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Real Estate and Properties for Sale

$29,900,000
  • 8bd
  • 13ba
  • 20,000sqft

319 SHERIDAN Road Winnetka, IL 60093

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$21,000,000
  • 6bd
  • 6ba
  • 25,000sqft

1355 N Astor Street Chicago, IL 60610

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$18,500,000
  • 6bd
  • 7ba
  • 13,400sqft

915 N DEARBORN Street Chicago, IL 60610

Single Family
Active
Listing provided courtesy of Baird & Warner
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$18,000,000

3278 N Milwaukee Avenue Chicago, IL 60618

Vacant Land
Active
Listing provided courtesy of Strauss Realty Ltd
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$16,900,000
  • 6bd
  • 10ba
  • 15,000sqft

915 Sunset Road Winnetka, IL 60093

Single Family
Active
Listing provided courtesy of Village Realty Group Inc
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$16,750,000
  • 7bd
  • 9ba
  • 17,000sqft

501 Sheridan Road Kenilworth, IL 60043

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$12,250,000
  • 6bd
  • 7ba
  • 8,690sqft

800 N Michigan Avenue #PH67 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Premier Relocation, Inc.
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$12,250,000
  • 5bd
  • 7ba
  • 7,940sqft

451 E Grand Avenue #PH64 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$11,700,000
  • 5bd
  • 7ba
  • 8,500sqft

800 N Michigan Avenue #PH64 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$10,010,283

17535 LaGrange Road Tinley Park, IL 60487

Vacant Land
Active
Listing provided courtesy of Realty Executives Ambassador
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$9,995,000
  • 10bd
  • 10ba
  • 13,400sqft

2026 N Kenmore Avenue Chicago, IL 60614

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$8,995,000
  • 7bd
  • 6ba
  • 8,691sqft

1853 N Burling Street Chicago, IL 60614

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$8,800,000

8101 S County Line Road Burr Ridge, IL 60527

Vacant Land
Active
Listing provided courtesy of Land Partners, LLC
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$8,415,000
  • 4bd
  • 5ba
  • 5,497sqft

363 E Wacker Drive #7301 Chicago, IL 60601

Single Family
Active
Listing provided courtesy of Magellan Marketing Group LLC
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$8,400,000
  • 4bd
  • 5ba
  • 7,880sqft

159 E Walton Place #PH Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$8,350,000
  • 4bd
  • 5ba
  • 6,085sqft

14 W Superior Street #7100 Chicago, IL 60654

Single Family
Pending
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$8,250,000
  • 4bd
  • 5ba
  • 6,085sqft

14 W Superior Street #7000 Chicago, IL 60654

Single Family
Pending
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$7,999,900
  • 6bd
  • 9ba
  • 10,588sqft

919 HILL Road Winnetka, IL 60093

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$7,995,000
  • 4bd
  • 5ba
  • 6,085sqft

14 W Superior Street #6900 Chicago, IL 60654

Single Family
Pending
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$7,995,000
  • 6bd
  • 9ba
  • 9,100sqft

3026 N Lake Shore Drive Chicago, IL 60657

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$7,907,000

17535-2 LaGrange Road Tinley Park, IL 60487

Vacant Land
Active
Listing provided courtesy of Realty Executives Ambassador
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$7,750,000
  • 5bd
  • 5ba
  • 6,031sqft

1838 N BURLING Street Chicago, IL 60614

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$7,500,000
  • 4bd
  • 5ba
  • 5,734sqft

363 E Wacker Drive #9101 Chicago, IL 60601

Single Family
Active
Listing provided courtesy of Compass
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$7,500,000
  • 6bd
  • 8ba
  • 9,512sqft

1878 N Orchard Street Chicago, IL 60614

Single Family
Active
Listing provided courtesy of Premier Relocation, Inc.
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$7,000,000
  • 3bd
  • 4ba

435 N Michigan Avenue #2203 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$6,950,000

1375 W Lake Street Chicago, IL 60607

Vacant Land
Active
Listing provided courtesy of Sperry Van Ness
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$6,950,000
  • 6bd
  • 11ba
  • 20,000sqft

94 Hawthorne Road Barrington Hills, IL 60010

Single Family
Active
Listing provided courtesy of HomeSmart Connect LLC
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$6,950,000
  • 6bd
  • 7ba
  • 6,000sqft

1865 N Burling Street Chicago, IL 60614

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$6,900,000
  • 4bd
  • 9ba
  • 7,523sqft

79 E Cedar Street Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Berkshire Hathaway HomeServices Chicago
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$6,500,000

2135 W Armitage Avenue Chicago, IL 60647

Vacant Land
Active
Listing provided courtesy of Baird & Warner
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$6,500,000
  • 7bd
  • 12ba
  • 22,000sqft

344 Old Sutton Road Barrington, IL 60010

Single Family
Active
Listing provided courtesy of HomeSmart Connect LLC
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$6,500,000
  • 3bd
  • 4ba
  • 4,798sqft

Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$6,451,902
  • 4bd
  • 6ba
  • 4,779sqft

363 E Wacker Drive #5506 Chicago, IL 60601

Single Family
Active
Listing provided courtesy of Magellan Marketing Group LLC
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$6,450,000
  • 7bd
  • 11ba
  • 10,360sqft

460 W Huron Street Chicago, IL 60654

Single Family
Active
Listing provided courtesy of THE NAV AGENCY
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$6,000,000
  • 6bd
  • 5ba
  • 11,000sqft

1454 N Dearborn Street Chicago, IL 60610

Single Family
Active
Listing provided courtesy of Compass
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$6,000,000
  • 4bd
  • 6ba
  • 4,029sqft

401 N Wabash Avenue #86A Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Coldwell Banker Realty
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$5,999,000
  • 5bd
  • 6ba
  • 11,600sqft

101 S Remington Drive Barrington Hills, IL 60010

Single Family
Active
Listing provided courtesy of EHomes Realty, Ltd
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$5,995,000
  • 3bd
  • 6ba
  • 6,500sqft

1524 N Astor Street Chicago, IL 60610

Single Family
Active
Listing provided courtesy of Engel & Voelkers Chicago
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$5,995,000
  • 11bd
  • 6ba
  • 5,100sqft

22 E Elm Street Chicago, IL 60611

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$5,975,000
  • 7bd
  • 9ba
  • 11,000sqft

455 Sheridan Road Kenilworth, IL 60043

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$5,950,000
  • 5bd
  • 6ba
  • 7,462sqft

189 E LAKE SHORE Drive #PH18 Chicago, IL 60611

Single Family
Active Under Contract
Listing provided courtesy of @properties Christie's International Real Estate
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$5,900,000
  • 5bd
  • 6ba
  • 8,400sqft

800 N Michigan Avenue #63PH Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Compass
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$5,900,000
  • 7bd
  • 11ba
  • 28,000sqft

93 Hawley Woods Road Barrington, IL 60010

Single Family
Active Under Contract
Listing provided courtesy of RE/MAX Suburban
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$5,850,000
  • 4bd
  • 5ba
  • 5,846sqft

1447 N Dearborn Street #4N Chicago, IL 60611

Single Family
Pending
Listing provided courtesy of @properties Christie's International Real Estate
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$5,750,000
  • 6bd
  • 8ba
  • 8,200sqft

1703 N Dayton Street Chicago, IL 60614

Single Family
Active
Listing provided courtesy of Coldwell Banker Realty
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$5,749,000
  • 6bd
  • 8ba
  • 9,000sqft

794 Greenwood Avenue Glencoe, IL 60022

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$5,599,900
  • 7bd
  • 9ba
  • 6,500sqft

395 Greenleaf Avenue Glencoe, IL 60022

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$5,495,000
  • 6bd
  • 6ba
  • 6,500sqft

1755 N Mohawk Street Chicago, IL 60614

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$5,299,900
  • 5bd
  • 6ba
  • 6,754sqft

320 Melrose Avenue Kenilworth, IL 60043

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$5,295,000
  • 6bd
  • 9ba
  • 13,900sqft

6413 S County Line Road Burr Ridge, IL 60527

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$5,250,000
  • 8bd
  • 8ba
  • 7,118sqft

Chicago, IL 60657

Single Family
Active Under Contract
Listing provided courtesy of @properties Christie's International Real Estate
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$5,250,000

2849-3139 W 51st Street Chicago, IL 60632

Vacant Land
Active
Listing provided courtesy of Ruiz Realty, Inc.
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$5,250,000
  • 7bd
  • 9ba
  • 6,700sqft

3523 N Bosworth Avenue Chicago, IL 60657

Single Family
Active
Listing provided courtesy of Meridian Real Estate Chicago LLC
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$5,200,000
  • 3bd
  • 3ba
  • 5,400sqft

159 E Walton Place #28A Chicago, IL 60611

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$5,200,000
  • 7bd
  • 6ba
  • 8,400sqft

1515 N North Park Avenue Chicago, IL 60610

Single Family
Active
Listing provided courtesy of Coldwell Banker Realty
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$5,149,000
  • 6bd
  • 7ba
  • 13,000sqft

320 Woodley Road Winnetka, IL 60093

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$5,000,000

5 Butera Lane Barrington, IL 60010

Vacant Land
Active
Listing provided courtesy of DNV Solutions LLC
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$4,999,900
  • 6bd
  • 6ba
  • 4,159sqft

936 Sunset Road Winnetka, IL 60093

Single Family
Pending
Listing provided courtesy of @properties Christie's International Real Estate
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$4,995,000
  • 6bd
  • 8ba

1019 N Wolcott Avenue Chicago, IL 60622

Multi-Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,995,000
  • 6bd
  • 9ba
  • 7,480sqft

1380 Westmoor Trail Winnetka, IL 60093

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,990,000
  • 6bd
  • 7ba
  • 5,200sqft

1917 N Orchard Street Chicago, IL 60614

Single Family
Pending
Listing provided courtesy of @properties Christie's International Real Estate
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$4,950,000
  • 5bd
  • 7ba
  • 9,908sqft

32 Woodley Road Winnetka, IL 60093

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,900,000
  • 4bd
  • 5ba
  • 5,215sqft

1447 N Dearborn Street #1N Chicago, IL 60610

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,875,000

3044 Rose Street Franklin Park, IL 60131

Vacant Land
Active
Listing provided courtesy of Land Partners, LLC
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$4,850,000
  • 7bd
  • 7ba

1646 N Leavitt Street Chicago, IL 60647

Single Family
Active
Listing provided courtesy of Compass
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$4,850,000
  • 9bd
  • 8ba

1652 N Leavitt Street Chicago, IL 60647

Multi-Family
Active
Listing provided courtesy of Compass
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$4,800,000
  • 4bd
  • 4ba
  • 4,831sqft

363 E Wacker Drive #3101 Chicago, IL 60601

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,795,000
  • 5bd
  • 6ba

453 W Briar Place #PH-WEST Chicago, IL 60657

Single Family
Active
Listing provided courtesy of Fulton Grace Realty
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$4,775,000
  • 5bd
  • 7ba
  • 6,800sqft

488 Park Avenue Glencoe, IL 60022

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,750,000
  • 5bd
  • 7ba
  • 6,355sqft

840 N LAKE SHORE Drive #401-402 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$4,699,000
  • 6bd
  • 9ba
  • 6,000sqft

231 Woodlawn Avenue Winnetka, IL 60093

Single Family
Pending
Listing provided courtesy of Stone Realty Group
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$4,695,000
  • 5bd
  • 7ba
  • 8,250sqft

1407 N Hoyne Avenue Chicago, IL 60622

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$4,600,000
  • 3bd
  • 4ba

224 N Elizabeth Street #T1-20A Chicago, IL 60607

Single Family
Pending
Listing provided courtesy of Compass
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$4,550,000
  • 4bd
  • 5ba
  • 3,596sqft

2350 N Orchard Street #701 Chicago, IL 60614

Single Family
Active Under Contract
Listing provided courtesy of Engel & Voelkers Chicago
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$4,550,000
  • 5bd
  • 6ba
  • 5,000sqft

1944 N Fremont Street Chicago, IL 60614

Single Family
Active
Listing provided courtesy of Coldwell Banker Realty
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$4,550,000
  • 6bd
  • 8ba
  • 6,000sqft

1734 N Wolcott Avenue Chicago, IL 60622

Single Family
Active Under Contract
Listing provided courtesy of Meridian Real Estate Chicago LLC
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$4,500,000
  • 6bd
  • 7ba
  • 6,212sqft

140 Birch Street Winnetka, IL 60093

Single Family
Pending
Listing provided courtesy of Compass
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$4,500,000
  • 3bd
  • 4ba
  • 3,705sqft

14 W Superior Street #6201 Chicago, IL 60654

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$4,500,000
  • 2bd
  • 3ba

435 N Michigan Avenue #2601 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Coldwell Banker Realty
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$4,500,000
  • 6bd
  • 6ba
  • 6,000sqft

32 E BELLEVUE Place Chicago, IL 60611

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,499,000
  • 7bd
  • 8ba

24 Bridlewood Road Northbrook, IL 60062

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,499,000
  • 5bd
  • 7ba
  • 6,697sqft

528 Roslyn Road Kenilworth, IL 60043

Single Family
Active
Listing provided courtesy of Baird & Warner
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$4,495,000
  • 5bd
  • 5ba
  • 5,900sqft

1811 N Howe Street Chicago, IL 60614

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,475,000
  • 7bd
  • 9ba
  • 9,000sqft

1125 Longvalley Road Glenview, IL 60025

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,400,000

Richton Park, IL 60471

Single Family
Active
Listing provided courtesy of McColly Rosenboom - B
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$4,395,000
  • 3bd
  • 3ba
  • 3,940sqft

65 E Goethe Street #4E Chicago, IL 60610

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,350,000
  • 3bd
  • 3ba
  • 3,725sqft

363 E Wacker Drive #5801 Chicago, IL 60601

Single Family
Active Under Contract
Listing provided courtesy of Gold Coast Realty Chicago
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$4,300,000
  • 3bd
  • 4ba
  • 4,000sqft

199 E Lake Shore Drive #8W Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Compass
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$4,300,000
  • 4bd
  • 4ba
  • 5,250sqft

800 N MICHIGAN Avenue #3501 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,300,000
  • 7bd
  • 7ba
  • 6,300sqft

551 W Grant Place Chicago, IL 60614

Single Family
Pending
Listing provided courtesy of Compass
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$4,300,000
  • 4bd
  • 4ba
  • 3,444sqft

435 N Michigan Avenue #1112 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Berkshire Hathaway HomeServices Chicago
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$4,300,000
  • 3bd
  • 4ba
  • 4,000sqft

11 E WALTON Street #3902 Chicago, IL 60611

Single Family
Pending
Listing provided courtesy of @properties Christie's International Real Estate
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$4,295,000
  • 5bd
  • 7ba
  • 6,815sqft

1434 N Dearborn Street Chicago, IL 60610

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,295,000
  • 3bd
  • 4ba
  • 3,765sqft

451 E Grand Avenue #5510 Chicago, IL 60611

Single Family
Active
Listing provided courtesy of Jameson Sotheby's Intl Realty
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$4,295,000
  • 4bd
  • 5ba
  • 5,200sqft

65 E Goethe Street #4N Chicago, IL 60610

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,250,000
  • 3bd
  • 4ba
  • 3,345sqft

435 N Michigan Avenue #1203 Chicago, IL 60611

Single Family
Pending
Listing provided courtesy of @properties Christie's International Real Estate
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$4,200,000
  • 7bd
  • 7ba
  • 6,300sqft

531 W Grant Place Chicago, IL 60614

Single Family
Pending
Listing provided courtesy of Compass
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$4,200,000
  • 6bd
  • 9ba
  • 6,950sqft

1128 Mt. Pleasant Road Winnetka, IL 60093

Single Family
Active
Listing provided courtesy of @properties Christie's International Real Estate
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$4,200,000
  • 6bd
  • 6ba
  • 6,235sqft

804 Greenwood Avenue Wilmette, IL 60091

Single Family
Pending
Listing provided courtesy of Jameson Sotheby's International Realty
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$4,100,000
  • 3bd
  • 4ba
  • 4,400sqft

2120 N Lincoln Park West #15 Chicago, IL 60614

Single Family
Active Under Contract
Listing provided courtesy of Compass
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Based on information from the Broker Reciprocity program of Midwest Real Estate Data LLC, submitted to the MLS GRID as of 6/29/2026 08:32 PM PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. © Copyright 2026 Midwest Real Estate Data LLC®. All rights reserved.