Homes Under $500K in Chicago, IL

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24 of 4,880 Listings

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24 of 4,880 Listings

New45

4,880 listings

Homes Under $500K in Chicago, IL

Show Map

24 of 4,880 Listings

Map

Homes Under $500K in Chicago, IL

24 of 4,880 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

New45

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Active

$259,900

3 bd · 2 ba · 1,680 sqft

6812 S Green Street, Chicago, IL

Noel Baker · HomeSmart Connect LLC

New21Active

$55,000

0 bd · 1 ba · 542 sqft

7337 S South Shore Drive 1410, Chicago, IL

Deja Blair · Blue Door Dave Inc

New23Active

$325,000

1 bd · 1 ba · 997 sqft

65 E Monroe Street 4407, Chicago, IL

Timothy Rhoten · Reserve RE

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

New25Active

$339,000

1 bd · 1 ba · 1,093 sqft

10 E Ontario Street 4301, Chicago, IL

Michael Kopacz · Baird & Warner

New1Active

$465,000

3 bd · 2 ba · 1,394 sqft

2135 N Kilbourn Avenue, Chicago, IL

David Lobraco · Fulton Grace Realty

NewOpen house Sat, Oct 3 · 1:30 PM13Active

$299,000

2 bd · 1 ba · 0 sqft

2314 W Byron Street 1, Chicago, IL

Danielle Masbruch · Baird & Warner

New21Active

$270,000

5 bd · 2 ba · 836 sqft

5730 S Washtenaw Avenue, Chicago, IL

Javier Alday · Realty of America, LLC

New30Active

$350,000

4 bd · 3 ba · 1,800 sqft

5647 S Keeler Avenue, Chicago, IL

Griselda Ferreira · G F Realty

New32Active

$469,000

2 bd · 3 ba · 1,250 sqft

1169 S Plymouth Court 105, Chicago, IL

Terri Buseman · RE/MAX Premier

New27Active

$204,900

2 bd · 2 ba · 900 sqft

5256 S Drexel Avenue Gd, Chicago, IL

Kimberly Chase-Harding · Berkshire Hathaway HomeServices Chicago

New26Active

$329,900

3 bd · 2 ba · 2,200 sqft

9314 S Colfax Avenue, Chicago, IL

Varine Hampton · Coldwell Banker Realty

NewOpen house Sat, Oct 3 · 12:00 PM23Active

$350,000

1 bd · 1 ba · 680 sqft

3150 N Sheffield Avenue 607, Chicago, IL

Annie Schweitzer · Compass

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

NewOpen house Sun, Oct 4 · 11:00 AM21Active

$439,000

3 bd · 2 ba · 1,400 sqft

1450 S Halsted Street 1a, Chicago, IL

Nick Kluding · Baird & Warner

New30Active

$329,900

3 bd · 2 ba · 2,200 sqft

10933 S Eggleston Avenue, Chicago, IL

Varine Hampton · Coldwell Banker Realty

New21Active

$275,000

3 bd · 2 ba · 1,233 sqft

6231 S Woodlawn Avenue 3N, Chicago, IL

Carlas Gilbert · Prince Realty Group LLC

New9Active

$225,000

2 bd · 2 ba · 1,266 sqft

8200 S Fairfield Avenue, Chicago, IL

Omar Sanchez · Habloft LLC

New13Active

$130,000

4 bd · 2 ba · 1,700 sqft

7343 S Prairie Avenue, Chicago, IL

Scott Newman · Keller Williams ONEChicago

New30Active

$379,000

3 bd · 3 ba · 1,400 sqft

5227 S Neenah Avenue, Chicago, IL

Robert Reyes · Realty of America, LLC

New19Active

$349,900

3 bd · 2 ba · 0 sqft

7724 S Chappel Avenue, Chicago, IL

Frank Rusin · Four Seasons Realty, Inc.

New21Active

$279,900

3 bd · 2 ba · 2,084 sqft

701 W 116th Street, Chicago, IL

Marcelina Gorka · RE/MAX 1st Service

New43Active

$499,900

5 bd · 3 ba · 1,890 sqft

7041 W School Street, Chicago, IL

Robert Fleckenstein · First In Realty, Inc.

New17Active

$275,000

2 bd · 1 ba · 0 sqft

5108 S Woodlawn Avenue 2G, Chicago, IL

Rohit Malik · RE/MAX Premier

New24Active

$439,900

4 bd · 2 ba · 2,000 sqft

1140 E Hyde Park Boulevard 3D, Chicago, IL

Camie Cirrincione · Redfin Corporation

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-10-02 17:27:03 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
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.

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 2026-10-02 17:27:03 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.

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Your local brokerage

Your local brokerage

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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

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

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