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126 results for:

Luxury Properties for sale in Chicago, Illinois

  • Detached House in Chicago, Cook County
    Detached House in Chicago, Cook County
    CN¥ 31,909,000
    766 m² 7 5
    Presented by Timothy Salm | Jameson Sotheby's International Realty
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  • Apartment in Chicago, Cook County
    Apartment in Chicago, Cook County
    CN¥ 20,355,200
    483 m² 5 4
    Presented by Timothy Salm | Jameson Sotheby's International Realty
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  • Detached House in Chicago, Cook County
    Detached House in Chicago, Cook County
    CN¥ 39,385,100
    575 m² 6 6
    Presented by Natasha Motev | Jameson Sotheby's International Realty
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  • Apartment in Chicago, Cook County
    Apartment in Chicago, Cook County
    CN¥ 44,176,500
    445 m² 4 3
    Presented by Brant Booker | Jameson Sotheby's International Realty
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  • Detached House in Chicago, Cook County
    Detached House in Chicago, Cook County
    CN¥ 57,429,500
    845 m² 9 6
    Presented by Brant Booker | Jameson Sotheby's International Realty
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  • Detached House in Chicago, Cook County
    Detached House in Chicago, Cook County
    CN¥ 12,906,300
    5 5
    Presented by Stephanie Turner | Jameson Sotheby's International Realty
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  • Apartment in Chicago, Cook County
    Apartment in Chicago, Cook County
    CN¥ 83,255,700
    737 m² 7 5
    Presented by Brad Brondyke | Jameson Sotheby's International Realty
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  • Apartment in Chicago, Cook County
    Apartment in Chicago, Cook County
    CN¥ 16,617,200
    235 m² 3 3
    Presented by Rubina Bokhari | Jameson Sotheby's International Realty
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  • Detached House in Chicago, Cook County
    Detached House in Chicago, Cook County
    CN¥ 52,672,000
    560 m² 5 5
    Presented by Ryan Preuett | Jameson Sotheby's International Realty
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  • Detached House in Chicago, Cook County
    Detached House in Chicago, Cook County
    CN¥ 26,505,900
    854 m² 6 5
    Presented by Julie Harron | Jameson Sotheby's International Realty
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  • Luxury home in Chicago, Cook County
    Luxury home in Chicago, Cook County
    CN¥ 56,749,800
    565 m² 5 4
    Presented by Nancy Tassone | Jameson Sotheby's International Realty
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  • Apartment in Chicago, Cook County
    Apartment in Chicago, Cook County
    CN¥ 22,088,300
    306 m² 3 3
    Presented by Timothy Salm | Jameson Sotheby's International Realty
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  • Apartment in Chicago, Cook County
    Apartment in Chicago, Cook County
    CN¥ 13,558,800
    255 m² 3 3
    Presented by Natasha Motev | Jameson Sotheby's International Realty
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  • Apartment in Chicago, Cook County
    Apartment in Chicago, Cook County
    CN¥ 47,574,700
    4 3
    Presented by Ryan Preuett | Jameson Sotheby's International Realty
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  • Apartment in Chicago, Cook County
    Apartment in Chicago, Cook County
    CN¥ 27,151,600
    9 6
    Presented by Natasha Motev | Jameson Sotheby's International Realty
    Premium

luxury guide

102 luxury properties are currently on the market in Chicago, one of the most resilient high-end real estate markets in North America. The city draws serious buyers for reasons that go beyond reputation: pricing that remains competitive against New York and Miami, a global financial hub, and a lakefront that gives Chicago something no other continental metropolis can claim. O'Hare International Airport connects directly to major European and Asian cities. And the neighborhoods themselves, Gold Coast, Streeterville, River North, Lincoln Park, deliver a concentration of prestige real estate that rivals anything the East Coast offers. Apartments, penthouses, and high-floor residences define the premium segment here, with an architectural legacy that makes Chicago a city unlike any other in the world.

Luxury property prices in Chicago

Chicago's luxury market runs from CN¥2,045,311 to CN¥83,656,210, with an average price of CN¥10,776,195. Size ranges from 58 to 854 sqm. The factors that drive price are straightforward: floor height and Lake Michigan views. A high-floor residence with unobstructed water views commands a significant premium over an equivalent property without them. Compared to Manhattan, Chicago is still a relative value. But that gap is closing. New luxury construction in the premium segment is limited, and international demand keeps rising. The market rewards buyers who move before the spread narrows further. Compared to Miami, Chicago competes on infrastructure and economic depth rather than climate, and for many buyers that trade-off makes complete sense.

Most sought-after areas in Chicago

Gold Coast is where Chicago luxury has always been rooted. North Lake Shore Drive concentrates the city's most distinguished residential addresses, directly facing the lake. Lincoln Park combines green space, lakefront access, and an upscale retail and dining scene that attracts buyers looking for a quieter register of prestige. Streeterville sits between Lake Michigan and the Magnificent Mile, home to some of the most iconic residential towers in the skyline. River North moves faster and skews younger, driven by the gallery district, high-end restaurants, and buyers who want the city's most dynamic urban energy. West Loop is the market to watch: a former industrial district now thoroughly transformed, with rising values and a profile that draws comparisons to Brooklyn's most successful neighborhoods.

Frequently Asked Questions

Why invest in Chicago luxury real estate?

Chicago is the third-largest economy in the United States, backed by finance, technology, and one of the world's busiest logistics hubs. At an average price of CN¥10,776,195, the market offers genuine value compared to New York and Los Angeles, with appreciation potential concentrated in lakefront addresses and rapidly transforming districts like West Loop. International demand is rising, and premium supply is not keeping pace.

What is it like to live in Chicago?

Chicago delivers a quality of life that consistently surprises first-time buyers: a world-class restaurant scene, major cultural institutions including the Art Institute and the Chicago Symphony Orchestra, and a lakefront that functions as a genuine urban amenity from May through September. O'Hare connects directly to London, Frankfurt, Tokyo, and beyond, making the city a practical base for international residents.

What makes Chicago unique in the luxury market?

No other major American city has a lakefront skyline like Chicago's. The combination of Lake Michigan, the most architecturally significant downtown in the country, and competitive pricing against coastal markets creates a proposition that simply does not exist anywhere else. Gold Coast and Streeterville offer lake-facing residences that have no equivalent in New York or Los Angeles.