Southwest Side, IL homes for sale & real estate

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ABOUT THIS HOME
Southwest Side, IL Homes for Sale
Beautiful home offering great potential! This charming 3-bedroom, 1.5-bath single-family home sits on an oversized lot and is full of natural light. Enjoy a functional classic layout, and plenty of space to make it your own. The generous 3,920 sq. ft. lot provides room for a future garage, garden, or outdoor entertaining area. Perfect for first-time buyers or investors looking to build equity. Conveniently located near schools, parks, shopping, and major transportation in Chicago's desirable Southwest Side. Don't miss this fantastic opportunity! "SOLD AS IS"

$169,900

3 beds1.5 baths— sq ft

5424 S Kenneth Ave, Chicago, IL 60632

Natural light • Future garage • Brick home

ABOUT THIS HOME
Southwest Side, IL Homes for Sale
Looking for your next Chicago rehab project or a chance to create your dream home? This single-family home has been owned by one family for generations and sits on a full 25x125 lot with solid bones and huge upside potential. Main level features 3 bedrooms, 1 full bath, spacious living and dining areas, and a full kitchen layout ready for your design ideas. The basement includes a 4th bedroom and another full bath, plus room to add a family room, laundry, storage, or even an in-law suite. The first floor needs cosmetic updates, making this a great fit for investors, flippers, or future homeowners ready to roll up their sleeves and build equity. Looking to customize and finance improvements?

$110,000

4 beds2 baths1,344 sq ft

2038 W 70th Pl, Chicago, IL 60636

In-law suite • 4th bedroom • Full lot

ABOUT THIS HOME
Southwest Side, IL Homes for Sale
Investors, welcome to 3442 W 66th St! This spacious two-unit property is full of potential and perfect for owner-occupants or investors. The first unit offers 2 comfortable bedrooms, a full bath, a bright and inviting living room, and a kitchen. The second unit features 3 bedrooms, a full bath, a dedicated dining area, and kitchen. This unit is ideal for larger households. A finished basement offers 2 additional bedrooms, another full bath, and extra space perfect for recreation or for guests. Step outside to enjoy a fenced backyard, perfect for summer BBQs or outdoor relaxation, along with a 2-car garage for added convenience. Located close to parks, schools, shopping, and public transit.

$275,000

8 beds3 baths— sq ft

3442 W 66th St, Chicago, IL 60629

Close to parks • Close to schools • Finished basement

$189,900

3 beds2 baths1,857 sq ft

2208 W 54th Pl, Chicago, IL 60609

Spacious backyard • Full basement • Detached garage

ABOUT THIS HOME
Southwest Side, IL Homes for Sale
CORPORATE OWNED SINGLE-FAMILY HOME SOLD AS-IS WITH A MOTIVATED SELLER. GREAT OPPORTUNITY FOR RESTORATION AT THIS PRICE. VACANT AND EASY TO SHOW. PLEASE INSPECT PRIOR TO SUBMITTING AN OFFER SINCE WE ARE SELLING "AS-IS". Proof of funds required for access and for offers to be considered. PLEASE NOTE: THE SELLER WILL COVER CURRENT AND ALL PRIOR TAX BUT NO CREDIT FOR FUTURE BILLS. NO SURVEY. EXPERIENCED & QUALIFIED DEVELOPERS ONLY. NO wholesale or reselling before rehab is complete. Seller does not collect earnest money, but prefers accelerated closing dates. Property will be transferred via Quit Claim Deed and owners' policy will be provided to insure the transaction. Buyer res

$100,000

5 beds2 baths— sq ft

6932 S Eggleston Ave, Chicago, IL 60621

Garage • Built 1900 • Listed 8 days

Property at 6112 S Mozart St, Chicago, IL 60629, 4 beds, 2 baths

$289,900

4 beds2 baths1,236 sq ft

6112 S Mozart St, Chicago, IL 60629

Property at 3315 S Wood St, Chicago, IL 60608, 10 beds, 7 baths

$1,245,000

10 beds7 baths5,256 sq ft

3315 S Wood St, Chicago, IL 60608

Property at 7139 S Winchester Ave, Chicago, IL 60636, 4 beds, 2 baths

$110,000

4 beds2 baths2,000 sq ft

7139 S Winchester Ave, Chicago, IL 60636

Property at 7115 S Peoria St, Chicago, IL 60621, 3 beds, 1 bath

Unknown

3 beds1 bath992 sq ft

7115 S Peoria St, Chicago, IL 60621

Property at 6549 S Keeler Ave, Chicago, IL 60629, 5 beds, 3 baths

$509,900

5 beds3 baths— sq ft

6549 S Keeler Ave, Chicago, IL 60629

Property at 3402 S Bell Ave, Chicago, IL 60608, 8 beds, 4 baths

$720,000

8 beds4 baths— sq ft

3402 S Bell Ave, Chicago, IL 60608

Property at 6741 S Maplewood Ave, Chicago, IL 60629, 5 beds, 3 baths

$354,995

5 beds3 baths2,660 sq ft

6741 S Maplewood Ave, Chicago, IL 60629

Property at 3511 S Hoyne Ave #1, Chicago, IL 60609, 3 beds, 2.5 baths

$480,000

3 beds2.5 baths1,850 sq ft

3511 S Hoyne Ave #1, Chicago, IL 60609

Property at 7248 S Green St, Chicago, IL 60621, 4 beds, 1.5 baths

$98,000

4 beds1.5 baths909 sq ft

7248 S Green St, Chicago, IL 60621

Property at 834 W Garfield Blvd, Chicago, IL 60609, 11 beds, 6 baths

$224,900

11 beds6 baths— sq ft

834 W Garfield Blvd, Chicago, IL 60609

Property at 6401 W 64th Pl Unit 2W, Chicago, IL 60638, 2 beds, 2 baths

$199,900

2 beds2 baths900 sq ft

6401 W 64th Pl Unit 2W, Chicago, IL 60638

Property at 6152 W 64th Pl, Chicago, IL 60638, 3 beds, 2 baths

$380,000

3 beds2 baths1,902 sq ft

6152 W 64th Pl, Chicago, IL 60638

Property at 2409 W 32nd Pl, Chicago, IL 60608, 3 beds, 3 baths

$419,000

3 beds3 baths1,590 sq ft

2409 W 32nd Pl, Chicago, IL 60608

Property at 2728 W 39th Pl, Chicago, IL 60632, 5 beds, 3.5 baths

$399,000

5 beds3.5 baths2,400 sq ft

2728 W 39th Pl, Chicago, IL 60632

Property at 5149 S Marshfield Ave, Chicago, IL 60609, 7 beds, 2 baths

$175,000

7 beds2 baths— sq ft

5149 S Marshfield Ave, Chicago, IL 60609

Property at 844 W 51st Pl, Chicago, IL 60609, 6 beds, 2 baths

$345,000

6 beds2 baths— sq ft

844 W 51st Pl, Chicago, IL 60609

Property at 6331 S Winchester Ave, Chicago, IL 60636, 3 beds, 1 bath

$95,000

3 beds1 bath1,353 sq ft

6331 S Winchester Ave, Chicago, IL 60636

Property at 5536 S Normandy Ave, Chicago, IL 60638, 4 beds, 2 baths

$325,000

4 beds2 baths— sq ft

5536 S Normandy Ave, Chicago, IL 60638

Property at 3750 W 65th St, Chicago, IL 60629, 5 beds, 2 baths

$275,998

5 beds2 baths1,035 sq ft

3750 W 65th St, Chicago, IL 60629

Property at 6728 W 64th Pl Unit 2B, Chicago, IL 60638, 2 beds, 1.5 baths

$189,000

2 beds1.5 baths750 sq ft

6728 W 64th Pl Unit 2B, Chicago, IL 60638

Property at 2323 W Pershing Rd #230, Chicago, IL 60609, 2 beds, 2 baths

$239,900

2 beds2 baths1,405 sq ft

2323 W Pershing Rd #230, Chicago, IL 60609

Property at 7331 S Carpenter St, Chicago, IL 60621, 4 beds, 1.5 baths

$124,900

4 beds1.5 baths1,704 sq ft

7331 S Carpenter St, Chicago, IL 60621

Property at 5544 S California Ave, Chicago, IL 60629, 5 beds, 3 baths

$379,999

5 beds3 baths1,552 sq ft

5544 S California Ave, Chicago, IL 60629

Property at 6225 S Albany Ave, Chicago, IL 60629, 6 beds, 2 baths

$305,000

6 beds2 baths— sq ft

6225 S Albany Ave, Chicago, IL 60629

Property at 4923 S Komensky Ave, Chicago, IL 60632, 3 beds, 2 baths

$349,900

3 beds2 baths1,300 sq ft

4923 S Komensky Ave, Chicago, IL 60632

Property at 4641 S Trumbull Ave, Chicago, IL 60632, 4 beds, 2.5 baths

$399,000

4 beds2.5 baths— sq ft

4641 S Trumbull Ave, Chicago, IL 60632

Property at 6200 S Paulina St, Chicago, IL 60636, 4 beds, 2 baths

$90,000

4 beds2 baths1,512 sq ft

6200 S Paulina St, Chicago, IL 60636

Property at 5146 S Homan Ave, Chicago, IL 60632, 4 beds, 2 baths

$279,987

4 beds2 baths3,150 sq ft

5146 S Homan Ave, Chicago, IL 60632

Property at 5125 S Elizabeth St, Chicago, IL 60609, 7 beds, 4 baths

$469,000

7 beds4 baths— sq ft

5125 S Elizabeth St, Chicago, IL 60609

Property at 5247 S May St, Chicago, IL 60609, 2 beds, 1 bath

$120,000

2 beds1 bath1,200 sq ft

5247 S May St, Chicago, IL 60609

Property at 5626 S Maplewood Ave, Chicago, IL 60629, 4 beds, 2 baths

$199,000

4 beds2 baths1,566 sq ft

5626 S Maplewood Ave, Chicago, IL 60629

Property at 7342 S Aberdeen St, Chicago, IL 60621, 4 beds, 1.5 baths

$219,000

4 beds1.5 baths2,100 sq ft

7342 S Aberdeen St, Chicago, IL 60621

Property at 7239 S Marshfield Ave, Chicago, IL 60636, 4 beds, 1 bath

$45,000

4 beds1 bath1,304 sq ft

7239 S Marshfield Ave, Chicago, IL 60636

Property at 4824 S Kildare Ave, Chicago, IL 60632, 4 beds, 2 baths

$345,000

4 beds2 baths— sq ft

4824 S Kildare Ave, Chicago, IL 60632

Property at 3801 W 63rd Pl, Chicago, IL 60629, 3 beds, 1.5 baths

$319,999

3 beds1.5 baths1,750 sq ft

3801 W 63rd Pl, Chicago, IL 60629

Property at 2304 W 47th Pl, Chicago, IL 60609, 4 beds, 4 baths

$259,999

4 beds4 baths— sq ft

2304 W 47th Pl, Chicago, IL 60609

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Based on information submitted to the MLS GRID as of Fri Nov 21 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 Southwest Side, IL

Cities

Glen Ellyn homes for sale
$540,000
Schaumburg homes for sale
$299,900
Wheaton homes for sale
$459,450
Des Plaines homes for sale
$398,500
Downers Grove homes for sale
$510,000
Glenview homes for sale
$759,000
Arlington Heights homes for sale
$432,500
Mount Prospect homes for sale
$406,000
Lombard homes for sale
$382,000
Evanston homes for sale
$429,900
Oak Park homes for sale
$400,000
Naperville homes for sale
$627,000
Skokie homes for sale
$449,000
Chicago homes for sale
$350,000
Orland Park homes for sale
$379,450

Neighborhoods

Beverly homes for sale
$459,900
Bronzeville homes for sale
$331,950
South Loop homes for sale
$389,500
Kenwood homes for sale
$280,000
Humboldt Park homes for sale
$499,999
Garfield Ridge homes for sale
$359,900
Pilsen Historic District homes for sale
$587,450
Bridgeport homes for sale
$536,900
McKinley Park homes for sale
$419,900
Hyde Park homes for sale
$304,500

Southwest Side, IL real estate trends

All Home Types trends in Southwest Side, IL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$294,275

+5.1% 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

Southwest Side, IL

$294,275

+5.1%

See more Southwest Side, IL market insights

More to explore in Southwest Side, IL

How to buy a house in Southwest Side, IL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Illinois

Chicago homes for sale
$350,000
Naperville homes for sale
$629,500
Schaumburg homes for sale
$299,900
Arlington Heights homes for sale
$432,500
Glenview homes for sale
$754,500
Oak Park homes for sale
$400,000
Evanston homes for sale
$435,000
Des Plaines homes for sale
$385,000
Orland Park homes for sale
$379,450
Downers Grove homes for sale
$514,000
Mount Prospect homes for sale
$419,500
St. Charles homes for sale
$455,000
Skokie homes for sale
$445,000
Glen Ellyn homes for sale
$550,000
Northbrook homes for sale
$582,000

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