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
Sanitary Drainage Cnl4N/AN/AN/AN/AN/ASauganash Ave10353$764,6042,717 Sq.Ft.5/14/2025Sauganash Ln2733$598,4812,031 Sq.Ft.3/26/2024S Ave1331$177,0004,475 Sq.Ft.10/21/2005Sawyer Ave2,68942$465,7962,666 Sq.Ft.5/30/2025Sayre Ave1,02032$435,0882,249 Sq.Ft.5/30/2025Schick Pl432$838,0002,333 Sq.Ft.12/8/2022Schiller St53342$652,8368,899 Sq.Ft.5/29/2025School St1,49442$657,8232,495 Sq.Ft.6/4/2025Schorsch St1332$469,0001,583 Sq.Ft.1/30/2025Schreiber Ave11832$476,5142,778 Sq.Ft.10/29/2024Schubert Ave67542$697,9874,788 Sq.Ft.5/2/2025Scottsdale Ave7931$278,8991,190 Sq.Ft.4/7/2025Scott St54322$499,8393,929 Sq.Ft.4/29/2025Sedgwick St55573$1,214,5587,019 Sq.Ft.5/30/2025Seeley Ave2,22642$486,2932,614 Sq.Ft.6/6/2025Seeley Avenue 1133$300,0001,617 Sq.Ft.1/14/2021Seipp St7532$333,4401,357 Sq.Ft.7/25/2024Seminary Ave75143$1,104,0355,008 Sq.Ft.5/25/2025Seminole Ave1N/AN/AN/AN/AN/ASeminole St8342$578,5381,798 Sq.Ft.11/25/2024Senour Ave1743$595,8132,454 Sq.Ft.6/4/2018S Green St1N/AN/AN/AN/AN/AS Grove St2N/AN/AN/A1,900 Sq.Ft.N/AShakespeare Ave53342$660,9643,889 Sq.Ft.5/20/2025Shapland Ave1N/AN/AN/A10,951 Sq.Ft.N/ASheffield Ave1,42743$818,5565,148 Sq.Ft.5/28/2025Sheffield Avenue 1143$830,0004,755 Sq.Ft.8/18/2020Sheffield Avenue 1r1N/AN/AN/AN/AN/ASheffield Avenue 21N/AN/A$934,0004,755 Sq.Ft.1/19/2000Sheffield St 2122$621,0005,850 Sq.Ft.7/23/2022Shelby Ct1642$551,4672,413 Sq.Ft.11/2/2021Sheridan Rd9,94931$289,7428,336 Sq.Ft.6/10/2025Sheridan Rd 1205111$190,000600 Sq.Ft.N/ASheridan Rd 31N/AN/A$200,000N/AN/ASheridan Rd 303141$224,0003,012 Sq.Ft.7/10/2013Sheridan Rd 41N/AN/A$183,000N/A2/23/1994Sheridan Rd 5121$195,000850 Sq.Ft.1/30/2008Sheridan Rd 61N/AN/A$154,000N/A9/16/2011Sheridan Rd 71N/AN/A$171,000N/AN/ASheridan Rd 8111$201,000850 Sq.Ft.10/27/2014Sheridan Rd 91N/AN/A$208,000N/A6/21/2001Sheridan Rd 9121N/AN/A$196,000N/AN/ASheridan Rd A31N/AN/A$637,000N/AN/ASheridan Rd A41N/AN/A$637,000N/A10/11/1999Sheridan Rd A51N/AN/A$637,000N/AN/ASheridan Rd A6143$863,0003,200 Sq.Ft.6/23/2023Sheridan Rd B12122$546,0001,600 Sq.Ft.7/17/2019Sheridan Rd B1512N/A$523,0001,600 Sq.Ft.1/17/2025Sheridan Rd B171N/AN/A$539,000N/AN/ASheridan Rd B23134$779,0002,800 Sq.Ft.4/23/2024Sheridan Rd B2413N/A$812,000N/A1/31/2002Sheridan Rd B271N/AN/A$684,000N/A1/31/2003Sheridan Rd C1133$530,0001,700 Sq.Ft.3/17/2022Sheridan Rd C101N/AN/A$734,000N/A10/11/2011Sheridan Rd C41N/AN/A$530,000N/A2/28/2001Sheridan Rd D1121$207,0001,150 Sq.Ft.10/3/2024Sheridan Rd P-281N/AN/A$275,000N/A6/25/2010Sherman4N/AN/AN/AN/AN/ASherman St27472N/AN/A195,366 Sq.Ft.6/17/2016Sherwin Ave61642$401,3073,875 Sq.Ft.5/10/2025Shields Ave52742$400,2163,349 Sq.Ft.5/21/2025Short St1443$555,4622,004 Sq.Ft.5/20/2024Siebens Pl2N/AN/AN/AN/AN/ASioux Ave6832$732,1941,966 Sq.Ft.10/17/2024Sioux Ct642$642,3331,597 Sq.Ft.11/30/2021S Lake Park Ave1N/AN/AN/AN/AN/ASomerset Ave221$409,0001,033 Sq.Ft.N/ASouth Chicago Ave57942$240,83212,307 Sq.Ft.11/6/2024South Chicago Avenue 11N/AN/A$207,000N/A4/13/2005South Park Ave2742$225,2861,207 Sq.Ft.3/5/2012Southport Ave1,22243$907,6325,115 Sq.Ft.5/21/2025South Shore Dr1,45672$176,0526,312 Sq.Ft.6/4/2025South Shore Dr 101N/AN/A$133,000N/A6/30/2004South Shore Dr 111N/AN/A$132,000N/A7/12/2004South Shore Dr 12111$121,000712 Sq.Ft.9/20/2021South Shore Dr 131N/AN/A$118,000N/A1/15/2004South Shore Dr 141N/AN/A$133,000N/A12/23/2005South Shore Dr 151N/AN/A$131,000N/AN/ASouth Shore Dr 16111$91,000712 Sq.Ft.4/26/2018South Shore Dr 17111$141,000741 Sq.Ft.10/30/2013South Shore Dr 18111$108,000705 Sq.Ft.12/3/2022South Shore Dr 19111$99,000791 Sq.Ft.6/24/2018South Shore Dr 2111$122,000700 Sq.Ft.2/11/2022South Shore Dr 201N/AN/A$137,000N/AN/ASouth Shore Dr 21111$109,000N/A2/28/2020South Shore Dr 22111$122,000700 Sq.Ft.N/ASouth Shore Dr 231N/AN/A$130,000N/AN/ASouth Shore Dr 24111$107,000950 Sq.Ft.6/12/2015South Shore Dr 25111$143,000712 Sq.Ft.1/18/2005South Shore Dr 26111$124,000N/A6/17/2009South Shore Dr 2711N/A$125,000N/A9/23/2020South Shore Dr 3111$96,000625 Sq.Ft.9/20/2021South Shore Dr 4111$96,000711 Sq.Ft.1/31/2017South Shore Dr 6111$131,000700 Sq.Ft.10/15/2004South Shore Dr 7111$132,000700 Sq.Ft.12/1/2003South Shore Dr 8111$117,000712 Sq.Ft.5/4/2018South Shore Dr 91N/AN/A$132,000N/AN/ASouth Water St12752N/A162,106 Sq.Ft.3/29/2024Spaulding Ave3,11342$438,9863,923 Sq.Ft.6/11/20251072 Irwin AveDes Plaines, IL 60018
Estimated Value $786,000
Living Area 2,393 SqFt
Beds 4
Baths 4.5
Year Built 2016
Property Type Single Family
Ownership Type Individual
APN 09-29-101-155-0000
Subdivision Orchard Lake
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
2180 Webster LnDes Plaines, IL 60018
Estimated Value $468,000
Living Area 1,621 SqFt
Beds 4
Baths 2
Year Built 1963
Property Type Single Family
Ownership Type Individual
APN 09-29-306-044-0000
Subdivision Lakeview Towers 03
School District Des Plaines Community Consolidated School District 62
6028 N Emerson StRosemont, IL 60018
Estimated Value $544,000
Living Area 1,131 SqFt
Beds 3
Baths 1.5
Year Built 1964
Property Type Single Family
Ownership Type Multiple
APN 12-04-218-016-0000
Subdivision Martineks Sub
School District Leyden Community High School District 212
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
1855 Birch StDes Plaines, IL 60018
Estimated Value $340,000
Living Area 1,248 SqFt
Beds 3
Baths 2
Year Built 1962
Property Type Single Family
Ownership Type Individual
APN 09-28-126-006-0000
Subdivision Unitb O W Blumes Sub Number2
School District Des Plaines Community Consolidated School District 62
2072 Halsey DrDes Plaines, IL 60018
Estimated Value $350,000
Living Area 1,408 SqFt
Beds 3
Baths 1
Year Built 1955
Property Type Single Family
Ownership Type Individual
APN 09-33-402-034-0000
Subdivision Town Improvement Corp Desplaines Country
School District Des Plaines Community Consolidated School District 62
2314 S Scott StDes Plaines, IL 60018
Estimated Value $354,000
Living Area 1,016 SqFt
Beds 3
Baths 1
Year Built 1952
Property Type Single Family
Ownership Type Related
APN 09-28-310-035-0000
Subdivision Burgess River Park
School District Des Plaines Community Consolidated School District 62
2720 Pearle DrDes Plaines, IL 60018
Estimated Value $390,000
Living Area 1,125 SqFt
Beds 3
Baths 1
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 09-33-209-023-0000
Subdivision Pleasant Manor Unit2
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
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
1401 Riverview AveDes Plaines, IL 60018
Estimated Value $396,000
Living Area 1,510 SqFt
Beds 3
Baths 1.5
Year Built 1976
Property Type Single Family
Ownership Type Individual
APN 09-29-210-057-0000
Subdivision Mckay Nealis
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
1884 Orchard StDes Plaines, IL 60018
Estimated Value $278,000
Living Area 924 SqFt
Beds 2
Baths 1
Year Built 1945
Property Type Townhouse
Ownership Type Individual
APN 09-28-116-054-0000
Subdivision Hennessey & Burgeners
School District Des Plaines Community Consolidated School District 62
1678 S Chestnut StDes Plaines, IL 60018
Estimated Value $421,000
Living Area 1,368 SqFt
Beds 3
Baths 2
Year Built 1957
Property Type Single Family
Ownership Type Multiple
APN 09-29-205-014-0000
Subdivision Carebuilt Corporation Chestnut
School District Des Plaines Community Consolidated School District 62
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