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
Nettleton Ave532$655,4002,288 Sq.Ft.11/14/2018Neva Ave1,35532$397,9261,571 Sq.Ft.5/12/2025Newark Ave16242$666,4592,155 Sq.Ft.3/20/2025Newberry Ave3443$736,7142,575 Sq.Ft.6/3/2024Newburg Ave12432$545,3551,671 Sq.Ft.2/10/2025Newcastle Ave1,23532$429,1851,432 Sq.Ft.6/3/2025New England Ave1,20231$405,0651,781 Sq.Ft.4/30/2025New England Avenue Hse1N/AN/AN/AN/A3/31/1994Newgard Ave18462$554,4136,720 Sq.Ft.3/25/2025New Hampshire Ave2942$729,2072,190 Sq.Ft.2/2/2025Newland Ave1,08332$401,8041,402 Sq.Ft.6/6/2025Newport Ave1,04442$704,4872,669 Sq.Ft.5/12/2025Newport Front Ave143$1,048,0001,980 Sq.Ft.N/AN Green St4N/AN/AN/AN/AN/ANiagara Ave9822$305,63510,975 Sq.Ft.1/7/2025Nickerson Ave4442$787,7212,352 Sq.Ft.7/10/2023Nicolet Ave1032$678,2502,188 Sq.Ft.6/21/2022Nina Ave4642$699,8723,010 Sq.Ft.6/14/2022Nixon Ave3031$416,0001,139 Sq.Ft.5/12/2025Noble St35332$654,92417,073 Sq.Ft.5/21/2025Nokomis Ave5842$683,9651,914 Sq.Ft.10/31/2024Nora Ave20931$398,8221,348 Sq.Ft.4/18/2025Nordica Ave1,20732$433,5501,603 Sq.Ft.5/15/2025Normal Ave1,68432$305,4982,101 Sq.Ft.5/28/2025Normal Blvd29773$297,4263,378 Sq.Ft.3/24/2025Normal Boulevard 12N/A3N/A1,971 Sq.Ft.7/27/2011Normal Boulevard 1stfl1N/A2N/A1,810 Sq.Ft.N/ANormal Front Blvd1N/AN/AN/AN/AN/ANormal Pkwy51123$310,0505,635 Sq.Ft.2/13/2024Normal St1N/AN/AN/AN/AN/ANormandy Ave1,21531$408,8851,932 Sq.Ft.5/5/2025North Ave2,08463$573,3978,583 Sq.Ft.6/6/2025North Blvd3N/AN/AN/AN/AN/ANorth Branch St43N/A1$511,50050,849 Sq.Ft.4/30/2024Northcott Ave5432$622,1131,867 Sq.Ft.8/29/2024North Hwy4N/AN/AN/AN/AN/ANorth Park Ave23443$1,274,0808,838 Sq.Ft.4/4/2025North Shore Ave47242$454,3915,652 Sq.Ft.5/2/2025North Water St74443$948,07311,053 Sq.Ft.4/28/2025Northwest Expy4N/AN/AN/AN/AN/ANorthwest Hwy1,30232$282,0518,358 Sq.Ft.5/30/2025Norwood St31342$628,8762,115 Sq.Ft.4/30/2025Nottingham Ave76131$417,5941,691 Sq.Ft.5/15/2025Nursery St1N/AN/AN/A11,603 Sq.Ft.N/AOakdale Ave1,08742$792,6132,639 Sq.Ft.5/29/2025Oakenwald Ave23943$546,5823,240 Sq.Ft.3/5/2025Oakland Crescent St7N/AN/A$356,714N/A9/19/2011Oakley Ave2,85842$617,9053,103 Sq.Ft.5/21/2025Oakley Blvd58152$700,3455,250 Sq.Ft.5/30/2025Oakley Front Ave232$424,0001,414 Sq.Ft.5/31/1994Oak Park Ave1,33632$403,0333,349 Sq.Ft.6/5/2025Oak St27162$1,441,2138,233 Sq.Ft.5/19/2025Oak St A-C2N/AN/AN/AN/A5/14/2007Oak St B-C2N/AN/AN/AN/AN/AOak St C323$538,0001,250 Sq.Ft.11/8/2017Oak St C-C2N/AN/AN/AN/AN/AOak St H1N/AN/A$443,000N/A1/18/2005Oakview St9242$489,7393,467 Sq.Ft.2/10/2025Oakwood Blvd26253$430,5683,936 Sq.Ft.5/22/2025O Brien St7N/AN/AN/A10,200 Sq.Ft.N/AO Brien St 21N/A2N/A1,260 Sq.Ft.N/AOconto Ave67331$461,4191,384 Sq.Ft.6/11/2025Octavia Ave57632$457,0031,411 Sq.Ft.5/29/2025Odell Ave76532$412,4422,094 Sq.Ft.5/28/2025Ogallah Ave3742$667,7712,013 Sq.Ft.2/20/2025Ogden Ave1,04752$338,28711,059 Sq.Ft.5/19/2025Ogden Avenue 21N/A3N/A3,055 Sq.Ft.3/22/2013Oglesby Ave1,21042$233,5552,603 Sq.Ft.5/14/2025Ohare Airport13N/AN/AN/A46,417 Sq.Ft.N/AOhare Field Ex1N/AN/AN/AN/AN/AOhare Fld68N/AN/AN/AN/AN/AOhare International Airport1N/AN/AN/AN/AN/AOhare Interntl Airport171N/AN/AN/A4,100 Sq.Ft.11/8/2007Ohare Interntl Airport Termina1N/AN/AN/AN/AN/AOhare Multi-Modal Facility M9N/AN/AN/AN/AN/AOhio St2,69332$521,4116,500 Sq.Ft.5/21/2025Ohio St 1/21N/AN/A$275,000N/AN/AOketo Ave60732$449,6451,714 Sq.Ft.5/15/2025Olcott Ave65432$482,0521,570 Sq.Ft.5/21/2025Old Harlem Ave3N/AN/A$399,00045,472 Sq.Ft.3/5/2002Old Toll Rd1N/AN/AN/AN/AN/AOld Town Ct12222$376,6641,258 Sq.Ft.10/11/2024Oleander Ave56932$477,4301,910 Sq.Ft.5/23/2025Oleander Pkwy4031$468,2631,341 Sq.Ft.1/22/2025Oliphant Ave11732$571,5051,901 Sq.Ft.4/10/2025Olive Ave27642$668,2852,940 Sq.Ft.4/7/2025Olmsted Ave12431$327,4227,881 Sq.Ft.4/3/2025Olympia Ave14032$595,7841,781 Sq.Ft.5/16/2025Onarga Ave7542$630,2671,779 Sq.Ft.10/25/2024Ontario St2,85931$372,50029,892 Sq.Ft.6/2/2025Opal Ave13531$387,4671,259 Sq.Ft.3/22/2024Orange Ave12931$397,0941,260 Sq.Ft.5/1/2025Orchard St76743$1,296,1194,525 Sq.Ft.5/19/2025Oriole Ave74832$467,1221,743 Sq.Ft.5/23/2025Orleans St92132$666,5079,771 Sq.Ft.5/30/2025Osage Ave14142$474,1061,642 Sq.Ft.4/23/2025Osceola Ave61732$485,5971,485 Sq.Ft.4/24/2025Oshkosh Ave6742$581,4601,727 Sq.Ft.6/24/2024Oswego St1N/AN/AN/AN/AN/AOttawa Ave61732$486,0341,455 Sq.Ft.5/30/20251783 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
2664 S Craig DrDes Plaines, IL 60018
Estimated Value $376,000
Living Area 1,105 SqFt
Beds 3
Baths 1.5
Year Built 1959
Property Type Single Family
Ownership Type Multiple
APN 09-33-210-015-0000
Subdivision Pleasant Manor Unit3
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
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
1895 Fargo AveDes Plaines, IL 60018
Estimated Value $317,000
Living Area 1,062 SqFt
Beds 3
Baths 1.5
Year Built 1954
Property Type Single Family
Ownership Type Corporate
APN 09-28-309-012-0000
Subdivision West Welwyns
School District Des Plaines Community Consolidated School District 62
1922 Lee StDes Plaines, IL 60018
Estimated Value $1,125,000
Living Area 4,111 SqFt
Beds 4
Baths 5
Year Built 2024
Property Type Single Family
Ownership Type Corporate
APN 09-29-101-221-0000
Subdivision Amita Homes Subdivision Being
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
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
1787 Illinois StDes Plaines, IL 60018
Estimated Value $460,000
Living Area 2,160 SqFt
Beds 4
Baths 2.5
Year Built 1972
Property Type Single Family
Ownership Type Individual
APN 09-29-212-010-0000
Subdivision Diefendorfs Add To Riverview
School District Des Plaines Community Consolidated School District 62
6005 Ruby StRosemont, IL 60018
Estimated Value $477,000
Living Area 1,182 SqFt
Beds 3
Baths 1.5
Year Built 1971
Property Type Single Family
Ownership Type Individual
APN 12-04-403-028-0000
Subdivision Dejames Willow Creek
School District Leyden Community High School District 212
708 Howard AveDes Plaines, IL 60018
Estimated Value $850,000
Living Area 4,366 SqFt
Beds 4
Baths 3.5
Year Built 2008
Property Type Single Family
Ownership Type Individual
APN 09-29-104-034-0000
Subdivision Tures Sub
School District Des Plaines Community Consolidated School District 62
9626 W Higgins Rd #3DNRosemont, IL 60018
Estimated Value $202,000
Living Area 918 SqFt
Beds 2
Baths 1
Year Built 1971
Property Type Condominium
Ownership Type Individual
APN 12-04-204-054-1020
Subdivision Executive Estates Condominium
School District Leyden Community High School District 212
2115 Spruce AveDes Plaines, IL 60018
Estimated Value $366,000
Living Area 1,182 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Related
APN 09-29-408-002-0000
Subdivision Howard Highlands Unit No One
School District Des Plaines Community Consolidated School District 62
1763 Stockton AveDes Plaines, IL 60018
Estimated Value $379,000
Living Area 996 SqFt
Beds 3
Baths 1
Year Built 1945
Property Type Townhouse
Ownership Type Corporate
APN 09-28-123-034-0000
Subdivision Carrothers & Brauns Second
School District Des Plaines Community Consolidated School District 62
2129 Ash St #HDes Plaines, IL 60018
Estimated Value $224,000
Living Area 1,152 SqFt
Beds 3
Baths 1.5
Year Built 1961
Property Type Townhouse
Ownership Type Individual
APN 09-29-409-144-0000
Subdivision Terrsal Park
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