Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 58 of 92

420 south homan avenue 3, Chicago 60624 Off market since Aug 2026 $105,000 · 2 bd · 1 ba · 1,000 sqft
5346 south morgan street, Chicago 60609 Off market since Sep 2026 $239,900 · 4 bd · 2 ba · 2,207 sqft
8443 south green street, Chicago 60620 Off market since Jul 2026 $259,900 · 4 bd · 2 ba · 1,700 sqft
2504 east 96th street, Chicago 60617 Off market since Jul 2026 $225,000 · 2 bd · 2 ba · 937 sqft
238 west 31st street 2e, Chicago 60616 Off market since Jul 2026 $190,000 · 3 bd · 1 ba · 1,000 sqft
10 east ontario street 1303, Chicago 60611 Off market since Sep 2026 $275,000 · 1 bd · 1 ba · 845 sqft
7809 south peoria street, Chicago 60620 Off market since Aug 2026 $294,999 · 4 bd · 3 ba · 1,518 sqft
1534 east 86th place, Chicago 60619 Off market since Jul 2026 $280,000 · 3 bd · 2 ba · 1,356 sqft
1525 south lawndale avenue, Chicago 60623 Off market since Sep 2026 $244,900 · 3 bd · 2 ba · 1,381 sqft
5918 south albany avenue, Chicago 60629 Off market since Aug 2026 $175,000 · 2 bd · 2 ba · 832 sqft
401 north wabash avenue 1708, Chicago 60611 Off market since Aug 2026 $248,000 · 1 ba · 684 sqft
7718 south jeffery boulevard gn, Chicago 60649 Off market since Sep 2026 $115,000 · 2 bd · 2 ba · 950 sqft
7357 south green street, Chicago 60621 Off market since Aug 2026 $25,000 · 4 bd · 1 ba · 1,035 sqft
4800 south chicago beach drive 804n, Chicago 60615 Off market since Jul 2026 $139,900 · 1 bd · 1 ba · 850 sqft
11555 south peoria street a, Chicago 60643 Off market since Sep 2026 $100,000 · 3 bd · 2 ba · 731 sqft
5155 north east river road 320c, Chicago 60656 Off market since Jul 2026 $219,000 · 2 bd · 2 ba · 1,000 sqft
9942 south wentworth avenue, Chicago 60628 Off market since Aug 2026 $61,900 · 3 bd · 1 ba · 800 sqft
141 west 124th street, Chicago 60628 Off market since Sep 2026 $224,900 · 3 bd · 3 ba · 960 sqft
880 north lake shore drive 14h, Chicago 60611 Off market since Sep 2026 $180,000 · 1 bd · 1 ba · 750 sqft
1122 west lunt avenue 6c, Chicago 60626 Off market since Sep 2026 $299,000 · 2 bd · 1 ba · 900 sqft
7927 south colfax avenue, Chicago 60617 Off market since Sep 2026 $100,000 · 3 bd · 1 ba · 3,720 sqft
8125 south king drive d1, Chicago 60619 Off market since Jul 2026 $59,900 · 2 bd · 2 ba · 700 sqft
7007 south ada street, Chicago 60636 Off market since Sep 2026 $75,000 · 3 bd · 1 ba · 1,332 sqft
21 west goethe street 2a, Chicago 60610 Off market since Sep 2026 $209,900 · 1 bd · 1 ba · 720 sqft
1708 west steuben street, Chicago 60643 Off market since Sep 2026 $295,000 · 4 bd · 2 ba · 2,000 sqft
5014 south king drive 2e, Chicago 60615 Off market since Jul 2026 $220,000 · 2 bd · 2 ba · 1,200 sqft
10205 south wallace street, Chicago 60628 Off market since Jul 2026 $149,000 · 3 bd · 3 ba · 2,200 sqft
50 east 16th street 814, Chicago 60616 Off market since Sep 2026 $247,500 · 1 bd · 1 ba · 822 sqft
9202 south lafayette avenue, Chicago 60620 Off market since Jul 2026 $250,000 · 3 bd · 2 ba · 2,300 sqft
5205 west drummond place 1, Chicago 60639 Off market since Jul 2026 $124,900 · 1 bd · 1 ba · 600 sqft
4350 west ford city drive b1104, Chicago 60652 Off market since Jul 2026 $29,400 · 2 bd · 2 ba · 750 sqft
7225 south saint lawrence avenue, Chicago 60619 Off market since Sep 2026 $260,000 · 5 bd · 3 ba · 1,788 sqft
11246 south indiana avenue, Chicago 60628 Off market since Sep 2026 $169,000 · 3 bd · 2 ba · 1,058 sqft
2334 east 68th street b, Chicago 60649 Off market since Sep 2026 $110,000 · 3 bd · 1 ba · 966 sqft
6037 south racine avenue, Chicago 60636 Off market since Sep 2026 $140,000 · 3 bd · 3 ba · 1,743 sqft
953 east 61st street 1e, Chicago 60637 Off market since Aug 2026 $119,000 · 1 bd · 1 ba
6323 west 64th place 1d, Chicago 60638 Off market since Aug 2026 $159,000 · 2 bd · 1 ba · 900 sqft
5832 west west end avenue, Chicago 60644 Off market since Jul 2026 $135,000 · 3 bd · 2 ba · 1,440 sqft
4800 south chicago beach drive 908s, Chicago 60615 Off market since Jul 2026 $140,000 · 1 ba · 550 sqft
6019 west 64th place 23-4, Chicago 60638 Off market since Jul 2026 $145,900 · 1 bd · 1 ba · 650 sqft
1150 north lake shore drive 8k, Chicago 60611 Off market since Aug 2026 $234,900 · 1 bd · 1 ba · 900 sqft
4300 west ford city drive 401a, Chicago 60652 Off market since Sep 2026 $54,900 · 2 bd · 2 ba · 900 sqft
20 east goethe street 404, Chicago 60610 Off market since Sep 2026 $189,000 · 1 bd · 1 ba · 381 sqft
230 east ontario street 1204, Chicago 60611 Off market since Sep 2026 $195,999 · 1 bd · 1 ba · 800 sqft
3400 west 55th street 1n, Chicago 60632 Off market since Jul 2026 $169,000 · 2 bd · 1 ba · 900 sqft
1301 east 71st place 2n-a, Chicago 60619 Off market since Sep 2026 $56,900 · 2 bd · 1 ba · 900 sqft
4601 west 82nd street, Chicago 60652 Off market since Jul 2026 $275,000 · 4 bd · 2 ba · 1,200 sqft
4763 south princeton avenue, Chicago 60609 Off market since Sep 2026 $68,250 · 2 bd · 1 ba · 780 sqft
10433 south hale avenue 1a, Chicago 60643 Off market since Jul 2026 $120,000 · 1 bd · 1 ba · 850 sqft
6720 south paxton avenue 3n, Chicago 60649 Off market since Aug 2026 $205,000 · 4 bd · 2 ba · 1,998 sqft