Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 37 of 92

• 11347 south ada street, Chicago 60643 Active Under Contract $159,900 · 3 bd · 2 ba · 894 sqft
• 30 east huron street 4610, Chicago 60611 Active Under Contract $289,000 · 1 bd · 1 ba · 800 sqft
• 1345 south wabash avenue 907, Chicago 60605 Active Under Contract $259,750 · 1 bd · 1 ba · 762 sqft
• 1249 west 97th street, Chicago 60643 Active Under Contract $249,900 · 3 bd · 2 ba · 1,253 sqft
• 727 south ashland avenue c, Chicago 60607 Active Under Contract $288,999 · 2 bd · 1 ba · 1,000 sqft
• 10443 south calumet avenue, Chicago 60628 Active Under Contract $259,500 · 3 bd · 2 ba · 1,600 sqft
• 732 south financial place 411, Chicago 60605 Active Under Contract $274,999 · 1 bd · 1 ba · 1,035 sqft
• 2728 west 87th street 2a, Chicago 60652 Active Under Contract $125,000 · 2 bd · 2 ba · 850 sqft
• 1226 east 54th street 2w, Chicago 60615 Active Under Contract $199,950 · 1 bd · 1 ba · 873 sqft
• 650 west wayman street 206c, Chicago 60661 Active Under Contract $289,900 · 1 bd · 1 ba · 653 sqft
• 117 east 104th place, Chicago 60628 Active Under Contract $250,000 · 4 bd · 2 ba · 1,261 sqft
• 11659 south ada street, Chicago 60643 Active Under Contract $289,999 · 4 bd · 2 ba · 2,100 sqft
• 10213 south yale avenue, Chicago 60628 Active Under Contract $190,000 · 2 bd · 2 ba · 1,700 sqft
• 6428 south marshfield avenue, Chicago 60636 Active Under Contract $109,000 · 3 bd · 2 ba · 1,018 sqft
• 3149 west lexington street 2, Chicago 60612 Active Under Contract $150,000 · 3 bd · 2 ba · 1,435 sqft
• 3848 west 47th street 2se, Chicago 60632 Active Under Contract $145,000 · 2 bd · 1 ba
• 8049 south kimbark avenue, Chicago 60619 Active Under Contract $275,000 · 2 bd · 2 ba · 1,008 sqft
• 8611 south aberdeen street, Chicago 60620 Active Under Contract $285,000 · 4 bd · 3 ba · 1,000 sqft
• 8 east randolph street 1803, Chicago 60601 Active Under Contract $274,900 · 1 bd · 1 ba · 950 sqft
• 9131 south parnell avenue, Chicago 60620 Active Under Contract $260,000 · 3 bd · 2 ba · 1,366 sqft
• 728 west jackson boulevard 317, Chicago 60661 Active Under Contract $284,000 · 1 bd · 1 ba · 850 sqft
• 880 north lake shore drive 25h, Chicago 60611 Active Under Contract $149,000 · 1 bd · 1 ba · 740 sqft
• 6254 north bell avenue t, Chicago 60659 Active Under Contract $219,000 · 2 bd · 2 ba · 827 sqft
• 6432 north ridge boulevard 3c, Chicago 60626 Active Under Contract $135,000 · 2 bd · 1 ba · 900 sqft
• 1 east scott street 2002, Chicago 60610 Active Under Contract $174,900 · 1 ba · 511 sqft
• 7123 north damen avenue 6e, Chicago 60645 Active Under Contract $229,000 · 2 bd · 2 ba · 1,100 sqft
• 2626 north lakeview avenue 2506, Chicago 60614 Active Under Contract $180,000 · 1 ba
• 5333 south cornell avenue 2, Chicago 60615 Active Under Contract $269,000 · 1 bd · 1 ba · 1,003 sqft
• 11808 south emerald avenue, Chicago 60628 Active Under Contract $66,500 · 6 bd · 2 ba · 2,132 sqft
• 61 west 15th street 806, Chicago 60605 Active Under Contract $277,500 · 1 bd · 1 ba · 800 sqft
• 801 south plymouth court 716, Chicago 60605 Active Under Contract $199,000 · 1 bd · 1 ba · 950 sqft
• 1517 west lunt avenue 2a, Chicago 60626 Active Under Contract $215,000 · 2 bd · 2 ba · 1,100 sqft
• 4323 south keating avenue, Chicago 60632 Active Under Contract $259,000 · 4 bd · 2 ba · 1,556 sqft
• 7206 west wellington avenue 3d, Chicago 60707 Active Under Contract $199,900 · 2 bd · 1 ba · 975 sqft
• 8459 south marshfield avenue, Chicago 60620 Active Under Contract $250,000 · 3 bd · 2 ba · 1,456 sqft
• 4938 south drexel boulevard 210, Chicago 60615 Active Under Contract $239,900 · 3 bd · 2 ba · 1,300 sqft
• 9139 south oglesby avenue, Chicago 60617 Active Under Contract $299,900 · 3 bd · 2 ba · 1,200 sqft
• 8620 south baltimore avenue, Chicago 60617 Active Under Contract $120,000 · 3 bd · 2 ba · 968 sqft
• 351 east 91st street a, Chicago 60619 Active Under Contract $149,900 · 2 bd · 2 ba · 894 sqft
• 5740 north sheridan road 15e, Chicago 60660 Active Under Contract $150,000 · 1 bd · 1 ba · 727 sqft
• 5530 south south shore drive 6b, Chicago 60637 Active Under Contract $119,000 · 2 bd · 1 ba · 1,100 sqft
• 5819 west higgins avenue 1d, Chicago 60630 Active Under Contract $250,800 · 2 bd · 2 ba · 1,250 sqft
• 1649 west pratt boulevard b-1, Chicago 60626 Active Under Contract $245,000 · 2 bd · 1 ba · 1,200 sqft
• 1451 east 55th street 626n, Chicago 60615 Active Under Contract $135,000 · 1 bd · 1 ba · 750 sqft
• 9522 south colfax avenue, Chicago 60617 Active Under Contract $95,000 · 3 bd · 2 ba
• 6153 south melvina avenue, Chicago 60638 Active Under Contract $235,000 · 2 bd · 1 ba · 892 sqft
• 11215 south sawyer avenue, Chicago 60655 Active Under Contract $295,000 · 4 bd · 2 ba · 835 sqft
• 8126 south chappel avenue, Chicago 60617 Active Under Contract $255,000 · 3 bd · 2 ba · 1,464 sqft
• 5129 south menard avenue, Chicago 60638 Active Under Contract $289,900 · 3 bd · 1 ba · 1,300 sqft
• 10803 south pulaski road 4, Chicago 60655 Active Under Contract $164,700 · 2 bd · 1 ba · 700 sqft