Pending Listings in Southwest Side, IL

301 homes

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ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
Opportunity Awaits! Brick two flat located in a hot McKinley Park area surrounded by all commodities. each floor offers a two bedroom, living room, kitchen with a heated enclosed porch. the lower level a true highlight, offering versatile family room and a full bath-ideal for guest or a growing family. outside you will find the backyard, perfect for relaxing or entertaining. the property also includes a 2 car garage, proving ample storage, convenience and charm this residence has to offer.

$419,900

4 beds3 baths— sq ft

1719 W 33rd Pl, Chicago, IL 60609

3,125 sq ft lot • 2 garage spots • Very walkable

CONTINGENT3D & VIDEO TOUR

$295,000

5 beds3 baths— sq ft

3349 W 60th Pl, Chicago, IL 60629

4,625 sq ft lot • 2 garage spots • Very walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
Welcome to this beautifully renovated 4-bedroom, 2-bath home featuring modern updates and quality finishes throughout! Step inside to find new flooring, fresh paint, a brand-new kitchen with stylish cabinetry and countertops, and new entry doors. The home also includes new windows. Exterior updates include new vinyl siding on both the front and back of the home, giving it a fresh, clean look and improved curb appeal. The full finished basement is perfect for entertaining - featuring a large island, sink, and plumbing access to easily add a stove for extra convenience. With so much open space, it's ideal for hosting gatherings or creating a second living area. Located just minutes from the I

$365,000

4 beds2 baths1,008 sq ft

4745 S Leamington Ave, Chicago, IL 60638

3,750 sq ft lot • 2 garage spots • Somewhat walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
MULTIPLE OFFERS RECEIVED!!!!! Great opportunity to own in thriving McKinley Park at an affordable price. Solid and older two-flat on a great block - ideally located near top-ranked schools, downtown transportation (Orange Line, I-55, Archer Avenue), and more. Each unit features 2 bedroom apartments - entire building available at closing. May need some updating. Newer windows and entrance doors throughout. Full attic and full basement. Enclosed rear porches. Updated bathrooms. Plenty of room to add a garage at the rear of the lot. Longtime family-owned property. Privacy fencing. Great for first-time or seasoned investor or multi-family owner - live in one unit, have your tenant help with th

$239,900

4 beds2 baths— sq ft

3616 S Paulina St, Chicago, IL 60609

3,125 sq ft lot • Very walkable

CONTINGENT

ABOUT THIS HOME
Pending Listing in Southwest Side, IL:
Welcome to this massive brick bungalow in the heart of the Chicago Lawn community! Offering 6 total bedrooms, a finished basement, 2.5 bathrooms, and plenty of living space on all three levels. .. this home provides flexibility for today's lifestyle. The main level with high ceilings features a bright living room, formal dining room, two large bedrooms, and a beautiful kitchen with updated cabinets and brand new stainless steel appliances. Upstairs you'll find a large primary bedroom with great natural light, the fourth bedroom, and a half bathroom. The finished basement adds even more possibilities with two extra bedrooms, a family room, full bath, and a bar area, perfect for entertaining

$385,000

6 beds2.5 baths1,452 sq ft

3217 W 64th Pl, Chicago, IL 60629

3,750 sq ft lot • 2 garage spots • Very walkable

Property at 6355 S Central Ave, Chicago, IL 60638

$399,000

— beds— baths— sq ft

6355 S Central Ave, Chicago, IL 60638

Property at 5641 S Loomis Blvd, Chicago, IL 60636, 8 beds, 4 baths

$75,000

8 beds4 baths3,518 sq ft

5641 S Loomis Blvd, Chicago, IL 60636

Property at 5621 S Moody Ave, Chicago, IL 60638, 3 beds, 1.5 baths

$333,000

3 beds1.5 baths1,200 sq ft

5621 S Moody Ave, Chicago, IL 60638

Property at 7225 S Sangamon St, Chicago, IL 60621, 3 beds, 2.5 baths

$244,900

3 beds2.5 baths1,444 sq ft

7225 S Sangamon St, Chicago, IL 60621

Property at 5309 W 63rd St, Chicago, IL 60638, 8 beds, 5 baths

$649,900

8 beds5 baths— sq ft

5309 W 63rd St, Chicago, IL 60638

Property at 4611 S Marshfield Ave, Chicago, IL 60609, 2 beds, 1 bath

$169,999

2 beds1 bath1,140 sq ft

4611 S Marshfield Ave, Chicago, IL 60609

Property at 7240 S Fairfield Ave, Chicago, IL 60629, 5 beds, 3 baths

$339,000

5 beds3 baths3,780 sq ft

7240 S Fairfield Ave, Chicago, IL 60629

Property at 2020 W 69th Pl, Chicago, IL 60636, 8 beds, 3 baths

$185,000

8 beds3 baths— sq ft

2020 W 69th Pl, Chicago, IL 60636

Property at 4441 S Wood St, Chicago, IL 60609, 84 beds, 28 baths

$430,000

84 beds28 baths— sq ft

4441 S Wood St, Chicago, IL 60609

Property at 1539 W 46th St, Chicago, IL 60609, 12 beds, 6 baths

$625,000

12 beds6 baths4,959 sq ft

1539 W 46th St, Chicago, IL 60609

Property at 6351 S California Ave, Chicago, IL 60629, 8 beds, 4 baths

$299,900

8 beds4 baths— sq ft

6351 S California Ave, Chicago, IL 60629

Property at 5141 S Merrimac Ave, Chicago, IL 60638, 2 beds, 1 bath

$249,900

2 beds1 bath1,060 sq ft

5141 S Merrimac Ave, Chicago, IL 60638

Property at 2318 W 35th Pl, Chicago, IL 60609, 7 beds, 5 baths

$699,900

7 beds5 baths— sq ft

2318 W 35th Pl, Chicago, IL 60609

Property at 3912 W 59th St, Chicago, IL 60629, 6 beds, 3 baths

$354,900

6 beds3 baths1,650 sq ft

3912 W 59th St, Chicago, IL 60629

Property at 6403 S Lorel Ave, Chicago, IL 60638, 2 beds, 1.5 baths

$249,900

2 beds1.5 baths891 sq ft

6403 S Lorel Ave, Chicago, IL 60638

Property at 7310 S Claremont Ave, Chicago, IL 60636, 3 beds, 2 baths

$189,900

3 beds2 baths1,080 sq ft

7310 S Claremont Ave, Chicago, IL 60636

Property at 5834 S California Ave, Chicago, IL 60629, 4 beds, 2 baths

$349,900

4 beds2 baths1,485 sq ft

5834 S California Ave, Chicago, IL 60629

Property at 5549 S Shields Ave, Chicago, IL 60621, 4 beds, 2 baths

$245,000

4 beds2 baths— sq ft

5549 S Shields Ave, Chicago, IL 60621

Property at 6822 S Claremont Ave, Chicago, IL 60636, 4 beds, 2 baths

$77,400

4 beds2 baths— sq ft

6822 S Claremont Ave, Chicago, IL 60636

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 4039 S Montgomery Ave, Chicago, IL 60632, 3 beds, 2 baths

$300,000

3 beds2 baths1,892 sq ft

4039 S Montgomery Ave, Chicago, IL 60632

Property at 5121 S Laramie Ave, Chicago, IL 60638, 3 beds, 2 baths

$325,000

3 beds2 baths1,563 sq ft

5121 S Laramie Ave, Chicago, IL 60638

Property at 5525 S Throop St, Chicago, IL 60636, 7 beds, 2 baths

$237,900

7 beds2 baths2,746 sq ft

5525 S Throop St, Chicago, IL 60636

Property at 3267 S Hamilton Ave, Chicago, IL 60608, 5 beds, 2.5 baths

$559,000

5 beds2.5 baths2,280 sq ft

3267 S Hamilton Ave, Chicago, IL 60608

Property at 6333 S Racine Ave, Chicago, IL 60636, 8 beds, 5 baths

$375,000

8 beds5 baths— sq ft

6333 S Racine Ave, Chicago, IL 60636

Property at 7151 S Aberdeen St, Chicago, IL 60621, 6 beds, 2 baths

$189,900

6 beds2 baths1,518 sq ft

7151 S Aberdeen St, Chicago, IL 60621

Property at 5648 S California Ave, Chicago, IL 60629, 5 beds, 3 baths

$254,900

5 beds3 baths735 sq ft

5648 S California Ave, Chicago, IL 60629

Property at 3513 S Seeley Ave, Chicago, IL 60609, 6 beds, 4.5 baths

$768,000

6 beds4.5 baths— sq ft

3513 S Seeley Ave, Chicago, IL 60609

Property at 5914 S Meade Ave, Chicago, IL 60638, 3 beds, 1 bath

$324,900

3 beds1 bath1,100 sq ft

5914 S Meade Ave, Chicago, IL 60638

Property at 5735 S Fairfield Ave, Chicago, IL 60629, 4 beds, 2 baths

$329,000

4 beds2 baths1,996 sq ft

5735 S Fairfield Ave, Chicago, IL 60629

Property at 3738 S Hermitage Ave, Chicago, IL 60609, 6 beds, 2 baths

$419,900

6 beds2 baths— sq ft

3738 S Hermitage Ave, Chicago, IL 60609

Property at 6359 W 63rd Pl, Chicago, IL 60638, 2 beds, 1.5 baths

$289,000

2 beds1.5 baths1,076 sq ft

6359 W 63rd Pl, Chicago, IL 60638

Property at 6340 S Archer Ave, Chicago, IL 60638, 7 beds, 4 baths

$579,950

7 beds4 baths— sq ft

6340 S Archer Ave, Chicago, IL 60638

Property at 2309 W 50th Pl, Chicago, IL 60609, 3 beds, 2 baths

$120,000

3 beds2 baths— sq ft

2309 W 50th Pl, Chicago, IL 60609

Property at 6004 S Moody Ave, Chicago, IL 60638, 3 beds, 2 baths

$349,900

3 beds2 baths1,000 sq ft

6004 S Moody Ave, Chicago, IL 60638

Property at 3814 W 69th Pl, Chicago, IL 60629, 4 beds, 3 baths

$329,000

4 beds3 baths1,200 sq ft

3814 W 69th Pl, Chicago, IL 60629

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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 301 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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