$21,000,000 6bd 6ba 25,000sqft1355 N Astor Street Chicago, IL 60610Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$18,500,000 6bd 7ba 13,400sqft915 N DEARBORN Street Chicago, IL 60610Single Family ActiveListing provided courtesy of Baird & Warner
$18,000,000 3278 N Milwaukee Avenue Chicago, IL 60618Vacant Land ActiveListing provided courtesy of Strauss Realty Ltd
$12,250,000 6bd 7ba 8,690sqft800 N Michigan Avenue #PH67 Chicago, IL 60611Single Family ActiveListing provided courtesy of Premier Relocation, Inc.
$12,250,000 5bd 7ba 7,940sqft451 E Grand Avenue #PH64 Chicago, IL 60611Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$11,700,000 5bd 7ba 8,500sqft800 N Michigan Avenue #PH64 Chicago, IL 60611Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$9,995,000 10bd 10ba 13,400sqft2026 N Kenmore Avenue Chicago, IL 60614Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$8,995,000 7bd 6ba 8,691sqft1853 N Burling Street Chicago, IL 60614Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$8,415,000 4bd 5ba 5,497sqft363 E Wacker Drive #7301 Chicago, IL 60601Single Family ActiveListing provided courtesy of Magellan Marketing Group LLC
$8,400,000 4bd 5ba 7,880sqft159 E Walton Place #PH Chicago, IL 60611Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$8,350,000 4bd 5ba 6,085sqft14 W Superior Street #7100 Chicago, IL 60654Single Family PendingListing provided courtesy of Jameson Sotheby's Intl Realty
$8,250,000 4bd 5ba 6,085sqft14 W Superior Street #7000 Chicago, IL 60654Single Family PendingListing provided courtesy of Jameson Sotheby's Intl Realty
$7,995,000 4bd 5ba 6,085sqft14 W Superior Street #6900 Chicago, IL 60654Single Family PendingListing provided courtesy of Jameson Sotheby's Intl Realty
$7,995,000 6bd 9ba 9,100sqft3026 N Lake Shore Drive Chicago, IL 60657Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$7,750,000 5bd 5ba 6,031sqft1838 N BURLING Street Chicago, IL 60614Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$7,500,000 4bd 5ba 5,734sqft363 E Wacker Drive #9101 Chicago, IL 60601Single Family ActiveListing provided courtesy of Compass
$7,500,000 6bd 8ba 9,512sqft1878 N Orchard Street Chicago, IL 60614Single Family ActiveListing provided courtesy of Premier Relocation, Inc.
$7,000,000 3bd 4ba 435 N Michigan Avenue #2203 Chicago, IL 60611Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$6,950,000 1375 W Lake Street Chicago, IL 60607Vacant Land ActiveListing provided courtesy of Sperry Van Ness
$6,950,000 6bd 7ba 6,000sqft1865 N Burling Street Chicago, IL 60614Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$6,900,000 4bd 9ba 7,523sqft79 E Cedar Street Chicago, IL 60611Single Family ActiveListing provided courtesy of Berkshire Hathaway HomeServices Chicago
Price Reduced $6,500,000 2135 W Armitage Avenue Chicago, IL 60647Vacant Land ActiveListing provided courtesy of Baird & Warner
$6,500,000 3bd 4ba 4,798sqft Chicago, IL 60611Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$6,451,902 4bd 6ba 4,779sqft363 E Wacker Drive #5506 Chicago, IL 60601Single Family ActiveListing provided courtesy of Magellan Marketing Group LLC
$6,450,000 7bd 11ba 10,360sqft460 W Huron Street Chicago, IL 60654Single Family ActiveListing provided courtesy of THE NAV AGENCY
$6,000,000 6bd 5ba 11,000sqft1454 N Dearborn Street Chicago, IL 60610Single Family ActiveListing provided courtesy of Compass
$6,000,000 4bd 6ba 4,029sqft401 N Wabash Avenue #86A Chicago, IL 60611Single Family ActiveListing provided courtesy of Coldwell Banker Realty
$5,995,000 3bd 6ba 6,500sqft1524 N Astor Street Chicago, IL 60610Single Family ActiveListing provided courtesy of Engel & Voelkers Chicago
New $5,995,000 11bd 6ba 5,100sqft22 E Elm Street Chicago, IL 60611Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$5,950,000 5bd 6ba 7,462sqft189 E LAKE SHORE Drive #PH18 Chicago, IL 60611Single Family Active Under ContractListing provided courtesy of @properties Christie's International Real Estate
$5,900,000 5bd 6ba 8,400sqft800 N Michigan Avenue #63PH Chicago, IL 60611Single Family ActiveListing provided courtesy of Compass
$5,850,000 4bd 5ba 5,846sqft1447 N Dearborn Street #4N Chicago, IL 60611Single Family PendingListing provided courtesy of @properties Christie's International Real Estate
$5,750,000 6bd 8ba 8,200sqft1703 N Dayton Street Chicago, IL 60614Single Family ActiveListing provided courtesy of Coldwell Banker Realty
$5,495,000 6bd 6ba 6,500sqft1755 N Mohawk Street Chicago, IL 60614Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$5,250,000 2849-3139 W 51st Street Chicago, IL 60632Vacant Land ActiveListing provided courtesy of Ruiz Realty, Inc.
$5,250,000 8bd 8ba 7,118sqft Chicago, IL 60657Single Family Active Under ContractListing provided courtesy of @properties Christie's International Real Estate
$5,250,000 7bd 9ba 6,700sqft3523 N Bosworth Avenue Chicago, IL 60657Single Family ActiveListing provided courtesy of Meridian Real Estate Chicago LLC
$5,200,000 7bd 6ba 8,400sqft1515 N North Park Avenue Chicago, IL 60610Single Family ActiveListing provided courtesy of Coldwell Banker Realty
$5,200,000 3bd 3ba 5,400sqft159 E Walton Place #28A Chicago, IL 60611Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,995,000 6bd 8ba 1019 N Wolcott Avenue Chicago, IL 60622Multi-Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,990,000 6bd 7ba 5,200sqft1917 N Orchard Street Chicago, IL 60614Single Family PendingListing provided courtesy of @properties Christie's International Real Estate
$4,900,000 4bd 5ba 5,215sqft1447 N Dearborn Street #1N Chicago, IL 60610Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,850,000 7bd 7ba 1646 N Leavitt Street Chicago, IL 60647Single Family ActiveListing provided courtesy of Compass
$4,850,000 9bd 8ba 1652 N Leavitt Street Chicago, IL 60647Multi-Family ActiveListing provided courtesy of Compass
$4,800,000 4bd 4ba 4,831sqft363 E Wacker Drive #3101 Chicago, IL 60601Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,795,000 5bd 6ba 453 W Briar Place #PH-WEST Chicago, IL 60657Single Family ActiveListing provided courtesy of Fulton Grace Realty
$4,750,000 5bd 7ba 6,355sqft840 N LAKE SHORE Drive #401-402 Chicago, IL 60611Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$4,695,000 5bd 7ba 8,250sqft1407 N Hoyne Avenue Chicago, IL 60622Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$4,600,000 3bd 4ba 224 N Elizabeth Street #T1-20A Chicago, IL 60607Single Family PendingListing provided courtesy of Compass
$4,550,000 4bd 5ba 3,596sqft2350 N Orchard Street #701 Chicago, IL 60614Single Family Active Under ContractListing provided courtesy of Engel & Voelkers Chicago
$4,550,000 5bd 6ba 5,000sqft1944 N Fremont Street Chicago, IL 60614Single Family ActiveListing provided courtesy of Coldwell Banker Realty
$4,550,000 6bd 8ba 6,000sqft1734 N Wolcott Avenue Chicago, IL 60622Single Family Active Under ContractListing provided courtesy of Meridian Real Estate Chicago LLC
$4,500,000 6bd 6ba 6,000sqft32 E BELLEVUE Place Chicago, IL 60611Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
New $4,500,000 2bd 3ba 435 N Michigan Avenue #2601 Chicago, IL 60611Single Family ActiveListing provided courtesy of Coldwell Banker Realty
$4,500,000 3bd 4ba 3,705sqft14 W Superior Street #6201 Chicago, IL 60654Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$4,495,000 5bd 5ba 5,900sqft1811 N Howe Street Chicago, IL 60614Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,395,000 3bd 3ba 3,940sqft65 E Goethe Street #4E Chicago, IL 60610Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,350,000 3bd 3ba 3,725sqft363 E Wacker Drive #5801 Chicago, IL 60601Single Family Active Under ContractListing provided courtesy of Gold Coast Realty Chicago
$4,300,000 4bd 4ba 3,444sqft435 N Michigan Avenue #1112 Chicago, IL 60611Single Family ActiveListing provided courtesy of Berkshire Hathaway HomeServices Chicago
$4,300,000 4bd 4ba 5,250sqft800 N MICHIGAN Avenue #3501 Chicago, IL 60611Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,300,000 7bd 7ba 6,300sqft551 W Grant Place Chicago, IL 60614Single Family PendingListing provided courtesy of Compass
$4,300,000 3bd 4ba 4,000sqft199 E Lake Shore Drive #8W Chicago, IL 60611Single Family ActiveListing provided courtesy of Compass
$4,300,000 3bd 4ba 4,000sqft11 E WALTON Street #3902 Chicago, IL 60611Single Family PendingListing provided courtesy of @properties Christie's International Real Estate
$4,295,000 5bd 7ba 6,815sqft1434 N Dearborn Street Chicago, IL 60610Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
New $4,295,000 3bd 4ba 3,765sqft451 E Grand Avenue #5510 Chicago, IL 60611Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$4,295,000 4bd 5ba 5,200sqft65 E Goethe Street #4N Chicago, IL 60610Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,250,000 3bd 4ba 3,345sqft435 N Michigan Avenue #1203 Chicago, IL 60611Single Family PendingListing provided courtesy of @properties Christie's International Real Estate
$4,200,000 7bd 7ba 6,300sqft531 W Grant Place Chicago, IL 60614Single Family PendingListing provided courtesy of Compass
$4,100,000 3bd 4ba 4,400sqft2120 N Lincoln Park West #15 Chicago, IL 60614Single Family Active Under ContractListing provided courtesy of Compass
$4,100,000 4bd 4ba 4,273sqft1447 N Dearborn Street #3N Chicago, IL 60610Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$4,000,000 6bd 7ba 5,200sqft2719 N Dayton Avenue Chicago, IL 60614Single Family Active Under ContractListing provided courtesy of Meridian Real Estate Chicago LLC
$4,000,000 4bd 4ba 4,273sqft1447 N Dearborn Street #2N Chicago, IL 60610Single Family PendingListing provided courtesy of @properties Christie's International Real Estate
$3,999,999 6017-59 N Western Avenue Chicago, IL 60659Vacant Land ActiveListing provided courtesy of Coldwell Banker Realty
$3,998,000 6bd 7ba 6,400sqft2658 N Mildred Avenue Chicago, IL 60614Single Family ActiveListing provided courtesy of Coldwell Banker Realty
$3,995,000 6bd 9ba 8,500sqft1550 N State Parkway #LIB-ABC Chicago, IL 60610Single Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$3,995,000 7bd 5ba 5,676sqft2705 N Bosworth Avenue Chicago, IL 60614Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$3,975,000 7bd 5ba 5,000sqft1331 W Wolfram Street Chicago, IL 60657Single Family ActiveListing provided courtesy of Circle One Realty
$3,950,000 3bd 4ba 224 N Elizabeth Street #T1-7C Chicago, IL 60607Single Family ActiveListing provided courtesy of Compass
$3,900,000 5bd 6ba 9,200sqft1352 N La Salle Drive Chicago, IL 60610Single Family Active Under ContractListing provided courtesy of Jameson Sotheby's Intl Realty
$3,895,000 4bd 5ba 4,000sqft2035 N Orleans Street #4W Chicago, IL 60614Single Family Active Under ContractListing provided courtesy of Pearson Realty Group
$3,825,000 4bd 5ba 224 N Elizabeth Street #T1-2A Chicago, IL 60607Single Family ActiveListing provided courtesy of Compass
$3,800,000 5bd 5ba 5,900sqft1739 N Mohawk Street Chicago, IL 60614Single Family Active Under ContractListing provided courtesy of Weichert,Realtors-FirstChicago
$3,750,000 3bd 3ba 2,703sqft9 W Walton Street #702 Chicago, IL 60610Single Family ActiveListing provided courtesy of Premier Relocation, Inc.
$3,750,000 5bd 6ba 6,600sqft1000 N LAKE SHORE Plaza #47AB Chicago, IL 60611Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$3,695,000 3bd 5ba 3,948sqft401 N Wabash Avenue #48A Chicago, IL 60611Single Family ActiveListing provided courtesy of Coldwell Banker Realty
$3,658,000 7bd 6ba 7,404sqft907-909 W Webster Avenue Chicago, IL 60614Single Family PendingListing provided courtesy of The Margie Smigel Group, LLC
$3,625,000 4bd 5ba 3,950sqft435 N Michigan Avenue #1105 Chicago, IL 60611Single Family ActiveListing provided courtesy of Gold Coast Realty Chicago
$3,600,000 1223 W Lake Street Chicago, IL 60607Vacant Land ActiveListing provided courtesy of McAllister Real Estate
$3,600,000 3bd 4ba 3,436sqft11 E Walton Street #4402 Chicago, IL 60611Single Family ActiveListing provided courtesy of Premier Relocation, Inc.
$3,600,000 7bd 7ba 33 E Division Street Chicago, IL 60610Multi-Family ActiveListing provided courtesy of Jameson Sotheby's Intl Realty
$3,500,000 5bd 8ba 6,860sqft270 E Pearson Street #701-801 Chicago, IL 60611Single Family ActiveListing provided courtesy of Baird & Warner
New $3,500,000 4bd 4ba 5,460sqft111 E Bellevue Place Chicago, IL 60611Single Family ActiveListing provided courtesy of Andersen Realty Group
New $3,500,000 3bd 5ba 6,400sqft460 W Superior Street #4-5 Chicago, IL 60654Single Family ActiveListing provided courtesy of Premier Relocation, Inc.
$3,500,000 629 N Ashland Avenue Chicago, IL 60622Vacant Land ActiveListing provided courtesy of Berkshire Hathaway HomeServices Chicago
$3,500,000 4bd 4ba 3,519sqft1447 N Dearborn Street #4S Chicago, IL 60611Single Family PendingListing provided courtesy of @properties Christie's International Real Estate
$3,500,000 4bd 5ba 3,725sqft1447 N Dearborn Street #1S Chicago, IL 60610Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$3,500,000 3bd 5ba 3,948sqft401 N Wabash Avenue #44A Chicago, IL 60611Single Family ActiveListing provided courtesy of Coldwell Banker Realty
$3,499,990 7bd 7ba 7,150sqft75 E ELM Street Chicago, IL 60611Single Family ActiveListing provided courtesy of @properties Christie's International Real Estate
$3,499,000 4bd 5ba 9,542sqft1211 S Prairie Avenue #5400 Chicago, IL 60605Single Family ActiveListing provided courtesy of Keller Williams ONEChicago
$3,499,000 30 N Western Avenue Chicago, IL 60612Vacant Land ActiveListing provided courtesy of Strauss Realty Ltd