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
Benson St5333$472,2353,932 Sq.Ft.9/30/2024Benton Pl6244$966,16918,379 Sq.Ft.1/27/2025Benton Place P-351N/AN/A$321,000N/A8/6/2021Berenice Ave68842$527,7501,766 Sq.Ft.5/19/2025Berkeley Ave22042$468,5053,402 Sq.Ft.5/22/2025Berkley Avenue 1243$394,5002,960 Sq.Ft.3/10/2016Berkley Avenue 2143$315,0005,180 Sq.Ft.N/ABernard St94942$578,1642,723 Sq.Ft.6/1/2025Berteau Ave92642$590,6203,379 Sq.Ft.4/15/2025Berwyn Ave1,23742$585,7884,659 Sq.Ft.5/23/2025Besly Ct17N/AN/AN/A33,266 Sq.Ft.8/4/2023Beverly Ave30042$329,5582,073 Sq.Ft.2/3/2025Beverly Glen Pkwy4331$370,1751,451 Sq.Ft.7/8/2024Bingham St7942$703,3111,710 Sq.Ft.5/8/2025Birchdale Ave1N/AN/AN/AN/AN/ABirchwood Ave55742$467,2924,056 Sq.Ft.6/2/2025Birkhoff Ave3N/AN/AN/A63,375 Sq.Ft.10/22/2002Bishop St1,92142$318,3932,073 Sq.Ft.6/4/2025Bissell St37943$1,064,3573,459 Sq.Ft.6/2/2025Bittersweet Pl25132$356,5494,719 Sq.Ft.4/2/2025Blackhawk St33042$625,5774,756 Sq.Ft.4/22/2025Blackstone Ave97152$437,1275,064 Sq.Ft.5/12/2025Blackstone Avenue 1131$299,0001,200 Sq.Ft.4/27/2021Blackstone Avenue Hse1N/AN/A$271,000N/A6/5/2022Blake St1243$438,4171,956 Sq.Ft.12/9/2021Bliss St1N/AN/AN/A9,383 Sq.Ft.1/4/2006Bloomingdale Ave45432$481,8265,623 Sq.Ft.4/29/2025Blue Island Ave73152$303,3009,353 Sq.Ft.5/27/2025Bonaparte St2842$507,4291,627 Sq.Ft.7/12/2023Bond Ave1863$240,9382,302 Sq.Ft.10/13/2023Bonfield St10342$482,7851,767 Sq.Ft.10/1/2024Boswell Ave183$1,340,0004,154 Sq.Ft.N/ABosworth Ave92253$895,3134,884 Sq.Ft.6/5/2025Boulevard Way432$375,5001,229 Sq.Ft.3/28/2018Bowen Ave20093$490,9355,637 Sq.Ft.4/18/2024Bowler St2242$627,4091,912 Sq.Ft.5/1/2024Bowmanville Ave3843$823,5593,707 Sq.Ft.10/11/2024Bradley Pl24142$1,074,9566,501 Sq.Ft.4/30/2025Brainard1N/AN/AN/AN/A9/24/2007Brainard Ave9742$210,6155,441 Sq.Ft.3/11/2025Branch5N/AN/AN/A77,127 Sq.Ft.2/25/2014Branch St5N/AN/A$503,00023,551 Sq.Ft.1/25/2019Brandon Ave51442$223,5761,955 Sq.Ft.4/26/2025Brayton St7431$189,1891,096 Sq.Ft.3/11/2025Brennan Ave6831$113,8821,016 Sq.Ft.5/7/2025Briar Pl54842$588,0194,763 Sq.Ft.5/22/2025Briar Place Gn111$329,0001,000 Sq.Ft.2/19/2013Briar Place Grge1N/AN/AN/AN/AN/ABrighton Pl3742$330,5141,857 Sq.Ft.5/9/2023Broad St5653$531,7922,386 Sq.Ft.4/13/2025Broadway St1,006112$396,54214,237 Sq.Ft.4/23/2025Brodman Ave6942$539,2751,755 Sq.Ft.11/25/2024Brompton Ave18721$404,0282,729 Sq.Ft.5/30/2025Brook Rd4N/AN/AN/AN/AN/ABross Ave3433$396,0711,676 Sq.Ft.4/5/2023Browning Ave4N/AN/AN/AN/AN/ABruce2222$217,0911,225 Sq.Ft.2/17/2023Bryn Mawr Ave1,30042$462,2588,137 Sq.Ft.5/30/2025Buckingham Pl33942$783,3874,704 Sq.Ft.5/22/2025Buena Ave16392$607,9466,511 Sq.Ft.4/22/2025Buena Vista Ter2N/AN/AN/AN/AN/ABuffalo Ave68242$202,7202,282 Sq.Ft.2/28/2025Burley Ave58962$221,1884,118 Sq.Ft.4/1/2025Burling St73743$1,598,0244,273 Sq.Ft.6/3/2025Burnham Ave40742$209,3121,758 Sq.Ft.5/27/2025Burnside Ave12931$215,0661,286 Sq.Ft.11/21/2024Burton Pl30321$447,4102,125 Sq.Ft.4/18/2025Busse Ave831$423,7501,133 Sq.Ft.10/26/2022Butler Dr4N/AN/AN/A18,813 Sq.Ft.N/AByron St1,14732$588,8183,289 Sq.Ft.5/20/2025Cabrini St7N/AN/AN/A6,500 Sq.Ft.12/29/2010Cahill Ter1294$757,0834,140 Sq.Ft.8/26/2024Caldwell Ave18432$589,6212,890 Sq.Ft.4/2/2025Calhoun Ave91831$198,1401,168 Sq.Ft.5/21/2025Calhoun Pl53361N/A317,451 Sq.Ft.12/18/2012California Ave3,91242$430,4305,092 Sq.Ft.6/3/2025California Avenue 5145N/AN/AN/ACalifornia Blvd4N/AN/AN/A3,800 Sq.Ft.4/10/1995California Ter3921$357,5141,637 Sq.Ft.1/23/2025Calumet Ave3,85242$375,3772,740 Sq.Ft.5/23/2025Calumet Pkwy932$850,7781,944 Sq.Ft.9/20/2024Cambridge Ave12272$964,50010,377 Sq.Ft.5/21/2025Campbell Ave3,40542$484,8912,896 Sq.Ft.5/27/2025Campbell Park Dr4N/AN/AN/AN/AN/ACampus Pkwy1123$895,8181,808 Sq.Ft.2/2/2024Canalport Ave11774$544,38210,104 Sq.Ft.12/15/2023Canalport Avenue 11N/AN/AN/AN/AN/ACanal St2,26432$542,79516,686 Sq.Ft.5/30/2025Canfield Ave13732$460,6071,413 Sq.Ft.3/19/2025Cannon Dr2N/AN/AN/A3,600 Sq.Ft.N/ACarmen Ave83742$677,1764,073 Sq.Ft.5/27/2025Carondolet Ave21131$206,4083,543 Sq.Ft.2/5/2025Carpenter St2,27442$346,9492,100 Sq.Ft.6/6/2025Carpenter St Gu-591N/AN/A$385,000N/A7/7/2015Carroll Ave50832$379,22915,064 Sq.Ft.6/6/2025Carver Plz721$156,714827 Sq.Ft.10/25/2024Castle Island Ave3043$610,8002,189 Sq.Ft.5/15/2025Castlewood Ter4643$1,519,3003,164 Sq.Ft.5/5/2025Catalpa Ave1,12232$438,6682,811 Sq.Ft.5/20/2025Catalpa Avenue 2011N/AN/A$241,000N/A7/25/19943038 Patton DrDes Plaines, IL 60018
Estimated Value $393,000
Living Area 1,517 SqFt
Beds 3
Baths 2
Year Built 1954
Property Type Single Family
Ownership Type Individual
APN 09-33-410-021-0000
Subdivision Town Improvement Corp Desplaines Country
School District Des Plaines Community Consolidated School District 62
1329 Highland Dr #DDes Plaines, IL 60018
Estimated Value $252,000
Living Area 1,152 SqFt
Beds 3
Baths 1.5
Year Built 1960
Property Type Townhouse
Ownership Type Related
APN 09-29-409-096-0000
Subdivision Terrsal Park
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
2418 Birch StDes Plaines, IL 60018
Estimated Value $444,000
Living Area 2,041 SqFt
Beds 3
Baths 2.5
Year Built 2010
Property Type Townhouse
Ownership Type Individual
APN 09-33-101-049-0000
Subdivision Buckingham Courte
School District Des Plaines Community Consolidated School District 62
2697 Joseph AveDes Plaines, IL 60018
Estimated Value $424,000
Living Area 1,462 SqFt
Beds 3
Baths 2.5
Year Built 1958
Property Type Single Family
Ownership Type Individual
APN 09-33-209-011-0000
Subdivision Pleasant Manor Unit2
School District Des Plaines Community Consolidated School District 62
2131 Elmira AveDes Plaines, IL 60018
Estimated Value $966,000
Living Area 3,798 SqFt
Beds 5
Baths 3.5
Year Built 2001
Property Type Single Family
Ownership Type Trust
APN 09-30-403-028-0000
Subdivision Delgados 06
School District Des Plaines Community Consolidated School District 62
2172 Westview DrDes Plaines, IL 60018
Estimated Value $406,000
Living Area 1,172 SqFt
Beds 3
Baths 1.5
Year Built 1962
Property Type Single Family
Ownership Type Individual
APN 09-29-304-021-0000
Subdivision Lakeview Towers Unit1
School District Des Plaines Community Consolidated School District 62
1783 Spruce AveDes Plaines, IL 60018
Estimated Value $374,000
Living Area 1,813 SqFt
Beds 4
Baths 1.5
Year Built 1950
Property Type Single Family
Ownership Type Individual
APN 09-29-215-008-0000
Subdivision Enderlin Juniors Desplaines
School District Des Plaines Community Consolidated School District 62
6128 Ruby StRosemont, IL 60018
Estimated Value $422,000
Living Area 1,717 SqFt
Beds 4
Baths 2.5
Year Built 1953
Property Type Single Family
Ownership Type Individual
APN 12-04-213-029-0000
Subdivision Dyniewiczs Higgins Devon
School District Leyden Community High School District 212
9444 Maple DrRosemont, IL 60018
Estimated Value $887,000
Living Area 5,292 SqFt
Beds 10
Baths 6
Year Built 1968
Property Type Apt House 5+ Units
Ownership Type Individual
APN 12-03-106-035-0000
Subdivision River Rose
School District Leyden Community High School District 212
1072 Irwin AveDes Plaines, IL 60018
Estimated Value $786,000
Living Area 2,393 SqFt
Beds 4
Baths 4.5
Year Built 2016
Property Type Single Family
Ownership Type Individual
APN 09-29-101-155-0000
Subdivision Orchard Lake
School District Des Plaines Community Consolidated School District 62
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
9614 W Higgins Rd #2IRosemont, IL 60018
Estimated Value $203,000
Living Area 952 SqFt
Beds 2
Baths 1
Year Built 1968
Property Type Condominium
Ownership Type Individual
APN 12-04-204-047-1018
Subdivision Executive Estates Condominium
School District Leyden Community High School District 212
1879 Krowka DrDes Plaines, IL 60018
Estimated Value $717,000
Living Area 3,296 SqFt
Beds 4
Baths 2.5
Year Built 1999
Property Type Single Family
Ownership Type Individual
APN 09-33-120-020-0000
Subdivision Maplewood Chase
School District Des Plaines Community Consolidated School District 62
2215 S Scott StDes Plaines, IL 60018
Estimated Value $303,000
Living Area 1,085 SqFt
Beds 3
Baths 2
Year Built 1953
Property Type Single Family
Ownership Type Individual
APN 09-28-403-040-0000
Subdivision Salinger & Companys Touhy
School District Des Plaines Community Consolidated School District 62
1700 Ash StDes Plaines, IL 60018
Estimated Value $363,000
Living Area 1,192 SqFt
Beds 3
Baths 1
Year Built 1949
Property Type Single Family
Ownership Type Corporate
APN 09-29-201-033-0000
Subdivision Enderlin Juniors Desplaines
School District Des Plaines Community Consolidated School District 62