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
Racine Ave3,91642$581,6025,495 Sq.Ft.6/12/2025Racine Avenue 1132$509,0002,200 Sq.Ft.12/20/2018Racine Avenue 1b1N/AN/A$866,00017,100 Sq.Ft.N/ARacine Avenue 2132$485,0001,600 Sq.Ft.7/22/2020Racine Avenue 3132$503,0001,600 Sq.Ft.10/15/2020Racine Avenue 4132$506,0001,500 Sq.Ft.10/14/2022Railroad11N/AN/A$1,805,000N/A2/3/2021Randolf St1N/AN/AN/AN/AN/ARandolph Dr1N/AN/AN/AN/AN/ARandolph St3,14642$556,24919,998 Sq.Ft.5/30/2025Randolph St 35301N/AN/A$503,000N/AN/ARandolph St 36011N/AN/A$483,000N/AN/ARascher Ave61342$486,3795,018 Sq.Ft.5/14/2025Raven St20632$383,9602,360 Sq.Ft.6/2/2025Ravenswood Ave89742$588,30310,625 Sq.Ft.6/2/2025Ravenswood Avenue A132$302,0001,214 Sq.Ft.3/27/2014Redwood Dr2242$592,5501,750 Sq.Ft.11/26/2021Reilly Ter1531$270,0001,067 Sq.Ft.6/27/2024Reserve Ave10142$491,0693,356 Sq.Ft.3/19/2025Reta Ave8953$998,1144,095 Sq.Ft.4/17/2025Rhodes Ave1,29862$268,7462,781 Sq.Ft.5/23/2025Rice St67542$565,2263,784 Sq.Ft.5/29/2025Richards Dr G31N/AN/A$160,000N/AN/ARichmond St2,26442$501,8462,632 Sq.Ft.6/2/2025Ridge Ave32152$439,8345,365 Sq.Ft.5/27/2025Ridge Blvd84342$270,32910,588 Sq.Ft.5/8/2025Ridgeland Ave49852$278,1843,248 Sq.Ft.5/28/2025Ridge Rd4N/AN/A$322,000N/AN/ARidgeway Ave2,24242$439,7592,426 Sq.Ft.6/6/2025Ridgewood Ct6062$669,1963,834 Sq.Ft.1/9/2025Ritchie Ct37822$534,2261,431 Sq.Ft.4/19/2025Ritchie Ct 2602122$496,0001,040 Sq.Ft.9/25/2017Riverdale Ave7231$94,000755 Sq.Ft.2/24/2025River Loft Ct311$452,6671,090 Sq.Ft.4/14/2025River Rd11N/AN/AN/AN/AN/ARiversedge Ter11722$353,4691,410 Sq.Ft.5/23/2025Riverside Plz13N/AN/A$170,000917,857 Sq.Ft.2/10/2015Riverview Pkwy1433$551,5002,328 Sq.Ft.9/24/2022River Walk Dr1822$559,9441,729 Sq.Ft.8/18/2023Riverwalk Dr1733$918,1762,416 Sq.Ft.12/28/2024Riverwalk St1433$970,2141,809 Sq.Ft.8/19/2024Robinson Ave4N/AN/A$271,000N/A8/15/2018Robinson St5N/AN/AN/A9,800 Sq.Ft.N/ARockwell St2,94242$477,8044,575 Sq.Ft.6/6/2025Rockwell St 102133$692,00021,048 Sq.Ft.2/12/2021Rockwell St 201133$521,0001,700 Sq.Ft.8/12/2023Rockwell St 202122$517,0001,200 Sq.Ft.3/17/2021Rockwell St 203132$546,0001,600 Sq.Ft.4/1/2022Rockwell St 204111$291,00021,048 Sq.Ft.3/29/2021Rockwell St 301133$535,00021,048 Sq.Ft.2/18/2016Rockwell St 302122$512,0001,400 Sq.Ft.8/10/2022Rockwell St 303122$521,00021,048 Sq.Ft.10/7/2024Rockwell St 304111$327,0001,000 Sq.Ft.6/9/2015Rockwell St 401122$513,0001,350 Sq.Ft.9/4/2015Rockwell St 402122$429,00021,048 Sq.Ft.5/1/2015Rockwell St 403122$500,0001,300 Sq.Ft.8/19/2024Rockwell St 404122$507,0001,350 Sq.Ft.8/27/2021Rogers Ave30042$436,0694,957 Sq.Ft.2/14/2025Roosevelt Ave1N/AN/AN/AN/AN/ARoosevelt Rd905143$351,12123,270 Sq.Ft.5/21/2025Roosevelt Rd 11N/AN/AN/AN/AN/ARoot St13342$392,3255,659 Sq.Ft.5/28/2025Roscoe St2,21842$650,5503,910 Sq.Ft.5/29/2025Roscoe St 2121$129,0009,582 Sq.Ft.9/2/2010Roscoe St C132$610,0002,019 Sq.Ft.1/31/2008Rosedale Ave19042$566,4472,050 Sq.Ft.4/14/2025Rosehill Dr4742$894,1113,599 Sq.Ft.1/15/2025Rosemont Ave47632$364,1487,156 Sq.Ft.6/3/2025Rose St3N/AN/AN/A13,250 Sq.Ft.5/9/2023Roslyn Pl5843$1,192,3165,307 Sq.Ft.2/12/2025Roslyn Place B122$600,0001,470 Sq.Ft.11/24/2020Ross Ave1352$277,5002,609 Sq.Ft.1/12/2022Rr584$284,0003,300 Sq.Ft.5/19/2004Ruble St9842$482,1192,199 Sq.Ft.4/19/2025Rumsey Ave331$231,0001,030 Sq.Ft.2/19/2013Rundell Pl1643$867,1434,625 Sq.Ft.3/1/2024Rundell Place 15144$1,281,0002,383 Sq.Ft.3/23/2023Rush St67414N/A41,614 Sq.Ft.2/18/2025Rutherford Ave1,12031$403,0421,362 Sq.Ft.6/6/2025Sacramento1N/AN/AN/AN/AN/ASacramento Ave2,41742$441,8032,577 Sq.Ft.6/6/2025Sacramento Blvd22662$464,63312,873 Sq.Ft.4/25/2025Sacramento Dr4N/AN/AN/AN/AN/ASaginaw Ave77742$224,6291,885 Sq.Ft.5/22/2025Saint Clair St24622$351,45427,884 Sq.Ft.6/2/2025Saint Georges Ct1242$655,0001,937 Sq.Ft.6/24/2024Saint Helen St442$593,0001,602 Sq.Ft.10/27/2022Saint James Pl7032$591,2172,246 Sq.Ft.3/28/2025Saint Johns Ct1432$628,0712,073 Sq.Ft.2/13/2023Saint Joseph Ave2632$485,6541,451 Sq.Ft.2/3/2025Saint Lawrence Ave1,55552$312,5882,466 Sq.Ft.5/27/2025Saint Louis Ave2,70442$439,9562,716 Sq.Ft.6/3/2025Saint Louis Avenue Gdn121$248,0001,200 Sq.Ft.9/17/2018Saint Mary St642$765,6671,980 Sq.Ft.4/17/2024Saint Michaels Ct2932$1,027,95812,998 Sq.Ft.4/11/2025Saint Paul Ave78622$461,4851,458 Sq.Ft.6/5/2025Salt St1N/AN/AN/A110,428 Sq.Ft.4/15/2021Sandburg Ter2,13311$334,697898 Sq.Ft.5/22/2025Sangamon5N/AN/A$469,8004,394 Sq.Ft.7/23/2020Sangamon St2,89332$311,3104,766 Sq.Ft.5/27/20252180 Webster LnDes Plaines, IL 60018
Estimated Value $468,000
Living Area 1,621 SqFt
Beds 4
Baths 2
Year Built 1963
Property Type Single Family
Ownership Type Individual
APN 09-29-306-044-0000
Subdivision Lakeview Towers 03
School District Des Plaines Community Consolidated School District 62
2664 S Craig DrDes Plaines, IL 60018
Estimated Value $376,000
Living Area 1,105 SqFt
Beds 3
Baths 1.5
Year Built 1959
Property Type Single Family
Ownership Type Multiple
APN 09-33-210-015-0000
Subdivision Pleasant Manor Unit3
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
2648 Joseph AveDes Plaines, IL 60018
Estimated Value $314,000
Living Area 1,110 SqFt
Beds 3
Baths 1
Year Built 1958
Property Type Single Family
Ownership Type Individual
APN 09-33-207-031-0000
Subdivision Pleasant Manor Subdivision
School District Des Plaines Community Consolidated School District 62
1855 Birch StDes Plaines, IL 60018
Estimated Value $340,000
Living Area 1,248 SqFt
Beds 3
Baths 2
Year Built 1962
Property Type Single Family
Ownership Type Individual
APN 09-28-126-006-0000
Subdivision Unitb O W Blumes Sub Number2
School District Des Plaines Community Consolidated School District 62
2761 Rusty DrDes Plaines, IL 60018
Estimated Value $373,000
Living Area 1,197 SqFt
Beds 3
Baths 1.5
Year Built 1968
Property Type Single Family
Ownership Type Multiple
APN 09-33-203-030-0000
Subdivision Maple Grove
School District Des Plaines Community Consolidated School District 62
1859 Pine CtDes Plaines, IL 60018
Estimated Value $271,000
Living Area 1,152 SqFt
Beds 3
Baths 1.5
Year Built 1960
Property Type Townhouse
Ownership Type Individual
APN 09-29-220-157-0000
Subdivision Superior Homes In Desplaines
School District Des Plaines Community Consolidated School District 62
2063 Cedar StDes Plaines, IL 60018
Estimated Value $367,000
Living Area 1,700 SqFt
Beds 3
Baths 2
Year Built 1952
Property Type Single Family
Ownership Type Related
APN 09-28-302-019-0000
Municipality MAINE
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
1850 Stockton AveDes Plaines, IL 60018
Estimated Value $369,000
Living Area 1,037 SqFt
Beds 3
Baths 1
Year Built 1961
Property Type Single Family
Ownership Type Individual
APN 09-28-118-025-0000
Subdivision First Add To Mckay Nealis
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
2105 Lee StDes Plaines, IL 60018
Estimated Value $425,000
Living Area 1,194 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 09-29-407-001-0000
Subdivision Howard Highlands Unit1
School District Des Plaines Community Consolidated School District 62
2032 Welwyn AveDes Plaines, IL 60018
Estimated Value $78,000
Living Area 1,090 SqFt
Beds 4
Baths 3
Year Built 1950
Property Type Vacant Land General
Ownership Type Corporate
APN 09-28-410-004-0000
Subdivision Salingers Touhy Ave Sub
School District Des Plaines Community Consolidated School District 62
2234 Webster LnDes Plaines, IL 60018
Estimated Value $343,000
Living Area 1,535 SqFt
Beds 3
Baths 2
Year Built 1960
Property Type Single Family
Ownership Type Corporate
APN 09-29-302-198-0000
Municipality MAINE
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
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