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Luxury Chicago Penthouses for Sale , $1,000,000 - $2,000,000

$2,000,000 - $3,000,000 $3,000,000 - $5,000,000 $5,000,000 - $10,000,000
Over $10,000,000
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1152 West Fulton Market 5c, Chicago, IL - $1,995,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,500 SQFT
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Exceptional Opportunity To Own This Newly Renovated One-of-a-kind Luxury 4,500 Sq Ft Tri-level Penthouse Located In The Coveted Fulton Market Neighborhood In A Boutique 15 Unit Elevator Building. Designed For Modern Living And Unparalleled Enterta...

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333 West Hubbard Street 1006, Chicago, IL - $1,975,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 5,020 SQFT
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Welcome To The Epitome Of Penthouse Living In Chicago's Premier River North Neighborhood! This Impressive Home Was Designed With Entertaining In Mind With Over 10,000 Sf Of Indoor/outdoor Living In The Heart Of The City! Residence 1006 Boasts Over...

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906 West Wolfram Street Ph, Chicago, IL - $1,725,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
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Rare And Masterful Extra Wide New Construction Duplex Penthouse By Acclaimed Local Developer Bd Group. Exquisite Design And Finishes Throughout In This Jaw Dropping 4bd/4.1 Ba Unit With Massive Full Private Roofdeck And Unrivaled, Sweeping City Vi...

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653 North Kingsbury Street 2302, Chicago, IL - $1,699,999

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,500 SQFT
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Kingsbury On The Park! Gorgeous And Rare Duplex Corner Penthouse In A Contemporary Glass And Steel Work Of Art With Brand New Hardwood Floors! Enjoy Golden Hour And The Breathtaking Sunsets Overlooking Montgomery Ward Park And The River From The ...

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Photo of Listing #12120546

1017 West Washington Boulevard 2j, Chicago, IL - $1,699,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 3,500 SQFT
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Discover Loft Luxury In One Of Chicago's Most Desirable Neighborhoods. Experience Upscale Living In This Stunning Designer Loft, Featuring Sleek Modern High-end Finishes, Unprecedented 20+ Foot Ceilings, And An Unbeatable Downtown Location. The Sp...

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2745 North Bosworth Avenue 2, Chicago, IL - $1,675,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
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Just Completed And Ready For Move In! Thoughtfully-designed 4 Bedroom/3.1 Bath New Construction Duplex Up Penthouse Condo With Expansive Private Rooftop Deck, Walk-out Covered Terrace Complete With A Gas Fireplace And Built Out With Porcelain Pave...

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1538 North North Park Avenue Ph, Chicago, IL - $1,575,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,400 SQFT
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One Of Kind, Extra-wide Duplex-up With A Private Elevator And An Attached Heated Garage In The Heart Of Old Town. The Developer Built This For Himself And Added Upgrades You Would Not Normally Find. This 20' Wide Residence Lives Like A Single-fami...

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Photo of Listing #12131626

1000 West Washington Boulevard 538-539, Chicago, IL - $1,500,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 3,300 SQFT
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This Exceptional Timber Penthouse 4 Bed, 4 Full Bath Loft In The Heart Of The West Loop Is A Rare Gem, Offering A Perfect Blend Of Historic Charm And Modern Amenities. Spanning Approximately 3,300 Square Feet, This Home Boasts 18' Ceilings And Inc...

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1410 North State Parkway 27a, Chicago, IL - $1,499,000

Residential, Attached Single
  • 5 Beds
  • 6 Baths
  • 4,000 SQFT
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Incredible, One-of A Kind Corner Duplex Penthouse In An Elegant Boutique Vintage Building On Fabulous Tree-lined North State Parkway. This Versatile Floor Plan Offers Two Levels Of Expansive Space, Perfect For Entertaining And Comfortable Living....

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422 West Briar Place 4, Chicago, IL - $1,497,747

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,837 SQFT
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A Very Rare Find: A Grand Vintage Apartment, Immaculately Renovated With Low Monthly Hoa. Located On A 40 Ft Wide Lot This Exquisite, Sun-drenched, Full-floor, Extra Wide Penthouse In A 4 Unit Building With Onsite Garage Parking Included Is Locate...

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3526 North Fremont Street 3, Chicago, IL - $1,474,500

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
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Only 1 Left! Nettelhorst School District! Another Exciting Project From The Renowned Castleview Construction Featuring Nearly 3000sqft 4bed + Family Room 3.5bath Duplex Up Penthouse In Full Masonry Building That Lives Like A Single-family Home Inc...

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1 East Schiller Street Phw23, Chicago, IL - $1,450,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,500 SQFT
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One Of A Kind And Rare Offering To The Most Coveted Sub-section Of The Storied Gold Coast North Of Division Street And Just South Of Lincoln Park. 1 East Schiller, Located Between Tree-lined Astor And North State Parkway Offers A Full Floor 3500 S...

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912 West Roscoe Street Ph, Chicago, IL - $1,429,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
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Exceptional Castleview Construction Property. Open Floorplan And Huge Private Roof Deck Designed For Entertaining. Sub-zero, Wolf, And Bosch Appliances With Custom Cabinetry In The Kitchen, Bathrooms, And Laundry Room. White Oak Flooring With Cust...

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Photo of Listing #12272397

1522 West Thomas Street 3, Chicago, IL - $1,399,999

Residential, Attached Single
  • 3 Beds
  • 3 Baths
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This Luxurious And Meticulously Finished 3-bedroom, 2.5-bathroom Duplex Up Penthouse Offers An Unparalleled Living Experience, Complete With Four Outdoor Spaces, Each Featuring High-end Trex Decking. Among These Is A Serene Rooftop Deck That Inclu...

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3541 North Fremont Street Ph, Chicago, IL - $1,399,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
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***move In Ready*** This Oversized 4 Bed 3.1 Bath New Construction Duplex-up Home Is Located In The Leafy Heart Of Lakeview, Built With Luxury Transitional Finishes, Private Outdoor Space & Garage Parking. This Huge Home Features An Incredible Ful...

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906 West Wolfram Street 1, Chicago, IL - $1,375,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
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Rare Lakeview 2-unit New Construction Offering By Premier Builder Bd Group. Truly Special Development On Xtra Wide Lot, Attached Garage, Extraordinary Design & Finishes And Unrivaled Outdoor Space. Options For Customization Are Still Available. Si...

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Photo of Listing #12276023

77 East Division Street 3, Chicago, IL - $1,300,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,800 SQFT
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Modern-vintage Two-story Penthouse On A Peaceful Stretch Of Division Street In The Heart Of The Gold Coast. This 3-bedroom, 3-bath Duplex Up Condo Offers A Perfect Blend Of Vintage Charm And Modern Updates. Set In An Intimate 2-unit Building, This...

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1827 North Larrabee Street Ph, Chicago, IL - $1,300,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
  • 2,000 SQFT
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Introducing The Penthouse At 1827 N Larrabee St-a Stunning, Extra-wide 3-bedroom, 2-bathroom Residence In The Heart Of Lincoln Park/old Town. Nestled On A Picturesque, Tree-lined Street In The Highly Sought-after Lincoln Elementary School District...

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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 February 11th, 2025 at 7:23pm CST.