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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 $5,000,000 - $10,000,000
Over $10,000,000
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1942 North Sedgwick Street Ph, Chicago, IL - $2,999,999

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,200 SQFT
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This Extraordinary Penthouse, Built As The Developer's Personal Residence, Is Being Offered For The First Time And Is A Rare Opportunity To Own This Masterpiece Crafted By The Highly Acclaimed Developer - Pld Homes. Nestled In The Highly Desirable...

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2218 North Burling Street 3, Chicago, IL - $2,799,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
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This Massive New Construction Duplex-up, Penthouse, 4-bedroom/4.5 Bathroom Home Has Been Beautifully Appointed, Is Expertly Crafted, And Comes With A Joyous Amount Of Character. Built By Reputable Pld Homes And Sitting On An Extra-wide Lot, You Wi...

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1157 West Erie Street Ph, Chicago, IL - $2,650,000

Residential, Attached Single
  • 5 Beds
  • 3 Baths
  • 4,800 SQFT
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Perfectly Located On The Border Of River West And West Loop, In An Exclusive Boutique Building With Only Nine Residences, This Exceptional Full-floor Penthouse Redefines Luxury Living. Over 4,800 Square Feet And Accessible Via A Private Elevator, ...

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21 East Huron Street 4301, Chicago, IL - $2,400,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,200 SQFT
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Prime Location! Experience Unparalleled Luxury In The Heart Of The Cathedral District!! Discover An Exquisite Lifestyle In This Remarkable Penthouse Condo At The Prestigious Pinnacle Building. This Half-floor Masterpiece Boasts Two Expansive Terra...

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33 East Bellevue Place Ph-w7, Chicago, IL - $2,350,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,425 SQFT
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Experience The Ultimate In Luxury Living In This Sensational Two Level True Penthouse, Nestled In The Heart Of The Best Gold Coast Locale. This Exquisite Residence Offers Exceptional Views From The 25x12 Terrace, As Well As A Sprawling 50x10 Deck,...

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1600 South Prairie Avenue 2404, Chicago, IL - $2,250,000

Residential, Attached Single
  • 2 Beds
  • 4 Baths
  • 3,400 SQFT
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Converted From A 3 Bedroom To A Very Large Two Bedroom. Could Be Easily Converted Back. Unit Has 3000 Sq Ft Of Roof Rights And 4 Parking Spaces. 2020 Gut Renovation Took This Unit Down To The Studs And Rebuilt As An Entertainer's Dream, Made Simpl...

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10 East Delaware Place 33b, Chicago, IL - $2,200,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 2,711 SQFT
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Welcome To This Exquisite Penthouse, Where Sophistication Meets Grandeur, Featuring Soaring 10' Ceilings That Create An Unparalleled Sense Of Space And Elegance. This Expansive Three Bedroom, Three And A Half Bath Home Offers South, West And North...

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Photo of Listing #12253997

231 West Scott Street 3, Chicago, IL - $2,175,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,400 SQFT
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Your Perfect Home Awaits Situated On A Rare Cul-de-sac In The Heart Of Historic Old Town! This Bright Stunning 4 Bedroom + Office/3.1 Bath Extra-wide Penthouse Has Been Beautifully Appointed And Lives Like A Single Family. With Its Own Private Ele...

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Photo of Listing #12276301

1919 North Sheffield Avenue 3, Chicago, IL - $2,099,900

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,500 SQFT
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Welcome To This Extraordinary, Extra-wide Condominium Offering Over 4,500 Square Feet Of Luxurious Single-floor Living, With Direct Private Elevator Access. This Impeccably Designed Home Features Three Spacious Bedrooms, A Large Office, And 3.1 Ba...

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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 6:23pm CST.