South Side, IL homes for sale & real estate

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NEW CONSTRUCTION

ABOUT THIS HOME
South Side, IL Homes for Sale
Gorgeous NEW Construction 3-unit in prime Woodlawn Location. Built by an experienced local builder and includes a 1-year developer's warranty. Contemporary & Modern design with the perfect blend of city living and convenience. Each unit has a spacious, open-concept layout and condo-quality features, such as 42" cabinets, stainless steel appliances, recessed lighting, and in-unit laundry. Each unit is a large 3 bed/ 2 bath, with a luxury master bathroom at the rear and extra build-out storage closets. Located in the vibrant Woodlawn neighborhood, on the border wih Washington Park, this property offers unbeatable convenience, 2-minute walk to CTA line and easy access to Washington

$849,000

9 beds6 baths— sq ft

6022 S King Dr, Chicago, IL 60637

New construction • 42 cabinets • 3,125 sq ft lot

ABOUT THIS HOME
South Side, IL Homes for Sale
Welcome to 6619 South Maryland Avenue, a recently rehabbed gem in the East Woodlawn neighborhood near the University of Chicago! This versatile property features two distinct units, making it perfect for a variety of living arrangements or investment opportunities. Step into Unit 1, where you'll find a cozy layout with 2 bedrooms and 1 bathroom, offering a comfortable space to unwind. Unit 2 boasts 3 bedrooms and 1 bathroom, providing ample room for all your needs. Both units have been thoughtfully updated to blend modern charm with classic touches. Below, a full unfinished basement awaits your creativity, providing endless potential for storage or future expansion. Additionally, the unfini

$319,900

5 beds2 baths— sq ft

6619 S Maryland Ave, Chicago, IL 60637

Two distinct units • Recently rehabbed • Unfinished attic

ABOUT THIS HOME
South Side, IL Homes for Sale
Wonderful condo! Views of the Lake and downtown Chicago! Near White Sox Park, Transportation, and downtown Chicago!

$119,995

0 beds1 bath500 sq ft

2901 S Michigan Ave #908, Chicago, IL 60616

Downtown chicago • Near white sox park • Views of the lake

ABOUT THIS HOME
South Side, IL Homes for Sale
Spacious and bright 2BD/1BA unit located in an elevator building with one deeded outdoor parking space. Move-in ready with a clean, updated feel. Features include an in-unit washer and dryer, hardwood flooring, and expansive city views from the top floor. Prime location steps to Ping Tom Park, Archer Avenue, shopping, restaurants, and the Red Line for convenient commuting. Unit offers both comfort and convenience in one of Chinatown's most desirable buildings.

$260,000

2 beds1 bath800 sq ft

1828 S Wentworth Ave Unit 3B, Chicago, IL 60616

$130 HOA • Parking • Built 2008

ABOUT THIS HOME
South Side, IL Homes for Sale
The perfect mixed used Property 5 minutes from Obama Library! This building comes complete with 2 4-Bedroom, 1Bath units + a commercial space with long standing tenants. Each unit has its own heating and electric along with in unit washer and dryer. With the recently installed back porch and roof, this property is perfect for investors or owner occupied buyers!

$375,000

— beds— baths4,499 sq ft

6942 S Stony Island Ave, Chicago, IL 60649

3,025 sq ft lot • Built 1920 • Listed 24 days

Property at 6724 S Paxton Ave #3, Chicago, IL 60649, 3 beds, 2 baths

$230,000

3 beds2 baths2,200 sq ft

6724 S Paxton Ave #3, Chicago, IL 60649

Property at 1716 E 54th St Unit F, Chicago, IL 60615, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths2,126 sq ft

1716 E 54th St Unit F, Chicago, IL 60615

Property at 5471 S Hyde Park Blvd Unit 16AB, Chicago, IL 60615, 4 beds, 4 baths

$425,000

4 beds4 baths3,000 sq ft

5471 S Hyde Park Blvd Unit 16AB, Chicago, IL 60615

Property at 542 E 44th St Unit GARDEN, Chicago, IL 60653, 2 beds, 2 baths

$239,000

2 beds2 baths1,500 sq ft

542 E 44th St Unit GARDEN, Chicago, IL 60653

Property at 346 E 41st St #2, Chicago, IL 60653, 2 beds, 1 bath

$109,900

2 beds1 bath850 sq ft

346 E 41st St #2, Chicago, IL 60653

Property at 6806 S Crandon Ave #2, Chicago, IL 60649, 3 beds, 3 baths

$150,000

3 beds3 baths2,200 sq ft

6806 S Crandon Ave #2, Chicago, IL 60649

Property at 5435 S Princeton Ave, Chicago, IL 60609, 9 beds, 4 baths

$185,000

9 beds4 baths— sq ft

5435 S Princeton Ave, Chicago, IL 60609

Property at 3106 S Wells St #3, Chicago, IL 60616, 2 beds, 2 baths

$365,000

2 beds2 baths1,500 sq ft

3106 S Wells St #3, Chicago, IL 60616

Property at 6507 S Vernon Ave, Chicago, IL 60637, 5 beds, 2 baths

$348,500

5 beds2 baths1,916 sq ft

6507 S Vernon Ave, Chicago, IL 60637

Property at 3500 S Sangamon St #109, Chicago, IL 60609, 2 beds, 2 baths

$399,000

2 beds2 baths— sq ft

3500 S Sangamon St #109, Chicago, IL 60609

Property at 7037 S Crandon Ave #219, Chicago, IL 60649, 2 beds, 2 baths

$129,900

2 beds2 baths1,250 sq ft

7037 S Crandon Ave #219, Chicago, IL 60649

Property at 5011 S Drexel Blvd, Chicago, IL 60615, 38 beds, 24 baths

$4,700,000

38 beds24 baths— sq ft

5011 S Drexel Blvd, Chicago, IL 60615

Property at 6547 S Evans Ave, Chicago, IL 60637, 3 beds, 3.5 baths

$389,900

3 beds3.5 baths2,700 sq ft

6547 S Evans Ave, Chicago, IL 60637

Property at Sign in for address, Chicago, IL 60615, 9 beds, 6 baths

$1,250,700

9 beds6 baths— sq ft

Property at 6618 S Marquette Rd, Chicago, IL 60637, 4 beds, 2 baths

$220,000

4 beds2 baths— sq ft

6618 S Marquette Rd, Chicago, IL 60637

Property at 6540 S Ingleside Ave, Chicago, IL 60637, 3 beds, 3 baths

$624,900

3 beds3 baths2,880 sq ft

6540 S Ingleside Ave, Chicago, IL 60637

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

$249,900

4 beds2.5 baths— sq ft

7521 S Ridgeland Ave, Chicago, IL 60649

Property at 7329 S Coles Ave, Chicago, IL 60649, 10 beds, 5 baths

$650,000

10 beds5 baths— sq ft

7329 S Coles Ave, Chicago, IL 60649

Property at 6807 S Paxton Ave #1, Chicago, IL 60649, 3 beds, 3 baths

$230,000

3 beds3 baths1,700 sq ft

6807 S Paxton Ave #1, Chicago, IL 60649

Property at 2605 S Indiana Ave #708, Chicago, IL 60616, 1 bed, 1 bath

$144,000

1 bed1 bath750 sq ft

2605 S Indiana Ave #708, Chicago, IL 60616

Property at 3222-3224 S Morgan St, Chicago, IL 60608

$1,475,000

— beds— baths6,660 sq ft

3222-3224 S Morgan St, Chicago, IL 60608

Property at 601 E 32nd St #210, Chicago, IL 60616, 3 beds, 2 baths

$175,000

3 beds2 baths2,100 sq ft

601 E 32nd St #210, Chicago, IL 60616

Property at 2631 S Shields Ave, Chicago, IL 60616, 8 beds, 4 baths

$398,000

8 beds4 baths— sq ft

2631 S Shields Ave, Chicago, IL 60616

Property at 3353 S Aberdeen St, Chicago, IL 60608, 7 beds, 3 baths

$538,800

7 beds3 baths— sq ft

3353 S Aberdeen St, Chicago, IL 60608

Property at 543 E 60th St #4, Chicago, IL 60637, 2 beds, 1 bath

$63,000

2 beds1 bath950 sq ft

543 E 60th St #4, Chicago, IL 60637

Property at 7431 S Perry Ave, Chicago, IL 60621, 3 beds, 2 baths

$139,000

3 beds2 baths851 sq ft

7431 S Perry Ave, Chicago, IL 60621

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

$850,000

3 beds2.5 baths1,881 sq ft

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

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

$92,500

2 beds1 bath1,000 sq ft

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

Property at 544 E 46th Pl, Chicago, IL 60653, 5 beds, 3.5 baths

$760,000

5 beds3.5 baths3,000 sq ft

544 E 46th Pl, Chicago, IL 60653

Property at 6812 S Saint Lawrence Ave, Chicago, IL 60637, 4 beds, 2 baths

$330,000

4 beds2 baths1,500 sq ft

6812 S Saint Lawrence Ave, Chicago, IL 60637

Property at 7853 S South Shore Dr, Chicago, IL 60649, 1 bed

$135,000

1 bed— baths2,393 sq ft

7853 S South Shore Dr, Chicago, IL 60649

Property at 601 E 32nd St #211, Chicago, IL 60616, 2 beds, 2 baths

$150,000

2 beds2 baths— sq ft

601 E 32nd St #211, Chicago, IL 60616

Property at 4235 S Calumet Ave, Chicago, IL 60653, 25 beds, 16 baths

$2,535,000

25 beds16 baths— sq ft

4235 S Calumet Ave, Chicago, IL 60653

Property at 5140 S King Dr Unit A1, Chicago, IL 60615, 3 beds, 3 baths

$119,000

3 beds3 baths1,710 sq ft

5140 S King Dr Unit A1, Chicago, IL 60615

Property at 7524 S Colfax Ave, Chicago, IL 60649, 12 beds, 3 baths

$229,000

12 beds3 baths— sq ft

7524 S Colfax Ave, Chicago, IL 60649

Property at 5341 S Wabash St #5347, Chicago, IL 60615, 2 beds, 2 baths

$124,900

2 beds2 baths600 sq ft

5341 S Wabash St #5347, Chicago, IL 60615

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Based on information submitted to the MLS GRID as of Mon Nov 24 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.

Average home prices near South Side, IL

Cities

Elmhurst homes for sale
$735,000
Des Plaines homes for sale
$385,000
Downers Grove homes for sale
$520,000
Glenview homes for sale
$759,000
Wilmette homes for sale
$875,000
Arlington Heights homes for sale
$430,000
Mount Prospect homes for sale
$425,000
Northbrook homes for sale
$565,000
Lombard homes for sale
$382,000
Evanston homes for sale
$435,000
Oak Park homes for sale
$372,450
Skokie homes for sale
$442,000
Park Ridge homes for sale
$599,000
Chicago homes for sale
$350,000
Orland Park homes for sale
$379,450

Neighborhoods

Bronzeville homes for sale
$343,000
South Shore homes for sale
$179,900
South Loop homes for sale
$389,000
Kenwood homes for sale
$280,000
Pilsen Historic District homes for sale
$575,000
West Loop homes for sale
$495,000
Bridgeport homes for sale
$538,800
McKinley Park homes for sale
$419,450
Hyde Park homes for sale
$300,000
Woodlawn homes for sale
$342,500

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)

$274,950

+2.7% YoY | Oct 2025

1 year
3 year
5 year

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

Location

Data

Oct 2025

Growth

% YoY

South Side, IL

$274,950

+2.7%

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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First-time homebuyer's guide

See more home buying guides

Popular Markets in Illinois

Chicago homes for sale
$349,900
Naperville homes for sale
$635,000
Schaumburg homes for sale
$299,900
Arlington Heights homes for sale
$432,500
Glenview homes for sale
$754,500
Oak Park homes for sale
$375,000
Evanston homes for sale
$429,900
Des Plaines homes for sale
$385,000
Orland Park homes for sale
$375,000
Downers Grove homes for sale
$519,000
Mount Prospect homes for sale
$425,000
St. Charles homes for sale
$460,000
Skokie homes for sale
$439,000
Glen Ellyn homes for sale
$550,000
Northbrook homes for sale
$554,900

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