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
Anchor Dr1423$497,7142,115 Sq.Ft.9/16/2023Ancona St3133$775,0972,662 Sq.Ft.2/24/2025Anthon Ave5432$528,2041,560 Sq.Ft.9/27/2024Anthon Avenue 1n1N/AN/A$183,000N/A7/20/2007Anthon Avenue 3n1N/AN/A$255,000N/A8/24/2007Anthon Avenue Gs122$213,000750 Sq.Ft.7/15/2016Anthony1N/AN/AN/AN/AN/AAnthony Ave32731$228,5032,513 Sq.Ft.5/15/2025Arbor Pl4N/AN/AN/AN/A7/10/2019Arcade Pl132N/A$206,000161,314 Sq.Ft.1/27/2025Archer Ave2,46643$320,1297,332 Sq.Ft.6/3/2025Archer Avenue A1122$183,0001,000 Sq.Ft.5/26/2017Archer Avenue A2122$180,000900 Sq.Ft.6/1/2023Archer Avenue A3122$197,0001,400 Sq.Ft.8/11/2015Archer Avenue B1122$222,0001,200 Sq.Ft.10/16/2020Archer Avenue B2122$201,0001,400 Sq.Ft.1/31/2014Archer Avenue B3122$166,0001,400 Sq.Ft.3/13/2014Archer Avenue C11N/AN/A$167,00010,920 Sq.Ft.3/29/2002Archer Avenue C21N/AN/A$167,00010,920 Sq.Ft.N/AArcher Avenue C3122$231,0001,200 Sq.Ft.10/18/2022Arch St4332$485,8841,580 Sq.Ft.3/7/2025Ardmore Ave39342$555,7983,927 Sq.Ft.5/28/2025Argyle St75152$587,1373,779 Sq.Ft.5/28/2025Arlington Pl17762$1,216,7255,458 Sq.Ft.4/28/2025Arlington St274$342,5003,296 Sq.Ft.5/4/2018Armitage Ave2,00843$660,9816,204 Sq.Ft.6/9/2025Armour St4822$691,8645,056 Sq.Ft.2/20/2025Armstrong Ave4N/AN/AN/A68,460 Sq.Ft.10/4/2011Artesian Ave3,22442$444,6313,073 Sq.Ft.5/30/2025Arthington St51462$378,5697,290 Sq.Ft.5/19/2025Arthur Ave51452$436,1185,975 Sq.Ft.4/23/2025Arthur Avenue 1221$157,0001,025 Sq.Ft.5/11/2018Arthur Avenue 2221$125,500925 Sq.Ft.4/30/2021Asher St1833$281,9442,432 Sq.Ft.9/12/2022Ashland Ave4,84363$579,1877,874 Sq.Ft.6/6/2025Ashland Ave Commercial Unti1N/AN/AN/A860 Sq.Ft.N/AAshland Blvd19142$388,1699,189 Sq.Ft.5/22/2025Astor St50143$1,140,1074,796 Sq.Ft.5/27/2025Attrill St1242$725,0911,785 Sq.Ft.4/17/2024Attrill St 202132$586,0001,850 Sq.Ft.4/23/2013Attrill St 203132$651,0002,000 Sq.Ft.4/23/2013Attrill St 301132$455,0001,350 Sq.Ft.N/AAttrill St 302132$547,0001,550 Sq.Ft.N/AAttrill St 303132$561,0001,750 Sq.Ft.N/AAttrill St 401132$499,00024,380 Sq.Ft.3/9/2020Attrill St 402132$660,0002,000 Sq.Ft.4/23/2013Attrill St 403132$560,0001,600 Sq.Ft.N/AAugusta Blvd1,02953$633,8554,728 Sq.Ft.5/21/2025Augusta Boulevard 2142$338,0001,842 Sq.Ft.4/1/2024Austin Ave1,56732$399,9152,507 Sq.Ft.5/23/2025Austin Blvd19772$393,0234,571 Sq.Ft.3/24/2025Avalon Ave42731$233,2491,385 Sq.Ft.5/30/2025Avenue1,05031$226,5211,429 Sq.Ft.5/7/2025Avenue B21431$234,2371,297 Sq.Ft.12/16/2024Avenue C19531$243,2491,327 Sq.Ft.3/20/2025Avenue D14531$224,0001,037 Sq.Ft.9/19/2024Avenue F31932$246,7291,490 Sq.Ft.5/8/2025Avenue G46331$242,2241,389 Sq.Ft.5/27/2025Avenue Gg142$402,0002,218 Sq.Ft.N/AAvenue H59832$231,3151,398 Sq.Ft.12/13/2024Avenue Hh131$252,0001,230 Sq.Ft.N/AAvenue J67132$238,3011,386 Sq.Ft.4/9/2025Avenue K9831$216,1271,014 Sq.Ft.4/22/2025Avenue L85342$220,5071,557 Sq.Ft.5/12/2025Avenue Ll131$236,0001,104 Sq.Ft.N/AAvenue M89132$218,9021,416 Sq.Ft.6/3/2025Avenue Nn131$197,0001,236 Sq.Ft.7/16/1999Avenue O66431$202,0944,363 Sq.Ft.3/6/2025Avenue O O1N/AN/AN/AN/AN/AAvenue O St1N/AN/AN/AN/A10/26/2018Avers Ave2,47542$433,7322,122 Sq.Ft.6/6/2025Avondale Ave22742$540,1386,583 Sq.Ft.4/28/2025Baker Ave5742$200,0681,833 Sq.Ft.3/5/2024Balbo Ave3N/AN/AN/A12,900 Sq.Ft.9/18/2019Balbo Dr1N/AN/AN/AN/A10/28/2014Baldwin Ave1N/AN/AN/AN/AN/ABalmoral Ave1,03032$460,0764,051 Sq.Ft.6/5/2025Baltimore Ave55942$211,6542,964 Sq.Ft.5/27/2025Banks St2705N/A93,788 Sq.Ft.2/5/2010Barber St2N/AN/AN/AN/AN/ABarclay Dr432$685,2502,310 Sq.Ft.2/19/2016Barry Ave1,90842$660,8453,614 Sq.Ft.6/4/2025Barry Avenue 3n131$263,0001,300 Sq.Ft.8/18/2020Bauwans St9N/AN/AN/A5,058 Sq.Ft.8/4/2015Bay Ct1122$502,0911,869 Sq.Ft.12/10/2021Beach Ave26642$585,9302,548 Sq.Ft.5/22/2025Beacon St35542$551,5365,957 Sq.Ft.5/9/2025Beacon St Gdn122$444,0001,500 Sq.Ft.12/12/2016Belden Ave1,00342$899,4755,647 Sq.Ft.6/6/2025Belden St7942$409,1513,969 Sq.Ft.1/8/2025Bell Ave2,25142$654,5233,381 Sq.Ft.5/30/2025Bell Avenue 206111$142,000900 Sq.Ft.10/25/2021Belle Plaine Ave1,27142$532,8584,034 Sq.Ft.6/1/2025Belle Plaine Avenue 1184$1,281,0004,434 Sq.Ft.11/1/2016Bellevue Pl52832$741,7343,680 Sq.Ft.5/27/2025Bell Private Avenue 207122$540,0001,830 Sq.Ft.6/8/2022Belmont Ave4,12342$483,5176,455 Sq.Ft.6/6/2025Belt Circle Dr10N/AN/A$239,00061,929 Sq.Ft.11/3/2021Bennett Ave71852$330,5072,418 Sq.Ft.6/2/2025Bensley Ave72331$188,9171,274 Sq.Ft.5/20/20251884 Orchard StDes Plaines, IL 60018
Estimated Value $278,000
Living Area 924 SqFt
Beds 2
Baths 1
Year Built 1945
Property Type Townhouse
Ownership Type Individual
APN 09-28-116-054-0000
Subdivision Hennessey & Burgeners
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
9500 Glenlake Ave #321Rosemont, IL 60018
Estimated Value $172,000
Living Area 867 SqFt
Beds 2
Baths 1
Year Built 1965
Property Type Condominium
Ownership Type Corporate
APN 12-03-102-097-1074
Subdivision Ohare Glenlake Condominium
School District Leyden Community High School District 212
2059 Pine St #ADes 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 09-29-409-059-0000
Subdivision Terrsal Park Sub Pt Of Eh Nw Se Sec 2
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
2041 Eastview DrDes Plaines, IL 60018
Estimated Value $434,000
Living Area 1,621 SqFt
Beds 4
Baths 2.5
Year Built 1962
Property Type Single Family
Ownership Type Related
APN 09-29-308-017-0000
Subdivision Lakeview Towers Unit3
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
1766 Lee StDes Plaines, IL 60018
Estimated Value $948,000
Living Area 3,649 SqFt
Beds 4
Baths 3
Year Built 1957
Property Type Single Family
Ownership Type Multiple
APN 09-29-101-130-0000
Subdivision Dexter Acres
School District Des Plaines Community Consolidated School District 62
1678 S Chestnut StDes Plaines, IL 60018
Estimated Value $421,000
Living Area 1,368 SqFt
Beds 3
Baths 2
Year Built 1957
Property Type Single Family
Ownership Type Multiple
APN 09-29-205-014-0000
Subdivision Carebuilt Corporation Chestnut
School District Des Plaines Community Consolidated School District 62
2881 S Craig DrDes Plaines, IL 60018
Estimated Value $458,000
Living Area 1,438 SqFt
Beds 3
Baths 1.5
Year Built 1954
Property Type Single Family
Ownership Type Individual
APN 09-33-405-009-0000
Subdivision Town Improv Corps Des Place
School District Des Plaines Community Consolidated School District 62
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
1955 Everett AveDes Plaines, IL 60018
Estimated Value $428,000
Living Area 2,418 SqFt
Beds 5
Baths 2
Year Built 1962
Property Type Single Family
Ownership Type Individual
APN 09-28-126-009-0000
Subdivision Unitb O W Blumes Sub Number2
School District Des Plaines Community Consolidated School District 62
6125 Hawthorne StRosemont, IL 60018
Estimated Value $422,000
Living Area 1,110 SqFt
Beds 3
Baths 1
Year Built 1957
Property Type Single Family
Ownership Type Individual
APN 12-04-211-051-0000
Subdivision Kraus Higgins Devon
School District Leyden Community High School District 212
2666 Joseph AveDes Plaines, IL 60018
Estimated Value $372,000
Living Area 1,109 SqFt
Beds 3
Baths 1.5
Year Built 1961
Property Type Single Family
Ownership Type Trust
APN 09-33-207-033-0000
Subdivision Pleasant Manor 02
School District Des Plaines Community Consolidated School District 62
2355 S Scott StDes Plaines, IL 60018
Estimated Value $352,000
Living Area 925 SqFt
Beds 3
Baths 1
Year Built 1954
Property Type Single Family
Ownership Type Individual
APN 09-28-406-047-0000
Subdivision Oliver Salinger & Companys To
School District Des Plaines Community Consolidated School District 62
1743 Mannheim RdDes Plaines, IL 60018
Estimated Value $328,000
Living Area 1,193 SqFt
Beds 3
Baths 1
Year Built 1948
Property Type Single Family
Ownership Type Individual
APN 09-29-204-015-0000
Subdivision Enderlin Juniors Desplaines
School District Des Plaines Community Consolidated School District 62