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
5th Ave32362$286,97012,791 Sq.Ft.4/25/20258th St62422$391,5281,961 Sq.Ft.5/7/20259th St41931$264,4282,534 Sq.Ft.5/27/202511th Pl2N/AN/AN/AN/AN/A11th St4N/AN/AN/AN/A9/12/202312th Pl6872$377,6433,339 Sq.Ft.1/24/202512th St1N/AN/AN/AN/AN/A13th Pl4852$339,3752,368 Sq.Ft.3/26/202513th St1,04022$433,3294,105 Sq.Ft.5/23/202513th St 12N/A3N/A2,398 Sq.Ft.N/A13th St 121N/A2N/A1,440 Sq.Ft.N/A13th St 21N/AN/AN/AN/AN/A13th St Basem1N/A3N/A2,874 Sq.Ft.N/A13th St Hse2N/AN/AN/A1,020 Sq.Ft.N/A14th Pl88222$371,1563,450 Sq.Ft.5/27/202514th Place 1a122$375,0001,200 Sq.Ft.8/24/201614th Place 2a122$381,00016,674 Sq.Ft.11/30/200714th Place 4041N/AN/A$450,000N/A10/25/201714th Place 405122$516,0001,217 Sq.Ft.7/2/202014th Place 4061N/AN/A$450,000N/A3/2/201314th Place 4081N/AN/A$446,000N/AN/A14th Place Gu-11N/AN/A$385,000N/AN/A14th Place Gu-101N/AN/A$385,000N/A6/11/201614th Place Gu-111N/AN/A$385,000N/A9/30/201614th Place Gu-121N/AN/A$385,000N/A8/31/202314th Place Gu-131N/AN/A$385,000N/A4/17/202514th Place Gu-141N/AN/A$385,000N/A10/25/201714th Place Gu-151N/AN/A$385,000N/A12/7/201114th Place Gu-161N/AN/A$385,000N/A9/26/201214th Place Gu-171N/AN/A$385,000N/A11/17/202114th Place Gu-181N/AN/A$385,000N/AN/A14th Place Gu-191N/AN/A$385,000N/AN/A14th Place Gu-21N/AN/A$386,000N/A7/20/202014th Place Gu-201N/AN/A$385,000N/A7/2/202014th Place Gu-211N/AN/A$385,000N/A8/1/202114th Place Gu-221N/AN/A$385,000N/A1/29/202214th Place Gu-231N/AN/A$385,000N/A4/27/201814th Place Gu-241N/AN/A$385,000N/AN/A14th Place Gu-2512N/A$385,0001,217 Sq.Ft.3/2/201314th Place Gu-26111$379,000634 Sq.Ft.9/3/202014th Place Gu-271N/AN/A$385,000N/A8/21/202014th Place Gu-281N/AN/A$386,000N/A9/23/202414th Place Gu-291N/AN/A$385,000N/A6/1/202114th Place Gu-31N/AN/A$385,000N/AN/A14th Place Gu-301N/AN/A$385,000N/A1/23/201214th Place Gu-31122$385,0001,650 Sq.Ft.8/23/201614th Place Gu-321N/AN/A$385,000N/A12/23/202114th Place Gu-331N/AN/A$376,000N/A4/11/202314th Place Gu-341N/AN/A$385,000N/AN/A14th Place Gu-351N/AN/A$385,000N/A6/22/202014th Place Gu-361N/AN/A$389,000N/A6/22/202214th Place Gu-371N/AN/A$385,000N/AN/A14th Place Gu-381N/AN/A$385,000N/A2/21/201314th Place Gu-391N/AN/A$385,000N/A8/28/201814th Place Gu-41N/AN/A$297,000N/A2/5/202214th Place Gu-51N/AN/A$385,000N/A5/29/201814th Place Gu-61N/AN/A$385,000N/AN/A14th Place Gu-71N/AN/A$385,000N/A5/16/202314th Place Gu-81N/AN/A$385,000N/A8/6/202114th Place Gu-91N/AN/A$385,000N/A3/11/201414th St79252$508,6534,228 Sq.Ft.6/9/202515th Pl32522$400,2651,971 Sq.Ft.4/25/202515th St1,72332$393,9014,210 Sq.Ft.4/28/202516th St96832$389,84710,604 Sq.Ft.6/3/202517th1N/AN/AN/AN/A6/1/202217th Pl2443$650,0422,341 Sq.Ft.8/1/202417th St35763$642,1944,005 Sq.Ft.5/13/202518th3N/AN/AN/A90,100 Sq.Ft.11/8/202118th Pl36163$577,8723,289 Sq.Ft.5/15/202518th St81863$504,5975,972 Sq.Ft.3/27/202518th St 1/2134$179,0002,782 Sq.Ft.N/A19th Pl7242$544,8554,992 Sq.Ft.10/15/202419th St58663$595,3274,243 Sq.Ft.5/29/202520th Pl4842$503,0005,480 Sq.Ft.1/18/202420th St1N/AN/AN/AN/AN/A21st1N/AN/AN/AN/A6/14/200221st Pl63353$468,7872,971 Sq.Ft.5/23/202521st St90453$420,0887,334 Sq.Ft.5/14/202522nd Pl36152$441,7352,970 Sq.Ft.9/5/202423rd Pl27742$476,5542,193 Sq.Ft.5/23/202523rd St63552$407,0472,632 Sq.Ft.6/4/202524th2N/AN/AN/A22,200 Sq.Ft.5/9/202324th Blvd2373$390,2503,622 Sq.Ft.7/22/202424th Pl42242$422,9652,637 Sq.Ft.4/17/202524th St47353$487,0802,996 Sq.Ft.5/20/202525th Pl47042$411,3792,046 Sq.Ft.4/17/202525th St41742$382,3183,927 Sq.Ft.1/13/202526th St73353$414,3248,849 Sq.Ft.5/8/202527th St11642$537,7022,801 Sq.Ft.7/4/202428th Pl6942$526,5902,027 Sq.Ft.9/16/202428th St9852$512,0977,499 Sq.Ft.12/20/202429th Pl2042$491,8241,876 Sq.Ft.7/25/202229th St10353$586,7393,043 Sq.Ft.5/5/202530th Pl2442$526,0421,941 Sq.Ft.12/20/202430th St5542$543,0645,682 Sq.Ft.12/10/202431st11N/AN/AN/A31,510 Sq.Ft.11/14/199431st Pl16542$540,5892,622 Sq.Ft.9/9/202431st St69943$382,6365,811 Sq.Ft.5/19/202532nd13N/AN/AN/A32,900 Sq.Ft.N/A32nd Pl15143$562,4722,081 Sq.Ft.12/27/20241899 Welwyn AveDes Plaines, IL 60018
Estimated Value $346,000
Living Area 1,203 SqFt
Beds 4
Baths 1
Year Built 1952
Property Type Single Family
Ownership Type Corporate
APN 09-28-308-013-0000
Subdivision West Welwyn Resubdivision
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
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
1814 Welwyn AveDes Plaines, IL 60018
Estimated Value $308,000
Living Area 864 SqFt
Beds 3
Baths 1
Year Built 1952
Property Type Single Family
Ownership Type Related
APN 09-28-303-032-0000
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
1884 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
6136 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
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
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
1646 Howard AveDes Plaines, IL 60018
Estimated Value $285,000
Living Area 1,157 SqFt
Beds 2
Baths 1.5
Year Built 1945
Property Type Townhouse
Ownership Type Individual
APN 09-28-122-050-0000
Subdivision Carrothers & Brauns Third
School District Des Plaines Community Consolidated School District 62
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
2622 S Scott StDes Plaines, IL 60018
Estimated Value $308,000
Living Area 792 SqFt
Beds 2
Baths 1
Year Built 1951
Property Type Single Family
Ownership Type Individual
APN 09-33-111-003-0000
Subdivision Town Improvement Corp Desplaines
School District Des Plaines Community Consolidated School District 62
1748 Linden StDes Plaines, IL 60018
Estimated Value $291,000
Living Area 990 SqFt
Beds 2
Baths 1
Year Built 1944
Property Type Townhouse
Ownership Type Related
APN 09-28-108-120-0000
Subdivision Whites Riverview
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
2814 S Craig Dr #XDes Plaines, IL 60018
Estimated Value $459,000
Living Area 2,719 SqFt
Beds 4
Baths 2
Year Built 1954
Property Type Single Family
Ownership Type Related
APN 09-33-400-026-0000
Subdivision Town Improvement Corp Desplaines Country
School District Des Plaines Community Consolidated School District 62
2150 S Chestnut St #CDes Plaines, IL 60018
Estimated Value $203,000
Living Area 1,152 SqFt
Beds 3
Baths 1.5
Year Built 1961
Property Type Townhouse
Ownership Type Corporate
APN 09-29-409-183-0000
Subdivision Terrsal Park
School District Des Plaines Community Consolidated School District 62