Homes Under $500K in Chicago, IL

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3 beds New construction With a pool

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24 of 1,314 Listings

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Homes Under $500K in Chicago, IL

24 of 1,314 Listings

New17

1,314 listings

Homes Under $500K in Chicago, IL

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24 of 1,314 Listings

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Homes Under $500K in Chicago, IL

24 of 1,314 Listings

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

New17

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

Active

$275,000

2 bd · 1 ba · — sqft

5108 S Woodlawn Avenue 2G, Chicago, IL

Rohit Malik · RE/MAX Premier

New37Active

$428,888

2 bd · 2 ba · 1,205 sqft

1901 S Calumet Avenue 2602, Chicago, IL

Wing Ho · Chi Real Estate Group LLC

New34Active

$350,000

2 bd · 1 ba · 1,021 sqft

550 W Surf Street 117, Chicago, IL

Nick Libert · EXIT Strategy Realty

Your local brokerage

Jeffrey Jonas

Realty.com

Lic. #471.004966

Call Jeffrey

New24Active

$290,000

1 bd · 1 ba · — sqft

1660 N La Salle Drive 3310, Chicago, IL

Stephen Missirlian · eXp Realty

New16Active

$425,000

1 bd · 1 ba · 1,100 sqft

2012 W Saint Paul Avenue 207, Chicago, IL

Mark Icuss · Compass

New21Active

$399,999

2 bd · 1 ba · — sqft

2458 W Grace Street 2, Chicago, IL

Dawn Venit · Baird & Warner

New18Active

$459,000

2 bd · 2 ba · — sqft

720 N Larrabee Street 1509, Chicago, IL

Maritza Sowell · Coldwell Banker Realty

New33Active

$465,000

2 bd · 2 ba · 1,350 sqft

2911 N Western Avenue 111, Chicago, IL

Ann Connolly · Baird & Warner

New32Active

$499,000

2 bd · 3 ba · 1,650 sqft

777 N Michigan Avenue 3100, Chicago, IL

Matt Laricy · Americorp, Ltd

New15Active

$155,000

1 bd · 1 ba · — sqft

6700 S South Shore Drive 18G, Chicago, IL

Howard Thomas · RE/MAX Premier

New11Active

$210,000

1 bd · 1 ba · 786 sqft

655 W Irving Park Road 903, Chicago, IL

Timothy Harstead · Chicago Style Management LLC

New18Active

$185,000

— bd · 1 ba · — sqft

3110 N Sheridan Road 1607, Chicago, IL

Hadley Rue · Baird & Warner

New28Active

$479,900

2 bd · 2 ba · 1,350 sqft

130 S Canal Street 607, Chicago, IL

Christine Hancock · @properties Christie's International Real Estate

New23Active

$199,000

2 bd · 2 ba · 1,000 sqft

5401 S Hyde Park Boulevard 705, Chicago, IL

Keith Kimble · Redfin Corporation

New26Active

$499,000

2 bd · 2 ba · 1,350 sqft

737 W Washington Boulevard 704, Chicago, IL

Bill Ghighi · Baird & Warner

New12Active

$185,000

1 bd · 1 ba · — sqft

5901 N Naper Avenue 1C, Chicago, IL

Patryk Klasa · Keller Williams Inspire

New18Active

$175,000

2 bd · 1 ba · 856 sqft

959 E 61st Street 2, Chicago, IL

Robert Parris · Manchester Realty

New23Active

$409,900

2 bd · 2 ba · — sqft

6701 N Bosworth Avenue 3, Chicago, IL

Kevin Hinton · Keller Williams ONEChicago

New22Active

$369,000

2 bd · 2 ba · 906 sqft

2607 N Hamlin Avenue 3, Chicago, IL

Kathryn Barry · Compass

New8Active

$465,000

2 bd · 2 ba · 1,350 sqft

2911 N Western Avenue 111, Chicago, IL

Ann Connolly · Baird & Warner

New27Active

$225,000

2 bd · 2 ba · 1,000 sqft

6244 S Newland Avenue 3S, Chicago, IL

Sal Cinquegrani · ARNI Realty Incorporated

New16Active

$135,000

1 bd · 1 ba · 750 sqft

6436 W 64th Place C1, Chicago, IL

Victor Gudino · Nancy & Associates Realty

New28Active

$159,500

— bd · 1 ba · — sqft

3550 N Lake Shore Drive 1925, Chicago, IL

Bailey Bradford · Compass

New21Active

$368,900

2 bd · 2 ba · 1,083 sqft

651 W Division Street a, Chicago, IL

Joel Holland · Keller Williams ONEChicago

Listing data & MLS disclosures

Midwest Real Estate Data (MRED): Based on information submitted to the MLS GRID as of 2026-09-17 22:15:29 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

July 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,094 sales · as of Jul 20, 2026

Homes that sold · County records, as of Jul 8, 2026

Median sale price: $448,000$275,000–$780,000 typical range
Price per sq. ft.: $283
Sales: 931
Paid in cash: 34.6%

Homes on the market · MLS, as of Jul 20, 2026–Jul 21, 2026

Median list price: $385,000
Homes for sale: 3,253
Median days on market: 9 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 15.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,589 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

Explore Chicago homes

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 2026-09-17 22:15:29 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

July 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 1,094 sales · as of Jul 20, 2026

Homes that sold · County records, as of Jul 8, 2026

Median sale price: $448,000$275,000–$780,000 typical range
Price per sq. ft.: $283
Sales: 931
Paid in cash: 34.6%

Homes on the market · MLS, as of Jul 20, 2026–Jul 21, 2026

Median list price: $385,000
Homes for sale: 3,253
Median days on market: 9 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 15.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,589 sq. ft.

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Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Chicago housing market

Homes that sold · County records, as of Jul 8, 2026

Homes on the market · MLS, as of Jul 20, 2026–Jul 21, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 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 Jul 8, 2026

Homes on the market · MLS, as of Jul 20, 2026–Jul 21, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026