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Luxury Chicago Penthouses for Sale , $3,000,000 - $5,000,000

$2,000,000 - $3,000,000 $3,000,000 - $5,000,000 Over $10,000,000
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453 W Briar Place Ph-west, Chicago, IL - $4,795,000

Residential, Attached Single
  • 5 Beds
  • Baths
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Welcome To 453 West Briar Place In Chicago's East Lakeview Neighborhood, Just Steps From The Lakefront. From The Award-winning Builder Of 647 West Melrose Street And Numerous Custom Single Family Homes, This Boutique, Six-unit Building Covers Near...

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111 W Maple Street 3402-3404, Chicago, IL - $3,300,000

Residential, Attached Single
  • 2 Beds
  • Baths
  • 2,500 SQFT
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Rare Opportunity To Own This Gold Coast Penthouse Sitting Atop A Uniquely Constructed James Lowenberg Building. This 2,500 Sq. Ft. Luxury Home Designed By Marvin Herman Architects & Interiors Affectionately Known As "joyau Du Ciel" Offers Numerous...

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14 N Peoria Street 6h-7h, Chicago, IL - $3,299,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 5,100 SQFT
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This Chicago Loft, Admired For Its Architectural Character, Sophistication, And Timeless Allure, Has Secured Its Place Alongside Those In New York And Paris As A Breathtaking Place To Live. Unfolding Across Three Expansive Levels, This Extraordina...

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415 E North Water Street 3205, Chicago, IL - $3,000,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 9,279 SQFT
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Bring Your Vision-priced To Sell! Step Into The Pinnacle Of Luxury Living At The Prestigious River View Condominiums In Streeterville. This Rare Two-level Penthouse Residence Spans An Impressive 9,300 Square Feet, Offering An Unparalleled Blend O...

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Midwest Real Estate Data LLC Logo The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Sotheby's International Realty are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listing information last updated on August 11th, 2026 at 3:59am CDT.