Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 67 of 92

• 313 east 60th street 1, Chicago 60637 Off market since Aug 2026 $296,000 · 3 bd · 2 ba · 1,992 sqft
• 211 east ohio street 2623, Chicago 60611 Off market since Aug 2026 $225,000 · 1 ba
• 1631 south michigan avenue 402, Chicago 60616 Off market since Sep 2026 $288,888 · 1 bd · 1 ba · 850 sqft
• 10048 south saint lawrence avenue, Chicago 60628 Off market since Aug 2026 $294,900 · 3 bd · 3 ba · 1,300 sqft
• 6700 south south shore drive 4g, Chicago 60649 Off market since Aug 2026 $179,900 · 1 bd · 1 ba · 973 sqft
• 423 west 96th place, Chicago 60628 Off market since Jul 2026 $161,000 · 2 bd · 1 ba · 969 sqft
• 5233 south hermitage avenue, Chicago 60609 Off market since Sep 2026 $259,000 · 4 bd · 3 ba
• 11317 south carpenter street, Chicago 60643 Off market since Sep 2026 $200,000 · 3 bd · 1 ba · 1,125 sqft
• 8852 south michigan avenue, Chicago 60619 Off market since Aug 2026 $99,000 · 3 bd · 2 ba · 4,890 sqft
• 412 east 89th place, Chicago 60619 Off market since Jul 2026 $299,900 · 3 bd · 3 ba · 1,100 sqft
• 6823 south dorchester avenue 2, Chicago 60637 Off market since Jul 2026 $209,999 · 3 bd · 2 ba · 1,401 sqft
• 13227 south escanaba avenue, Chicago 60633 Off market since Jul 2026 $279,900 · 3 bd · 2 ba · 1,300 sqft
• 7651 south cregier avenue, Chicago 60649 Off market since Sep 2026 $219,000 · 2 bd · 2 ba · 2,290 sqft
• 3600 north lake shore drive 2122, Chicago 60613 Off market since Jul 2026 $150,000 · 1 ba · 600 sqft
• 10537 south corliss avenue, Chicago 60628 Off market since Sep 2026 $89,900 · 3 bd · 1 ba · 1,010 sqft
• 18 west 114th street, Chicago 60628 Off market since Aug 2026 $80,000 · 3 bd · 2 ba · 1,320 sqft
• 4537 south drexel boulevard 203, Chicago 60653 Off market since Jul 2026 $210,000 · 1 bd · 1 ba · 900 sqft
• 6300 north sheridan road 204, Chicago 60660 Off market since Aug 2026 $149,900 · 1 bd · 1 ba · 800 sqft
• 1500 west monroe street 519, Chicago 60607 Off market since Aug 2026 $280,000 · 1 bd · 1 ba
• 5415 north sheridan road 5015, Chicago 60640 Off market since Jul 2026 $269,000 · 1 bd · 1 ba · 680 sqft
• 2605 south indiana avenue 1007, Chicago 60616 Off market since Jul 2026 $149,000 · 1 bd · 1 ba · 836 sqft
• 7814 south drexel avenue, Chicago 60619 Off market since Jul 2026 $269,900 · 3 bd · 2 ba · 1,703 sqft
• 33 west delaware place 15d, Chicago 60610 Off market since Sep 2026 $283,000 · 1 bd · 1 ba · 850 sqft
• 7208 south east end avenue b, Chicago 60649 Off market since Aug 2026 $185,000 · 2 bd · 2 ba · 984 sqft
• 1446 east 56th street 3, Chicago 60637 Off market since Sep 2026 $260,000 · 2 bd · 1 ba
• 208 west washington street 1913, Chicago 60606 Off market since Aug 2026 $275,000 · 2 bd · 2 ba · 1,150 sqft
• 7337 south south shore drive 612, Chicago 60649 Off market since Sep 2026 $32,950 · 1 bd · 1 ba · 750 sqft
• 7337 south south shore drive 1008, Chicago 60649 Off market since Sep 2026 $39,950 · 1 bd · 1 ba · 750 sqft
• 7337 south south shore drive 1128, Chicago 60649 Off market since Sep 2026 $65,000 · 1 bd · 1 ba · 725 sqft
• 8918 south woodlawn avenue, Chicago 60619 Off market since Jul 2026 $119,900 · 2 bd · 1 ba · 1,000 sqft
• 7931 south dobson avenue a, Chicago 60619 Off market since Sep 2026 $98,000 · 2 bd · 1 ba · 960 sqft
• 327 east 136th place, Chicago 60827 Off market since Sep 2026 $145,000 · 5 bd · 1 ba · 1,750 sqft
• 1122 north clark street 1609, Chicago 60610 Off market since Aug 2026 $249,900 · 1 bd · 1 ba · 750 sqft
• 5948 west walton street, Chicago 60651 Sold on Jul 17, 2026 $199,900 · 3 bd · 2 ba · 1,000 sqft
• 3550 north lake shore drive 1117, Chicago 60657 Off market since Aug 2026 $299,500 · 2 bd · 1 ba · 900 sqft
• 4250 north marine drive 531, Chicago 60613 Off market since Jul 2026 $229,900 · 1 bd · 1 ba · 900 sqft
• 7909 south essex avenue, Chicago 60617 Sold on Sep 4, 2026 $58,000 · 3 bd · 1 ba · 1,452 sqft
• 9640 south hoxie avenue, Chicago 60617 Off market since Sep 2026 $118,000 · 3 bd · 2 ba · 937 sqft
• 1747 west 95th place 1, Chicago 60643 Off market since Aug 2026 $123,900 · 1 bd · 1 ba · 900 sqft
• 303 west ohio street 1504, Chicago 60654 Off market since Sep 2026 $289,900 · 1 bd · 1 ba
• 7225 south princeton avenue, Chicago 60621 Off market since Aug 2026 $150,000 · 5 bd · 4 ba · 2,300 sqft
• 6831 north seeley avenue 3k, Chicago 60645 Off market since Jul 2026 $125,000 · 1 bd · 1 ba
• 8031 south euclid avenue, Chicago 60617 Sold on Jul 17, 2026 $109,900 · 3 bd · 2 ba · 1,554 sqft
• 222 east pearson street 203, Chicago 60611 Off market since Sep 2026 $251,000 · 1 bd · 1 ba
• 512 north mcclurg court 1608, Chicago 60611 Off market since Jul 2026 $205,000 · 1 ba · 650 sqft
• 7348 north ridge boulevard 14c, Chicago 60645 Sold on Jul 20, 2026 $199,900 · 2 bd · 1 ba · 1,200 sqft
• 7915 south calumet avenue, Chicago 60619 Off market since Jul 2026 $155,000 · 3 bd · 2 ba · 1,900 sqft
• 611 south wells street 1110, Chicago 60607 Off market since Sep 2026 $239,999 · 1 bd · 1 ba · 700 sqft
• 3608 north pine grove avenue b7, Chicago 60613 Off market since Sep 2026 $250,000 · 1 bd · 1 ba · 900 sqft
• 10055 south oglesby avenue, Chicago 60617 Off market since Jul 2026 $239,900 · 3 bd · 2 ba · 1,152 sqft