South Side, IL homes for sale & real estate

960 homes + 31 early access

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NEW 14 HRS AGO

ABOUT THIS HOME
South Side, IL Homes for Sale
Located in historic North Kenwood, just blocks from the lakefront, this three-story vintage brownstone offers a rare opportunity to create something truly special. With nearly 3,000 square feet, a spacious layout, and renovations already underway, this property is ready for someone to bring their vision to life. The main level features an open floor plan with soaring ceilings over 10 feet, creating a great foundation for a beautiful living and entertaining space. The second floor offers three bedrooms, including a large primary suite at the front of the home and two additional bedrooms at the rear with a shared Jack-and-Jill bathroom. The third floor provides additional flexible space that

$339,900

3 beds3.5 baths2,644 sq ft

4421 S Ellis Ave, Chicago, IL 60653

Open floor plan • Soaring ceilings • Large primary suite

EARLY ACCESSCOLDWELL BANKER COMING SOON

ABOUT THIS HOME
South Side, IL Homes for Sale
Come see this South Shore 2 unit with 8 bedrooms and 4 baths including en-suite primary bedrooms in each unit. Second floor unit has vaulted ceilings and in unit washer/dryer. Stackable laundry hook up in first floor unit. One parking space for each unit in rear of property. 7 mins from Obama Presidential Center and Jackson Park District. 3 mins from Jewel-Osco. 3 mins from Metra South Shore line into downtown Chicago. 20 mins from downtown Chicago via Lake Shore Dr. Second floor unit is currently tenant occupied, and 1st floor unit is vacant. Perfect property for the savvy house hacking owner/investor.

$465,000

Studio2 baths— sq ft

1342 E 73rd St, Chicago, IL 60619

In unit washer dryer • Vaulted ceilings • One parking space

EARLY ACCESSCOLDWELL BANKER COMING SOON

ABOUT THIS HOME
South Side, IL Homes for Sale
Classic Chicago charm meets expansive modern living in this 4 bedroom, 3.5-bath Greystone single family home, perfectly positioned where North Kenwood meets Hyde Park. From the moment you see the distinctive stone facade and arched windows, you'll feel the character that defines this vintage home. Inside, the original wood staircase and soaring ceilings set a tone of timeless elegance. The main level is designed for both relaxation and entertaining, featuring sun-filled living and dining rooms anchored by a decorative fireplace. The heart of the home is the spacious eat-in kitchen, which boasts 42-inch cabinetry, granite countertops and a brand-new dishwasher to make cleanup a breeze. An ad

$417,000

4 beds3.5 baths2,122 sq ft

4417 S Berkeley Ave, Chicago, IL 60653

Decorative fireplace • Arched windows • Soaring ceilings

REDFIN OPEN SAT, 12PM TO 2PM

$175,500

2 beds1 bath800 sq ft

1125 E 61st St #3, Chicago, IL 60637

$349 HOA • Built 1920

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
South Side, IL Homes for Sale
Discover this beautifully updated 3-bedroom home in Chicago's Bronzeville neighborhood, featuring an open-concept main level, tall ceilings, and an abundance of natural light throughout. The modern kitchen, inviting new fireplace, and full bathroom create a warm, welcoming living space. Upstairs, the spacious primary suite offers a private bath, along with two additional bedrooms, a full guest bath, and a balcony off the third bedroom. The finished basement adds versatile living space with a recreation area, bonus room, full bathroom, laundry room, and separate exterior access. Enjoy a fully fenced backyard, concrete walkway, detached 2-car garage, and convenient rear mudroom. Ideally locat

$629,000

3 beds4 baths1,848 sq ft

656 E Bowen Ave, Chicago, IL 60653

2 garage spots • Built 1878 • Listed 6 days

Property at 3069 S Lock St, Chicago, IL 60608, 4 beds, 2 baths

$379,000

4 beds2 baths— sq ft

3069 S Lock St, Chicago, IL 60608

Property at 5021 S Indiana Ave, Chicago, IL 60615, 8 beds, 8 baths

$1,295,000

8 beds8 baths— sq ft

5021 S Indiana Ave, Chicago, IL 60615

Property at 7649 S Luella Ave, Chicago, IL 60649, 6 beds, 3 baths

$519,999

6 beds3 baths3,200 sq ft

7649 S Luella Ave, Chicago, IL 60649

Property at 1470 E 56th St, Chicago, IL 60637, 4 beds, 3 baths

$825,000

4 beds3 baths1,676 sq ft

1470 E 56th St, Chicago, IL 60637

Property at 7116 S University Ave, Chicago, IL 60619, 4 beds, 3.5 baths

$266,999

4 beds3.5 baths1,768 sq ft

7116 S University Ave, Chicago, IL 60619

Property at 3123 S Throop St, Chicago, IL 60608, 4 beds, 2 baths

$329,000

4 beds2 baths2,200 sq ft

3123 S Throop St, Chicago, IL 60608

Property at 2953 S Farrell St, Chicago, IL 60608, 6 beds, 2 baths

$279,000

6 beds2 baths— sq ft

2953 S Farrell St, Chicago, IL 60608

Property at 7635 S Michigan Ave, Chicago, IL 60619, 4 beds, 3 baths

$209,900

4 beds3 baths1,500 sq ft

7635 S Michigan Ave, Chicago, IL 60619

Property at 6505 S Woodlawn Ave, Chicago, IL 60637, 4 beds, 3 baths

$495,000

4 beds3 baths1,888 sq ft

6505 S Woodlawn Ave, Chicago, IL 60637

Property at 6620 S Rhodes Ave, Chicago, IL 60637, 6 beds, 2 baths

$199,999

6 beds2 baths— sq ft

6620 S Rhodes Ave, Chicago, IL 60637

Property at 7741 S Paxton Ave, Chicago, IL 60649, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,800 sq ft

7741 S Paxton Ave, Chicago, IL 60649

Property at 4338 S King Dr #2, Chicago, IL 60653, 3 beds, 2 baths

$300,000

3 beds2 baths1,600 sq ft

4338 S King Dr #2, Chicago, IL 60653

Property at 2545 S Dearborn St #405, Chicago, IL 60616, 2 beds, 2 baths

$299,000

2 beds2 baths1,133 sq ft

2545 S Dearborn St #405, Chicago, IL 60616

Property at 838 E 52nd St Unit 2W, Chicago, IL 60615, 3 beds, 2.5 baths

$185,000

3 beds2.5 baths1,341 sq ft

838 E 52nd St Unit 2W, Chicago, IL 60615

Property at 7521 S Ridgeland Ave, Chicago, IL 60649, 4 beds, 2.5 baths

$180,000

4 beds2.5 baths— sq ft

7521 S Ridgeland Ave, Chicago, IL 60649

Property at 1419 E 68th St #3, Chicago, IL 60637, 3 beds, 2 baths

$215,000

3 beds2 baths1,614 sq ft

1419 E 68th St #3, Chicago, IL 60637

Property at 6524 S Eberhart Ave, Chicago, IL 60637, 5 beds, 3 baths

$440,000

5 beds3 baths— sq ft

6524 S Eberhart Ave, Chicago, IL 60637

Property at 7346 S Yale Ave, Chicago, IL 60621, 5 beds, 2.5 baths

$287,500

5 beds2.5 baths— sq ft

7346 S Yale Ave, Chicago, IL 60621

Property at 4818 S Drexel Blvd Unit A, Chicago, IL 60615, 2 beds, 1 bath

$184,900

2 beds1 bath1,037 sq ft

4818 S Drexel Blvd Unit A, Chicago, IL 60615

Property at 7829 S Marquette Ave, Chicago, IL 60649, 4 beds, 1 bath

$49,900

4 beds1 bath1,102 sq ft

7829 S Marquette Ave, Chicago, IL 60649

Property at 5468 S Woodlawn Ave Unit 2E, Chicago, IL 60615, 1 bed, 1 bath

$174,900

1 bed1 bath900 sq ft

5468 S Woodlawn Ave Unit 2E, Chicago, IL 60615

Property at Sign in for address, Chicago, IL 60637, 9 beds, 3 baths

$590,000

9 beds3 baths— sq ft

Property at 4717 S Ingleside Ave, Chicago, IL 60615, 4 beds, 3.5 baths

$999,000

4 beds3.5 baths2,600 sq ft

4717 S Ingleside Ave, Chicago, IL 60615

Property at 4723 S Vincennes Ave, Chicago, IL 60615, 15 beds, 6 baths

$995,000

15 beds6 baths8,766 sq ft

4723 S Vincennes Ave, Chicago, IL 60615

Property at 7829 S South Shore Dr Unit G, Chicago, IL 60649, 2 beds, 2 baths

$59,999

2 beds2 baths1,152 sq ft

7829 S South Shore Dr Unit G, Chicago, IL 60649

Property at 7446 S King Dr, Chicago, IL 60619, 7 beds, 2 baths

$439,000

7 beds2 baths— sq ft

7446 S King Dr, Chicago, IL 60619

Property at 6324 S Kimbark Ave #300, Chicago, IL 60637, 2 beds, 2 baths

$225,000

2 beds2 baths— sq ft

6324 S Kimbark Ave #300, Chicago, IL 60637

Property at 6025 S Prairie Ave, Chicago, IL 60637, 9 beds, 6 baths

$1,100,000

9 beds6 baths— sq ft

6025 S Prairie Ave, Chicago, IL 60637

Property at 7719 S Oglesby Ave, Chicago, IL 60649, 3 beds, 1 bath

$130,000

3 beds1 bath1,327 sq ft

7719 S Oglesby Ave, Chicago, IL 60649

Property at 1451 E 55th St Unit 428N, Chicago, IL 60615, 1 bed, 1 bath

$124,900

1 bed1 bath750 sq ft

1451 E 55th St Unit 428N, Chicago, IL 60615

Property at 6029 S Prairie Ave, Chicago, IL 60637, 9 beds, 6 baths

$1,100,000

9 beds6 baths— sq ft

6029 S Prairie Ave, Chicago, IL 60637

Property at 6700 S South Shore Dr Unit 4K, Chicago, IL 60649, 1 bath

$95,900

Studio1 bath620 sq ft

6700 S South Shore Dr Unit 4K, Chicago, IL 60649

Property at 4706 S St Lawrence Ave Unit 2E, Chicago, IL 60615, 3 beds, 2 baths

$440,000

3 beds2 baths1,500 sq ft

4706 S St Lawrence Ave Unit 2E, Chicago, IL 60615

Property at 6404 S Langley Ave, Chicago, IL 60637, 3 beds, 2.5 baths

$369,000

3 beds2.5 baths1,438 sq ft

6404 S Langley Ave, Chicago, IL 60637

Property at 1012 E 41st St, Chicago, IL 60653, 5 beds, 3.5 baths

$950,000

5 beds3.5 baths3,300 sq ft

1012 E 41st St, Chicago, IL 60653

Property at 4906 S Saint Lawrence Ave, Chicago, IL 60615, 9 beds, 6 baths

$1,150,000

9 beds6 baths— sq ft

4906 S Saint Lawrence Ave, Chicago, IL 60615

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Based on information submitted to the MLS GRID as of Thu Oct 29 2026. 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.

Average home prices near South Side, IL

Cities

Elmhurst homes for sale
$715,000
Des Plaines homes for sale
$410,000
Downers Grove homes for sale
$525,000
Glenview homes for sale
$705,500
Wilmette homes for sale
$1,099,000
Arlington Heights homes for sale
$499,500
Mount Prospect homes for sale
$450,000
Northbrook homes for sale
$667,000
Lombard homes for sale
$389,900
Evanston homes for sale
$464,450
Oak Park homes for sale
$432,500
Skokie homes for sale
$449,999
Park Ridge homes for sale
$674,950
Chicago homes for sale
$373,450
Orland Park homes for sale
$397,900

Neighborhoods

Bronzeville homes for sale
$325,000
South Shore homes for sale
$190,000
South Loop homes for sale
$381,500
Kenwood homes for sale
$324,900
Pilsen Historic District homes for sale
$670,000
West Loop homes for sale
$549,900
Bridgeport homes for sale
$544,000
McKinley Park homes for sale
$398,000
Hyde Park homes for sale
$249,900
Woodlawn homes for sale
$359,500

South Side, IL real estate trends

All Home Types trends in South Side, IL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$289,919

+1.7% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

South Side, IL

$289,919

+1.7%

See more South Side, IL market insights

More to explore in South Side, IL

How to buy a house in South Side, IL

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How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

8 Redfin agents serving South Side

236

Deals*

4.8

Satisfaction

1512

Homes closed*

* Data from the last year

Popular Markets in Illinois

Chicago homes for sale
$374,000
Naperville homes for sale
$649,000
Schaumburg homes for sale
$357,500
Arlington Heights homes for sale
$499,000
Glenview homes for sale
$740,000
Evanston homes for sale
$469,900
Oak Park homes for sale
$430,000
Des Plaines homes for sale
$408,500
Orland Park homes for sale
$399,000
Downers Grove homes for sale
$525,000
Mount Prospect homes for sale
$450,000
Lombard homes for sale
$389,900
Skokie homes for sale
$449,900
Glen Ellyn homes for sale
$599,000
St. Charles homes for sale
$522,450

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