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
212 Properties Found. Page 1 of 14

Designed By Benjamin Marshall, This Extraordina...

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$11,500,000 Active

  • 3 Beds
  • Baths
  • 9,672 ft²

Residential

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

MLS® #10509049

Designed By Benjamin Marshall, This Extraordinary 9,600+ Sf Residence Is Being Offered For The First Time In 25 Years. Imagine Gatsby Style Entertaining In Grand Rooms Enriched With High, Detailed Ceilings And Fireplaces Throughout. Spanning Two Levels Of Elegance, Each Of The 23 Rooms Commands I...

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 ...

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

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$5,150,000 Active

  • 3 Beds
  • 4 Baths
  • 4,232 ft²

Residential

199 East Lake Shore Drive #ph10w, Chicago, IL

MLS® #10459644

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...

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

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$3,500,000 Active

  • 4 Beds
  • Baths
  • 5,000 ft²

Residential

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

MLS® #10549921

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, ...

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

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$3,500,000 Active

  • 4 Beds
  • 5 Baths
  • 5,196 ft²

Residential

3500 North Lake Shore Drive #17ph, Chicago, IL

MLS® #10447933

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® #10523625

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 Prominent Gold Coast Treasure" Best Describe...

REDUCED 3% Photo of Listing #09973098
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$3,100,000 Active

  • 3 Beds
  • 3 Baths
  • 4,300 ft²

Residential

1430 North Lake Shore Drive #14, Chicago, IL

MLS® #09973098

"a Prominent Gold Coast Treasure" Best Describes The Stunning Renovation Of This Elegant Lake Shore Drive Residence. This Full Floor Unit With A Private Entrance Lives Like A Single Family Home In The Sky. The 45 X 12 Foot West-facing Ter Is Perfect For Entertaining Or Just A Quiet Dinner On A ...

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

REDUCED 8% Photo of Listing #09382877
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$2,900,000 Active

  • 5 Beds
  • 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...

Enjoy Outstanding Lake And Beachfront Views Fro...

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$2,850,000 Active

  • 3 Beds
  • Baths
  • 3,259 ft²

Residential

159 East Walton Place #16a, Chicago, IL

MLS® #10504068

Enjoy Outstanding Lake And Beachfront Views From This Premier One-of-a-kind Home At The Palmolive. Originally A Four Bedroom, This Home Is Configured As A Three Bedroom With A Truly Luxurious Master Suite That Offers A Separate Sitting Room/dressing Area, Huge Walk-in Closet, And A Spa Bath. Two ...

Breathtaking Lake Michigan And City Views From ...

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$2,685,000 Active

  • 3 Beds
  • Baths
  • 4,000 ft²

Residential

999 North Lake Shore Drive #2a, Chicago, IL

MLS® #10363597

Breathtaking Lake Michigan And City Views From Completely Renovated Sophisticated And Stylish Residence In A Prime Tier Of This Iconic, Elegant Benjamin Marshall Building. Every Detail Is Perfect, This Residence Combines Tasteful Refined Elegance With Up To Date Functionality. Wide Open Feeling D...

Two-year New Complete Renovation On Picturesque...

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$2,600,000 Active

  • 4 Beds
  • Baths
  • 3,600 ft²

Residential

229 East Lake Shore Drive #5e, Chicago, IL

MLS® #10526265

Two-year New Complete Renovation On Picturesque East Lake Shore Drive Of Half Floor 3,600 Sq Ft 4 Bed 3 En-suite Bath + Powder Room, Thoughtfully Planned By Melichar Architects In Historically Significant Fugard & Knapp Designed Co-op. No Detail Has Been Overlooked In This Spacious Home With Insp...

50% Financing Allowed. Elegant And Spacious Dup...

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$2,600,000 Active

  • 5 Beds
  • Baths
  • 6,170 ft²

Residential

1500 North Lake Shore Drive #11-12b, Chicago, IL

MLS® #10515685

50% Financing Allowed. Elegant And Spacious Duplex Apartment In Prestigious Cooperative Building Designed By Rosario Candela And Built By Mcnally & Quinn In 1927. Grand Two-story Entry Foyer Gracefully Flows Between Public And Private Space With Exquisite Moldings And Millwork Throughout. 21 Wind...

Sensational, Total Renovation Of An Expansive H...

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$2,500,000 Active

  • 3 Beds
  • Baths
  • 3,600 ft²

Residential

229 East Lake Shore Drive #4w, Chicago, IL

MLS® #10511410

Sensational, Total Renovation Of An Expansive Home At A Prestigious East Lake Shore Drive Address. Brand New Interior, Just Completed By Hewitt Horn & Lichten Craig, Offers Gracious Room Sizes & Modern Amenities, While Maintaining The Integrity Of This Historic Building. Beautiful Herringbone Flo...

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

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$2,495,000 Active

  • 3 Beds
  • Baths
  • 3,600 ft²

Residential

1500 North Lake Shore Drive #6c, Chicago, IL

MLS® #10540535

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...

Fabulous Duplex Penthouse In Coveted Gold Coast...

REDUCED 4% Photo of Listing #10294225
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$2,350,000 Active

  • 3 Beds
  • Baths
  • 3,500 ft²

Residential

33 East Bellevue Place #ph-w7, Chicago, IL

MLS® #10294225

Fabulous Duplex Penthouse In Coveted Gold Coast Location, Featuring 800+ Ft Of Outdoor Space On Both Levels (front Terrace And Rear Deck), 3 Brs Plus Family Room, Gourmet Eat-in Kitchen With Butler's Pantry, Large Master Suite With Two Walk-in Closets, Formal Dr And Lr With Original Fireplaces, H...

Absolutely Stunning 3600 Sq Ft 3bd + Den Full F...

NEW Photo of Listing #10571432
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$2,250,000 New

  • 3 Beds
  • Baths
  • 3,657 ft²

Residential

64 East Elm Street #3, Chicago, IL

MLS® #10571432

Absolutely Stunning 3600 Sq Ft 3bd + Den Full Floor Condo In One Of The Most Prestigious Location On Elm St. This Recently Renovated Home Is Situated Half A Block From Lake Michigan And Was Recently Renovated With No Detail Overlooked. It Features Custom Built-ins, 2 Gas Fireplaces With Limeston...

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 November 13th, 2019 at 7:36pm CST.