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
Lake Shore Dr 32c122$995,0001,850 Sq.Ft.2/21/2018Lake Shore Dr 407111$195,000750 Sq.Ft.N/ALake Shore Dr 4a222$452,0001,375 Sq.Ft.10/5/2023Lake Shore Dr 6a1N/AN/A$347,000N/A6/12/1996Lake Shore Dr 8a1N/AN/A$951,000N/A9/7/2000Lake Shore Plz1N/AN/A$859,000N/A10/15/1998Lakeside Pl22372$382,0464,846 Sq.Ft.4/22/2025Lake St1,010163$441,13138,049 Sq.Ft.5/16/2025Lakeview Ave2,03022$788,3911,603 Sq.Ft.6/2/2025Lakeview Avenue 2210133$688,000N/A11/12/2015Lakewood Ave1,08643$1,041,0434,976 Sq.Ft.5/30/2025Lakewood Avenue 11N/AN/AN/AN/A5/10/2023Lakewood Avenue 2111$406,00022,428 Sq.Ft.1/30/2020Lambert Ave4N/AN/A$314,667N/A9/3/2013Lamon Ave67432$374,4501,964 Sq.Ft.5/29/2025Landers Ave4332$585,5711,635 Sq.Ft.10/7/2024Langley Ave1,18952$340,0093,288 Sq.Ft.4/28/2025Lansing Ave3832$647,9141,768 Sq.Ft.7/25/2024Laporte Ave59632$387,0251,734 Sq.Ft.5/21/2025Larabee St 11N/AN/A$985,000N/AN/ALarabee St 21N/AN/A$958,000N/AN/ALarabee St 31N/AN/A$1,145,000N/AN/ALaramie Ave1,38742$372,1603,249 Sq.Ft.5/25/2025Larchmont Ave16632$650,7981,888 Sq.Ft.6/4/2025Larcom Ave4N/AN/AN/AN/AN/ALarned Ave3531$458,5711,467 Sq.Ft.5/27/2025Larrabee St2,20922$482,9984,808 Sq.Ft.5/30/2025La Salle1N/AN/AN/AN/AN/ALa Salle Dr2,18832$429,94626,759 Sq.Ft.5/29/2025La Salle Front St1N/AN/AN/AN/AN/ALa Salle St2,30431$261,38132,340 Sq.Ft.5/29/2025Lasalle St4444$425,50021,321 Sq.Ft.N/ALas Casas Ave1232$634,4441,824 Sq.Ft.5/26/2022Latham Ave131$395,0001,200 Sq.Ft.10/26/1999Latrobe Ave90432$345,5651,737 Sq.Ft.4/7/2025Lavergne Ave79042$379,3302,223 Sq.Ft.5/2/2025Lawler Ave79442$356,9801,755 Sq.Ft.5/29/2025Lawler Avenue 5025163$646,0004,540 Sq.Ft.9/23/2014Lawndale Ave2,55542$440,6842,800 Sq.Ft.6/9/2025Lawndale Avenue 11N/A3N/A4,812 Sq.Ft.11/9/2000Lawndale Avenue Pu2133$334,0002,100 Sq.Ft.2/24/2016Lawrence Ave1,58452$412,9707,356 Sq.Ft.6/2/2025Lawson Ave1N/AN/AN/AN/AN/ALeader Ave9942$627,0611,774 Sq.Ft.9/19/2024Leamington Ave95932$346,2632,274 Sq.Ft.5/5/2025Leavenworth Ave1221$448,8575,604 Sq.Ft.6/8/2023Leavitt St2,28542$762,8513,408 Sq.Ft.6/2/2025Leclaire Ave1,00642$361,8822,232 Sq.Ft.4/18/2025Lee Pkwy1832$533,2221,754 Sq.Ft.3/15/2019Lee Pl1542$850,0003,058 Sq.Ft.11/8/2016Legett Ave9942$660,2931,883 Sq.Ft.3/24/2025Lehigh Ave4632$539,7883,373 Sq.Ft.11/11/2024Lehmann Ct5632$973,76814,000 Sq.Ft.3/19/2025Leland Ave1,56142$502,8094,050 Sq.Ft.5/22/2025Leland Avenue 1233$403,0001,700 Sq.Ft.2/22/2019Leland Avenue 2222$363,0001,025 Sq.Ft.9/2/2021Leland Avenue 3221$261,00021,000 Sq.Ft.2/4/2025Leland Avenue 3n122$368,0008,800 Sq.Ft.6/15/2017Leland Avenue 3s122$337,000905 Sq.Ft.5/15/2019Le Mai Ave6542$693,2101,911 Sq.Ft.10/24/2024Lemont Ave3942$859,5002,469 Sq.Ft.3/7/2022Le Moyne Ave2N/AN/A$814,000N/AN/ALe Moyne St44142$630,0273,721 Sq.Ft.5/9/2025Lenox Ave7942$685,4301,842 Sq.Ft.3/6/2025Leona Ave6532$701,2001,897 Sq.Ft.5/7/2025Leonard Ave6532$521,3914,022 Sq.Ft.2/28/2025Leoti Ave7442$678,4621,927 Sq.Ft.3/10/2025Leroy Ave5742$682,0541,880 Sq.Ft.10/1/2024Lessing St1434$959,0009,543 Sq.Ft.6/24/2021Lester Ave7721$206,5717,210 Sq.Ft.9/30/2024Lexington Ave1N/AN/AN/AN/AN/ALexington St1,04553$432,7633,744 Sq.Ft.5/22/2025Leyden Ave2542$162,2672,325 Sq.Ft.9/9/2024Liano Ave5131$447,7061,391 Sq.Ft.2/17/2025Liberty St34152$748,50018,748 Sq.Ft.7/8/2024Lieb Ave8032$475,9751,702 Sq.Ft.4/14/2025Lightfoot Ave2542$878,2802,450 Sq.Ft.3/7/2022Lill Ave22143$1,378,1673,809 Sq.Ft.5/6/2025Lincoln Ave2,71142$650,5816,973 Sq.Ft.6/6/2025Lincoln Park1,71322$505,8367,133 Sq.Ft.6/9/2025Lincoln Park West 12c133$760,0007,200 Sq.Ft.12/29/2004Lincoln Park West 81N/AN/A$972,000N/A9/19/2013Lincoln Park West 8d132$702,0007,200 Sq.Ft.3/6/2024Lincoln Park West 8 D1N/AN/A$513,0007,200 Sq.Ft.N/ALincoln Park West 9c1N/AN/A$711,0007,200 Sq.Ft.7/6/2007Lind Ave4332$450,9771,563 Sq.Ft.8/15/2024Linden Ave542$589,8001,805 Sq.Ft.6/1/2011Linden Pl6143$730,6154,641 Sq.Ft.4/30/2025Linder Ave87732$381,4822,398 Sq.Ft.5/7/2025Lipps Ave12N/AN/AN/A31,728 Sq.Ft.2/13/2025Lister Ave12232$649,8147,041 Sq.Ft.4/16/2025Lithuanian Plaza Ct6453$286,0002,859 Sq.Ft.4/15/2025Lithuania Plaza Ct1N/AN/AN/AN/AN/ALituanica Ave15553$528,8792,416 Sq.Ft.5/30/2025Livermore Ave1142$737,6672,434 Sq.Ft.3/31/2017Lloyd Ave2342$497,6961,636 Sq.Ft.10/16/2023Lock St6642$533,7591,999 Sq.Ft.5/27/2025Lockwood Ave1,21242$360,4902,459 Sq.Ft.6/2/2025Locust1N/AN/AN/AN/AN/ALocust St5333$878,9781,832 Sq.Ft.2/7/20256128 Ruby StRosemont, IL 60018
Estimated Value $422,000
Living Area 1,717 SqFt
Beds 4
Baths 2.5
Year Built 1953
Property Type Single Family
Ownership Type Individual
APN 12-04-213-029-0000
Subdivision Dyniewiczs Higgins Devon
School District Leyden Community High School District 212
1048 Irwin AveDes Plaines, IL 60018
Estimated Value $465,000
Living Area 1,131 SqFt
Beds 3
Baths 1.5
Year Built 1962
Property Type Single Family
Ownership Type Individual
APN 09-29-101-152-0000
Subdivision Orchard Lake
School District Des Plaines Community Consolidated School District 62
2081 Pine St #EDes Plaines, IL 60018
Estimated Value $266,000
Living Area 1,152 SqFt
Beds 3
Baths 1.5
Year Built 1961
Property Type Townhouse
Ownership Type Individual
APN 09-29-409-079-0000
Subdivision Terrsal Park
School District Des Plaines Community Consolidated School District 62
1646 Ash StDes Plaines, IL 60018
Estimated Value $349,000
Living Area 1,114 SqFt
Beds 3
Baths 1
Year Built 1949
Property Type Single Family
Ownership Type Individual
APN 09-29-201-025-0000
Subdivision Enderlin Juniors Desplaines
School District Des Plaines Community Consolidated School District 62
1820 Birch StDes Plaines, IL 60018
Estimated Value $395,000
Living Area 1,369 SqFt
Beds 3
Baths 1.5
Year Built 1961
Property Type Single Family
Ownership Type Related
APN 09-28-125-008-0000
Subdivision O W Blumes 02
School District Des Plaines Community Consolidated School District 62
1685 Buckingham DrDes Plaines, IL 60018
Estimated Value $414,000
Living Area 1,896 SqFt
Beds 3
Baths 2.5
Year Built 2009
Property Type Townhouse
Ownership Type Individual
APN 09-33-104-073-0000
Subdivision Buckingham Pointe
School District Des Plaines Community Consolidated School District 62
9630 W Higgins Rd #3CRosemont, IL 60018
Estimated Value $196,000
Living Area 855 SqFt
Beds 2
Baths 1
Year Built 1968
Property Type Condominium
Ownership Type Individual
APN 12-04-204-051-1013
Subdivision Executive Estates Condominium
School District Leyden Community High School District 212
2251 Spruce AveDes Plaines, IL 60018
Estimated Value $511,000
Living Area 2,168 SqFt
Beds 4
Baths 2.5
Year Built 1972
Property Type Single Family
Ownership Type Individual
APN 09-29-412-011-0000
Subdivision Academy Of Saint Patrick
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
2131 Elmira AveDes Plaines, IL 60018
Estimated Value $966,000
Living Area 3,798 SqFt
Beds 5
Baths 3.5
Year Built 2001
Property Type Single Family
Ownership Type Trust
APN 09-30-403-028-0000
Subdivision Delgados 06
School District Des Plaines Community Consolidated School District 62
2075 Lee StDes Plaines, IL 60018
Estimated Value $376,000
Living Area 1,079 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 09-29-405-008-0000
Subdivision Howard Highlands Unit1
School District Des Plaines Community Consolidated School District 62
1317 Briar CtDes Plaines, IL 60018
Estimated Value $485,000
Living Area 1,593 SqFt
Beds 3
Baths 1.5
Year Built 1948
Property Type Single Family
Ownership Type Multiple
APN 09-29-204-003-0000
Subdivision Enderlin Juniors Desplaines
School District Des Plaines Community Consolidated School District 62
1692 Buckingham DrDes Plaines, IL 60018
Estimated Value $431,000
Living Area 1,896 SqFt
Beds 3
Baths 2.5
Year Built 2009
Property Type Townhouse
Ownership Type Individual
APN 09-33-104-090-0000
Subdivision Buckingham Pointe
School District Des Plaines Community Consolidated School District 62
2030 Birchwood AveDes Plaines, IL 60018
Estimated Value $491,000
Living Area 2,766 SqFt
Beds 4
Baths 2.5
Year Built 1993
Property Type Single Family
Ownership Type Individual
APN 09-28-302-045-0000
Subdivision Birchwood Sub
School District Des Plaines Community Consolidated School District 62
2655 Eisenhower DrDes Plaines, IL 60018
Estimated Value $282,000
Living Area 884 SqFt
Beds 2
Baths 1
Year Built 1952
Property Type Single Family
Ownership Type Individual
APN 09-33-111-021-0000
Subdivision Town Improvement Corp Desplaines
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