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
280 Properties Found. Page 1 of 18

Dramatically Poised Atop One Of Chicago's Most ...

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$16,900,000 Active

  • 6 Beds
  • 7 Baths
  • 8,000 ft²

Residential

1500 North Lake Shore Drive Ph, Chicago, IL

MLS® #11222082

Dramatically Poised Atop One Of Chicago's Most Prestigious Residential Buildings, This One-of-a-kind Penthouse Spans The Entire Top Floor With 8,000 Sq Ft Of Interior Space And A Remarkable 5,000 Sq Ft Of Outdoor Space. This Magnificent Property, Available For The First Time In More Than 45 Years...

Step Off The Elevator Directly Into This Except...

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$6,999,000 Active

  • 6 Beds
  • 6 Baths
  • 7,900 ft²

Residential

1325 North Astor Street 13, Chicago, IL

MLS® #11225663

Step Off The Elevator Directly Into This Exceptional Six Bedroom, Six Bathroom David Adler Designed Duplex. This Penthouse Lives Like A Single Family Home, With Views In All Directions And Three Stunning Outdoor Terraces. The Circular Entry Welcomes, Leading At One End To The Gracious Living Ro...

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® #11134285

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...

Absolutely Beautiful Full Floor Unit In Prestig...

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$3,500,000 Active

  • 4 Beds
  • 5 Baths
  • 4,750 ft²

Residential

1430 North Lake Shore Drive 7, Chicago, IL

MLS® #11053609

Absolutely Beautiful Full Floor Unit In Prestigious Lake Shore Drive Co-op Building In The Heart Of The Gold Coast. Completely Gutted To The Studs And Redesigned With An Amazing Workable And Flexible Floor Plan. Lives Like A Single-family Home In The Sky. Highest Level Finishes Throughout. No De...

Elegant Combined Unit At 219 E Lake Shore Drive...

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$3,195,000 Active

  • 3 Beds
  • 4 Baths
  • 4,500 ft²

Residential

219 East Lake Shore Drive 8ab, Chicago, IL

MLS® #11180438

Elegant Combined Unit At 219 E Lake Shore Drive Features Sophisticated Details And Stunning Lake Views! This Spacious 4,500 Square Foot Home Has 3 Bedrooms, 3 And A Half Bathrooms With Beautiful Custom Millwork And Moldings Throughout. The Elevator Opens Directly Into The Unit's Foyer With Marble...

Step Off The Elevator Directly Into This Except...

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$2,995,000 Active

  • 4 Beds
  • 5 Baths
  • 5,000 ft²

Residential

1430 North Lake Shore Drive 5, Chicago, IL

MLS® #11244966

Step Off The Elevator Directly Into This Exceptionally Renovated Full Floor Four Bedroom, Four And A Half Bath Home Which Lives Like A Lincoln Park Single Family Home. The Extraordinary Thirty Six Foot Long Curved Gallery Welcomes, Leading At One End To The Gracious Living Spaces, And At The Oth...

Step Off The Elevator Directly Into This Except...

REDUCED 9% Photo of Listing #11090618
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$2,995,000 Active

  • 4 Beds
  • 5 Baths
  • 5,000 ft²

Residential

1430 North Lake Shore Drive 5, Chicago, IL

MLS® #11090618

Step Off The Elevator Directly Into This Exceptionally Renovated Full Floor Four Bedroom, Four And A Half Bath Home Which Lives Like A Lincoln Park Single Family Home. The Extraordinary Thirty Six Foot Long Curved Gallery Welcomes, Leading At One End To The Gracious Living Spaces, And At The Oth...

Stunning Penthouse In Quaint Vintage Building O...

REDUCED 3% Photo of Listing #11039728
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$2,995,000 Active

  • 3 Beds
  • 4 Baths
  • 3,094 ft²

Residential

33 East Bellevue Place E7, Chicago, IL

MLS® #11039728

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...

Complete And Total --top To Bottom-- Renovation...

REDUCED 7% Photo of Listing #11074321
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$2,950,000 Active

  • 3 Beds
  • 4 Baths
  • 4,200 ft²

Residential

1500 North Lake Shore Drive 6a, Chicago, IL

MLS® #11074321

Complete And Total --top To Bottom-- Renovation Of Premier Unit In Iconic Lake Shore Drive Gold Coast Co-op. Building Designed By Famed New York Architect Rosario Candela. Owners Have Moved Out And Painted The Entire Place White, Redone Floors So It Is In Absolute Pristine And In Perfect Move In...

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

REDUCED 6% Photo of Listing #10922675
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$2,950,000 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...

Rarely Available, 4075 Sq Ft Corner Home In The...

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$2,800,000 Active

  • 3 Beds
  • 4 Baths
  • 4,075 ft²

Residential

1300 North State Parkway 703, Chicago, IL

MLS® #11197937

Rarely Available, 4075 Sq Ft Corner Home In The Ambassador, A Landmarked Gold Coast Boutique Building Of Just 38 Homes On Tree-lined N. State Parkway. A Wide Gallery Leads To A Beautifully Appointed South Facing Living Room With Floor-to-ceiling Fireplace Surround. The Gracious Dining Room Is Pe...

With Its Grand Gothic Revival Architecture, Pol...

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$2,750,000 Active

  • 4 Beds
  • 5 Baths
  • 4,300 ft²

Residential

1340 North State Parkway 3s, Chicago, IL

MLS® #11168761

With Its Grand Gothic Revival Architecture, Polished Plot And A Classic Tudor Sensibility, Some Might Say That The Former Playboy Mansion Is Chicago's Most Iconic Gold Coast Residence. A Collection Of Seven Ultra-luxe Condos, And One Of Only Two Units On The Third Floor, Unit 3s Has Been Exquisit...

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

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$2,599,000 Active

  • 4 Beds
  • 5 Baths
  • 5,196 ft²

Residential

3500 North Lake Shore Drive 17ph, Chicago, IL

MLS® #11238207

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...

This Completely Redesigned, All-new Home Offers...

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$2,500,000 Active

  • 3 Beds
  • 3 Baths
  • 3,600 ft²

Residential

229 East Lake Shore Drive 4w, Chicago, IL

MLS® #11022991

This Completely Redesigned, All-new Home Offers Sensational Living At A Prestigious East Lake Shore Drive Address! The New Interior, Completed By Hewitt Horn, Features Gracious Room Sizes And Modern Amenities, While Maintaining The Integrity Of This Gorgeous, Historic Building. The Grand, Central...

This Gorgeous 5600sf Duplex 5 Bedroom Co-op Wi...

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$2,400,000 Active

  • 5 Beds
  • 5 Baths
  • 5,600 ft²

Residential

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

MLS® #11035120

This 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 S...

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

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$2,245,000 Active

  • 3 Beds
  • 3 Baths
  • 3,500 ft²

Residential

33 East Bellevue Place Ph-w7, Chicago, IL

MLS® #11052233

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 ...

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 October 21st, 2021 at 7:08am CDT.