Homes Under $500K in Chicago, IL

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24 of 98 Listings

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24 of 98 Listings

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98 listings

Homes Under $500K in Chicago, IL

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24 of 98 Listings

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Homes Under $500K in Chicago, IL

24 of 98 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

New18

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Active

$160,000

1 bd · 1 ba · 800 sqft

6102 S Kimbark Avenue 2W, Chicago, IL

Paulette Edwards · Coldwell Banker Realty

New16Active

$179,900

2 bd · 1 ba · 1,200 sqft

5555 N Sheridan Road 1612, Chicago, IL

Edward Grochowiak · @properties Christie's International Real Estate

24Active

$105,000

2 bd · 1 ba · 0 sqft

5530 S South Shore Drive 17B, Chicago, IL

Karen Schwartz · Baird & Warner

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

32Active

$235,000

4 bd · 2 ba · 1,800 sqft

7321 S South Shore Drive 2B, Chicago, IL

Erika Villegas · Re/Max In The Village

1Active

$110,000

1 bd · 1 ba · 852 sqft

1755 E 55th Street 305, Chicago, IL

Samuel Granville · Coldwell Banker Realty

19Active

$47,500

2 bd · 1 ba · 0 sqft

4850 S Lake Park Avenue 308B, Chicago, IL

Chandra Shealey · North Clybourn Group, Inc.

26Active

$179,000

1 bd · 1 ba · 1,000 sqft

1534 E 59th Street L2, Chicago, IL

Susan O'Connor · Berkshire Hathaway HomeServices Chicago

26Active

$179,000

1 bd · 1 ba · 1,000 sqft

1534 E 59th Street L2, Chicago, IL

Susan O'Connor · Berkshire Hathaway HomeServices Chicago

32Active

$439,000

2 bd · 3 ba · 1,800 sqft

5555 N Sheridan Road 1007, Chicago, IL

Kim Biggs · Berkshire Hathaway HomeServices Chicago

Open house Sat, Oct 3 · 12:00 PM32Active

$439,000

2 bd · 3 ba · 1,800 sqft

5555 N Sheridan Road 1007, Chicago, IL

Kim Biggs · Berkshire Hathaway HomeServices Chicago

7Active

$167,000

2 bd · 1 ba · 950 sqft

1122 W Lunt Avenue 2D, Chicago, IL

Shara Fata · Hashlang, Inc.

7Active

$167,000

2 bd · 1 ba · 950 sqft

1122 W Lunt Avenue 2D, Chicago, IL

Shara Fata · Hashlang, Inc.

30Active

$335,000

2 bd · 2 ba · 1,600 sqft

860 N Lake Shore Drive 19L, Chicago, IL

Tommy Choi · Keller Williams ONEChicago

30Active

$335,000

2 bd · 2 ba · 1,600 sqft

860 N Lake Shore Drive 19L, Chicago, IL

Tommy Choi · Keller Williams ONEChicago

23Active

$200,000

1 bd · 1 ba · 750 sqft

5555 N Sheridan Road 1215a, Chicago, IL

Todd Szwajkowski · Baird & Warner

Price Reduced19Active

$124,000

1 bd · 1 ba · 1,000 sqft

1755 E 55th Street 1202, Chicago, IL

Mario Greco · Compass

16Active

$199,900

2 bd · 1 ba · 1,200 sqft

5555 N Sheridan Road 1612, Chicago, IL

Edward Grochowiak · @properties Christie's International Real Estate

Price Reduced17Active

$30,000

2 bd · 1 ba · — sqft

4800 S Lake Park Avenue 206, Chicago, IL

Chantill Fisher Greer · 3G Realty Group

23Active

$200,000

1 bd · 1 ba · 750 sqft

5555 N Sheridan Road 1215a, Chicago, IL

Todd Szwajkowski · Baird & Warner

14Active

$94,500

1 bd · 1 ba · 700 sqft

1755 E 55th Street 303, Chicago, IL

Mario Greco · Compass

14Active

$94,500

1 bd · 1 ba · 700 sqft

1755 E 55th Street 303, Chicago, IL

Mario Greco · Compass

Price Reduced19Active

$124,000

1 bd · 1 ba · 1,000 sqft

1755 E 55th Street 1202, Chicago, IL

Mario Greco · Compass

Price Reduced17Active

$30,000

2 bd · 1 ba · 0 sqft

4800 S Lake Park Avenue 206, Chicago, IL

Chantill Fisher Greer · 3G Realty Group

31Active

$250,000

4 bd · 4 ba · 4,197 sqft

4950 S Chicago Beach Drive 4a, Chicago, IL

Ian Schwartz · Coldwell Banker Realty

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-03 09:58:04 UTC. 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.

Chicago housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,396 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 17, 2026

Median sale price: $425,000$270,000–$723,000 typical range
Price per sq. ft.: $270
Sales: 1,841
Paid in cash: 31.2%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $377,010

Chicago, IL community profile

Population: 2,691,710
Median income: $71,438
Housing units: 1,189,407
People per sq. mi.: 11,262.4
Area: 239 sq. mi.

Source: HJN community data

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-03 09:58:04 UTC. 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.

Chicago, IL community profile

Population: 2,691,710
Median income: $71,438
Housing units: 1,189,407
People per sq. mi.: 11,262.4
Area: 239 sq. mi.

Source: HJN community data

Chicago housing market

September 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,396 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 17, 2026

Median sale price: $425,000$270,000–$723,000 typical range
Price per sq. ft.: $270
Sales: 1,841
Paid in cash: 31.2%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $377,010

Homes for sale

3,766

Median days on market

11 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 11.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,600 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Chicago housing market

Homes that sold · County records, as of Sep 17, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Chicago, IL community profile

Explore Chicago homes

Your local brokerage

Listing data & MLS disclosures

Chicago, IL community profile

Chicago housing market

Homes that sold · County records, as of Sep 17, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026