Searching Chicago's Most Expensive Real Estate Listings

Posted by Helaine Cohen on Monday, January 12th, 2015 at 11:44am.

Chicago's Most Expensive Real Estate Listings

Unfortunately, not all of us can afford some of the fabulous, multi-million properties that occupy a place on the real estate market in downtown Chicago, but that doesn’t mean we still can’t have fun viewing all of the impressive homes and condos for sale around town that truly will make your jaw drop. From stunning 6-bedroom mansions in Lincoln Park and the Gold Coast to lavish high-rise condos all over the city, Chicago certainly isn’t lacking in the luxury real estate department.

If you are a luxury home buyer with some deep pockets who may be in the market for a new place to call home however, there are certain locations within the city you may want to begin your search that all depend on your lifestyle, design preferences, and various other factors.

If you’re someone who appreciates historic homes or perhaps wants to be near the lakefront, the Gold Coast may just be the perfect fit. Furthermore, if a full-service condo with plenty of amenities and fully upgraded interiors is more your style, why not check out what’s for sale in Streeterville or River North?

Whatever it is you may be looking for, if it’s luxury, you’ll probably find exactly what it is you need by checking out Chicago’s most expensive listings. And if you do find what appears to be that perfect new home or condo, contact Helaine Cohen at (312) 953-0961 to schedule a private showing today!

Chicago's Top 10 Most Expensive Listings - ALWAYS UPDATED!

11,635 Properties Found. Page 1 of 1,455

Unprecedented Urban Estate. 25,000 Square Foot ...

REDUCED 10% Photo of Listing #09401800
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$45,000,000 Active

  • 6 Beds
  • 9 Baths
  • 25,000 ft²

Residential

1932 North Burling Street, Chicago, IL

MLS® #09401800

Unprecedented Urban Estate. 25,000 Square Foot Masterpiece On Lincoln Park's Finest Street. Sited On An Enormous 177'x149' Parcel Totaling More Than Eight City Lots, Every Step Has Been Taken To Provide Complete Privacy And Tranquility. Manicured Grounds With Multiple Fountains, Reflecting Pool, ...

Built For Attorney John H. Thompson Based On On...

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$19,500,000 Active

  • 6 Beds
  • Baths
  • 13,400 ft²

Residential

915 North Dearborn Street, Chicago, IL

MLS® #10364111

Built For Attorney John H. Thompson Based On One Of Cobb And Frost's Last Designs, Thompson House Remains One Of The Most Visually Stunning Landmark Homes In Chicago's Gold Coast. This Grand Private Residence On Dearborn Street Is Located In A Residential / Business Planned Development Area, Whic...

This Is An Extraordinary Opportunity To Design ...

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$15,174,000 Active

  • 4 Beds
  • 5 Baths
  • 7,587 ft²

Residential

451 East Grand Avenue #ph65, Chicago, IL

MLS® #10470503

This Is An Extraordinary Opportunity To Design Your Own Custom Penthouse Home In Chicago's Most Luxurious Building, Robert A.m. Stern's One Bennett Park. Sitting 736 Feet In The Air, Penthouse 65 Offers 7500 Square Feet Of Customizable Space With Unobstructed 360 Degree Views Of Chicago's City A...

Enjoy Postcard Perfect Lake & City Views From T...

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$13,500,000 Active

  • 6 Beds
  • 7 Baths
  • 8,800 ft²

Residential

840 North Lake Shore Drive #2601, Chicago, IL

MLS® #10353596

Enjoy Postcard Perfect Lake & City Views From The Expansive Terraces Of Chicago's Most Iconic Penthouse. Sited In The Best Locale And Encompassing 8800 Sqft Of Interior Living + 1135 Sqft Of Outdoor Living, This Jaw Dropping Full Floor Home Has No Equal. Acquired As Raw Space, It Was Custom Desig...

Designed By Benjamin Marshall, This Extraordina...

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$11,500,000 Active

  • 3 Beds
  • Baths
  • 9,672 ft²

Residential

199 East Lake Shore Drive #10-11e, Chicago, IL

MLS® #10509049

Designed By Benjamin Marshall, This Extraordinary 9,600+ Sf Residence Is Being Offered For The First Time In 25 Years. Imagine Gatsby Style Entertaining In Grand Rooms Enriched With High, Detailed Ceilings And Fireplaces Throughout. Spanning Two Levels Of Elegance, Each Of The 23 Rooms Commands I...

Amazing View 360 Full Floor Penthouse. Sky 360 ...

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$11,086,540 Active

  • 5 Beds
  • Baths
  • 6,026 ft²

Residential

363 East Wacker Drive #8901, Chicago, IL

MLS® #10386039

Amazing View 360 Full Floor Penthouse. Sky 360 Residences Of Vista Tower-chicago's New Luxury Residence, An Architectural Masterpiece, Designed By Jeanne Gang Complimented By A Wanda Vista 5 Star Hotel Located In Lakeshore East. World-renowned Interior Design Specialists Hirsch Bedner Associates ...

Exquisite 1894 George Maher Designed Mansion In...

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$10,300,000 Active

  • 7 Beds
  • 7 Baths
  • 0.09 Acres
  • 9,700 ft²

Residential

1521 North State Parkway, Chicago, IL

MLS® #10483608

Exquisite 1894 George Maher Designed Mansion In The Heart Of Chicago's Gold Coast. Intricate Beaux-arts Limestone Facade Sets The Tone For This Magnificent Property. A Recent Full Renovation, By Hewitt Horn Updates The Home To Today's Standard Of Living, And In Keeping With The Integrity Of The 1...

This One-of-a-kind 2 Floor Penthouse Is An Ente...

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$8,990,000 Active

  • 3 Beds
  • 4 Baths
  • 9,300 ft²

Residential

415 East North Water Street #ph05, Chicago, IL

MLS® #10459898

This One-of-a-kind 2 Floor Penthouse Is An Entertainer's Dream-the Entire Top Floor Is Dedicated To It, With A Full Size Basketball And Racquetball Court, A Large Jacuzzi And Steam Room, And A Wraparound Porch With Endless, Unparalleled Views Of The Lake And City! Located In One Of The Most Covet...

Helaine Cohen, Chicago Real Estate Broker

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