Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 36 of 92

• 6632 west 64th place 3w, Chicago 60638 Active Under Contract $208,000 · 2 bd · 2 ba · 900 sqft
• 850 north dewitt place 13h, Chicago 60611 Active Under Contract $259,000 · 1 bd · 1 ba
• 400 north lasalle street 1709, Chicago 60654 Active Under Contract $299,000 · 1 bd · 1 ba
• 556 west 111th street, Chicago 60628 Active Under Contract $49,000 · 3 bd · 2 ba · 1,662 sqft
• 1205 east 93rd street, Chicago 60619 Active Under Contract $239,850 · 4 bd · 2 ba · 1,305 sqft
• 6433 south talman avenue, Chicago 60629 Active Under Contract $199,999 · 2 bd · 1 ba · 906 sqft
• 4361 south greenwood avenue 1n, Chicago 60653 Active Under Contract $285,000 · 2 bd · 2 ba · 1,657 sqft
• 906 west 71st street, Chicago 60621 Active Under Contract $279,900 · 3 bd · 3 ba · 954 sqft
• 9433 south michigan avenue, Chicago 60619 Active Under Contract $70,000 · 3 bd · 2 ba · 1,540 sqft
• 7521 south aberdeen street, Chicago 60620 Active Under Contract $120,000 · 3 bd · 2 ba · 1,653 sqft
• 5113 north east river road 1k, Chicago 60656 Active Under Contract $155,000 · 1 bd · 1 ba · 650 sqft
• 6301 north sheridan road 9m, Chicago 60660 Active Under Contract $142,999 · 1 bd · 1 ba · 825 sqft
• 6328 south drexel avenue 1, Chicago 60637 Active Under Contract $250,000 · 3 bd · 3 ba · 2,000 sqft
• 3149 west lexington street 1, Chicago 60612 Active Under Contract $150,000 · 3 bd · 2 ba · 1,435 sqft
• 6037 south wood street, Chicago 60636 Active Under Contract $195,000 · 4 bd · 1 ba
• 1647 west 59th street, Chicago 60636 Active Under Contract $140,000 · 4 bd · 2 ba · 969 sqft
• 1233 west 73rd place, Chicago 60636 Active Under Contract $159,000 · 4 bd · 2 ba · 1,300 sqft
• 501 west 60th place 3, Chicago 60621 Active Under Contract $122,999 · 3 bd · 2 ba · 1,240 sqft
• 3135 west leland avenue 2e, Chicago 60625 Active Under Contract $184,900 · 1 bd · 1 ba
• 6640 south langley avenue, Chicago 60637 Active Under Contract $80,750 · 4 bd · 2 ba · 1,539 sqft
• 8 east randolph street 1506, Chicago 60601 Active Under Contract $290,000 · 1 bd · 1 ba · 951 sqft
• 3930 north pine grove avenue 514, Chicago 60613 Active Under Contract $245,900 · 1 bd · 1 ba · 750 sqft
• 1250 south indiana avenue 502, Chicago 60605 Active Under Contract $299,000 · 1 bd · 1 ba
• 4633 south christiana avenue, Chicago 60632 Active Under Contract $164,900 · 2 bd · 1 ba · 600 sqft
• 6737 west irving park road 2a, Chicago 60634 Active Under Contract $179,000 · 2 bd · 1 ba
• 5321 south michigan avenue 3, Chicago 60615 Active Under Contract $139,900 · 2 bd · 1 ba · 1,400 sqft
• 812 west van buren street 3c, Chicago 60607 Active Under Contract $299,000 · 1 bd · 1 ba
• 8518 west rascher avenue 2, Chicago 60656 Active Under Contract $165,000 · 1 bd · 1 ba
• 2400 north lakeview avenue 402, Chicago 60614 Active Under Contract $175,000 · 1 ba · 500 sqft
• 7613 south hermitage avenue, Chicago 60620 Active Under Contract $269,999 · 4 bd · 3 ba · 2,234 sqft
• 1728 west farwell avenue 107, Chicago 60626 Active Under Contract $262,110 · 3 bd · 2 ba
• 6137 south kimbark avenue 3, Chicago 60637 Active Under Contract $249,000 · 2 bd · 2 ba · 1,300 sqft
• 3938 west 104th street 3c, Chicago 60655 Active Under Contract $209,900 · 2 bd · 2 ba · 1,000 sqft
• 1464 south michigan avenue 1205, Chicago 60605 Active Under Contract $299,000 · 2 bd · 1 ba · 1,036 sqft
• 7033 north kedzie avenue 1602, Chicago 60645 Active Under Contract $225,000 · 3 bd · 2 ba · 1,900 sqft
• 4343 north clarendon avenue 2010, Chicago 60613 Active Under Contract $150,000 · 1 ba · 545 sqft
• 4608 north monticello avenue 1w, Chicago 60625 Active Under Contract $220,000 · 2 bd · 1 ba
• 1460 north sandburg terrace 2507a, Chicago 60610 Active Under Contract $255,000 · 1 bd · 1 ba · 550 sqft
• 7226 south peoria street, Chicago 60621 Active Under Contract $90,000 · 3 bd · 1 ba · 902 sqft
• 1415 west pratt boulevard 303, Chicago 60626 Active Under Contract $280,000 · 2 bd · 2 ba · 952 sqft
• 6307 south nashville avenue 2n, Chicago 60638 Active Under Contract $189,900 · 2 bd · 2 ba · 900 sqft
• 8153 south marquette avenue, Chicago 60617 Active Under Contract $125,000 · 3 bd · 1 ba · 1,119 sqft
• 6855 north northwest highway 2d, Chicago 60631 Active Under Contract $204,900 · 1 bd · 1 ba · 825 sqft
• 2909 north sheridan road 605, Chicago 60657 Active Under Contract $165,000 · 1 bd · 1 ba
• 440 north wabash avenue 3810, Chicago 60611 Active Under Contract $284,000 · 1 bd · 1 ba · 807 sqft
• 2922 east 78th place, Chicago 60649 Active Under Contract $87,500 · 2 bd · 1 ba · 740 sqft
• 6961 north oakley avenue 209b, Chicago 60645 Active Under Contract $159,000 · 1 bd · 1 ba · 800 sqft
• 9227 south perry avenue, Chicago 60620 Active Under Contract $290,000 · 3 bd · 2 ba · 1,125 sqft
• 11634 south princeton avenue, Chicago 60628 Active Under Contract $182,500 · 3 bd · 2 ba · 1,523 sqft
• 4930 south luna avenue, Chicago 60638 Active Under Contract $270,000 · 3 bd · 2 ba · 1,567 sqft