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
Spaulding Avenue 1e221$183,00023,564 Sq.Ft.9/27/2007Spaulding Avenue 1w221$186,50023,564 Sq.Ft.9/10/2007Spaulding Avenue 2e1N/AN/A$216,00023,564 Sq.Ft.6/30/2009Spaulding Avenue 2w121$213,00023,564 Sq.Ft.8/29/2022Spaulding Avenue 3e2N/AN/A$179,00023,564 Sq.Ft.2/20/2009Spaulding Avenue 3w111$140,00023,564 Sq.Ft.6/12/2020Spaulding Front Ave142$432,0002,514 Sq.Ft.7/6/2012Spencer St1N/AN/AN/AN/AN/ASpokane Ave5742$657,9432,335 Sq.Ft.7/11/2022S Prairie Ave1N/AN/A$400,000N/AN/AS Prairie Pkwy7N/AN/A$280,571N/AN/ASpringfield Ave2,51342$436,9292,357 Sq.Ft.6/4/2025Stark St3243$670,7502,192 Sq.Ft.1/14/2025State Line Rd9131$239,8791,101 Sq.Ft.5/21/2024State Parkway Un123$1,306,0002,755 Sq.Ft.10/18/2022State Pkwy1,32622$729,6413,552 Sq.Ft.5/30/2025State Pky Com112N/A6,509 Sq.Ft.N/AState Rd5N/AN/AN/A43,078 Sq.Ft.11/12/2007State St7,18252$349,1609,058 Sq.Ft.6/2/2025State Stt221$420,0001,200 Sq.Ft.7/24/2004Station St7N/AN/A$762,000N/AN/AStave St9843$851,5522,480 Sq.Ft.8/9/2024Stetson Ave1N/AN/AN/A115,600 Sq.Ft.10/15/2013Steuben St3531$246,4001,010 Sq.Ft.5/20/2024Stewart Ave1,05642$281,4153,336 Sq.Ft.5/28/2025St Louis Ave2N/AN/AN/AN/AN/AStone St41183$6,163,000114,099 Sq.Ft.2/23/2017Stony Island Ave690163$321,56211,136 Sq.Ft.5/24/2025Stratford Pl19542$518,0212,840 Sq.Ft.3/31/2025Streeter Dr9N/AN/AN/A4,142 Sq.Ft.1/31/2025Strong St19132$486,1381,606 Sq.Ft.5/13/2025Sullivan St4184N/AN/A20,019 Sq.Ft.10/16/2015Summerdale Ave1,04442$509,1243,570 Sq.Ft.5/23/2025Summit Ave12122$583,0003,564 Sq.Ft.12/29/2015Sunnyside Ave91542$567,7904,644 Sq.Ft.6/5/2025Superior St3,12342$824,8785,135 Sq.Ft.6/4/2025Superior St P-540122$522,0001,100 Sq.Ft.N/ASurf St51242$613,7705,524 Sq.Ft.5/28/2025Surrey Ct2443$2,247,2502,773 Sq.Ft.4/22/2022Sutton Pl4343$1,542,6053,392 Sq.Ft.4/28/2025Swann St7831$210,8691,181 Sq.Ft.11/2/2023Taft Ave1N/AN/AN/AN/AN/ATahoma Ave7632$663,2111,936 Sq.Ft.2/11/2025Talcott Ave14432$460,6363,588 Sq.Ft.4/14/2025Talman Ave2,49742$458,8902,558 Sq.Ft.5/27/2025Tan Ct5232$465,9801,348 Sq.Ft.7/30/2024Taylor St48773$637,68710,895 Sq.Ft.4/28/2025Terra Cotta Pl8022$546,1381,551 Sq.Ft.5/30/2025Thatcher Ave342$404,6671,570 Sq.Ft.2/25/2021Thatcher Avenue Hse142$442,0001,556 Sq.Ft.1/10/2020Thomas Barclay Dr733$649,8332,110 Sq.Ft.4/14/2022Thomas St79143$664,0983,199 Sq.Ft.5/30/2025Thome Ave21742$448,0214,344 Sq.Ft.3/25/2025Thompson Dr9N/AN/AN/AN/AN/AThorndale Ave42942$580,2025,263 Sq.Ft.4/21/2025Thorndale St131$735,0001,366 Sq.Ft.N/AThroop Pkwy833$1,026,6252,256 Sq.Ft.2/24/2022Throop St2,04242$346,3792,964 Sq.Ft.5/28/2025Tilden Ave18N/AN/AN/AN/AN/ATilden Pl1N/AN/AN/AN/AN/ATilden St6N/AN/AN/AN/AN/AToll Rd6N/AN/AN/AN/AN/ATom Pkwy2332$496,9571,521 Sq.Ft.11/17/2021Tonty Ave11242$743,3552,216 Sq.Ft.5/20/2025Tooker Pl1N/AN/AN/A66,400 Sq.Ft.10/10/2024Torrence Ave71242$228,5585,583 Sq.Ft.1/27/2025Touhy Ave1,15452$392,7625,112 Sq.Ft.5/9/2025Transit Ave2N/AN/AN/AN/A9/6/1995Tremont St2N/AN/AN/AN/AN/ATripp Ave2,20142$422,4852,523 Sq.Ft.5/28/2025Tripp Avenue 11N/AN/AN/AN/AN/ATrivia Ave1N/AN/AN/AN/AN/ATroy St3,07042$424,9542,466 Sq.Ft.5/29/2025Troy St Gdn122$276,00017,688 Sq.Ft.7/5/2022Trumbull Ave1,51642$322,1691,871 Sq.Ft.5/20/2025Turner Ave332$299,5001,364 Sq.Ft.10/17/2023Union Ave2,99942$320,0532,289 Sq.Ft.6/12/2025Union Front Ave182$256,0002,310 Sq.Ft.2/8/2022Unit142$688,0001,480 Sq.Ft.2/28/2024University Ave88552$419,0733,408 Sq.Ft.5/1/2025University Avenue 11N/AN/AN/AN/AN/AUniversity Ln3522$413,7143,693 Sq.Ft.5/30/2025Unknown5N/AN/AN/AN/A6/20/2014Upper Express Dr4N/AN/AN/A496,500 Sq.Ft.N/AUpper Harbor Dr1N/AN/AN/AN/AN/AUrban Ave4031$111,8251,002 Sq.Ft.4/25/2024Vacant St2N/AN/AN/AN/AN/AVan Buren1N/AN/AN/A5,400 Sq.Ft.6/17/2016Van Buren St3,47442$322,6399,157 Sq.Ft.6/10/2025Vanderpoel Ave16632$381,6131,795 Sq.Ft.4/25/2025Van Vlissingen Rd20231$153,7651,135 Sq.Ft.4/30/2025Vermont Ave9931$171,3261,230 Sq.Ft.1/27/2025Vernon1N/AN/AN/A43,000 Sq.Ft.N/AVernon Ave1,34252$281,3512,530 Sq.Ft.5/20/2025Vernon Park Pl9232$629,8255,039 Sq.Ft.4/10/2025Vernon Pl3N/AN/AN/AN/AN/AVictoria Avenue 1-A111$194,00019,360 Sq.Ft.10/24/2005Victoria Avenue 1-B111$182,000600 Sq.Ft.6/23/2021Victoria Avenue 1-C111$199,000700 Sq.Ft.7/9/2018Victoria Avenue 1-D111$183,00019,360 Sq.Ft.9/3/20241692 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
1776 Linden StDes Plaines, IL 60018
Estimated Value $273,000
Living Area 1,012 SqFt
Beds 2
Baths 1
Year Built 1943
Property Type Townhouse
Ownership Type Individual
APN 09-28-108-105-0000
Subdivision Riverview Add/Whites
School District Des Plaines Community Consolidated School District 62
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
10459 Betty CtRosemont, IL 60018
Estimated Value $803,000
Living Area 4,928 SqFt
Beds 12
Baths 9
Year Built 1968
Property Type Apt House 5+ Units
Ownership Type Individual
APN 09-32-213-029-0000
Subdivision Smigels Add To Rosemont
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
2714 S Craig DrDes Plaines, IL 60018
Estimated Value $370,000
Living Area 1,105 SqFt
Beds 3
Baths 1
Year Built 1959
Property Type Single Family
Ownership Type Individual
APN 09-33-210-022-0000
Subdivision Pleasant Manor Unit3
School District Des Plaines Community Consolidated School District 62
1346 Everett AveDes Plaines, IL 60018
Estimated Value $465,000
Living Area 1,908 SqFt
Beds 4
Baths 2.5
Year Built 1951
Property Type Single Family
Ownership Type Individual
APN 09-29-216-017-0000
Subdivision F C Enderlin Jrs Des Plaines
School District Des Plaines Community Consolidated School District 62
2650 S Craig DrDes Plaines, IL 60018
Estimated Value $329,000
Living Area 1,125 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 09-33-210-005-0000
Subdivision Pleasant Manor Unit3
School District Des Plaines Community Consolidated School District 62
1895 Fargo AveDes Plaines, IL 60018
Estimated Value $317,000
Living Area 1,062 SqFt
Beds 3
Baths 1.5
Year Built 1954
Property Type Single Family
Ownership Type Corporate
APN 09-28-309-012-0000
Subdivision West Welwyns
School District Des Plaines Community Consolidated School District 62
2418 Birch StDes Plaines, IL 60018
Estimated Value $444,000
Living Area 2,041 SqFt
Beds 3
Baths 2.5
Year Built 2010
Property Type Townhouse
Ownership Type Individual
APN 09-33-101-049-0000
Subdivision Buckingham Courte
School District Des Plaines Community Consolidated School District 62
6121 Byron StRosemont, IL 60018
Estimated Value $774,000
Living Area 2,231 SqFt
Beds 4
Baths 2.5
Year Built 1992
Property Type Single Family
Ownership Type Individual
APN 12-04-212-063-0000
Subdivision Swede Anderson
School District Leyden Community High School District 212
2086 Spruce AveDes Plaines, IL 60018
Estimated Value $414,000
Living Area 1,177 SqFt
Beds 4
Baths 1.5
Year Built 1960
Property Type Single Family
Ownership Type Related
APN 09-29-405-019-0000
Subdivision Howard Highlands Unit1
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
1109 Irwin AveDes Plaines, IL 60018
Estimated Value $436,000
Living Area 1,131 SqFt
Beds 3
Baths 1.5
Year Built 1960
Property Type Single Family
Ownership Type Related
APN 09-29-102-011-0000
Subdivision Orchard Lake
School District Des Plaines Community Consolidated School District 62
2697 Joseph AveDes Plaines, IL 60018
Estimated Value $424,000
Living Area 1,462 SqFt
Beds 3
Baths 2.5
Year Built 1958
Property Type Single Family
Ownership Type Individual
APN 09-33-209-011-0000
Subdivision Pleasant Manor Unit2
School District Des Plaines Community Consolidated School District 62
2766 S Scott StDes Plaines, IL 60018
Estimated Value $401,000
Living Area 1,344 SqFt
Beds 3
Baths 1.5
Year Built 1951
Property Type Single Family
Ownership Type Individual
APN 09-33-113-007-0000
Subdivision Town Improvement Corp Desplaines
School District Des Plaines Community Consolidated School District 62