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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$900,000 - $1,000,000 Over $1,000,000
256 Properties Found. Page 1 of 16

Available For The First Time In 50 Years, The P...

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$17,000,000 Active

  • 6 Beds
  • 7 Baths
  • 8,000 ft²

Residential

1500 North Lake Shore Drive Ph, Chicago, IL

MLS® #10934934

Available For The First Time In 50 Years, The Ph At 1500 Lake Shore Drive Stands As Chicago's Most Significant Residential Property. Set Atop One Of The Cities Most Iconic Cooperatives, This One-of-a-kind Residence Has The Distinction Of Being Famed Ny Architect, Rosario Candela's Only Residentia...

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 Active

  • 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...

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...

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. Full Floor With Direct Elevator Access For Best Privacy. 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 Convecti...

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...

Iconic 1920s Gold Coast Co-op Elegantly Appoint...

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$3,150,000 Active

  • 3 Beds
  • 4 Baths
  • 4,540 ft²

Residential

1500 North Lake Shore Drive 3a, Chicago, IL

MLS® #10922675

Iconic 1920s Gold Coast Co-op Elegantly Appointed & Exquisitely Designed By Rosario Candela, Mcnally & Quinn In 1929. Private Elevator Entrance. Stunning Formal Entry Foyer. Large Scale Formal Lr & Dr Are Ideal For Entertaining & Offer Breathtaking Lake Views. Wood-paneled Lib W/walls Of Built-i...

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...

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...

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...

Completely Renovated & Highly Desirable "c" Tie...

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$2,195,000 Active

  • 3 Beds
  • 4 Baths
  • 3,600 ft²

Residential

1500 North Lake Shore Drive 6c, Chicago, IL

MLS® #10878735

Completely Renovated & Highly Desirable "c" Tier In Gold Coast's Premier Co-op! Designed By Tom Stringer Design Partners & Featured In Luxe Interior Design, This Stunning Home Offers Exposures In Every Direction, Giving Breath-taking Lake, Park & City Views From Every Room. Custom Finishes Throug...

Location, Location, Location! This Exquisite 5,...

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$2,000,000 Active

  • 4 Beds
  • 5 Baths
  • 5,150 ft²

Residential

2355 North Commonwealth Avenue 1, Chicago, IL

MLS® #10809284

Location, Location, Location! This Exquisite 5,150 Sqft Coop Is In A Boutique Benjamin Marshall Building Over Looking The Park. Fully Renovated, This Gracious Home Offers A Perfect Blend Of Classic Architectural Details And Tasteful Updates. The Entertaining Space Includes An Oversized Living Roo...

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 December 4th, 2020 at 5:45pm CST.