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
32nd St65132$340,9772,354 Sq.Ft.6/2/202533rd2N/AN/AN/AN/AN/A33rd Pl198213$559,73713,805 Sq.Ft.4/9/202533rd St25342$589,6183,920 Sq.Ft.5/15/202534th Pl22142$494,1021,625 Sq.Ft.5/12/202534th St20042$517,5122,899 Sq.Ft.3/31/202535th2N/AN/AN/A351,517 Sq.Ft.9/14/201635th Pl31132$322,5493,092 Sq.Ft.6/3/202535th St49343$375,23034,284 Sq.Ft.4/28/202536th2N/AN/AN/A80,250 Sq.Ft.2/22/201936th Pl8161$404,2945,961 Sq.Ft.4/24/202536th Place Hse1N/AN/AN/AN/AN/A36th St32842$443,3579,088 Sq.Ft.4/28/202536th St B132$551,0002,042 Sq.Ft.4/23/199937th Pl31842$462,9363,250 Sq.Ft.5/23/202537th St28342$539,5339,786 Sq.Ft.5/14/202538th453$399,0001,430 Sq.Ft.N/A38th Pl44662$404,6663,017 Sq.Ft.5/3/202538th St55742$408,2825,528 Sq.Ft.3/26/202539th Pl22232$316,7261,604 Sq.Ft.5/16/202539th St1N/AN/AN/A4,400 Sq.Ft.N/A40th Pl14242$328,2052,604 Sq.Ft.12/14/202440th St35052$339,7186,642 Sq.Ft.5/16/202541st Pl7642$375,2502,067 Sq.Ft.5/5/202541st St37662$423,5687,741 Sq.Ft.4/30/202541st St P1N/AN/AN/AN/A12/14/201842nd1N/AN/AN/A2,700 Sq.Ft.3/21/200842nd Pl21542$427,2959,364 Sq.Ft.3/25/202542nd Pld Pl1N/AN/A$235,000N/A11/20/201842nd St32042$444,3183,024 Sq.Ft.4/11/202543rd Pl12442$391,3771,828 Sq.Ft.5/7/202543rd St43063$441,10223,032 Sq.Ft.5/5/202544th Pl10242$440,3574,628 Sq.Ft.8/13/202444th St32842$412,54210,685 Sq.Ft.5/13/202545th332$273,0001,700 Sq.Ft.5/25/202445th Pl22342$370,8991,892 Sq.Ft.4/11/202545th St33842$391,2396,909 Sq.Ft.5/18/202545th St 2fl1N/AN/AN/A2,208 Sq.Ft.N/A45th St Gdn1N/AN/A$324,0008,944 Sq.Ft.10/17/200346th Pl26942$368,3262,028 Sq.Ft.5/30/202546th St56642$366,1864,028 Sq.Ft.5/9/202547th534$367,00016,467 Sq.Ft.6/21/200647th Pl25042$301,9338,864 Sq.Ft.11/20/202447th Place 1143$320,0001,850 Sq.Ft.6/28/201947th Place 2132$236,0001,200 Sq.Ft.11/12/201447th St1,30353$272,25110,359 Sq.Ft.5/29/202547th St Gdn142$483,0002,579 Sq.Ft.N/A48th2N/AN/AN/A12,522 Sq.Ft.4/12/201948th Pl16742$353,07415,369 Sq.Ft.3/24/202548th Plh Pl141$355,0001,556 Sq.Ft.12/5/200548th St32443$508,6915,812 Sq.Ft.2/28/202548th St D121$136,0001,037 Sq.Ft.7/26/201948th Sth St242$318,5003,407 Sq.Ft.8/12/201649th Pl20742$261,8864,616 Sq.Ft.7/1/202449th St18152$572,0617,663 Sq.Ft.4/10/202550th Pl27162$328,5712,617 Sq.Ft.5/16/202550th St57072$398,4295,242 Sq.Ft.5/28/202551st2N/AN/AN/A3,000 Sq.Ft.N/A51st Pl12932$304,16316,540 Sq.Ft.12/4/202451st St1,06042$301,49711,956 Sq.Ft.5/13/202551st St 11N/AN/AN/AN/AN/A51st St 3a211$383,50018,187 Sq.Ft.N/A51st St 3b143$340,00021,528 Sq.Ft.1/10/200752nd13N/A$269,0001,555 Sq.Ft.10/3/199652nd Pl7432$239,7264,045 Sq.Ft.8/29/202452nd St32552$371,0585,395 Sq.Ft.5/13/202553rd Pl22331$283,3351,543 Sq.Ft.4/28/202553rd St50772$304,6457,427 Sq.Ft.5/28/202554th Pl35542$307,9422,004 Sq.Ft.4/23/202554th St52632$362,8382,748 Sq.Ft.5/30/202555th Pl22931$323,7281,742 Sq.Ft.5/27/202555th St1,34942$291,0513,085 Sq.Ft.6/9/202555th Stth St175N/A4,140 Sq.Ft.4/13/201156th Pl21131$300,9711,217 Sq.Ft.5/22/202556th St74932$338,9173,469 Sq.Ft.5/21/202557th Pl27031$297,9401,215 Sq.Ft.4/21/202557th St45042$314,7282,398 Sq.Ft.4/11/202558th Pl29331$272,1291,108 Sq.Ft.3/12/202558th St41831$283,2762,347 Sq.Ft.3/28/202559th Pl31631$287,7821,222 Sq.Ft.5/19/202559th St1,32942$324,9674,104 Sq.Ft.5/9/202560th Pl46831$261,4962,123 Sq.Ft.4/9/202560th St74352$301,1613,790 Sq.Ft.5/26/202561st Pl43732$272,6751,642 Sq.Ft.5/13/202561st St89092$265,7854,323 Sq.Ft.6/11/202562nd Pl26431$284,7601,466 Sq.Ft.6/10/202562nd St60642$294,6943,458 Sq.Ft.5/28/202563rd722$176,0003,409 Sq.Ft.3/1/201763rd Pkwy4N/AN/AN/A25,243 Sq.Ft.3/22/201863rd Pl1,02831$323,9081,471 Sq.Ft.5/13/202563rd St2,14763$327,8035,289 Sq.Ft.5/8/202564th Pl1,31332$287,7882,885 Sq.Ft.5/22/202564th St1,05631$328,1611,551 Sq.Ft.5/1/202564th St 1a1N/AN/AN/AN/A8/29/199564th St 2fl1N/A5N/A3,000 Sq.Ft.N/A65th Pl39442$313,1691,912 Sq.Ft.3/21/202565th St85542$314,1549,585 Sq.Ft.5/22/202566th Pl42042$304,8182,636 Sq.Ft.5/13/202566th St44042$289,3375,202 Sq.Ft.5/12/202567th Pl25442$301,5492,275 Sq.Ft.5/9/20251923 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
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
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
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
1874 Webster LnDes Plaines, IL 60018
Estimated Value $285,000
Living Area 1,804 SqFt
Beds 4
Baths 2
Year Built 1940
Property Type Single Family
Ownership Type Individual
APN 09-29-100-054-0000
Subdivision Oakton Gardens
School District Des Plaines Community Consolidated School District 62
1685 Buckingham DrDes Plaines, IL 60018
Estimated Value $414,000
Living Area 1,896 SqFt
Beds 3
Baths 2.5
Year Built 2009
Property Type Townhouse
Ownership Type Individual
APN 09-33-104-073-0000
Subdivision Buckingham Pointe
School District Des Plaines Community Consolidated School District 62
1915 Greenleaf AveDes Plaines, IL 60018
Estimated Value $393,000
Living Area 1,109 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Multiple
APN 09-33-119-002-0000
Subdivision Zaris Sub
School District Des Plaines Community Consolidated School District 62
1692 Buckingham DrDes Plaines, IL 60018
Estimated Value $431,000
Living Area 1,896 SqFt
Beds 3
Baths 2.5
Year Built 2009
Property Type Townhouse
Ownership Type Individual
APN 09-33-104-090-0000
Subdivision Buckingham Pointe
School District Des Plaines Community Consolidated School District 62
2708 Joseph AveDes Plaines, IL 60018
Estimated Value $401,000
Living Area 1,110 SqFt
Beds 3
Baths 2
Year Built 1959
Property Type Single Family
Ownership Type Mixed
APN 09-33-208-010-0000
Subdivision Pleasant Manor Unit1
School District Des Plaines Community Consolidated School District 62
1835 Webster LnDes Plaines, IL 60018
Estimated Value $315,000
Living Area 1,494 SqFt
Beds 3
Baths 1
Year Built 1950
Property Type Single Family
Ownership Type Individual
APN 09-29-101-028-0000
Subdivision Oakton Gardens
School District Des Plaines Community Consolidated School District 62
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
2032 Welwyn AveDes Plaines, IL 60018
Estimated Value $78,000
Living Area 1,090 SqFt
Beds 4
Baths 3
Year Built 1950
Property Type Vacant Land General
Ownership Type Corporate
APN 09-28-410-004-0000
Subdivision Salingers Touhy Ave Sub
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
1776 Linden StDes Plaines, IL 60018
Estimated Value $273,000
Living Area 1,012 SqFt
Beds 2
Baths 1
Year Built 1943
Property Type Townhouse
Ownership Type Individual
APN 09-28-108-105-0000
Subdivision Riverview Add/Whites
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
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