Homes under $500K in Chicago, IL
2,535 for sale · 7,054 homes listed · Updated September 27, 2026 · Page 3 of 142
- 6209 south university avenue 1, Chicago 60637 $340,000 · 4 bd · 3 ba · 2,859 sqft
- 1600 south indiana avenue 1503, Chicago 60616 $390,000 · 2 bd · 2 ba · 1,228 sqft
- 500 north damen avenue 307, Chicago 60622 $250,000 · 1 bd · 1 ba · 900 sqft
- 5254 west monroe street, Chicago 60644 $410,000 · 3 bd · 2 ba · 4,092 sqft
- 6845 south saint lawrence avenue, Chicago 60637 $349,000 · 3 bd · 4 ba · 1,540 sqft
- 8445 south may street, Chicago 60620 $272,000 · 4 bd · 1 ba · 2,500 sqft
- 7149 south honore street, Chicago 60636 $119,001 · 3 bd · 2 ba · 784 sqft
- 5135 south kenwood avenue 606, Chicago 60615 $140,000 · 2 bd · 2 ba · 975 sqft
- 7355 south south shore drive 306, Chicago 60649 $59,900 · 1 bd · 1 ba · 650 sqft
- 1000 west 15th street 331, Chicago 60608 $399,999 · 3 bd · 2 ba
- 4207 south indiana avenue g, Chicago 60653 $175,000 · 2 bd · 2 ba · 1,250 sqft
- 12108 south parnell avenue, Chicago 60628 $50,000 · 4 bd · 3 ba · 1,820 sqft
- 3853 west 83rd place, Chicago 60652 $449,900 · 3 bd · 2 ba · 2,300 sqft
- 6701 south crandon avenue 8c, Chicago 60649 $114,900 · 2 bd · 2 ba · 1,350 sqft
- 7355 south south shore drive 305, Chicago 60649 $145,000 · 2 bd · 2 ba · 1,500 sqft
- 2605 south indiana avenue 1008, Chicago 60616 $160,000 · 1 bd · 1 ba · 760 sqft
- 4250 north marine drive 1731, Chicago 60613 $240,000 · 1 bd · 1 ba · 906 sqft
- 7854 south south shore drive 306, Chicago 60649 $53,000 · 1 ba
- 444 west fullerton parkway 305, Chicago 60614 $175,000 · 1 ba
- 8810 south morgan street, Chicago 60620 $359,900 · 4 bd · 3 ba · 1,412 sqft
- 400 north la salle drive 2208, Chicago 60654 $335,000 · 1 bd · 1 ba · 875 sqft
- 7854 south south shore drive 405, Chicago 60649 $99,500 · 2 bd · 2 ba
- 3453 south lituanica avenue, Chicago 60608 $498,000 · 3 bd · 1 ba · 1,000 sqft
- 330 north jefferson street 1704, Chicago 60661 $490,000 · 2 bd · 2 ba · 1,285 sqft
- 2000 north lincoln park west avenue 312, Chicago 60614 $385,000 · 1 bd · 1 ba · 1,100 sqft
- 6852 south dante avenue 3e, Chicago 60637 $95,000 · 2 bd · 2 ba
- 65 west 112th place, Chicago 60628 $108,500 · 3 bd · 2 ba · 912 sqft
- 4831 west haddon avenue, Chicago 60651 $350,000 · 2 bd · 2 ba · 1,128 sqft
- 4541 south laporte avenue, Chicago 60638 $259,000 · 3 bd · 1 ba · 912 sqft
- 6833 north kedzie avenue 1516, Chicago 60645 $343,900 · 3 bd · 2 ba · 2,000 sqft
- 12511 south state street, Chicago 60628 $189,900 · 2 bd · 2 ba · 960 sqft
- 317 east 134th street, Chicago 60827 $170,000 · 4 bd · 2 ba · 1,240 sqft
- 6301 north sheridan road 15b, Chicago 60660 $219,000 · 2 bd · 2 ba
- 11540 south racine avenue, Chicago 60643 $139,000 · 3 bd · 2 ba · 731 sqft
- 474 north lake shore drive 2011, Chicago 60611 $489,000 · 2 bd · 2 ba · 1,257 sqft
- 6007 north sheridan road 29f, Chicago 60660 $365,000 · 2 bd · 2 ba · 1,400 sqft
- 5555 north cumberland avenue 804, Chicago 60656 $399,000 · 2 bd · 2 ba · 1,404 sqft
- 4952 south laramie avenue, Chicago 60638 $125,000 · 3 bd · 1 ba
- 1541 west marquette road, Chicago 60636 $55,000 · 2 bd · 1 ba · 1,032 sqft
- 2734 south wentworth avenue 311, Chicago 60616 $229,000 · 1 bd · 1 ba · 700 sqft
- 5801 north sheridan road 16b, Chicago 60660 $329,900 · 2 bd · 2 ba · 1,350 sqft
- 8153 south stewart avenue, Chicago 60620 $149,900 · 3 bd · 3 ba · 1,200 sqft
- 7363 south south shore drive 505, Chicago 60649 $55,000 · 1 bd · 1 ba · 700 sqft
- 4800 south chicago beach drive 203s, Chicago 60615 $123,900 · 1 bd · 1 ba · 796 sqft
- 4757 south langley avenue, Chicago 60615 $430,000 · 3 bd · 3 ba · 2,520 sqft
- 110 east delaware place 401, Chicago 60611 $395,000 · 2 bd · 2 ba · 1,400 sqft
- 4303 west cortez street, Chicago 60651 $310,000 · 4 bd · 2 ba · 1,752 sqft
- 7642 south dante avenue, Chicago 60619 $260,000 · 3 bd · 2 ba · 1,656 sqft
- 1418 north waller avenue, Chicago 60651 $299,999 · 2 bd · 2 ba · 794 sqft
- 7930 south muskegon avenue, Chicago 60617 $125,000 · 5 bd · 2 ba · 1,816 sqft