Homes under $300K in Chicago, IL

1,323 for sale · 4,569 homes listed · Updated September 29, 2026 · Page 33 of 92

• 88 west schiller street 2305l, Chicago 60610 Active Under Contract $259,900 · 1 bd · 1 ba · 580 sqft
• 44 north menard avenue b-2, Chicago 60644 Active Under Contract $122,000 · 2 bd · 2 ba · 800 sqft
• 1401 east 55th street 211n, Chicago 60615 Active Under Contract $109,900 · 1 ba · 420 sqft
• 6536 south rhodes avenue, Chicago 60637 Active Under Contract $125,000 · 2 bd · 2 ba · 1,450 sqft
• 6238 west eastwood avenue, Chicago 60630 Active Under Contract $284,900 · 2 bd · 2 ba · 1,100 sqft
• 13240 south saint lawrence avenue, Chicago 60827 Active Under Contract $189,900 · 4 bd · 2 ba · 992 sqft
• 6916 south lowe avenue, Chicago 60621 Active Under Contract $224,900 · 6 bd · 3 ba · 2,600 sqft
• 9608 south wallace street, Chicago 60628 Active Under Contract $123,000 · 2 bd · 1 ba · 960 sqft
• 8211 south saginaw avenue, Chicago 60617 Active Under Contract $131,000 · 4 bd · 2 ba · 1,440 sqft
• 46 north menard avenue bg, Chicago 60644 Active Under Contract $139,900 · 2 bd · 2 ba · 950 sqft
• 911 east 76th street, Chicago 60619 Active Under Contract $195,000 · 3 bd · 2 ba · 1,000 sqft
• 7531 south indiana avenue, Chicago 60619 Active Under Contract $118,000 · 4 bd · 2 ba · 1,900 sqft
• 8101 south harvard avenue, Chicago 60620 Active Under Contract $149,000 · 4 bd · 2 ba · 1,788 sqft
• 4543 south prairie avenue 3s, Chicago 60653 Active Under Contract $250,000 · 3 bd · 3 ba · 1,600 sqft
• 512 north mcclurg court 3409, Chicago 60611 Active Under Contract $210,000 · 1 ba · 670 sqft
• 512 north mcclurg court 1509, Chicago 60611 Active Under Contract $208,000 · 1 ba · 673 sqft
• 7230 south champlain avenue, Chicago 60619 Active Under Contract $231,000 · 3 bd · 2 ba · 959 sqft
• 4553 west 56th street 208e, Chicago 60629 Active Under Contract $214,999 · 3 bd · 2 ba
• 8122 south escanaba avenue, Chicago 60617 Active Under Contract $68,880 · 4 bd · 2 ba · 1,707 sqft
• 6712 south evans avenue, Chicago 60637 Active Under Contract $249,000 · 3 bd · 2 ba · 2,260 sqft
• 4800 south chicago beach drive 2611n, Chicago 60615 Active Under Contract $120,000 · 1 bd · 1 ba · 773 sqft
• 2605 south indiana avenue 2201, Chicago 60616 Active Under Contract $159,900 · 2 bd · 2 ba
• 235 west 104th street, Chicago 60628 Active Under Contract $43,500 · 3 bd · 1 ba · 1,100 sqft
• 3600 north lake shore drive 1120, Chicago 60613 Active Under Contract $239,000 · 1 bd · 1 ba · 850 sqft
• 8 west monroe street 607, Chicago 60603 Active Under Contract $265,000 · 2 bd · 2 ba · 1,105 sqft
• 601 east 32nd street 1001, Chicago 60616 Active Under Contract $200,000 · 3 bd · 2 ba · 1,700 sqft
• 1525 south sangamon street 414, Chicago 60608 Active Under Contract $194,900 · 1 bd · 1 ba · 730 sqft
• 2921 south michigan avenue 413, Chicago 60616 Active Under Contract $85,000 · 1 ba · 600 sqft
• 6030 north sheridan road 508, Chicago 60660 Active Under Contract $165,000 · 1 bd · 1 ba · 800 sqft
• 5728 south stony island avenue 2, Chicago 60637 Active Under Contract $95,000 · 1 bd · 1 ba
• 5530 south shore drive 17a, Chicago 60637 Active Under Contract $99,000 · 2 bd · 1 ba · 1,100 sqft
• 835 east 49th street 3, Chicago 60615 Active Under Contract $78,500 · 1 bd · 1 ba · 700 sqft
• 6030 north sheridan road 2011, Chicago 60660 Active Under Contract $126,000 · 1 bd · 1 ba · 800 sqft
• 3600 north lake shore drive 2205, Chicago 60613 Active Under Contract $279,000 · 1 bd · 1 ba
• 7431 north hoyne avenue g, Chicago 60645 Active Under Contract $144,900 · 2 bd · 1 ba · 800 sqft
• 318 west 112th street, Chicago 60628 Active Under Contract $299,800 · 4 bd · 3 ba · 2,500 sqft
• 9441 south prairie avenue, Chicago 60619 Active Under Contract $269,000 · 2 bd · 2 ba · 1,100 sqft
• 7438 south champlain avenue, Chicago 60619 Active Under Contract $199,000 · 4 bd · 2 ba · 1,400 sqft
• 11841 south union avenue, Chicago 60628 Active Under Contract $60,000 · 6 bd · 3 ba · 2,107 sqft
• 7047 south winchester avenue, Chicago 60636 Active Under Contract $270,000 · 4 bd · 2 ba · 1,300 sqft
• 474 north lake shore drive 5207, Chicago 60611 Active Under Contract $250,000 · 1 ba · 640 sqft
• 6210 south evans avenue 3, Chicago 60637 Active Under Contract $149,900 · 2 bd · 2 ba · 1,200 sqft
• 440 north wabash avenue 1710, Chicago 60611 Active Under Contract $199,000 · 1 ba · 516 sqft
• 2037 north harlem avenue 1w, Chicago 60707 Active Under Contract $152,900 · 1 bd · 1 ba · 750 sqft
• 5716 south campbell avenue, Chicago 60629 Active Under Contract $280,000 · 4 bd · 3 ba · 1,278 sqft
• 10147 south state street, Chicago 60628 Active Under Contract $139,900 · 3 bd · 2 ba · 840 sqft
• 5415 north sheridan road 2003, Chicago 60640 Active Under Contract $139,900 · 1 ba · 585 sqft
• 7337 south indiana avenue, Chicago 60619 Active Under Contract $115,000 · 3 bd · 1 ba · 1,320 sqft
• 39 west 83rd street, Chicago 60620 Active Under Contract $178,000 · 3 bd · 2 ba · 1,140 sqft
• 12632 south emerald avenue, Chicago 60628 Active Under Contract $169,000 · 2 bd · 2 ba · 3,690 sqft