Chicago Vintage Condos For Sale

Search vintage condos in historic Chicago condo buildings

Vintage condos in Chicago offer a wealth of charm and character, and the best part is that condo buyers should be able to find something at nearly every single price range. If you're interested in vintage condos for sale in Chicago, check out what's currently on the market below, or narrow down your options by searching vintage condos by neighborhood using our vintage condo neighborhood directory below as well. 

Search Chicago Vintage Condos For Sale

All Listings $100,000 - $200,000 $200,000 - $300,000
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$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
314 Properties Found. Page 1 of 20

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 ...

Absolute Elegance Throughout! 199 E Lakeshore D...

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$7,990,000 New

  • 4 Beds
  • 7 Baths
  • 9,672 ft²

Residential

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

MLS® #10881522

Absolute Elegance Throughout! 199 E Lakeshore Drive Is One Of The Premiere Luxury Buildings On The Magnificent East Lake Shore Drive, Originally Designed By Benjamin Marshall And Reimagined As A Fabulous Co Op Building. This Unbelievable Penthouse Combines The East Side Of Both The 10th And The 1...

Full-floor Residence In Intimate Cooperative Bu...

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$5,800,000 Active

  • 5 Beds
  • 6 Baths

Residential

2450 North Lakeview Avenue 10, Chicago, IL

MLS® #10601441

Full-floor Residence In Intimate Cooperative Building At 2450 N Lakeview. Extraordinary Views From This 10th Floor Home W/ Over 100 Feet Of East Facing Frontage And Panoramic Windows Overlooking Lincoln Park, The Chicago Skyline & Lake Michigan. A Private Elevator Vestibule Provides Direct Access...

An Unparalleled Penthouse With 1,000 Square Foo...

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$4,500,000 Active

  • 3 Beds
  • 5 Baths
  • 4,232 ft²

Residential

199 East Lake Shore Drive Ph10w, Chicago, IL

MLS® #10857212

An Unparalleled Penthouse With 1,000 Square Foot Private Terrace. Breathtaking, Unforgettable, Unobstructed Views Of Lake And City From Terrace And Residence. Penthouse Room Leads To The Terrace, Easily Accommodating 100 People For The Best Party In The City. 6 Hugely Oversized Windows Provide U...

Complete And Total Renovation In Premier Gold C...

REDUCED 1% Photo of Listing #10633578
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$3,545,000 Active

  • 3 Beds
  • 4 Baths
  • 4,200 ft²

Residential

1500 North Lake Shore Drive 6a, Chicago, IL

MLS® #10633578

Complete And Total Renovation In Premier Gold Coast Co-op On Lake Shore Drive With Fabulous Views North, South, West, East And Of The Lake And City. Building Was Designed By Famed New York/park Avenue Architect Rosario Candela. Unit Is In The Large Prime Southeast Corner "a" Tier Of Building And ...

Stunning Renovation Of Exceptional 5000 Sf Home...

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$3,335,000 Active

  • 4 Beds
  • 5 Baths
  • 5,000 ft²

Residential

1430 North Lake Shore Drive 5, Chicago, IL

MLS® #10818786

Stunning Renovation Of Exceptional 5000 Sf Home In Mint Condition. Taken Down To The Studs And Rebuilt With High End Finishes Throughout. Custom Millwork And Cabinetry. Kitchen Features 48" Sub Zero Refrigerator, Wolf Two Oven With Convection With Six Burner Stove Plus Griddle, 2 Bosch Dishwasher...

Very Rarely Available In The Gold Coast. Seamle...

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$3,200,000 Active

  • 5 Beds
  • 5 Baths
  • 5,000 ft²

Residential

1448 North Lake Shore Drive 19ab, Chicago, IL

MLS® #10783229

Very Rarely Available In The Gold Coast. Seamless Combination Of A And B Units. 5 Bedroom And 4.5 Bath Penthouse Home In Prestigious Lake Shore Drive Co-op. Views, Views And More Views Of Lake, Beach And City From The Windows Which Span 60 Feet Across The Front Of The Home. Three Exposures. Very ...

Beautiful Renovation Of A Rare, High Floor Dupl...

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$3,199,000 Active

  • 4 Beds
  • 5 Baths
  • 5,196 ft²

Residential

3500 North Lake Shore Drive 17ph, Chicago, IL

MLS® #10877233

Beautiful Renovation Of A Rare, High Floor Duplex Penthouse In East Lakeview! No Details Spared And Spectacular Views From Every Room! Custom, Quality Finishes Throughout This Home Blend Preserved Vintage Details With Modern Conveniences. Private Marble Entryway Leads To An Elegant Foyer That Ope...

A Very Rare Find: Absolutely Stunning Half-flo...

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$3,100,000 Active

  • 3 Beds
  • 4 Baths

Residential

1550 North State Parkway 1001, Chicago, IL

MLS® #10817168

A Very Rare Find: Absolutely Stunning Half-floor Penthouse In Benjamin Marshall's Dazzling Beaux Arts 1550 State Pkwy. This Exquisite 3,200 Sq. Ft. Home Boasts Perfection In Every Room, With Uninterrupted Views Of The Lake, Beach, Lincoln Park, And The Historic Mansions Of The Gold Coast. Rece...

Stunning Penthouse In Quaint Vintage Building O...

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$3,100,000 Active

  • 3 Beds
  • 4 Baths
  • 3,094 ft²

Residential

33 East Bellevue Place 7-e, Chicago, IL

MLS® #10699383

Stunning Penthouse In Quaint Vintage Building On Bellevue. Two Large Outdoor Terraces. Duplex Feels Like A Town Home On Top Of The Building. One Indoor Parking Space Is Included. Great Lake Views Off The Main Terrace Facing East. Recent Renovations Make This A Show Stopper. It Is Easy To Sho...

The Best Of The Best! Enjoy 5,000+ Sqft Of Eleg...

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$2,999,000 Active

  • 4 Beds
  • 5 Baths
  • 5,000 ft²

Residential

1500 North Lake Shore Drive 7-8b, Chicago, IL

MLS® #10782844

The Best Of The Best! Enjoy 5,000+ Sqft Of Elegant, Renovated Living Space On Two Levels In One Of The Gold Coast's Most Exclusive, Service-oriented Coops. The Vision Of Ny Architects Ferguson And Shamamian And Designer Libby Cameron (recognized Among The Top 100 By House Beautiful), This Fresh, ...

Gorgeous 5600sf Duplex 5 Bedroom Co-op With Bre...

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$2,900,000 Active

  • 5 Beds
  • 5 Baths
  • 5,600 ft²

Residential

2430 North Lakeview Avenue 11-12n, Chicago, IL

MLS® #09382877

Gorgeous 5600sf Duplex 5 Bedroom Co-op With Breath Taking Lake & Park Views. Exceptional Architectural Details Throughout. Restored Wood Paneled Living Room & Library. Stunning Formal Dining Room, Gorgeous Mstr Suite W/his/her Baths & Cstm Clsts, 2car Parking, Office, Exercise Room, Grand Stairca...

Rare Vintage Full Rehab Off Lake Shore Drive! T...

REDUCED 2% Photo of Listing #10789355
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$2,650,000 Active

  • 4 Beds
  • 5 Baths
  • 4,000 ft²

Residential

257 East Delaware Place 10ab, Chicago, IL

MLS® #10789355

Rare Vintage Full Rehab Off Lake Shore Drive! Tastefully Designed Full Floor Penthouse In Boutique, Historic Gold Coast Building. Elevator Opens Direct To Unit, This Sprawling 2019 Renovation Combined Two Units To Create An Expansive Floor Plan With Architectural Detail And Unsurpassed Quality. L...

One Of A Kind Duplex Penthouse In The Heart Of ...

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$2,475,000 Active

  • 3 Beds
  • 3 Baths
  • 3,500 ft²

Residential

33 East Bellevue Place Ph-w7, Chicago, IL

MLS® #10713723

One Of A Kind Duplex Penthouse In The Heart Of The Gold Coast. Spectacular Views From The 800+ Ft Outdoor Space On Both Levels - Front Terrace And Rear Deck. This Beautiful Residence Includes 3 Bedrooms Plus A Family Room, A Beautiful Gourmet Eat-in Kitchen With A Butler's Pantry, A Grand Master ...

This Full Floor Home In A Prestigious Gold Coas...

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$2,425,000 Active

  • 3 Beds
  • 4 Baths
  • 4,971 ft²

Residential

1430 North Lake Shore Drive 13, Chicago, IL

MLS® #10756607

This Full Floor Home In A Prestigious Gold Coast Building Is Perfect If You're Looking For Elegance, Large Spacious Rooms, Privacy And A View Of Lake Michigan. The Private Elevator Entrance Opens To A Lovely Foyer Leading To A Grand Living And Dining Area With All Windows Facing The Lake. A More ...

Step Into This Exquisite 4423 Sq. Ft. Fully Ren...

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$2,400,000 Active

  • 3 Beds
  • 4 Baths
  • 4,423 ft²

Residential

1320 North State Parkway 12-13a, Chicago, IL

MLS® #10857718

Step Into This Exquisite 4423 Sq. Ft. Fully Renovated Duplex Residence & Discover The Award Winning Details That Set This Home Apart In Chicago's Quiet, Tree-lined Gold Coast Neighborhood. No Expense Spared To Create The Comfort And Serene Feeling Experienced Upon Entering The Foyer. Extraordinar...

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 Berkshire Hathaway HomeServices KoenigRubloff Realty Group 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.

Listing information last updated on September 27th, 2020 at 7:01pm CDT.