Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 39 of 92

• 3600 north lake shore drive 1421, Chicago 60613 Active Under Contract $196,000 · 1 bd · 1 ba · 850 sqft
• 12800 south parnell avenue, Chicago 60628 Active Under Contract $125,000 · 3 bd · 2 ba · 1,200 sqft
• 5308 south austin avenue, Chicago 60638 Active Under Contract $259,900 · 2 bd · 1 ba · 1,224 sqft
• 8451 south may street, Chicago 60620 Active Under Contract $230,000 · 4 bd · 1 ba · 1,669 sqft
• 6612 north harlem avenue 1e, Chicago 60631 Active Under Contract $199,000 · 2 bd · 1 ba
• 5115 north kenmore avenue 3s, Chicago 60640 Active Under Contract $199,000 · 1 bd · 1 ba · 850 sqft
• 3441 west bryn mawr avenue 1e, Chicago 60659 Active Under Contract $164,900 · 1 bd · 1 ba · 900 sqft
• 10149 south wentworth avenue, Chicago 60628 Active Under Contract $134,999 · 3 bd · 2 ba · 1,182 sqft
• 1221 north dearborn street 608s, Chicago 60610 Active Under Contract $230,000 · 1 bd · 1 ba
• 5947 north odell avenue 2n, Chicago 60631 Active Under Contract $184,900 · 2 bd · 1 ba · 767 sqft
• 7033 north kedzie avenue 1414, Chicago 60645 Active Under Contract $179,900 · 1 bd · 1 ba · 1,000 sqft
• 6417 south minerva avenue 3-sw, Chicago 60637 Active Under Contract $275,000 · 2 bd · 2 ba · 1,500 sqft
• 12850 south commercial avenue, Chicago 60633 Active Under Contract $180,000 · 3 bd · 1 ba · 1,340 sqft
• 4950 south marshfield avenue, Chicago 60609 Active Under Contract $99,900 · 3 bd · 1 ba · 798 sqft
• 12723 south marquette avenue, Chicago 60633 Active Under Contract $229,900 · 3 bd · 2 ba · 1,040 sqft
• 1331 west north shore avenue 2s, Chicago 60626 Active Under Contract $185,000 · 1 bd · 1 ba
• 3001 south michigan avenue 2202, Chicago 60616 Active Under Contract $210,000 · 2 bd · 2 ba · 1,000 sqft
• 300 west grand avenue 203, Chicago 60654 Active Under Contract $295,000 · 1 bd · 1 ba · 780 sqft
• 8544 west rascher avenue 3w, Chicago 60656 Active Under Contract $199,900 · 2 bd · 1 ba · 900 sqft
• 201 east chestnut street 18f, Chicago 60611 Active Under Contract $280,000 · 1 bd · 1 ba · 1,050 sqft
• 474 north lake shore drive 2206, Chicago 60611 Active Under Contract $255,000 · 1 ba · 650 sqft
• 625 west jackson boulevard 606, Chicago 60661 Active Under Contract $279,000 · 1 bd · 1 ba · 800 sqft
• 515 west wrightwood avenue 312, Chicago 60614 Active Under Contract $273,000 · 1 bd · 1 ba · 700 sqft
• 6925 south may street, Chicago 60621 Active Under Contract $75,000 · 3 bd · 1 ba · 1,100 sqft
• 9040 south oglesby avenue, Chicago 60617 Active Under Contract $150,000 · 3 bd · 1 ba · 1,169 sqft
• 5352 south shields avenue, Chicago 60609 Active Under Contract $247,000 · 3 bd · 2 ba · 1,580 sqft
• 11336 south avenue g, Chicago 60617 Active Under Contract $289,000 · 3 bd · 2 ba · 1,200 sqft
• 1610 south halsted street 408, Chicago 60608 Active Under Contract $295,000 · 1 bd · 1 ba · 950 sqft
• 474 north lake shore drive 4309, Chicago 60611 Active Under Contract $297,000 · 1 bd · 1 ba · 757 sqft
• 4343 north clarendon avenue 2304, Chicago 60613 Active Under Contract $210,000 · 1 bd · 1 ba · 750 sqft
• 8420 south carpenter street, Chicago 60620 Active Under Contract $295,000 · 4 bd · 2 ba · 2,197 sqft
• 11412 south king drive, Chicago 60628 Active Under Contract $289,900 · 4 bd · 2 ba · 2,406 sqft
• 10605 south normal avenue, Chicago 60628 Active Under Contract $150,000 · 3 bd · 2 ba · 1,328 sqft
• 10407 south eberhart avenue, Chicago 60628 Active Under Contract $229,900 · 2 bd · 2 ba · 1,530 sqft
• 400 east randolph street 1304, Chicago 60601 Active Under Contract $284,200 · 1 bd · 1 ba
• 9586 south colfax avenue, Chicago 60617 Active Under Contract $130,000 · 3 bd · 3 ba · 1,520 sqft
• 1111 east 93rd street, Chicago 60619 Active Under Contract $250,000 · 3 bd · 2 ba · 1,020 sqft
• 1406 west flournoy street 3, Chicago 60607 Active Under Contract $230,000 · 2 bd · 1 ba · 900 sqft
• 1404 west flournoy street 1, Chicago 60607 Active Under Contract $235,000 · 2 bd · 1 ba · 900 sqft
• 1404 west flournoy street 3, Chicago 60607 Active Under Contract $255,000 · 2 bd · 1 ba · 900 sqft
• 616 south loomis street 2, Chicago 60607 Active Under Contract $235,000 · 2 bd · 1 ba · 800 sqft
• 1550 south blue island avenue 808, Chicago 60608 Active Under Contract $225,000 · 1 bd · 1 ba · 800 sqft
• 10838 south wallace street, Chicago 60628 Active Under Contract $210,000 · 4 bd · 3 ba · 1,800 sqft
• 7074 north ridge boulevard 1e, Chicago 60645 Active Under Contract $285,000 · 2 bd · 2 ba · 1,200 sqft
• 7241 south talman avenue, Chicago 60629 Active Under Contract $196,900 · 4 bd · 2 ba · 2,000 sqft
• 3652 west belle plaine avenue 304, Chicago 60618 Active Under Contract $298,000 · 2 bd · 2 ba · 900 sqft
• 6305 north richmond street 1, Chicago 60659 Active Under Contract $210,000 · 2 bd · 1 ba · 800 sqft
• 7033 north kedzie avenue 1410, Chicago 60645 Active Under Contract $125,000 · 1 bd · 1 ba · 905 sqft
• 1215 west granville avenue 1a, Chicago 60660 Active Under Contract $299,900 · 2 bd · 1 ba
• 7541 south merrill avenue, Chicago 60649 Active Under Contract $199,000 · 5 bd · 2 ba · 1,800 sqft