Homes under $500K in Chicago, IL
2,398 for sale · 6,883 homes listed · Updated September 25, 2026 · Page 1 of 138
- 6806 south crandon avenue 2, Chicago 60649 $150,000 · 3 bd · 3 ba · 2,200 sqft
- 6209 south dorchester avenue 1, Chicago 60637 $225,000 · 3 bd · 3 ba · 1,789 sqft
- 8616 south emerald avenue, Chicago 60620 $130,000 · 4 bd · 2 ba · 1,246 sqft
- 401 north wabash avenue 2318, Chicago 60611 $304,900 · 1 ba · 907 sqft
- 401 north wabash avenue 2304, Chicago 60611 $459,900 · 1 ba · 907 sqft
- 401 north wabash avenue 2404, Chicago 60611 $459,900 · 1 ba · 907 sqft
- 401 north wabash avenue 2504, Chicago 60611 $459,900 · 1 ba · 907 sqft
- 401 north wabash avenue 2754, Chicago 60611 $479,900 · 1 ba · 907 sqft
- 3008 west flournoy street 3, Chicago 60612 $232,999 · 3 bd · 2 ba · 1,200 sqft
- 3008 west flournoy street 1, Chicago 60612 $232,999 · 3 bd · 2 ba · 1,300 sqft
- 474 north lake shore drive 2407, Chicago 60611 $210,000 · 1 ba · 642 sqft
- 5301 west le moyne street 2, Chicago 60651 $119,000 · 2 bd · 1 ba · 900 sqft
- 656 west 116th place, Chicago 60628 $99,000 · 3 bd · 1 ba · 1,200 sqft
- 10568 south indiana avenue, Chicago 60628 $95,000 · 4 bd · 2 ba · 799 sqft
- 10238 south wentworth avenue, Chicago 60628 $105,000 · 3 bd · 1 ba · 924 sqft
- 12115 south emerald avenue, Chicago 60628 $110,000 · 3 bd · 1 ba · 958 sqft
- 2658 west 24th place, Chicago 60608 $300,000 · 4 bd · 3 ba · 630 sqft
- 1525 south sangamon street 317-p, Chicago 60608 $379,999 · 2 bd · 2 ba · 1,200 sqft
- 8441 south king drive, Chicago 60619 $232,900 · 4 bd · 2 ba · 1,500 sqft
- 9320 south racine avenue, Chicago 60620 $375,000 · 5 bd · 3 ba
- 9151 south perry avenue, Chicago 60620 $90,000 · 3 bd · 2 ba · 1,428 sqft
- 3041 south michigan avenue 506, Chicago 60616 $129,900 · 3 bd · 3 ba · 1,000 sqft
- 8371 south baltimore avenue, Chicago 60617 $98,000 · 4 bd · 2 ba · 948 sqft
- 401 north wabash avenue 2310, Chicago 60611 $350,000 · 1 ba
- 8127 south coles avenue, Chicago 60617 $130,000 · 4 bd · 2 ba · 1,240 sqft
- 10515 south perry avenue, Chicago 60628 $160,000 · 3 bd · 2 ba · 1,800 sqft
- 5145 south troy street, Chicago 60632 $300,000 · 5 bd · 2 ba · 1,968 sqft
- 7017 south hermitage avenue, Chicago 60636 $349,000 · 5 bd · 3 ba · 1,148 sqft
- 2012 west 111th street 3s, Chicago 60643 $76,900 · 2 bd · 2 ba · 1,000 sqft
- 5142 south campbell avenue, Chicago 60632 $283,000 · 3 bd · 2 ba · 1,836 sqft
- 11922 south perry avenue, Chicago 60628 $57,500 · 4 bd · 2 ba · 1,168 sqft
- 550 west 127th street, Chicago 60628 $169,000 · 3 bd · 2 ba
- 25 east superior street 605, Chicago 60611 $395,000 · 1 bd · 2 ba · 1,000 sqft
- 860 north lake shore drive 8m, Chicago 60611 $375,000 · 3 bd · 2 ba · 1,600 sqft
- 1755 east 55th street 301, Chicago 60615 $110,000 · 2 bd · 2 ba · 1,800 sqft
- 1308 east 56th street 2, Chicago 60637 $225,000 · 1 bd · 1 ba · 900 sqft
- 11530 south racine avenue, Chicago 60643 $139,000 · 3 bd · 2 ba · 1,350 sqft
- 6608 south bell avenue, Chicago 60636 $130,000 · 5 bd · 1 ba · 1,008 sqft
- 6115 north winchester avenue gb, Chicago 60660 $129,900 · 2 bd · 1 ba · 1,000 sqft
- 9351 south manistee avenue, Chicago 60617 $230,000 · 3 bd · 2 ba · 1,360 sqft
- 2016 east 93rd street, Chicago 60617 $209,999 · 3 bd · 1 ba · 1,524 sqft
- 1309 west 110th place, Chicago 60643 $185,000 · 3 bd · 1 ba · 966 sqft
- 1309 east 75th street, Chicago 60619 $40,000 · 2 bd · 2 ba · 888 sqft
- 4850 south lake park avenue 702b, Chicago 60615 $57,500 · 3 bd · 2 ba · 1,400 sqft
- 5742 south king drive 3, Chicago 60637 $129,000 · 3 bd · 2 ba · 1,375 sqft
- 7033 north kedzie avenue 401, Chicago 60645 $299,770 · 3 bd · 2 ba · 1,900 sqft
- 12014 south normal avenue, Chicago 60628 $87,500 · 4 bd · 1 ba · 1,292 sqft
- 1524 south sangamon street 513, Chicago 60608 $299,000 · 2 bd · 1 ba · 1,131 sqft
- 12210 south normal avenue, Chicago 60628 $85,000 · 5 bd · 2 ba · 1,450 sqft
- 2854 south central park avenue, Chicago 60623 $348,500 · 3 bd · 2 ba · 896 sqft