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
Harrison St1,37032$335,3856,923 Sq.Ft.5/19/2025Harrison St Ext1N/AN/AN/AN/AN/AHartland Ct7843$1,309,5142,632 Sq.Ft.4/11/2025Hart St10N/AN/A$779,00011,739 Sq.Ft.3/14/2019Hartwell Ave7142$252,8461,744 Sq.Ft.4/18/2025Harvard Ave84042$227,2051,944 Sq.Ft.5/19/2025Haskins Ave3N/AN/AN/AN/AN/AHastings St11952$1,464,40048,368 Sq.Ft.5/6/2022Hastings St 11N/AN/AN/AN/AN/AHastings St 1231N/A3N/A2,766 Sq.Ft.3/9/2000Haussen Ct5952$651,1962,643 Sq.Ft.2/7/2025Hawthorne Pl41421$384,7601,648 Sq.Ft.5/21/2025Hayes Ave2832$495,0001,512 Sq.Ft.8/22/2024Hayford St10431$271,6631,092 Sq.Ft.12/7/2024Haynes Ct7842$519,5691,773 Sq.Ft.11/21/2024Hazel St5883$1,020,44410,017 Sq.Ft.5/21/2025Heath Ave3321$305,8621,313 Sq.Ft.10/30/2024Henderson St99942$730,1982,299 Sq.Ft.5/29/2025Henry Ct943$868,1112,106 Sq.Ft.6/18/2020Henry Ct V2821N/AN/A$205,000N/A3/7/2016Hermione St1242$519,4171,802 Sq.Ft.7/20/2023Hermitage Ave3,75642$610,1643,158 Sq.Ft.6/9/2025Hermitage & Jonquil1N/AN/AN/AN/AN/AHermosa Ave16031$228,6311,455 Sq.Ft.1/16/2025Hiawatha Ave16242$712,7182,854 Sq.Ft.5/28/2025Hickory Ave7N/AN/A$653,000180,571 Sq.Ft.3/9/2021Higgins Ave91032$329,5535,831 Sq.Ft.6/9/2025Higgins Rd7732$414,18950,659 Sq.Ft.3/27/2025Higgins Rd Un111$209,000540 Sq.Ft.2/14/2018Highbridge Ln1232$487,5001,988 Sq.Ft.7/20/2022Highland Ave27642$512,7205,124 Sq.Ft.5/6/2025Highland Avenue 3d121$239,0001,200 Sq.Ft.1/13/2022Hill14245N/A652,620 Sq.Ft.N/AHillock Ave18242$582,7771,963 Sq.Ft.4/4/2025Hill St94252N/A408,962 Sq.Ft.6/23/2014Hirsch St42642$451,2622,304 Sq.Ft.5/15/2025Hobart Ave5542$649,4812,123 Sq.Ft.4/30/2025Hobbie St8143$902,1362,245 Sq.Ft.7/9/2024Holbrook St5942$538,5421,835 Sq.Ft.3/17/2025Holland Rd2422$285,26722,540 Sq.Ft.11/25/2024Holly Ave3N/AN/AN/A144,092 Sq.Ft.5/4/2018Hollywood Ave36742$519,9644,746 Sq.Ft.5/27/2025Homan18N/A$530,0003,978 Sq.Ft.10/26/2021Homan Ave1,83142$330,0022,593 Sq.Ft.5/28/2025Homer St31642$912,1353,476 Sq.Ft.6/3/2025Homewood Ave11242$256,3492,349 Sq.Ft.4/17/2025Honore St2,14242$431,9792,140 Sq.Ft.6/6/2025Honore St 11N/AN/AN/AN/A2/8/1996Hood Ave31342$579,4922,607 Sq.Ft.5/16/2025Hooker St162N/A$260,00033,465 Sq.Ft.8/25/2022Hopkins Pl1453$647,5832,975 Sq.Ft.7/1/2022Hortense Ave8131$462,9381,324 Sq.Ft.5/29/2025Houston Ave70442$219,6921,799 Sq.Ft.4/1/2025Howard St33252$399,4514,212 Sq.Ft.6/9/2025Howe St28643$1,741,2874,706 Sq.Ft.5/7/2025Howe St Gu2121N/AN/A$186,000N/A9/3/2013Howe St P-1751N/AN/A$2,120,000N/AN/AHowe St P-1761N/AN/A$2,120,000N/AN/AHowe St P-1771N/AN/A$2,120,000N/AN/AHowland Ave1542$392,5332,161 Sq.Ft.11/4/2016Hoxie Ave97931$196,6611,384 Sq.Ft.5/16/2025Hoyne1N/AN/AN/AN/A7/28/2016Hoyne Ave2,94942$651,4183,271 Sq.Ft.5/29/2025Hubbard St92252$592,76217,345 Sq.Ft.6/3/2025Hubbard St 5001N/AN/AN/AN/AN/AHudson Ave52043$1,168,4554,231 Sq.Ft.5/30/2025Humboldt Blvd31373$850,1986,905 Sq.Ft.4/29/2025Humbolt Blvd322$471,0001,500 Sq.Ft.10/7/2021Hunt Ave1543$442,2002,528 Sq.Ft.4/29/2024Huntington St4432$539,7211,672 Sq.Ft.4/8/2024Hurlbut St1342$643,0001,997 Sq.Ft.8/4/2024Huron St4,33432$605,42321,356 Sq.Ft.6/2/2025Huron St 84201N/AN/AN/AN/AN/AHutchinson St58742$775,7762,453 Sq.Ft.4/25/2025Hutchinson St 2081N/AN/A$183,000N/AN/AHutchinson St 3334163$695,0003,297 Sq.Ft.N/AHyacinth St5032$518,7201,677 Sq.Ft.11/4/2024Hyde Park Blvd63472$430,4769,027 Sq.Ft.5/30/2025Ibsen St5732$627,1231,836 Sq.Ft.6/2/2025Ida B Wells Dr6N/AN/AN/A136,018 Sq.Ft.12/20/2024Illinois St99262$537,11712,569 Sq.Ft.6/2/2025Imlay St10632$516,0191,543 Sq.Ft.4/19/2025Independence Blvd203143$298,3197,202 Sq.Ft.4/23/2025Independence St332$200,6671,240 Sq.Ft.4/29/2020Indiana Ave5,10052$356,8203,717 Sq.Ft.6/6/2025Indiana Avenue 107133$226,0001,480 Sq.Ft.7/20/2004Indiana Avenue Gdns111$276,00013,988 Sq.Ft.8/31/2005Indiana Pkwy4033$825,7032,433 Sq.Ft.5/7/2025Indianapolis Ave8932$233,4174,757 Sq.Ft.2/28/2024Indian Rd6532$532,7781,594 Sq.Ft.11/3/2023Ingleside Ave1,03762$343,2824,423 Sq.Ft.5/20/2025Ingleside Avenue 21N/AN/A$148,000N/A10/29/2007Institute Pl101N/AN/A62,475 Sq.Ft.11/30/2023Ionia Ave12542$677,1681,879 Sq.Ft.5/27/2025Iowa St69642$588,4824,157 Sq.Ft.5/30/2025Irene Ave643$757,3333,132 Sq.Ft.3/8/2010Iron St30N/AN/A$284,33374,679 Sq.Ft.11/19/2021Irving Park Rd4,01132$333,2124,780 Sq.Ft.5/29/2025Irving Park Rd Gdn163$660,0002,480 Sq.Ft.6/25/2015Isham Ave5142$536,1801,754 Sq.Ft.4/21/20256136 Gage AveRosemont, IL 60018
Estimated Value $889,000
Living Area 4,325 SqFt
Beds 6
Baths 6
Year Built 1965
Property Type Apt House 5+ Units
Ownership Type Individual
APN 12-03-102-052-0000
Subdivision Bocks Sub
School District Leyden Community High School District 212
1756 Stockton AveDes Plaines, IL 60018
Estimated Value $240,000
Living Area 996 SqFt
Beds 3
Baths 2
Year Built 1945
Property Type Townhouse
Ownership Type Individual
APN 09-28-120-034-0000
Subdivision Carrothers & Brauns First
School District Des Plaines Community Consolidated School District 62
2247 Westview DrDes Plaines, IL 60018
Estimated Value $328,000
Living Area 1,140 SqFt
Beds 3
Baths 1.5
Year Built 1951
Property Type Single Family
Ownership Type Individual
APN 09-29-302-013-0000
Municipality MAINE
School District Des Plaines Community Consolidated School District 62
6028 N Emerson StRosemont, IL 60018
Estimated Value $544,000
Living Area 1,131 SqFt
Beds 3
Baths 1.5
Year Built 1964
Property Type Single Family
Ownership Type Multiple
APN 12-04-218-016-0000
Subdivision Martineks Sub
School District Leyden Community High School District 212
1759 Greenleaf AveDes Plaines, IL 60018
Estimated Value $368,000
Living Area 1,131 SqFt
Beds 3
Baths 1
Year Built 1961
Property Type Single Family
Ownership Type Related
APN 09-33-106-020-0000
Subdivision Glen Acres/O Salinger & Compan
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
2812 S Scott StDes Plaines, IL 60018
Estimated Value $377,000
Living Area 1,469 SqFt
Beds 3
Baths 1.5
Year Built 1956
Property Type Single Family
Ownership Type Individual
APN 09-33-314-007-0000
Subdivision Courtesy Gardens
School District Des Plaines Community Consolidated School District 62
2072 Halsey DrDes Plaines, IL 60018
Estimated Value $350,000
Living Area 1,408 SqFt
Beds 3
Baths 1
Year Built 1955
Property Type Single Family
Ownership Type Individual
APN 09-33-402-034-0000
Subdivision Town Improvement Corp Desplaines Country
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
1857 Circle StDes Plaines, IL 60018
Estimated Value $488,000
Living Area 2,112 SqFt
Beds 6
Baths 2
Year Built 1904
Property Type Duplex 2 Units
Ownership Type Individual
APN 09-29-223-003-0000
Subdivision Riverside/Whipple Add
School District Des Plaines Community Consolidated School District 62
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
2720 Pearle DrDes Plaines, IL 60018
Estimated Value $390,000
Living Area 1,125 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 09-33-209-023-0000
Subdivision Pleasant Manor Unit2
School District Des Plaines Community Consolidated School District 62
1874 Webster LnDes Plaines, IL 60018
Estimated Value $285,000
Living Area 1,804 SqFt
Beds 4
Baths 2
Year Built 1940
Property Type Single Family
Ownership Type Individual
APN 09-29-100-054-0000
Subdivision Oakton Gardens
School District Des Plaines Community Consolidated School District 62
1970 Spruce AveDes Plaines, IL 60018
Estimated Value $343,000
Living Area 1,107 SqFt
Beds 3
Baths 1
Year Built 1956
Property Type Single Family
Ownership Type Individual
APN 09-29-225-050-0000
Subdivision Bakers Add To Riverview
School District Des Plaines Community Consolidated School District 62
1703 Lunt AveDes Plaines, IL 60018
Estimated Value $992,000
Living Area 3,272 SqFt
Beds 5
Baths 3.5
Year Built 2007
Property Type Single Family
Ownership Type Individual
APN 09-33-107-009-0000
Subdivision Oliver Salinger & Companys Gl
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