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
Victoria Avenue 1-E111$180,000700 Sq.Ft.11/5/2024Victoria Avenue 1-F111$184,000600 Sq.Ft.6/10/2023Victoria Avenue 2-A111$180,00019,360 Sq.Ft.7/6/2023Victoria Avenue 2-B111$181,00019,360 Sq.Ft.4/26/2022Victoria Avenue 2-C111$179,00019,360 Sq.Ft.12/11/2013Victoria Avenue 2-D111$198,00019,360 Sq.Ft.7/22/2019Victoria Avenue 2-E111$191,00019,360 Sq.Ft.9/30/2020Victoria Avenue 2-F111$182,000600 Sq.Ft.5/2/2023Victoria Avenue 3-A111$184,00019,360 Sq.Ft.9/23/2021Victoria Avenue 3-B111$180,000650 Sq.Ft.5/29/2024Victoria Avenue 3-C111$187,00019,360 Sq.Ft.7/11/2019Victoria Avenue 3-D111$207,000800 Sq.Ft.8/22/2019Victoria Avenue 3-E111$200,00019,360 Sq.Ft.3/23/2007Victoria Avenue 3-F111$202,00019,360 Sq.Ft.6/23/2005Victoria St16642$616,7763,656 Sq.Ft.5/17/2025Village Ct2932$723,4812,375 Sq.Ft.10/15/2024Vincennes Ave1,35062$349,4203,779 Sq.Ft.5/22/2025Vine Ave1232$583,5001,728 Sq.Ft.3/7/2025Vine St5832$865,3921,586 Sq.Ft.3/28/2025Virginia Ave28942$737,8462,482 Sq.Ft.5/31/2025Wabansia Ave1,05532$607,1403,342 Sq.Ft.5/23/2025Wabash Ave7,99732$418,7479,078 Sq.Ft.6/4/2025Wacker Dr1,109143$2,478,606247,212 Sq.Ft.5/13/2025Wacker Pl3N/AN/AN/A132,598 Sq.Ft.3/29/2024Walden Pkwy12762$451,5403,791 Sq.Ft.1/23/2025Wallace Ave43N/A$277,000N/AN/AWallace St1,94742$307,6582,191 Sq.Ft.5/27/2025Wallen Ave17442$447,9633,335 Sq.Ft.6/4/2025Waller Ave41652$330,9292,612 Sq.Ft.5/8/2025Walnut St53442$379,8329,637 Sq.Ft.4/3/2025Walton Dr2N/AN/AN/AN/AN/AWalton Front St1186$1,380,0005,622 Sq.Ft.N/AWalton Pl18733$1,709,27414,467 Sq.Ft.6/12/2025Walton St1,32942$1,058,2023,265 Sq.Ft.5/29/2025Walton St 40c111$226,000900 Sq.Ft.11/18/2022Warner Ave58342$694,5212,911 Sq.Ft.5/23/2025Warren Ave2N/AN/AN/AN/A5/7/2003Warren Blvd77053$478,5873,537 Sq.Ft.5/1/2025Warwick Ave62332$464,4481,518 Sq.Ft.6/11/2025Waseca Pl3331$192,0301,042 Sq.Ft.3/7/2023Washburne Ave25762$482,0973,040 Sq.Ft.7/30/2024Washburne Avenue 12N/A6N/A4,032 Sq.Ft.N/AWashburne Avenue 23N/A2N/A1,720 Sq.Ft.2/29/2000Washburne Avenue 32N/A4N/A3,087 Sq.Ft.7/30/2024Washington Blvd3,11952$589,7795,686 Sq.Ft.6/4/2025Washington Boulevard Pl111$873,0001,400 Sq.Ft.5/7/2007Washington Boulevard Pr212$956,5002,200 Sq.Ft.9/2/2016Washington Boulevard Pt122$1,228,0003,500 Sq.Ft.8/18/2023Washington Park Ct4953$661,2502,813 Sq.Ft.8/28/2024Washington St63632$364,64945,674 Sq.Ft.5/29/2025Washtenaw1N/AN/AN/AN/AN/AWashtenaw Ave3,07342$442,4903,039 Sq.Ft.5/30/2025Waterloo Ct2932$682,8931,614 Sq.Ft.5/3/2024Waterside Dr1,29922$556,8071,301 Sq.Ft.5/20/2025Water St1N/AN/AN/AN/AN/AWater St P-2821N/AN/A$2,120,000N/AN/AWater St W-602112N/A1,356 Sq.Ft.6/3/2005Water St W-605122$854,0001,770 Sq.Ft.6/13/2022Watkins Ave10831$217,10312,341 Sq.Ft.5/14/2025Waukesha Ave6532$650,0921,937 Sq.Ft.11/9/2024Waveland Ave1,07742$595,6813,023 Sq.Ft.5/29/2025Wayman St13652$432,2463,625 Sq.Ft.6/2/2025Wayne Ave1,02243$1,006,3607,981 Sq.Ft.5/16/2025Webster Ave71943$1,211,5847,197 Sq.Ft.5/15/2025Weed St2674$1,656,00015,695 Sq.Ft.5/7/2021Wellington Ave1,48542$749,7673,851 Sq.Ft.5/20/2025Wellington Avenue 2121$282,00022,524 Sq.Ft.12/14/2023Wellington Avenue 3121$309,00022,524 Sq.Ft.8/25/2023Wells St3,69862$419,87315,705 Sq.Ft.5/29/2025Wells St 2r1N/AN/A$290,000N/A3/23/2017Wells St Riv1N/AN/AN/A6,060 Sq.Ft.7/6/2007Wendell1N/AN/AN/A11,590 Sq.Ft.N/AWendell St1311$305,8754,280 Sq.Ft.8/7/2024Wentworth Ave2,40052$218,0453,576 Sq.Ft.6/6/2025Wesley Ter421$309,0005,280 Sq.Ft.12/6/2023West Circle Ave6142$691,0662,202 Sq.Ft.1/2/2025West End Ave33752$321,1643,666 Sq.Ft.5/12/2025Western333$666,0005,864 Sq.Ft.5/14/2025Western Ave4,54053$504,4348,211 Sq.Ft.6/2/2025Western Avenue & Blvd1N/AN/A$309,000N/AN/AWestern Blvd14292$390,35823,818 Sq.Ft.3/16/2024Westgate Ter3931$526,0001,416 Sq.Ft.7/10/2023Westshore Dr44222$526,3371,306 Sq.Ft.5/14/2025Whipple Dr8N/AN/AN/A90,253 Sq.Ft.3/24/2009Whipple St2,75542$472,2192,400 Sq.Ft.5/23/2025Wicker Park Ave9653$891,7004,513 Sq.Ft.5/12/2025Wieland St11053$1,444,4694,453 Sq.Ft.5/1/2025Wilcox St49652$339,1833,907 Sq.Ft.5/2/2025Wildwood Ave10742$783,3552,542 Sq.Ft.8/21/2024Willard Ct11032$556,9414,170 Sq.Ft.3/12/2025Willetts Ct4132$697,8759,641 Sq.Ft.3/19/2024Williams Ave1721$152,3531,042 Sq.Ft.3/23/2023Willow St31033$1,152,1005,528 Sq.Ft.5/30/2025Willow St M123$921,0001,754 Sq.Ft.8/22/2019Wilmot Ave13833$1,140,4292,846 Sq.Ft.6/9/2025Wilson Ave1,03442$640,6383,450 Sq.Ft.5/16/2025Wilton Ave43843$880,9523,879 Sq.Ft.5/28/2025Winchester Ave3,13542$494,6652,476 Sq.Ft.6/6/2025Winchester Avenue 1w123$226,0001,255 Sq.Ft.9/21/2023Windsor Ave62042$503,5563,038 Sq.Ft.6/3/20252041 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
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
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
1776 Orchard StDes Plaines, IL 60018
Estimated Value $273,000
Living Area 1,012 SqFt
Beds 2
Baths 1
Year Built 1945
Property Type Townhouse
Ownership Type Individual
APN 09-28-109-095-0000
Subdivision Whites Riverview
School District Des Plaines Community Consolidated School District 62
9626 W Higgins Rd #2ERosemont, IL 60018
Estimated Value $214,000
Living Area 968 SqFt
Beds 2
Baths 1
Year Built 1971
Property Type Condominium
Ownership Type Individual
APN 12-04-204-054-1013
Subdivision Executive Estates Condominium
School District Leyden Community High School District 212
2251 Spruce AveDes Plaines, IL 60018
Estimated Value $511,000
Living Area 2,168 SqFt
Beds 4
Baths 2.5
Year Built 1972
Property Type Single Family
Ownership Type Individual
APN 09-29-412-011-0000
Subdivision Academy Of Saint Patrick
School District Des Plaines Community Consolidated School District 62
1766 S Cora StDes Plaines, IL 60018
Estimated Value $360,000
Living Area 1,120 SqFt
Beds 4
Baths 2
Year Built 1894
Property Type Single Family
Ownership Type Individual
APN 09-29-212-020-0000
Subdivision Diefendorfs Add To Riverview
School District Des Plaines Community Consolidated School District 62
2105 Lee StDes Plaines, IL 60018
Estimated Value $425,000
Living Area 1,194 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 09-29-407-001-0000
Subdivision Howard Highlands Unit1
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
1743 Mannheim RdDes Plaines, IL 60018
Estimated Value $328,000
Living Area 1,193 SqFt
Beds 3
Baths 1
Year Built 1948
Property Type Single Family
Ownership Type Individual
APN 09-29-204-015-0000
Subdivision Enderlin Juniors Desplaines
School District Des Plaines Community Consolidated School District 62
1657 Howard AveDes Plaines, IL 60018
Estimated Value $248,000
Living Area 953 SqFt
Beds 3
Baths 1
Year Built 1966
Property Type Townhouse
Ownership Type Individual
APN 09-28-311-027-0000
Subdivision Ndustrial Sub
School District Des Plaines Community Consolidated School District 62
2812 S Scott StDes Plaines, IL 60018
Estimated Value $377,000
Living Area 1,469 SqFt
Beds 3
Baths 1.5
Year Built 1956
Property Type Single Family
Ownership Type Individual
APN 09-33-314-007-0000
Subdivision Courtesy Gardens
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
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
2234 Webster LnDes Plaines, IL 60018
Estimated Value $343,000
Living Area 1,535 SqFt
Beds 3
Baths 2
Year Built 1960
Property Type Single Family
Ownership Type Corporate
APN 09-29-302-198-0000
Municipality MAINE
School District Des Plaines Community Consolidated School District 62
2727 S Scott StDes Plaines, IL 60018
Estimated Value $332,000
Living Area 792 SqFt
Beds 2
Baths 1
Year Built 1951
Property Type Single Family
Ownership Type Individual
APN 09-33-208-003-0000
Subdivision Town Improvement Corp Desplaines
School District Des Plaines Community Consolidated School District 62