Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated October 1, 2026 · Page 74 of 92

• 9601 south princeton avenue, Chicago 60628 Off market since Sep 2026 $180,000 · 3 bd · 2 ba · 984 sqft
• 2511 east 76th street 3, Chicago 60649 Off market since Sep 2026 $60,000 · 2 bd · 1 ba · 1,500 sqft
• 3424 west 64th place, Chicago 60629 Off market since Sep 2026 $299,900 · 3 bd · 1 ba · 824 sqft
• 655 west irving park road 1704, Chicago 60613 Off market since Sep 2026 $249,900 · 1 bd · 1 ba · 840 sqft
• 6520 south talman avenue, Chicago 60629 Off market since Aug 2026 $289,900 · 4 bd · 1 ba · 1,200 sqft
• 5436 south indiana avenue 2, Chicago 60615 Off market since Sep 2026 $240,000 · 3 bd · 2 ba · 1,300 sqft
• 11218 south hermosa avenue, Chicago 60643 Off market since Aug 2026 $299,999 · 5 bd · 3 ba · 2,300 sqft
• 8128 south coles avenue, Chicago 60617 Off market since Sep 2026 $150,000 · 3 bd · 2 ba · 2,400 sqft
• 7020 south paxton avenue gs, Chicago 60649 Off market since Sep 2026 $115,000 · 2 bd · 2 ba · 1,400 sqft
• 6157 north lakewood avenue b2, Chicago 60660 Off market since Aug 2026 $169,900 · 1 bd · 1 ba
• 12238 south yale avenue, Chicago 60628 Off market since Sep 2026 $289,999 · 3 bd · 2 ba · 2,792 sqft
• 5004 west newport avenue 3e, Chicago 60641 Off market since Sep 2026 $137,000 · 1 bd · 1 ba · 400 sqft
• 3550 north lake shore drive 228, Chicago 60657 Off market since Sep 2026 $175,000 · 1 ba · 570 sqft
• 5211 north potawatomie avenue 206, Chicago 60656 Off market since Aug 2026 $239,900 · 2 bd · 1 ba · 1,100 sqft
• 6357 west addison street 2f-sw, Chicago 60634 Off market since Aug 2026 $194,500 · 2 bd · 1 ba · 796 sqft
• 5455 north sheridan road 2207, Chicago 60640 Off market since Jul 2026 $179,900 · 1 bd · 1 ba
• 8129 south winchester avenue, Chicago 60620 Off market since Sep 2026 $233,900 · 3 bd · 3 ba · 1,156 sqft
• 8607 south morgan street, Chicago 60620 Off market since Sep 2026 $124,900 · 3 bd · 2 ba · 1,300 sqft
• 9321 south green street, Chicago 60620 Off market since Sep 2026 $295,000 · 6 bd · 4 ba · 2,200 sqft
• 554 west 116th street, Chicago 60628 Off market since Sep 2026 $149,000 · 3 bd · 2 ba · 1,128 sqft
• 7653 south saint lawrence avenue, Chicago 60619 Off market since Sep 2026 $264,000 · 4 bd · 2 ba · 1,102 sqft
• 2348 west 111th street 3, Chicago 60643 Off market since Sep 2026 $100,000 · 2 bd · 1 ba · 873 sqft
• 2336 west 111th street 2, Chicago 60643 Off market since Sep 2026 $100,000 · 2 bd · 1 ba · 873 sqft
• 5153 west 64th place, Chicago 60638 Off market since Jul 2026 $290,000 · 2 bd · 2 ba · 1,200 sqft
• 3600 north lake shore drive 1814, Chicago 60613 Off market since Aug 2026 $269,900 · 1 bd · 2 ba · 900 sqft
• 11022 south state line road, Chicago 60617 Off market since Sep 2026 $285,000 · 5 bd · 1 ba · 1,400 sqft
• 1236 east 85th street, Chicago 60619 Off market since Sep 2026 $235,000 · 4 bd · 2 ba · 870 sqft
• 7854 south south shore drive 514, Chicago 60649 Off market since Aug 2026 $67,000 · 2 bd · 2 ba · 1,100 sqft
• 6526 south kimbark avenue 2s, Chicago 60637 Off market since Sep 2026 $290,000 · 3 bd · 2 ba · 1,700 sqft
• 12520 south yale avenue, Chicago 60628 Off market since Sep 2026 $294,900 · 3 bd · 2 ba · 1,200 sqft
• 9302 south rhodes avenue, Chicago 60619 Off market since Aug 2026 $114,900 · 3 bd · 1 ba · 1,258 sqft
• 630 north franklin street 1013, Chicago 60610 Off market since Aug 2026 $299,000 · 1 bd · 1 ba · 656 sqft
• 2930 north sheridan road 702, Chicago 60657 Off market since Sep 2026 $274,900 · 2 bd · 1 ba · 720 sqft
• 400 east randolph street 1812, Chicago 60601 Off market since Aug 2026 $279,000 · 1 bd · 1 ba
• 10 east ontario street 4007, Chicago 60611 Off market since Sep 2026 $295,000 · 1 bd · 1 ba · 1,093 sqft
• 3001 south michigan avenue 2105, Chicago 60616 Off market since Aug 2026 $139,000 · 1 bd · 1 ba · 800 sqft
• 9648 south eggleston avenue, Chicago 60628 Off market since Aug 2026 $225,000 · 3 bd · 1 ba · 768 sqft
• 9860 south avenue h, Chicago 60617 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,496 sqft
• 4800 south chicago beach drive 308s, Chicago 60615 Off market since Aug 2026 $140,000 · 1 bd · 1 ba · 550 sqft
• 222 north columbus drive 3805, Chicago 60601 Off market since Aug 2026 $265,000 · 1 bd · 1 ba
• 2836 north dawson avenue 1w, Chicago 60618 Off market since Jul 2026 $274,900 · 2 bd · 1 ba
• 9725 south van vlissingen road, Chicago 60617 Off market since Aug 2026 $150,000 · 3 bd · 1 ba · 1,134 sqft
• 4728 north kenneth avenue 3e, Chicago 60630 Off market since Sep 2026 $230,000 · 2 bd · 1 ba · 850 sqft
• 6325 south francisco avenue, Chicago 60629 Off market since Sep 2026 $290,000 · 4 bd · 2 ba · 1,056 sqft
• 11532 south morgan street, Chicago 60643 Off market since Jul 2026 $155,000 · 3 bd · 1 ba · 900 sqft
• 7621 south saint lawrence avenue, Chicago 60619 Off market since Sep 2026 $219,990 · 5 bd · 3 ba · 3,720 sqft
• 9824 south escanaba avenue, Chicago 60617 Off market since Sep 2026 $284,900 · 3 bd · 2 ba · 1,330 sqft
• 7854 south south shore drive 513, Chicago 60649 Off market since Sep 2026 $29,250 · 1 ba · 800 sqft
• 510 west erie street 1303, Chicago 60654 Off market since Sep 2026 $299,000 · 1 bd · 1 ba
• 2527 west harrison street 2, Chicago 60612 Off market since Sep 2026 $285,000 · 2 bd · 2 ba