Homes under $500K in Chicago, IL
2,398 for sale · 6,883 homes listed · Updated September 27, 2026 · Page 2 of 138
- 5647-49 south ashland avenue, Chicago 60636 $105,000 · 3 bd · 1 ba · 1,100 sqft
- 8247 south wabash avenue, Chicago 60619 $234,500 · 3 bd · 2 ba · 2,000 sqft
- 12532 south union avenue, Chicago 60628 $140,000 · 2 bd · 1 ba · 960 sqft
- 15 west 108th place, Chicago 60628 $218,500 · 4 bd · 3 ba · 1,375 sqft
- 611 north leamington avenue, Chicago 60644 $229,000 · 4 bd · 2 ba · 1,408 sqft
- 3595 south archer avenue 2e, Chicago 60609 $248,000 · 1 bd · 1 ba · 640 sqft
- 3595 south archer avenue 2i, Chicago 60609 $335,000 · 3 bd · 2 ba · 984 sqft
- 3595 south archer avenue 2c, Chicago 60609 $278,000 · 2 bd · 1 ba · 749 sqft
- 6700 south stewart avenue, Chicago 60621 $99,900 · 5 bd · 3 ba · 2,428 sqft
- 7854 south south shore drive 313, Chicago 60649 $43,000 · 1 ba · 400 sqft
- 1048 west 92nd place, Chicago 60620 $385,000 · 4 bd · 3 ba · 1,924 sqft
- 4027 west crystal street 2, Chicago 60651 $205,000 · 2 bd · 2 ba · 1,300 sqft
- 3225 south archer avenue 3w, Chicago 60608 $488,000 · 3 bd · 2 ba · 1,600 sqft
- 880 north lake shore drive 16dh, Chicago 60611 $475,000 · 2 bd · 2 ba · 1,545 sqft
- 4503 west congress parkway, Chicago 60624 $299,900 · 4 bd · 3 ba · 1,762 sqft
- 40 east 9th street 1310c, Chicago 60605 $324,900 · 3 bd · 3 ba · 1,500 sqft
- 1525 south lawndale avenue, Chicago 60623 $244,900 · 3 bd · 2 ba · 1,381 sqft
- 7718 south jeffery boulevard gn, Chicago 60649 $115,000 · 2 bd · 2 ba · 950 sqft
- 141 west 124th street, Chicago 60628 $224,900 · 3 bd · 3 ba · 960 sqft
- 401 north wabash avenue 2530, Chicago 60611 $399,000 · 1 ba · 675 sqft
- 2240 north monitor avenue, Chicago 60639 $375,000 · 4 bd · 2 ba · 1,920 sqft
- 880 north lake shore drive 14h, Chicago 60611 $180,000 · 1 bd · 1 ba · 750 sqft
- 1122 west lunt avenue 6c, Chicago 60626 $299,000 · 2 bd · 1 ba · 900 sqft
- 4551 west foster avenue, Chicago 60630 $472,000 · 3 bd · 2 ba · 1,000 sqft
- 7927 south colfax avenue, Chicago 60617 $100,000 · 3 bd · 1 ba · 3,720 sqft
- 10106 south union avenue, Chicago 60628 $77,000 · 3 bd · 1 ba · 1,016 sqft
- 840 east 89th street, Chicago 60619 $199,909 · 3 bd · 2 ba · 1,040 sqft
- 1708 west steuben street, Chicago 60643 $295,000 · 4 bd · 2 ba · 2,000 sqft
- 50 east 16th street 814, Chicago 60616 $247,500 · 1 bd · 1 ba · 822 sqft
- 7225 south saint lawrence avenue, Chicago 60619 $260,000 · 5 bd · 3 ba · 1,788 sqft
- 11246 south indiana avenue, Chicago 60628 $169,000 · 3 bd · 2 ba · 1,058 sqft
- 2334 east 68th street b, Chicago 60649 $110,000 · 3 bd · 1 ba · 966 sqft
- 6037 south racine avenue, Chicago 60636 $140,000 · 3 bd · 3 ba · 1,743 sqft
- 6730 south south shore drive 1604, Chicago 60649 $195,000 · 2 bd · 2 ba · 825 sqft
- 159 west burton place g, Chicago 60610 $465,000 · 1 bd · 1 ba
- 20 east goethe street 404, Chicago 60610 $189,000 · 1 bd · 1 ba · 381 sqft
- 230 east ontario street 1204, Chicago 60611 $195,999 · 1 bd · 1 ba · 800 sqft
- 1301 east 71st place 2n-a, Chicago 60619 $56,900 · 2 bd · 1 ba · 900 sqft
- 4763 south princeton avenue, Chicago 60609 $68,250 · 2 bd · 1 ba · 780 sqft
- 235 west van buren street 4516, Chicago 60607 $390,000 · 2 bd · 2 ba · 1,047 sqft
- 6206 south knox avenue, Chicago 60629 $420,000 · 2 bd · 2 ba · 3,528 sqft
- 12749 south escanaba avenue, Chicago 60633 $239,000 · 4 bd · 2 ba · 813 sqft
- 9223 south manistee avenue, Chicago 60617 $245,000 · 3 bd · 2 ba · 1,728 sqft
- 640 west 61st place, Chicago 60621 $150,000 · 3 bd · 2 ba · 1,050 sqft
- 7230 south champlain avenue, Chicago 60619 $231,000 · 3 bd · 2 ba · 959 sqft
- 830 east bowen avenue 2a, Chicago 60653 $272,000 · 2 bd · 2 ba · 1,640 sqft
- 3039 west flournoy street, Chicago 60612 $145,000 · 2 bd · 2 ba · 660 sqft
- 6700 south south shore drive 17c, Chicago 60649 $125,000 · 1 bd · 1 ba · 850 sqft
- 1354 east 48th street 2e, Chicago 60615 $385,000 · 3 bd · 2 ba · 2,000 sqft
- 3950 north lake shore drive 2312, Chicago 60613 $205,000 · 1 bd · 1 ba · 850 sqft