Chicago, the Windy City, perfectly blends history, modernity, and cultural richness and offers a great number of investment opportunities. The real estate market in Chicago spans a range of neighborhoods, each with its unique charm and potential for growth. The iconic skyline, which boasts architectural masterpieces like the Willis Tower and John Hancock Center, symbolizes the city's energetic nature and serves as a magnet for real estate investors. The Loop, Chicago's bustling downtown area, is a prime location for commercial real estate ventures, with the potential for high returns driven by the city's global status as a financial and business hub.
Residential real estate opportunities are plentiful, from the upscale Gold Coast and Lincoln Park to the emerging neighborhoods like the trendy West Loop and Logan Square. Chicago's commitment to urban development and infrastructure projects, like the 78 and Lincoln Yards, further fuel the city's real estate prospects. The city's cultural attractions, world-class dining, and vibrant arts scene contribute to the allure, making neighborhoods not just places to live but also attractive investment destinations.
Popular Streets in Chicago, Illinois
Ashland Ave4,84363$579,1877,874 Sq.Ft.6/6/2025Damen Ave5,01642$489,3994,266 Sq.Ft.6/2/2025Halsted St5,36042$503,5359,022 Sq.Ft.5/30/2025Indiana Ave5,10052$356,8203,717 Sq.Ft.6/6/2025Lake Shore Dr12,40022$492,72119,460 Sq.Ft.6/12/2025Michigan Ave12,51642$432,84427,800 Sq.Ft.5/29/2025Prairie Ave7,91032$481,6632,621 Sq.Ft.5/30/2025Sheridan Rd9,94931$289,7428,336 Sq.Ft.6/10/2025State St7,18252$349,1609,058 Sq.Ft.6/2/2025Wabash Ave7,99732$418,7479,078 Sq.Ft.6/4/2025All Streets in Chicago, Illinois
Courtland St 1221$365,0005,565 Sq.Ft.5/26/2020Courtland St 2221$361,000900 Sq.Ft.4/4/2016Courtland St 3221$375,500900 Sq.Ft.5/1/2018Court Pl1N/AN/AN/A7,200 Sq.Ft.12/3/2019Coyle Ave22642$630,3861,995 Sq.Ft.4/24/2025Crandon132$197,0001,246 Sq.Ft.N/ACrandon Ave1,20942$229,5802,521 Sq.Ft.5/27/2025Crawford Ave5N/AN/AN/AN/AN/ACregier Ave50942$307,2252,110 Sq.Ft.5/2/2025Crescent Ave1532$528,7861,525 Sq.Ft.7/31/2023Crestline St3431$298,4411,084 Sq.Ft.2/16/2024Crilly Ct8822$611,2051,581 Sq.Ft.4/29/2025Croissant Dr6821$186,1882,207 Sq.Ft.4/17/2025Croissant Rd1N/AN/AN/AN/AN/ACrosby St7732$587,2093,646 Sq.Ft.5/8/2025Crowell St2132$476,0001,659 Sq.Ft.12/7/2022Crystal St77742$532,0592,552 Sq.Ft.5/21/2025Cullerton St1,56642$442,1413,684 Sq.Ft.6/3/2025Cullom Ave91642$673,6913,778 Sq.Ft.5/22/2025Cumberland Ave54621$228,0684,018 Sq.Ft.5/29/2025Cuyler Ave60842$755,6623,417 Sq.Ft.5/27/2025Cyril Ct480N/AN/A67,363 Sq.Ft.N/ADakin St75642$557,4632,733 Sq.Ft.5/27/2025Dakin St P-61N/AN/A$625,000N/A4/30/2021Damen1N/AN/AN/AN/AN/ADamen Ave5,01642$489,3994,266 Sq.Ft.6/2/2025Damen Avec131$918,0001,544 Sq.Ft.N/ADamen Avenue 1s 1n1N/AN/AN/A1,940 Sq.Ft.4/13/2012Daniel Dr1445N/AN/A230,771 Sq.Ft.11/23/2022Dante Ave60242$252,2231,889 Sq.Ft.5/13/2025Dauntess Dr133$755,0001,592 Sq.Ft.8/14/2020Dauphin Ave10962$281,9782,848 Sq.Ft.4/25/2025Davlin Ct7273$709,0853,184 Sq.Ft.3/21/2025Davol St2831$182,941926 Sq.Ft.12/10/2024Dawson Ave8032$560,4083,048 Sq.Ft.5/9/2025Dayton St51743$1,763,5206,878 Sq.Ft.6/5/2025Dean St2253$959,6502,682 Sq.Ft.12/30/2024Dearborn5656N/AN/A622,511 Sq.Ft.N/ADearborn Pkwy19832$719,3352,495 Sq.Ft.5/14/2025Dearborn St4,12042$471,00913,165 Sq.Ft.6/5/2025Dekalb St2042$659,1671,798 Sq.Ft.4/6/2022Dekalb St Hse142$688,0001,512 Sq.Ft.4/19/2013De Koven St2N/AN/AN/AN/AN/ADekoven St7N/AN/AN/AN/AN/ADelaware Pl3,03132$703,016155,099 Sq.Ft.6/2/2025Delaware Place 6803122$762,0001,493 Sq.Ft.9/29/2016Delphia Ave37531$284,8041,531 Sq.Ft.5/21/2025Deming Pl59042$717,4173,671 Sq.Ft.5/31/2025Denvir Ave2033$449,7502,394 Sq.Ft.8/29/2024Depot St5N/AN/AN/AN/AN/ADermott St4N/AN/AN/AN/AN/ADesplaines1N/AN/AN/AN/A1/12/2023Desplaines St1,00342$425,7686,295 Sq.Ft.5/22/2025Devon Ave98552$444,3235,052 Sq.Ft.5/16/2025Dewitt Pl21521$262,6431,460 Sq.Ft.5/5/2025Dickens Ave80552$871,1196,623 Sq.Ft.5/30/2025Dickinson Ave1963$720,7892,970 Sq.Ft.4/10/2024Diversey343$1,031,6672,667 Sq.Ft.N/ADiversey Ave1,45752$498,2485,225 Sq.Ft.5/30/2025Diversey Parkway F1N/AN/AN/AN/AN/ADiversey Pkwy1,54232$623,4693,974 Sq.Ft.6/12/2025Division St2,44953$508,7847,893 Sq.Ft.5/28/2025Dobson Ave50142$208,8022,717 Sq.Ft.2/24/2025Dominick St7N/AN/A$2,345,75096,549 Sq.Ft.12/28/2021Dorchester Ave1,25952$408,3847,303 Sq.Ft.6/6/2025Doty Ave32N/AN/A$283,00051,948 Sq.Ft.11/7/2024Douglas Blvd155183$402,9618,547 Sq.Ft.11/25/2024Dover St21642$715,6335,236 Sq.Ft.5/13/2025Dover St 1222$357,00015,303 Sq.Ft.10/30/2024Dover St 2222$383,50029,400 Sq.Ft.1/9/2019Dover St 3221$426,00015,250 Sq.Ft.4/12/2017Dowagiac Ave10032$602,0101,583 Sq.Ft.4/26/2025Drake Ave2,35842$466,1702,414 Sq.Ft.5/22/2025Drake Avenue 11N/AN/A$328,000N/AN/ADrake Avenue 21N/AN/A$311,0002,406 Sq.Ft.6/14/2011Drake Avenue 31N/AN/A$301,000N/AN/ADrake Avenue 41N/AN/A$295,000N/AN/ADraper St3143$1,200,8714,393 Sq.Ft.4/23/2025Drew St4442$359,4321,774 Sq.Ft.9/17/2024Drexel Ave1,07362$338,4074,553 Sq.Ft.5/30/2025Drexel Avenue Gdn1N/A1$83,000550 Sq.Ft.11/13/2019Drexel Blvd92072$352,8685,663 Sq.Ft.5/19/2025Drexel Sq5043$399,2928,834 Sq.Ft.6/3/2025Drexel Square 2133$339,0002,400 Sq.Ft.12/10/2024Drexel Square 31N/AN/A$376,00012,387 Sq.Ft.N/ADr Martin L King Jr Dr2N/AN/A$237,000N/AN/ADr Martin Luther King Dr1021$131,0001,224 Sq.Ft.10/28/2019Drummond Pl53142$619,9252,575 Sq.Ft.4/8/2025Dunbar Ave1421$149,6431,118 Sq.Ft.6/27/2024Early Ave6752$870,4554,406 Sq.Ft.4/20/2022East Circle Ave9942$616,5255,079 Sq.Ft.11/8/2024East End Ave74782$284,4335,818 Sq.Ft.6/2/2025East End Avenue 10bx133$246,0001,500 Sq.Ft.N/AEastgate Pl7411$232,0561,212 Sq.Ft.4/7/2025Eastlake Ter25962$433,2354,730 Sq.Ft.12/11/2024Eastman St2022$465,00017,684 Sq.Ft.4/24/2025East River Rd42571$227,2808,993 Sq.Ft.5/15/2025East River Rd 2091N/AN/A$220,000N/AN/AEast View Park9332$403,0971,719 Sq.Ft.10/11/2024Eastwood Ave77752$666,2693,009 Sq.Ft.5/16/20251765 Linden StDes Plaines, IL 60018
Estimated Value $270,000
Living Area 896 SqFt
Beds 2
Baths 1
Year Built 1944
Property Type Townhouse
Ownership Type Individual
APN 09-28-109-154-0000
Subdivision Whites Riverview
School District Des Plaines Community Consolidated School District 62
2331 Eastview DrDes Plaines, IL 60018
Estimated Value $426,000
Living Area 1,262 SqFt
Beds 3
Baths 1
Year Built 1967
Property Type Single Family
Ownership Type Individual
APN 09-29-302-109-0000
Municipality MAINE
School District Des Plaines Community Consolidated School District 62
2108 Webster LnDes Plaines, IL 60018
Estimated Value $434,000
Living Area 1,308 SqFt
Beds 3
Baths 1.5
Year Built 1963
Property Type Single Family
Ownership Type Related
APN 09-29-306-035-0000
Subdivision Lakeview Towers Unit3
School District Des Plaines Community Consolidated School District 62
2278 S Scott StDes Plaines, IL 60018
Estimated Value $385,000
Living Area 1,376 SqFt
Beds 3
Baths 1
Year Built 1953
Property Type Single Family
Ownership Type Individual
APN 09-28-310-031-0000
Subdivision Burgess River Park
School District Des Plaines Community Consolidated School District 62
2641 Rusty DrDes Plaines, IL 60018
Estimated Value $374,000
Living Area 1,197 SqFt
Beds 3
Baths 1.5
Year Built 1968
Property Type Single Family
Ownership Type Individual
APN 09-33-203-016-0000
Subdivision Maple Grove
School District Des Plaines Community Consolidated School District 62
2181 Plainfield DrDes Plaines, IL 60018
Estimated Value $439,000
Living Area 1,507 SqFt
Beds 4
Baths 2.5
Year Built 1964
Property Type Single Family
Ownership Type Related
APN 09-29-306-001-0000
Subdivision Lakeview Towers Unit2
School District Des Plaines Community Consolidated School District 62
2109 Sprucewood AveDes Plaines, IL 60018
Estimated Value $404,000
Living Area 1,274 SqFt
Beds 3
Baths 1
Year Built 1955
Property Type Single Family
Ownership Type Individual
APN 09-30-404-001-0000
Subdivision Douglas Manor
School District Des Plaines Community Consolidated School District 62
1923 Greenleaf AveDes Plaines, IL 60018
Estimated Value $400,000
Living Area 1,109 SqFt
Beds 3
Baths 1.5
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 09-33-119-003-0000
Subdivision Zaris Sub
School District Des Plaines Community Consolidated School District 62
9626 W Higgins Rd #3DNRosemont, IL 60018
Estimated Value $202,000
Living Area 918 SqFt
Beds 2
Baths 1
Year Built 1971
Property Type Condominium
Ownership Type Individual
APN 12-04-204-054-1020
Subdivision Executive Estates Condominium
School District Leyden Community High School District 212
2416 Birch StDes Plaines, IL 60018
Estimated Value $438,000
Living Area 2,041 SqFt
Beds 2
Baths 2.5
Year Built 2010
Property Type Townhouse
Ownership Type Individual
APN 09-33-101-048-0000
Subdivision Buckingham Courte
School District Des Plaines Community Consolidated School District 62
2893 Eisenhower DrDes Plaines, IL 60018
Estimated Value $394,000
Living Area 1,113 SqFt
Beds 3
Baths 2
Year Built 1960
Property Type Single Family
Ownership Type Related
APN 09-33-314-016-0000
Subdivision Terrace Manor
School District Des Plaines Community Consolidated School District 62
1736 Linden StDes Plaines, IL 60018
Estimated Value $257,000
Living Area 982 SqFt
Beds 2
Baths 1
Year Built 1944
Property Type Townhouse
Ownership Type Individual
APN 09-28-108-117-0000
Subdivision Whites Riverview
School District Des Plaines Community Consolidated School District 62
1679 S Elm StDes Plaines, IL 60018
Estimated Value $383,000
Living Area 1,762 SqFt
Beds 5
Baths 1.5
Year Built 1961
Property Type Single Family
Ownership Type Individual
APN 09-29-207-018-0000
Subdivision Browns Sub
School District Des Plaines Community Consolidated School District 62
9581 Maple DrRosemont, IL 60018
Estimated Value $872,000
Living Area 5,105 SqFt
Beds 12
Baths 6.5
Year Built 1969
Property Type Apt House 5+ Units
Ownership Type Individual
APN 12-03-102-072-0000
Subdivision Bocks Sub
School District Leyden Community High School District 212
1607 Howard AveDes Plaines, IL 60018
Estimated Value $323,000
Living Area 954 SqFt
Beds 3
Baths 2
Year Built 1966
Property Type Townhouse
Ownership Type Individual
APN 09-28-311-038-0000
Subdivision Touhy-Mannheim Indl 02
School District Des Plaines Community Consolidated School District 62
2708 Joseph AveDes Plaines, IL 60018
Estimated Value $401,000
Living Area 1,110 SqFt
Beds 3
Baths 2
Year Built 1959
Property Type Single Family
Ownership Type Mixed
APN 09-33-208-010-0000
Subdivision Pleasant Manor Unit1
School District Des Plaines Community Consolidated School District 62