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
Catalpa Avenue 20212N/A$245,000N/A7/28/2006Catherine Ave46132$282,5304,564 Sq.Ft.5/9/2025Catino422$139,2501,100 Sq.Ft.4/25/2025Caton St2563$1,568,3579,345 Sq.Ft.7/23/2024Cedar St41022$539,1322,190 Sq.Ft.5/29/2025Central Ave2,04952$388,0725,228 Sq.Ft.5/14/2025Central Park Ave2,42352$466,9712,846 Sq.Ft.5/29/2025Central Park Blvd33123$347,6006,243 Sq.Ft.12/1/2022Centre Ave352$211,0001,706 Sq.Ft.4/26/2002Cermak Rd1,01463$393,15910,138 Sq.Ft.5/6/2025Chalmers Pl2664$2,315,0503,911 Sq.Ft.12/2/2022Champlain Ave1,41552$331,4912,777 Sq.Ft.5/16/2025Chanay St764$1,074,4293,010 Sq.Ft.10/18/2024Chappel Ave70752$270,3332,881 Sq.Ft.5/21/2025Charles St25632$327,9282,199 Sq.Ft.5/19/2025Charleston St17143$1,021,3252,229 Sq.Ft.5/8/2025Chase Ave60342$464,1203,604 Sq.Ft.5/14/2025Cheltenham Pl3373$415,7833,817 Sq.Ft.3/16/2023Cherry Ave24N/AN/A$631,60025,500 Sq.Ft.12/20/2021Chester Ave22921$199,4821,170 Sq.Ft.5/23/2025Chester Avenue 231N/AN/A$217,000N/A9/5/2001Chestnut St2,23342$515,33117,278 Sq.Ft.6/11/2025Chicago421$165,2501,199 Sq.Ft.9/29/2017Chicago Ave2,20563$625,75327,990 Sq.Ft.5/27/2025Chicago Beach Dr82921$183,3141,633 Sq.Ft.5/19/2025Chicago Beach Dr A133$1,271,0003,286 Sq.Ft.11/9/2018Chicago Beach Dr B133$1,269,0003,289 Sq.Ft.11/20/2019Chicago Beach Dr C133$883,0003,289 Sq.Ft.2/25/1998Chicago Beach Dr D133$1,183,0003,289 Sq.Ft.6/14/2024Chicago Beach Dr F134$1,363,0003,289 Sq.Ft.1/30/2014Chicago Beach Dr G122$879,0003,373 Sq.Ft.7/1/1998Chicora Ave7342$672,2472,004 Sq.Ft.1/21/2025China Pl10532$466,8003,014 Sq.Ft.2/13/2025Chippewa Ave4532$180,8381,437 Sq.Ft.5/2/2025Christiana Ave2,20642$404,9363,458 Sq.Ft.5/28/2025Churchill St20233$750,8041,961 Sq.Ft.6/6/2025Church St37531$267,2541,427 Sq.Ft.5/14/2025Cicero Ave1,76542$386,29510,717 Sq.Ft.5/23/2025Cicero Aveo Ave1N/AN/AN/A36,800 Sq.Ft.11/1/1996Circle Ave2N/AN/AN/AN/AN/ACity Front Pl4N/AN/AN/AN/AN/ACityfront Plaza Dr1N/AN/AN/AN/AN/AClaremont Ave2,56642$585,3083,231 Sq.Ft.6/4/2025Claremont Avenue 2122$214,0001,250 Sq.Ft.9/29/2023Clarence Ave18132$476,3481,373 Sq.Ft.4/7/2025Clarendon Ave83951$255,48318,788 Sq.Ft.5/22/2025Clark St4,28172$455,89117,876 Sq.Ft.6/9/2025Cleaver St11464$957,2023,589 Sq.Ft.5/28/2025Cleveland Ave77943$1,333,3914,595 Sq.Ft.6/6/2025Clifford Ave343$633,6671,787 Sq.Ft.5/23/2021Clifton Ave55843$1,063,5964,516 Sq.Ft.5/22/2025Clinton2N/AN/AN/A900 Sq.Ft.12/21/2021Clinton St1,85122$413,5109,059 Sq.Ft.6/2/2025Clybourn Ave1,30452$597,26413,686 Sq.Ft.6/3/2025Clyde Ave71052$274,5373,102 Sq.Ft.5/29/2025Coles Ave44262$232,1734,448 Sq.Ft.4/4/2025Colfax Ave58552$235,9002,290 Sq.Ft.5/16/2025Colfax Front Ave184$363,0003,108 Sq.Ft.N/ACollege Pkwy6532$650,5932,375 Sq.Ft.3/24/2025Columbia Ave32142$501,5366,996 Sq.Ft.5/16/2025Columbia Avenue P-11N/AN/A$180,00025,560 Sq.Ft.6/2/2021Columbus Ave27731$268,3057,067 Sq.Ft.5/23/2025Columbus Dr1,07722$526,17216,696 Sq.Ft.6/4/2025Commercial Ave78742$222,8233,461 Sq.Ft.5/15/2025Commons Dr5111$152,098962 Sq.Ft.5/27/2025Commonwealth Ave25932$546,2433,702 Sq.Ft.4/29/2025Concord Ln2143$1,304,70035,783 Sq.Ft.3/15/2024Concord Pl34932$610,2884,250 Sq.Ft.3/11/2025Congress Pkwy86852$313,2023,521 Sq.Ft.5/8/2025Congress St14442$267,500N/A2/11/2021Constance Ave70252$317,6062,630 Sq.Ft.4/30/2025Cook St P5122$871,00011,812 Sq.Ft.6/17/2013Cook St P61N/AN/A$222,00011,812 Sq.Ft.5/10/2021Cora Ave4N/AN/AN/AN/AN/ACorbett St1N/AN/AN/AN/A4/15/2021Corcoran Pl2342$253,7894,209 Sq.Ft.9/26/2024Corliss Ave12632$205,9602,654 Sq.Ft.12/10/2024Corneila Avenue 180112N/A$292,000N/A4/5/2005Cornelia Ave1,70242$568,7662,698 Sq.Ft.6/4/2025Cornell Ave1,33252$339,8097,206 Sq.Ft.5/22/2025Corner Of Houstonave & H1N/AN/AN/AN/AN/ACortez St82742$620,6985,119 Sq.Ft.5/30/2025Cortland St76443$811,5757,175 Sq.Ft.5/13/2025Cottage Grove Ave1,328112$258,61011,069 Sq.Ft.4/30/2025Cottage Pl4823$797,8641,816 Sq.Ft.12/20/2024Cottage Place Comm11N/AN/A$198,000N/A9/20/2002Cottage Place Pl1N/AN/AN/AN/AN/ACouch Pl21482N/A172,326 Sq.Ft.9/25/2024Coulter St11352$510,2522,312 Sq.Ft.4/22/2025Coulter St 1433$610,5001,971 Sq.Ft.10/26/2021Coulter St 2433$611,7501,971 Sq.Ft.2/11/2025Coulter St 3333$534,6671,971 Sq.Ft.8/3/2020Coulter St 4333$608,0001,971 Sq.Ft.3/23/2021Courtland Ave742$576,1431,685 Sq.Ft.5/7/2025Courtland Avenue 1132$678,0001,900 Sq.Ft.5/19/2020Courtland Avenue 2232$651,5001,600 Sq.Ft.2/24/2022Courtland Avenue 3232$677,0001,561 Sq.Ft.6/20/2021Courtland Avenue C11N/AN/AN/A1,140 Sq.Ft.9/3/2003Courtland Avenue Pu-11N/AN/A$583,0003,955 Sq.Ft.7/24/2024Courtland Avenue Pu-21N/AN/A$583,0003,955 Sq.Ft.6/20/20211838 Linden StDes Plaines, IL 60018
Estimated Value $388,000
Living Area 980 SqFt
Beds 2
Baths 1
Year Built 1953
Property Type Single Family
Ownership Type Individual
APN 09-28-116-046-0000
Subdivision Mcintosh & Cos Second Add To Riverview
School District Des Plaines Community Consolidated School District 62
2684 Joseph AveDes Plaines, IL 60018
Estimated Value $364,000
Living Area 1,260 SqFt
Beds 3
Baths 1
Year Built 1958
Property Type Single Family
Ownership Type Individual
APN 09-33-207-036-0000
Subdivision Pleasant Manor Unit2
School District Des Plaines Community Consolidated School District 62
2641 Rusty DrDes Plaines, IL 60018
Estimated Value $374,000
Living Area 1,197 SqFt
Beds 3
Baths 1.5
Year Built 1968
Property Type Single Family
Ownership Type Individual
APN 09-33-203-016-0000
Subdivision Maple Grove
School District Des Plaines Community Consolidated School District 62
1474 Prospect AveDes Plaines, IL 60018
Estimated Value $363,000
Living Area 1,300 SqFt
Beds 3
Baths 1
Year Built 1963
Property Type Single Family
Ownership Type Individual
APN 09-29-223-018-0000
Subdivision Whipples Add To Riverview
School District Des Plaines Community Consolidated School District 62
2170 Pratt AveDes Plaines, IL 60018
Estimated Value $388,000
Living Area 1,298 SqFt
Beds 3
Baths 2
Year Built 1969
Property Type Single Family
Ownership Type Individual
APN 09-33-211-001-0000
Subdivision Maple Grove
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
1923 Greenleaf AveDes Plaines, IL 60018
Estimated Value $400,000
Living Area 1,109 SqFt
Beds 3
Baths 1.5
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 09-33-119-003-0000
Subdivision Zaris Sub
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
2329 Birch StDes Plaines, IL 60018
Estimated Value $478,000
Living Area 2,607 SqFt
Beds 4
Baths 2.5
Year Built 1973
Property Type Single Family
Ownership Type Individual
APN 09-28-307-060-0000
Municipality MAINE
School District Des Plaines Community Consolidated School District 62
6213 Kirschoff StRosemont, IL 60018
Estimated Value $507,000
Living Area 1,323 SqFt
Beds 3
Baths 1.5
Year Built 1963
Property Type Single Family
Ownership Type Related
APN 12-04-107-023-0000
Subdivision Schullos Resubdivision
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
2061 Pine St #BDes Plaines, IL 60018
Estimated Value $250,000
Living Area 1,152 SqFt
Beds 3
Baths 1.5
Year Built 1961
Property Type Townhouse
Ownership Type Individual
APN 09-29-409-069-0000
Subdivision Terrsal Park
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
2001 Webster LnDes Plaines, IL 60018
Estimated Value $502,000
Living Area 1,621 SqFt
Beds 4
Baths 2.5
Year Built 1963
Property Type Single Family
Ownership Type Individual
APN 09-29-307-022-0000
Subdivision Lakeview Towers Unit3
School District Des Plaines Community Consolidated School District 62
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
2180 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