Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 48 of 92

• 5347 south maplewood avenue, Chicago 60632 Active Under Contract $248,000 · 3 bd · 2 ba · 1,004 sqft
• 3128 north major avenue, Chicago 60634 Active Under Contract $234,900 · 2 bd · 1 ba · 640 sqft
• 6206 north francisco avenue 2b, Chicago 60659 Active Under Contract $119,000 · 1 bd · 1 ba · 700 sqft
• 525 west superior street 428, Chicago 60654 Active Under Contract $299,000 · 1 bd · 1 ba · 940 sqft
• 2128 west 111th street a, Chicago 60643 Active Under Contract $240,000 · 2 bd · 2 ba · 1,275 sqft
• 900 south wabash avenue 303, Chicago 60605 Active Under Contract $245,000 · 1 bd · 1 ba · 1,000 sqft
• 2133 south trumbull avenue, Chicago 60623 Active Under Contract $269,900 · 2 bd · 2 ba · 1,148 sqft
• 10739 south state street, Chicago 60628 Active Under Contract $165,000 · 3 bd · 2 ba · 1,000 sqft
• 4610 north monticello avenue 2w, Chicago 60625 Active Under Contract $220,000 · 2 bd · 2 ba
• 9009 south dante avenue, Chicago 60619 Active Under Contract $250,000 · 3 bd · 2 ba
• 1850 north clark street 2810, Chicago 60614 Active Under Contract $225,000 · 1 bd · 1 ba
• 1464 south michigan avenue 1306, Chicago 60605 Active Under Contract $249,000 · 1 bd · 1 ba
• 5115 west 63rd place, Chicago 60638 Active Under Contract $279,900 · 3 bd · 2 ba · 1,000 sqft
• 1540 north rockwell street 1, Chicago 60622 Active Under Contract $289,900 · 2 bd · 1 ba · 1,000 sqft
• 2501 west touhy avenue 203, Chicago 60645 Active Under Contract $172,000 · 1 bd · 1 ba
• 4917 south karlov avenue, Chicago 60632 Active Under Contract $275,000 · 5 bd · 3 ba · 2,208 sqft
• 306 east 118th street, Chicago 60628 Active Under Contract $162,000 · 3 bd · 1 ba · 1,042 sqft
• 3845 west altgeld street g, Chicago 60647 Active Under Contract $189,000 · 2 bd · 2 ba
• 2622 west catalpa avenue 8, Chicago 60625 Active Under Contract $169,999 · 1 bd · 1 ba · 740 sqft
• 1309 west farwell avenue 3, Chicago 60626 Active Under Contract $250,000 · 2 bd · 1 ba · 1,000 sqft
• 2306 west jarvis street 1, Chicago 60645 Active Under Contract $234,700 · 2 bd · 2 ba · 862 sqft
• 8628 south parnell avenue, Chicago 60620 Active Under Contract $84,900 · 4 bd · 2 ba · 1,300 sqft
• 7621 south perry avenue, Chicago 60620 Active Under Contract $175,000 · 4 bd · 2 ba · 1,746 sqft
• 4731 south honore street, Chicago 60609 Active Under Contract $180,000 · 3 bd · 2 ba · 1,320 sqft
• 2200 north natchez avenue 3n, Chicago 60707 Active Under Contract $274,950 · 2 bd · 2 ba · 1,345 sqft
• 3017 east 78th street 3a, Chicago 60649 Active Under Contract $75,000 · 1 bd · 1 ba · 950 sqft
• 1037 west 103rd street, Chicago 60643 Active Under Contract $269,900 · 3 bd · 2 ba · 2,200 sqft
• 5950 north paulina street 3e, Chicago 60660 Active Under Contract $299,900 · 1 bd · 1 ba
• 2626 north lakeview avenue 1604, Chicago 60614 Active Under Contract $296,000 · 1 bd · 1 ba · 763 sqft
• 6226 south elizabeth street, Chicago 60620 Active Under Contract $259,000 · 3 bd · 2 ba · 1,000 sqft
• 10118 south luella avenue, Chicago 60617 Active Under Contract $249,000 · 3 bd · 2 ba · 1,219 sqft
• 8816 south lowe avenue, Chicago 60620 Active Under Contract $89,000 · 4 bd · 3 ba · 2,234 sqft
• 4347 south whipple avenue, Chicago 60632 Active Under Contract $250,000 · 2 bd · 1 ba · 1,100 sqft
• 1749 west 75th place, Chicago 60620 Active Under Contract $299,000 · 3 bd · 2 ba · 1,059 sqft
• 7533 north damen avenue r1, Chicago 60645 Active Under Contract $155,000 · 1 bd · 1 ba · 700 sqft
• 5975 north odell avenue 2j, Chicago 60631 Active Under Contract $149,000 · 1 bd · 1 ba · 750 sqft
• 6023 west 64th place 9, Chicago 60638 Active Under Contract $164,900 · 1 bd · 1 ba · 850 sqft
• 10831 south kedzie avenue, Chicago 60655 Active Under Contract $284,900 · 3 bd · 2 ba · 1,100 sqft
• 525 west hawthorne place 1002, Chicago 60657 Active Under Contract $299,000 · 2 bd · 1 ba
• 7370 south south shore drive 3w, Chicago 60649 Active Under Contract $250,000 · 3 bd · 3 ba · 3,000 sqft
• 13136 south saint lawrence avenue, Chicago 60827 Active Under Contract $70,000 · 2 bd · 2 ba · 1,500 sqft
• 7259 south vernon avenue, Chicago 60619 Active Under Contract $100,000 · 3 bd · 3 ba · 1,354 sqft
• 4746 north paulina street 1e, Chicago 60640 Active Under Contract $269,900 · 2 bd · 1 ba · 1,020 sqft
• 2728 north hampden court 210, Chicago 60614 Active Under Contract $218,000 · 1 bd · 1 ba · 750 sqft
• 5855 north sheridan road 19f, Chicago 60660 Active Under Contract $260,000 · 1 bd · 1 ba · 900 sqft
• 1150 north lake shore drive 18j, Chicago 60611 Active Under Contract $165,000 · 1 ba · 650 sqft
• 1634 west columbia avenue 1n, Chicago 60626 Active Under Contract $269,000 · 2 bd · 1 ba · 1,106 sqft
• 4930 south damen avenue, Chicago 60609 Active Under Contract $175,000 · 2 bd · 1 ba · 1,230 sqft
• 10742 south prairie avenue, Chicago 60628 Active Under Contract $255,000 · 5 bd · 2 ba · 1,298 sqft
• 4856 west warner avenue 2n, Chicago 60641 Active Under Contract $175,000 · 1 bd · 1 ba · 750 sqft