Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 35 of 92

• 6945 south chappel avenue 3a, Chicago 60649 Active Under Contract $68,900 · 2 bd · 1 ba · 925 sqft
• 3149 west lexington street 5, Chicago 60612 Active Under Contract $175,000 · 3 bd · 3 ba · 1,500 sqft
• 3149 west lexington street 4, Chicago 60612 Active Under Contract $150,000 · 3 bd · 2 ba · 1,435 sqft
• 512 north mcclurg court 2309, Chicago 60611 Active Under Contract $205,000 · 1 ba · 675 sqft
• 201 east chestnut street 17c, Chicago 60611 Active Under Contract $229,500 · 1 bd · 1 ba · 1,050 sqft
• 3149 west lexington street 3, Chicago 60612 Active Under Contract $150,000 · 3 bd · 2 ba · 1,600 sqft
• 11003 south avenue east, Chicago 60617 Active Under Contract $289,900 · 3 bd · 3 ba · 1,500 sqft
• 2363 east 70th street 1, Chicago 60649 Active Under Contract $239,999 · 3 bd · 2 ba · 2,000 sqft
• 652 east 105th place, Chicago 60628 Active Under Contract $99,999 · 2 bd · 1 ba · 864 sqft
• 1828 south wentworth avenue 2b, Chicago 60616 Active Under Contract $249,000 · 1 bd · 1 ba · 800 sqft
• 6933 north kedzie avenue 615, Chicago 60645 Active Under Contract $182,500 · 1 bd · 1 ba · 950 sqft
• 155 north harbor drive 3614, Chicago 60601 Active Under Contract $283,000 · 1 ba
• 46 east 91st street, Chicago 60619 Active Under Contract $249,900 · 3 bd · 2 ba · 1,400 sqft
• 2671 west maypole avenue, Chicago 60612 Active Under Contract $299,900 · 3 bd · 1 ba · 1,578 sqft
• 3110 north sheridan road 1807, Chicago 60657 Active Under Contract $179,999 · 1 ba · 450 sqft
• 1560 north sandburg terrace 1405, Chicago 60610 Active Under Contract $220,000 · 1 ba · 740 sqft
• 4451 south indiana avenue 2s, Chicago 60653 Active Under Contract $209,000 · 2 bd · 1 ba · 1,074 sqft
• 3253 west olive avenue 3w, Chicago 60659 Active Under Contract $199,900 · 2 bd · 1 ba · 950 sqft
• 6320 south greenwood avenue g, Chicago 60637 Active Under Contract $189,900 · 2 bd · 2 ba · 1,100 sqft
• 611 west patterson avenue 420, Chicago 60613 Active Under Contract $180,000 · 1 ba
• 1416 west carmen avenue g, Chicago 60640 Active Under Contract $275,000 · 2 bd · 2 ba
• 11425 south elizabeth street, Chicago 60643 Active Under Contract $179,900 · 3 bd · 2 ba · 1,000 sqft
• 12025 south prairie avenue, Chicago 60628 Active Under Contract $155,000 · 3 bd · 2 ba · 1,295 sqft
• 10214 south la salle street, Chicago 60628 Active Under Contract $164,900 · 3 bd · 2 ba · 1,200 sqft
• 1516 south wabash avenue 805, Chicago 60605 Active Under Contract $269,000 · 1 bd · 2 ba
• 400 east randolph street 1104, Chicago 60601 Active Under Contract $260,000 · 1 bd · 1 ba · 650 sqft
• 1937 west pratt boulevard 2n, Chicago 60626 Active Under Contract $165,000 · 1 bd · 1 ba · 726 sqft
• 110 east delaware place 1702, Chicago 60611 Active Under Contract $259,900 · 1 bd · 2 ba · 1,000 sqft
• 7532 south parnell avenue, Chicago 60620 Active Under Contract $285,000 · 3 bd · 3 ba · 2,200 sqft
• 1212 north la salle drive 2709, Chicago 60610 Active Under Contract $260,000 · 1 bd · 1 ba
• 10939 south avenue f, Chicago 60617 Active Under Contract $200,000 · 3 bd · 2 ba · 1,870 sqft
• 9941 south la salle street, Chicago 60628 Active Under Contract $265,900 · 3 bd · 2 ba · 1,155 sqft
• 7855b south south shore drive 3e, Chicago 60649 Active Under Contract $39,900 · 2 bd · 1 ba · 800 sqft
• 8434 south yates boulevard, Chicago 60617 Active Under Contract $285,000 · 3 bd · 3 ba · 1,700 sqft
• 6400 north northwest highway 203, Chicago 60631 Active Under Contract $299,900 · 1 bd · 2 ba · 1,226 sqft
• 3506 east 114th street, Chicago 60617 Active Under Contract $272,000 · 4 bd · 2 ba · 1,186 sqft
• 401 east 91st street, Chicago 60619 Active Under Contract $180,000 · 3 bd · 3 ba · 1,581 sqft
• 8642 west berwyn avenue 2s, Chicago 60656 Active Under Contract $209,900 · 2 bd · 1 ba · 1,100 sqft
• 7147 south green street, Chicago 60621 Active Under Contract $159,000 · 4 bd · 2 ba · 1,035 sqft
• 4731 south ada street, Chicago 60609 Active Under Contract $79,000 · 3 bd · 1 ba · 1,589 sqft
• 3951 north st louis avenue 1, Chicago 60618 Active Under Contract $265,900 · 2 bd · 1 ba
• 7349 south honore street, Chicago 60636 Active Under Contract $265,000 · 3 bd · 1 ba · 990 sqft
• 8528 south escanaba avenue, Chicago 60617 Active Under Contract $139,900 · 3 bd · 1 ba · 1,134 sqft
• 1015 south western avenue 4, Chicago 60612 Active Under Contract $299,500 · 2 bd · 2 ba · 1,200 sqft
• 8106 south burnham avenue, Chicago 60617 Active Under Contract $105,000 · 5 bd · 2 ba · 1,080 sqft
• 8721 south constance avenue, Chicago 60617 Active Under Contract $130,000 · 3 bd · 1 ba · 550 sqft
• 12915 south parnell avenue, Chicago 60628 Active Under Contract $269,000 · 3 bd · 2 ba · 1,000 sqft
• 6447 south narragansett avenue 1b, Chicago 60638 Active Under Contract $135,000 · 1 bd · 1 ba · 800 sqft
• 8559 west rascher avenue 2n, Chicago 60656 Active Under Contract $236,500 · 2 bd · 1 ba · 1,000 sqft
• 5333 south dorchester avenue 3a, Chicago 60615 Active Under Contract $299,900 · 2 bd · 2 ba · 1,300 sqft