Condos for Sale in South Side, IL

265 homes

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ABOUT THIS HOME
Condo for sale in South Side, IL:
Welcome to 6547 S Woodlawn Ave Unit 2 - A Spacious, Versatile Condo in the Heart of Woodlawn! Step into this beautifully designed 3-bedroom, 2-bathroom condo with office space, offering the perfect blend of comfort, functionality, and location. Nestled in the vibrant and evolving Woodlawn neighborhood, this home is ideal for anyone seeking a dynamic urban lifestyle with a strong sense of community. The flexible floor plan allows for creative use of space - whether you need a guest room, a home office, or a dedicated space for hobbies or workouts, this home adapts to your needs. Thoughtfully designed with modern living in mind, it offers an open and inviting atmosphere perfect for both re

$260,000

3 beds2 baths1,700 sq ft

6547 S Woodlawn Ave #2, Chicago, IL 60637

Office space • Flexible floor plan • $300 HOA

ABOUT THIS HOME
Condo for sale in South Side, IL:
Located at the center of University of Chicago campus, this Victorian style spacious 3 bedrooms and 2 full baths condominium is perfect for primary residence or investment property! Huge living room with fireplace and a bright sunroom, high ceiling and hardwood floor throughout, original wood molding and trim, a large kitchen and formal dining room. In-unit laundry, basement storage. This condominium is in move-in condition! Nice porch and beautiful fenced yard. Ray school district, Close to lots of lovely restaurants, bookstore, laboratory school and all UC facilities. Very safe community.

$399,999

3 beds2 baths1,600 sq ft

5517 S University Ave #1, Chicago, IL 60637

High ceiling • Hardwood floor • Large kitchen

ABOUT THIS HOME
Condo for sale in South Side, IL:
Welcome to 7337 S South Shore Dr Unit 326-a charming 1-bedroom 1 -bathroom condo. Flooded with natural light, this unit is full of potential and ready for your personal touch. Whether you're looking to move right in or renovate to your style, this is an incredible opportunity in the vibrant and historic South Shore neighborhood. The building offers impressive amenities including a 24-hour doorman, fitness center with two saunas and access to a lake-facing terrace, a party room, on-site commissary, and a large laundry room with a restroom for added convenience. Located just steps from the lakefront, South Shore Cultural Center, Jackson Park, and the future Obama Presidential Center, this con

$64,900

1 bed1 bath— sq ft

7337 S South Shore Dr #326, Chicago, IL 60649

Fitness center • 24-hour doorman • Lake-facing terrace

$215,000

4 beds2 baths2,000 sq ft

7000 S Paxton Ave Unit 1N, Chicago, IL 60649

$575 HOA • Parking • Listed 57 days

ABOUT THIS HOME
Condo for sale in South Side, IL:
Welcome to this beautifully maintained 3 story Townhouse offering 3 bedrooms and 2.1 baths in a secure, well kept community. Enjoy the convenience of an attached 1-car garage and a charming courtyard. The open concept Living area features an abundance of natural light, ideal for modern living. Low maintenance lifestyle with low HOA fees covering exterior landscaping and more for around $225 per month. Located in a safe neighborhood with easy access to shops, public transportation and 15 minutes from downtown Chicago. This home contains comfort, style and convenience. Don't miss your chance to make this your "Home".

$319,500

3 beds2.5 baths1,735 sq ft

4115 S Maryland Ave, Chicago, IL 60638

Attached garage • Charming courtyard • Easy access to shops

Property at 5000 S East End Ave Unit 23A, Chicago, IL 60615, 3 beds, 3 baths

$314,900

3 beds3 baths1,927 sq ft

5000 S East End Ave Unit 23A, Chicago, IL 60615

Property at 601 E 32nd St #907, Chicago, IL 60616, 2 beds, 1 bath

$182,000

2 beds1 bath1,012 sq ft

601 E 32nd St #907, Chicago, IL 60616

Property at 5455 S Ingleside Ave Unit 2W, Chicago, IL 60615, 2 beds, 1 bath

$230,000

2 beds1 bath1,100 sq ft

5455 S Ingleside Ave Unit 2W, Chicago, IL 60615

Property at 5555 S Everett Ave Unit E7, Chicago, IL 60637, 2 beds, 2 baths

$130,000

2 beds2 baths1,000 sq ft

5555 S Everett Ave Unit E7, Chicago, IL 60637

Property at 1519 E 68th St #1, Chicago, IL 60637, 3 beds, 1 bath

$69,900

3 beds1 bath1,900 sq ft

1519 E 68th St #1, Chicago, IL 60637

Property at 1430 E 69th St Unit 1S, Chicago, IL 60637, 2 beds, 1 bath

$102,500

2 beds1 bath1,000 sq ft

1430 E 69th St Unit 1S, Chicago, IL 60637

Property at 2043 E 72nd St Unit 1C, Chicago, IL 60649, 2 beds, 1 bath

$57,500

2 beds1 bath850 sq ft

2043 E 72nd St Unit 1C, Chicago, IL 60649

Property at 6318 S Greenwood Ave #1, Chicago, IL 60637, 4 beds, 3 baths

$374,900

4 beds3 baths2,056 sq ft

6318 S Greenwood Ave #1, Chicago, IL 60637

Property at 4453 S Lake Park Ave #4, Chicago, IL 60653, 2 beds, 2.5 baths

$329,000

2 beds2.5 baths1,200 sq ft

4453 S Lake Park Ave #4, Chicago, IL 60653

Property at 1942 E 74th St Unit 3B, Chicago, IL 60649, 5 beds, 2 baths

$199,900

5 beds2 baths2,087 sq ft

1942 E 74th St Unit 3B, Chicago, IL 60649

Property at 115 E 60th St #2, Chicago, IL 60637, 2 beds, 1 bath

$94,900

2 beds1 bath950 sq ft

115 E 60th St #2, Chicago, IL 60637

Property at 6756 S Oglesby Ave #1, Chicago, IL 60649, 3 beds, 2 baths

$209,999

3 beds2 baths— sq ft

6756 S Oglesby Ave #1, Chicago, IL 60649

Property at 212 E 44th St #2, Chicago, IL 60653, 3 beds, 2.5 baths

$282,500

3 beds2.5 baths1,776 sq ft

212 E 44th St #2, Chicago, IL 60653

Property at 3522 S State St #301, Chicago, IL 60609, 2 beds, 1 bath

$238,000

2 beds1 bath1,115 sq ft

3522 S State St #301, Chicago, IL 60609

Property at 225 E 59th St #1, Chicago, IL 60637, 3 beds, 2 baths

$200,000

3 beds2 baths1,800 sq ft

225 E 59th St #1, Chicago, IL 60637

Property at 7337 S South Shore Dr #514, Chicago, IL 60649, 1 bed, 1 bath

$72,000

1 bed1 bath850 sq ft

7337 S South Shore Dr #514, Chicago, IL 60649

Property at 7337 S South Shore Dr #1024, Chicago, IL 60649, 1 bed, 1 bath

$72,000

1 bed1 bath— sq ft

7337 S South Shore Dr #1024, Chicago, IL 60649

Property at 4518 S King Dr Unit 2A, Chicago, IL 60653, 3 beds, 2.5 baths

$365,000

3 beds2.5 baths1,800 sq ft

4518 S King Dr Unit 2A, Chicago, IL 60653

Property at 25 E 26th St #4, Chicago, IL 60616, 2 beds, 2 baths

$309,900

2 beds2 baths— sq ft

25 E 26th St #4, Chicago, IL 60616

Property at 6528 S University Ave Unit 3N, Chicago, IL 60615, 3 beds, 2 baths

$200,000

3 beds2 baths1,200 sq ft

6528 S University Ave Unit 3N, Chicago, IL 60615

Property at 752 E 43rd St Unit 2E, Chicago, IL 60653, 3 beds, 1.5 baths

$129,000

3 beds1.5 baths850 sq ft

752 E 43rd St Unit 2E, Chicago, IL 60653

Property at 6700 S South Shore Dr Unit 18K, Chicago, IL 60649, 1 bath

$129,000

0 beds1 bath600 sq ft

6700 S South Shore Dr Unit 18K, Chicago, IL 60649

Property at 1451 E 55th St Unit 1030N, Chicago, IL 60615, 3 beds, 2 baths

$228,000

3 beds2 baths1,280 sq ft

1451 E 55th St Unit 1030N, Chicago, IL 60615

Property at 5052 S Drexel Blvd Unit 3C, Chicago, IL 60615, 4 beds, 2 baths

$370,000

4 beds2 baths2,200 sq ft

5052 S Drexel Blvd Unit 3C, Chicago, IL 60615

Property at 5114 S Kenwood Ave Unit 3B, Chicago, IL 60615, 3 beds, 2.5 baths

$900,000

3 beds2.5 baths1,881 sq ft

5114 S Kenwood Ave Unit 3B, Chicago, IL 60615

Property at 6727 S Merrill Ave #3, Chicago, IL 60649, 3 beds, 2 baths

$215,000

3 beds2 baths2,300 sq ft

6727 S Merrill Ave #3, Chicago, IL 60649

Property at 6730 S South Shore Dr #1504, Chicago, IL 60649, 2 beds, 2 baths

$120,000

2 beds2 baths1,100 sq ft

6730 S South Shore Dr #1504, Chicago, IL 60649

Property at 2030 E 72nd Pl Unit 3D, Chicago, IL 60649, 2 beds, 1 bath

$99,000

2 beds1 bath900 sq ft

2030 E 72nd Pl Unit 3D, Chicago, IL 60649

Property at 4543 S Prairie Ave Unit 3S, Chicago, IL 60653, 3 beds, 3 baths

$295,000

3 beds3 baths1,600 sq ft

4543 S Prairie Ave Unit 3S, Chicago, IL 60653

Property at 4458 S Greenwood Ave Unit 1E, Chicago, IL 60653, 3 beds, 2 baths

$199,900

3 beds2 baths1,372 sq ft

4458 S Greenwood Ave Unit 1E, Chicago, IL 60653

Property at 347 E 25th Pl Unit 19-B, Chicago, IL 60616, 2 beds, 2 baths

$304,000

2 beds2 baths1,188 sq ft

347 E 25th Pl Unit 19-B, Chicago, IL 60616

Property at 4220 S Champlain Ave Unit 2N, Chicago, IL 60653, 2 beds, 2 baths

$227,950

2 beds2 baths1,200 sq ft

4220 S Champlain Ave Unit 2N, Chicago, IL 60653

Property at 5114 S Kenwood Ave Unit PHA, Chicago, IL 60615, 3 beds, 2.5 baths

$1,100,000

3 beds2.5 baths1,898 sq ft

5114 S Kenwood Ave Unit PHA, Chicago, IL 60615

Property at 6938 S Dorchester Ave #2, Chicago, IL 60637, 2 beds, 2 baths

$189,900

2 beds2 baths1,350 sq ft

6938 S Dorchester Ave #2, Chicago, IL 60637

Property at 6700 S South Shore Dr Unit 17C, Chicago, IL 60649, 1 bed, 1 bath

$135,000

1 bed1 bath850 sq ft

6700 S South Shore Dr Unit 17C, Chicago, IL 60649

Property at 6209 S Dorchester Ave #1, Chicago, IL 60637, 3 beds, 3 baths

$225,000

3 beds3 baths1,789 sq ft

6209 S Dorchester Ave #1, Chicago, IL 60637

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Based on information submitted to the MLS GRID as of Sat Oct 25 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.

Condos for Sale in South Side

There are currently 265 condos for sale in South Side at a median listing price of $210K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Side stay on the market for 77 days and receive 3 offers. Popular neighborhoods include Bronzeville, South Shore, South Loop, Kenwood, Pilsen Historic District, West Loop, Bridgeport, McKinley Park, Hyde Park, and Woodlawn. This map is refreshed with the newest listings in South Side every 15 minutes.

In the past month, 122 homes have been sold in South Side. In addition to houses in South Side, there were also 475 condos, 50 townhouses, and 256 multi-family units for sale in South Side last month. Find your dream home in South 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 South Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Side. If you're looking to sell your home in the South Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South 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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