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Luxury Chicago Penthouses for Sale , $2,000,000 - $3,000,000

$2,000,000 - $3,000,000 $3,000,000 - $5,000,000 Over $10,000,000
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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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Photo of Listing #12313746 CONTINGENT

416 W Deming Place 4, Chicago, IL - $2,995,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 3,430 SQFT
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Step Into This One-of-a-kind East Lincoln Park Penthouse, Expertly Designed By Luxury Lifestyle Design Group Soucie Horner, Flooded With An Abundance Of Natural Light With Custom Features Throughout. The Open Floor Plan Is Not Only An Example Of ...

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180 E Pearson Street 7203, Chicago, IL - $2,897,747

Residential, Attached Single
  • 4 Beds
  • Baths
  • 3,320 SQFT
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Penthouse Level, 72nd Floor, 4-bedroom, Northeast Corner, 3320 Square Foot Floor Plan At The Luxurious Water Tower Residences Featuring Impressive, Sweeping Lake, Park And City Views Framing Navy Pier To The East Exposure And Up To Evanston Along...

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333 W Hubbard Street 1006, Chicago, IL - $2,350,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 5,020 SQFT
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Welcome To The Pinnacle Of Penthouse Living In The Heart Of River North. Spanning More Than 10,000 Square Feet Of Extraordinary Indoor And Outdoor Living Space, Residence 1006 Is A Home Unlike Anything Else On The Market - A Private Urban Sanctuar...

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1839 N Dayton Street Ph-01, Chicago, IL - $2,200,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
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1839 North Dayton Street: The Pinnacle Of Lincoln Park Luxury Introducing A Highly Anticipated, Exclusive Collection Of New-construction Luxury Residences Situated On A Prestigious Residential Block In The Heart Of Lincoln Park. This Boutique D...

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257 E Delaware Place 10ab, Chicago, IL - $2,200,000

Residential, Attached Single
  • 4 Beds
  • Baths
  • 4,000 SQFT
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Few Residences In The Gold Coast Offer What Discerning Luxury Buyers Value Most: An Entire Floor To Themselves, Direct Private Elevator Access, Exceptional Scale, Historic Character, And The Quiet Privacy Of Boutique Living. At 257 East Delaware P...

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200 N Dearborn Street 4700, Chicago, IL - $2,000,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,957 SQFT
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Experience True Penthouse Living From This One-of-a-kind Full-floor Residence At 200 N. Dearborn, Offering Nearly 3,000 Square Feet Of Sophisticated Interior Space Paired With An Extraordinary 2,350-square-foot Private Rooftop Terrace Connected By...

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1629 N Burling Street 3, Chicago, IL - $2,000,000

Residential, Attached Single
  • 4 Beds
  • Baths
  • 2,579 SQFT
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This Stunning 4-bedroom, 3.1-bathroom Duplex Penthouse In The Heart Of Lincoln Park Has A Thoughtfully Designed Floor Plan, Refined Finishes, And Exceptional Indoor/outdoor Living. The Main Level Is Designed For Daily Living And Effortless Enterta...

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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 2:59am CDT.