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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168 Properties Found. Page 1 of 11

Designed By Benjamin Marshall, This Extraordina...

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$8,885,000 Active

  • 3 Beds
  • Baths
  • 9,672 ft²

Residential

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

MLS® #10650886

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 ...

This Dramatic Penthouse In A Classic Vintage Bu...

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$6,995,000 Active

  • 5 Beds
  • Baths
  • 7,462 ft²

Residential

189 East Lake Shore Drive #ph18, Chicago, IL

MLS® #10661498

This Dramatic Penthouse In A Classic Vintage Building On East Lake Shore Drive Has Been Completely Renovated With The Finest Of Materials. Over 7400 Square Feet Of Luxurious Finishes With Expansive Lake & City Views Plus An Additional 550 Square Feet Of Outdoor Space. The Over-sized Windows And E...

Full-floor Residence In Intimate Cooperative Bu...

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$5,800,000 Active

  • 5 Beds
  • 5 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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$4,900,000 Active

  • 3 Beds
  • 4 Baths
  • 4,232 ft²

Residential

199 East Lake Shore Drive #ph10w, Chicago, IL

MLS® #10665036

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...

Extraordinary Opportunity To Create A Gorgeous ...

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$4,500,000 Active

  • 3 Beds
  • 4 Baths
  • 4,836 ft²

Residential

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

MLS® #10650951

Extraordinary Opportunity To Create A Gorgeous Custom Home On Chicago's Most Iconic Street. The 10th Floor Is One Level Of A 10,000 Square Foot Residence (see Listing For 10-11e) That Is Being Offered Combined Or Divisible Into Two Spacious Homes. As It Is Currently Configured, You'll Find Grand...

Extraordinary Opportunity To Create A Gorgeous ...

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$4,500,000 Active

  • 4 Beds
  • Baths
  • 4,836 ft²

Residential

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

MLS® #10650938

Extraordinary Opportunity To Create A Gorgeous Custom Home On Chicago's Most Iconic Street. The 11th Floor Is The Top Floor Ph Of A 10,000 Square Foot Residence (see Listing For 10-11e) That Is Being Offered Combined Or Divisible Into Two Spacious Homes. As This Floor Is Currently Configured, You...

Complete And Total Renovation In Premier Gold C...

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$3,595,000 Active

  • 3 Beds
  • 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 ...

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...

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

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$3,150,000 Active

  • 4 Beds
  • Baths
  • 5,000 ft²

Residential

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

MLS® #10628445

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...

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...

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

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$2,695,000 Active

  • 4 Beds
  • Baths
  • 4,000 ft²

Residential

257 East Delaware Place #10ab, Chicago, IL

MLS® #10616450

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...

4 Bedroom Residential Property in Chicago, IL

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$2,600,000 Active

  • 4 Beds
  • Baths
  • 3,600 ft²

Residential

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

MLS® #10615634

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...

Seller Allowing Showings! This Distinctive 4325...

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$2,495,000 Active

  • 4 Beds
  • 4 Baths
  • 4,325 ft²

Residential

1530 North State Parkway #3, Chicago, IL

MLS® #10616668

Seller Allowing Showings! This Distinctive 4325 Sq.ft. Full Floor Gold Coast Residence Serves As A Standard In Chicago Luxury Living. Located Across The Street From The Park And The Cardinal's Mansion, The Layout Of This Intimate 15-story, 12-unit Building Allows For Uncommonly Full Floor Residen...

Breathtaking Lake Michigan And City Views From ...

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$2,350,000 Active

  • 3 Beds
  • Baths
  • 4,000 ft²

Residential

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

MLS® #10574749

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...

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 March 31st, 2020 at 11:52am CDT.