Southwest Side. In addition to houses in Southwest Side, there were also 55 condos, 13 townhouses, and 258 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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