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!

10,514 Properties Found. Page 1 of 1,315

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...

Historic Elegance Melds Perfectly With Modern S...

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$10,500,000 Active

  • 5 Beds
  • 7 Baths
  • 0.07 Acres
  • 9,000 ft²

Residential

1336 North State Parkway, Chicago, IL

MLS® #10627781

Historic Elegance Melds Perfectly With Modern Sophistication Throughout This Meticulously Updated And Immaculately Maintained 9000 Square Foot Home. Perfectly Sited In The Heart Of The Gold Coast, This Landmark Residence Is Uniquely Positioned And Flooded With Sunlight. The Epitome Of Grandeur An...

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® #10601929

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...

Designed By Benjamin Marshall, This Extraordina...

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$8,885,000 Active

  • 3 Beds
  • Baths
  • 9,672 ft²

Residential

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

MLS® #10650886

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...

Introducing 1000m, Chicago's Most Exciting New ...

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$8,500,000 Active

  • 4 Beds
  • Baths
  • 5,491 ft²

Residential

1000 South Michigan Avenue #71-ph2, Chicago, IL

MLS® #10706243

Introducing 1000m, Chicago's Most Exciting New Address! Located Directly Across From Grant Park, 1000m Is Designed By World-renowned Architect Helmut Jahn And Local Design Icon Kara Mann. Residences Range From Spacious 1br To 4br Penthouses, With Beautiful Design And Dramatic Lake And City Views....

Introducing 1000m, Chicago's Most Exciting New ...

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$8,100,000 Active

  • 4 Beds
  • Baths
  • 5,488 ft²

Residential

1000 South Michigan Avenue #71-ph1, Chicago, IL

MLS® #10671209

Introducing 1000m, Chicago's Most Exciting New Address! Located Directly Across From Grant Park, 1000m Is Designed By World-renowned Architect Helmut Jahn And Local Design Icon Kara Mann. Residences Range From Spacious 1br To 4br Penthouses, With Beautiful Design And Dramatic Lake And City Views....

Absolutely Stunning, David Adler Designed Duple...

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$7,999,000 Active

  • 6 Beds
  • 6 Baths
  • 7,900 ft²

Residential

1325 North Astor Street #13, Chicago, IL

MLS® #10509929

Absolutely Stunning, David Adler Designed Duplex Penthouse Set Atop One Of The Finest, Vintage Condominium Buildings On Astor Street. Available For The First Time In Nearly 50 Years, This 6 Bedroom Home Boasts Nearly 8000 Square Feet And Features 3 Separate Private Terraces With Amazing City And ...

Incredible Half-floor Unit At The Landmark Palm...

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$7,350,000 Active

  • 3 Beds
  • Baths
  • 4,984 ft²

Residential

159 East Walton Place #18a, Chicago, IL

MLS® #10631082

Incredible Half-floor Unit At The Landmark Palmolive Building, Three Bedrooms Plus Study With Three And One-half Bathrooms. Approximately 5,000 Interior Square Feet With A 1,600 Square Foot True Terrace With Direct Access Off Of Living And Dining Rooms. One Of Only Five Units In The Building With...

Helaine Cohen, Chicago Real Estate Broker

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