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
Winnebago Ave16443$670,4003,072 Sq.Ft.4/30/2025Winneconna Pkwy5152$242,8422,393 Sq.Ft.2/28/2025Winnemac Ave70252$722,8213,666 Sq.Ft.5/19/2025Winona St78442$652,4513,636 Sq.Ft.6/5/2025Winston Ave19632$304,1381,660 Sq.Ft.2/25/2025Winthrop Ave92972$658,1485,537 Sq.Ft.5/19/2025Wisconsin St9843$1,521,1105,807 Sq.Ft.12/6/2024Wisner Ave5942$643,3521,772 Sq.Ft.2/15/2024Wolcott Ave3,73342$517,3263,156 Sq.Ft.5/29/2025Wolf Point Plz44381N/A720,903 Sq.Ft.1/23/2020Wolfram Avenue 1233$752,0004,824 Sq.Ft.7/18/2018Wolfram Avenue 2222$639,5004,454 Sq.Ft.2/22/2024Wolfram Avenue 3222$688,0001,600 Sq.Ft.5/24/2023Wolfram St81843$921,1272,668 Sq.Ft.6/2/2025Wong Pkwy732$435,1431,139 Sq.Ft.10/1/2020Wood1N/AN/AN/AN/A1/31/2003Woodard St5032$519,6043,138 Sq.Ft.4/28/2025Woodland Park1N/AN/A$151,000N/AN/AWoodland Park Ave42422$145,5751,075 Sq.Ft.4/30/2025Woodlawn Ave1,45752$462,5874,800 Sq.Ft.6/4/2025Woodlawn Avenue 2b1N/AN/A$290,000N/AN/AWoods St Hse16N/A$287,0001,932 Sq.Ft.7/31/2007Wood St2,78842$451,4292,704 Sq.Ft.6/2/2025Wood St 1133$808,0002,500 Sq.Ft.5/28/2024Wood St 2122$577,0005,580 Sq.Ft.4/11/2024Wood St Gdn1N/AN/A$350,0005,309 Sq.Ft.7/11/2022Wrightwood Ave1,81042$726,3649,074 Sq.Ft.5/23/2025W Village Ct1N/AN/A$422,000N/AN/AYale Ave1,01742$207,9702,033 Sq.Ft.5/8/2025Yates Ave10631$208,3571,657 Sq.Ft.7/15/2024Yates Blvd1,00642$221,1192,518 Sq.Ft.5/23/2025York Rd5N/AN/AN/AN/AN/AYoung Pkwy732$516,0001,736 Sq.Ft.9/3/2019Zemke Cir1N/AN/AN/AN/AN/A2065 David DrDes Plaines, IL 60018
Estimated Value $366,000
Living Area 1,109 SqFt
Beds 3
Baths 1
Year Built 1959
Property Type Single Family
Ownership Type Individual
APN 09-33-209-002-0000
Subdivision Pleasant Manor Unit2
School District Des Plaines Community Consolidated School District 62
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
2714 S Craig DrDes Plaines, IL 60018
Estimated Value $370,000
Living Area 1,105 SqFt
Beds 3
Baths 1
Year Built 1959
Property Type Single Family
Ownership Type Individual
APN 09-33-210-022-0000
Subdivision Pleasant Manor Unit3
School District Des Plaines Community Consolidated School District 62
3038 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
2623 S Scott StDes Plaines, IL 60018
Estimated Value $371,000
Living Area 1,068 SqFt
Beds 3
Baths 1
Year Built 1951
Property Type Single Family
Ownership Type Individual
APN 09-33-207-021-0000
Subdivision Town Improvement Corp Desplaines
School District Des Plaines Community Consolidated School District 62
2761 Rusty DrDes Plaines, IL 60018
Estimated Value $373,000
Living Area 1,197 SqFt
Beds 3
Baths 1.5
Year Built 1968
Property Type Single Family
Ownership Type Multiple
APN 09-33-203-030-0000
Subdivision Maple Grove
School District Des Plaines Community Consolidated School District 62
2108 Webster LnDes Plaines, IL 60018
Estimated Value $434,000
Living Area 1,308 SqFt
Beds 3
Baths 1.5
Year Built 1963
Property Type Single Family
Ownership Type Related
APN 09-29-306-035-0000
Subdivision Lakeview Towers Unit3
School District Des Plaines Community Consolidated School District 62
1737 Prospect AveDes Plaines, IL 60018
Estimated Value $297,000
Living Area 1,066 SqFt
Beds 2
Baths 2
Year Built 1945
Property Type Townhouse
Ownership Type Individual
APN 09-28-120-048-0000
Subdivision Shaws Riverview
School District Des Plaines Community Consolidated School District 62
1963 Fargo AveDes Plaines, IL 60018
Estimated Value $294,000
Living Area 1,022 SqFt
Beds 3
Baths 1
Year Built 1951
Property Type Single Family
Ownership Type Multiple
APN 09-28-306-047-0000
Subdivision Salingers Touhy Ave Sub
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
2081 Pine St #EDes 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 09-29-409-079-0000
Subdivision Terrsal Park
School District Des Plaines Community Consolidated School District 62
1859 Pine CtDes Plaines, IL 60018
Estimated Value $271,000
Living Area 1,152 SqFt
Beds 3
Baths 1.5
Year Built 1960
Property Type Townhouse
Ownership Type Individual
APN 09-29-220-157-0000
Subdivision Superior Homes In Desplaines
School District Des Plaines Community Consolidated School District 62
1838 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
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
1287 Prospect AveDes Plaines, IL 60018
Estimated Value $660,000
Living Area 2,910 SqFt
Beds 5
Baths 3
Year Built 1879
Property Type Triplex 3 Units
Ownership Type Individual
APN 09-29-226-004-0000
Subdivision Bakers Add To Riverview
School District Des Plaines Community Consolidated School District 62
2655 Eisenhower DrDes Plaines, IL 60018
Estimated Value $282,000
Living Area 884 SqFt
Beds 2
Baths 1
Year Built 1952
Property Type Single Family
Ownership Type Individual
APN 09-33-111-021-0000
Subdivision Town Improvement Corp Desplaines
School District Des Plaines Community Consolidated School District 62