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
Otto Ave3N/AN/AN/A7,564 Sq.Ft.5/9/2023Overhill Ave50332$468,5012,286 Sq.Ft.4/23/2025Owen Ave2542$576,1201,743 Sq.Ft.3/18/2025Oxford Ave12432$592,1291,720 Sq.Ft.5/2/2025Ozanam Ave23532$457,9361,458 Sq.Ft.4/15/2025Ozark Ave36832$448,5111,605 Sq.Ft.5/6/2025Pacific Ave25431$375,9481,409 Sq.Ft.5/24/2025Packers Ave40N/AN/AN/A81,964 Sq.Ft.12/19/2024Page Ave22432$410,2471,411 Sq.Ft.4/4/2025Page St1N/AN/AN/AN/A11/8/2019Palatine Ave23032$481,8111,689 Sq.Ft.4/11/2025Palmer Blvd8952$739,2713,694 Sq.Ft.5/27/2025Palmer St56242$609,8484,515 Sq.Ft.5/29/2025Panama Ave23632$431,3301,396 Sq.Ft.12/31/2024Paris Ave24332$426,7541,430 Sq.Ft.5/29/2025Park Ave153N/A4,300 Sq.Ft.N/APark Dr252902$2,240,000326,086 Sq.Ft.6/13/2023Parker Ave42542$456,8142,473 Sq.Ft.4/10/2025Park Pl3332$686,0001,757 Sq.Ft.2/2/2021Park Shore East Ct6204N/A$418,000165,420 Sq.Ft.11/13/2012Parkside Ave1,40342$391,7352,012 Sq.Ft.5/28/2025Parkside Avenue Land1N/AN/A$320,0002,505 Sq.Ft.3/20/2024Park Ter11082$599,5677,720 Sq.Ft.3/13/2025Park Ter 4041N/AN/A$189,000N/AN/AParkview Ter343$906,6673,321 Sq.Ft.6/8/2018Park Way7N/AN/AN/A38,165 Sq.Ft.2/25/2021Parnell Ave1,95942$298,5691,805 Sq.Ft.5/27/2025Patrick Ct271$495,5003,626 Sq.Ft.5/1/2024Patterson Ave76932$594,0692,039 Sq.Ft.5/19/2025Patton Dr2N/AN/AN/A170,670 Sq.Ft.N/APatton Rd1N/AN/AN/AN/AN/APaulina133$1,081,0002,383 Sq.Ft.N/APaulina Ave1N/AN/AN/AN/AN/APaulina St4,58142$571,8883,655 Sq.Ft.6/4/2025Paulina St 11N/AN/A$634,000N/AN/APaulina St 21N/AN/A$624,000N/AN/APaulina St 31N/AN/A$635,000N/AN/APaxton Ave1,03142$266,1543,215 Sq.Ft.5/27/2025Pearson St92122$1,161,0303,360 Sq.Ft.6/11/2025Pensacola Ave54542$722,0362,259 Sq.Ft.5/30/2025Peoria1N/AN/AN/AN/AN/APeoria St2,64742$354,1755,218 Sq.Ft.5/28/2025Peoria St 01N/AN/A$242,000N/AN/APeoria St B1N/AN/AN/AN/AN/APeoria St C1N/AN/AN/AN/AN/APerry Ave1,30342$202,0602,010 Sq.Ft.5/19/2025Perry St2N/AN/AN/AN/AN/APershing Rd1,04232$295,01415,360 Sq.Ft.5/19/2025Pershing Rd Ext533N/A2,681 Sq.Ft.10/26/2007Peshtigo Ct22572N/A368,079 Sq.Ft.N/APeterson1N/AN/AN/AN/AN/APeterson Ave57342$517,0915,712 Sq.Ft.4/30/2025Phillips Ave52562$295,5063,637 Sq.Ft.6/2/2025Pierce Ave34842$740,7763,218 Sq.Ft.4/26/2025Pier Ct923$511,6672,103 Sq.Ft.1/11/2025Pine Ave22592$333,5034,844 Sq.Ft.5/22/2025Pine Grove Ave1,36041$371,3442,440 Sq.Ft.6/3/2025Pine Grove Ave 1g132$483,0001,300 Sq.Ft.9/5/2019Pine Grove Avenue G3111$280,000750 Sq.Ft.9/18/2014Pioneer Ave29232$412,9281,618 Sq.Ft.5/8/2025Pippin St12031$253,2591,161 Sq.Ft.5/8/2025Pitney Ct2532$561,0002,455 Sq.Ft.8/6/2024Pittsburgh Ave32731$427,5451,352 Sq.Ft.5/7/2025Plainfield Ave29032$418,7581,393 Sq.Ft.4/30/2025Plattner Dr131$314,0001,128 Sq.Ft.N/APleasant Ave9753$690,4893,146 Sq.Ft.2/20/2025Plymouth Ct1,81322$320,1806,753 Sq.Ft.5/30/2025Poe St2132$935,09517,653 Sq.Ft.8/5/2024Point St3753$862,2732,339 Sq.Ft.4/9/2025Polk Ave3N/AN/AN/AN/AN/APolk St1,43542$459,5384,420 Sq.Ft.5/29/2025Polk Stlk St163$328,0002,683 Sq.Ft.N/APonchartrain Blvd3442$808,4122,387 Sq.Ft.6/7/2024Pontiac Ave26731$401,0221,722 Sq.Ft.5/22/2025Pope John Paul Ii Dr14642$354,2832,292 Sq.Ft.10/24/2024Poplar Ave10742$521,1332,115 Sq.Ft.1/21/2025Potawatomie Ave13332$395,1742,293 Sq.Ft.1/8/2025Potomac Ave73852$594,0963,248 Sq.Ft.5/2/2025Prairie Ave7,91032$481,6632,621 Sq.Ft.5/30/2025Prairie Park Pl2833$353,8572,406 Sq.Ft.12/11/2023Prairie Pkwy3022$803,1722,075 Sq.Ft.5/10/2024Pratt Ave2832$425,2003,536 Sq.Ft.4/10/2024Pratt Blvd79152$426,5276,006 Sq.Ft.5/30/2025Prescott Ave343$783,0002,528 Sq.Ft.9/9/2017Princeton Ave1,96542$300,1302,545 Sq.Ft.5/29/2025Prindiville St2242$691,8895,751 Sq.Ft.7/23/2024Promontory Dr3N/AN/AN/AN/AN/AProspect Ave39942$384,2911,804 Sq.Ft.4/19/2025Prospect Sq12N/AN/AN/AN/AN/APryor Ave10122$272,0006,461 Sq.Ft.10/28/2024Pulaski Ave1N/AN/AN/AN/AN/APulaski Rd2,83942$342,4908,333 Sq.Ft.6/5/2025Pulaski Rd 3121$190,0001,000 Sq.Ft.12/22/2015Pulaski Rd H1N/AN/AN/AN/AN/AQuarry St3N/AN/A$414,333N/AN/AQuary St344$650,0001,608 Sq.Ft.11/9/2023Quincy Ct3N/AN/AN/AN/AN/AQuincy St47142$368,2935,188 Sq.Ft.5/22/2025Quinn St16342$505,1991,669 Sq.Ft.4/24/2025Race Ave50742$626,5942,497 Sq.Ft.6/2/20252481 Peter RdDes Plaines, IL 60018
Estimated Value $405,000
Living Area 1,170 SqFt
Beds 3
Baths 1
Year Built 1959
Property Type Single Family
Ownership Type Individual
APN 09-33-101-031-0000
Subdivision Zaris
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
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
2331 Eastview DrDes Plaines, IL 60018
Estimated Value $426,000
Living Area 1,262 SqFt
Beds 3
Baths 1
Year Built 1967
Property Type Single Family
Ownership Type Individual
APN 09-29-302-109-0000
Municipality MAINE
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
2355 S Scott StDes Plaines, IL 60018
Estimated Value $352,000
Living Area 925 SqFt
Beds 3
Baths 1
Year Built 1954
Property Type Single Family
Ownership Type Individual
APN 09-28-406-047-0000
Subdivision Oliver Salinger & Companys To
School District Des Plaines Community Consolidated School District 62
6136 Gage AveRosemont, IL 60018
Estimated Value $889,000
Living Area 4,325 SqFt
Beds 6
Baths 6
Year Built 1965
Property Type Apt House 5+ Units
Ownership Type Individual
APN 12-03-102-052-0000
Subdivision Bocks Sub
School District Leyden Community High School District 212
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
1923 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
1845 Orchard StDes Plaines, IL 60018
Estimated Value $276,000
Living Area 864 SqFt
Beds 2
Baths 1
Year Built 1945
Property Type Townhouse
Ownership Type Corporate
APN 09-28-117-019-0000
Subdivision Cos Second Add
School District Des Plaines Community Consolidated School District 62
2881 S Craig DrDes Plaines, IL 60018
Estimated Value $458,000
Living Area 1,438 SqFt
Beds 3
Baths 1.5
Year Built 1954
Property Type Single Family
Ownership Type Individual
APN 09-33-405-009-0000
Subdivision Town Improv Corps Des Place
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
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
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
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
10013 Rosemont StRosemont, IL 60018
Estimated Value $848,000
Living Area 3,044 SqFt
Beds 5
Baths 3.5
Year Built 2001
Property Type Single Family
Ownership Type Related
APN 12-04-104-029-0000
Subdivision Bartletts Higgins Road Farms
School District Leyden Community High School District 212