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 Chicago Vintage Condos and Pre-War Co-op Apartments

Read more about co-ops

Chicago Vintage Condos for Sale

 Discover the world of Chicago's pre-war condominiums and co-ops. Designed by the most prominent architects of that time, the attention to detail is evident from the moment you enter the lobby. Inspired by European castles and chateaux, these luxury condos and co-ops feature rich wood paneling, imported stone floors, hand painted beams, and leaded windows..The apartments have house-like layouts with high ceilings, hardwood floors, fireplaces, and many with maid's room that serve as a perfect home office. If you are looking for a good value and a spacious home you won't quickly out-grow, take a look at vintage condos and pre-war co-ops.  

Browse Vintage Condos and Pre-War Co-ops For Sale

$250,000 - $500,000 $500,000 - $750,000 $750,000 - $1,000,000
$1,000,000 - $2,000,000 $2,000,000 - $3,000,000 $3,000,000 - $5,000,000
$5,000,000 - $10,000,000
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Photo of Listing #12288543

511 West Aldine Avenue 3e, Chicago, IL - $500,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
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Step Into This Timeless Masterpiece-a 2-bedroom, 2-bath Condo In A Vintage 1926 Red Brick And Limestone Building, Where The Walls Have Seen Nearly A Century Of Secrets, And Now They're Ready For Yours! This Top-floor Slice Of Chicago History Sits ...

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Photo of Listing #12287974

1411 North State Parkway 1n, Chicago, IL - $1,500,000

Residential, Attached Single
  • 2 Beds
  • 3 Baths
  • 2,900 SQFT
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Welcome To 1411 N. State Parkway, Unit #1n, A Spacious 2,900 Sq. Ft. Magnificent Home Transformed To A Functional Two Bedroom + Library + Den Floor Plan With Customized Walk-in Closets For The Primary Suite (originally A Four-bedroom Floor Plan)! ...

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Photo of Listing #12286510

999 North Lake Shore Drive 6b, Chicago, IL - $2,100,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,800 SQFT
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Within One Of The Most Recognizable Buildings On Lake Shore Drive, You'll Find This Benjamin Marshall Designed Co-op Apartment With Panoramic Lake Views, Grand Rooms And Timeless Details. The Large Entry Foyer Will Lead You To A Floorplan That Flo...

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Photo of Listing #12280376

1320 North State Parkway 2a, Chicago, IL - $425,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 2,200 SQFT
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Expansive 2,200 Square Foot Two Bedroom, Two Bath Home In One Of The Most Sought After Co Op Buildings In The Gold Coast. Combining Vintage Elegance With Modern Living, A Refined Foyer Welcomes You, Featuring Barrel Vaulted Ceilings And Gallery Id...

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Photo of Listing #12286137

222 East Chestnut Street 16a, Chicago, IL - $1,115,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 2,800 SQFT
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Welcome To An Exquisitely Renovated Residence At 222 East Chestnut Street, Unit 16a, Nestled In The Heart Of Chicago's Prestigious Streeterville And Gold Coast Neighborhoods. This 2024 Spectacular Complete Rebuild And Renovation Offers An Elegant ...

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Photo of Listing #12285279

1260 North Astor Street 3, Chicago, IL - $1,450,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 4,500 SQFT
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This Exceptional 4,500 Sqft Co-op Occupies An Entire Floor In A Philip Maher-designed Art Deco Masterpiece. Large Windows Flood The Home With Natural Light, Offering Sweeping Treetop And Park Views. Thoughtfully Designed And Meticulously Finished,...

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422 West Briar Place 4, Chicago, IL - $1,497,747

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,837 SQFT
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A Very Rare Find: A Grand Vintage Apartment, Immaculately Renovated With Low Monthly Hoa. Located On A 40 Ft Wide Lot This Exquisite, Sun-drenched, Full-floor, Extra Wide Penthouse In A 4 Unit Building With Onsite Garage Parking Included Is Locate...

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64 East Elm Street 3, Chicago, IL - $2,290,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,657 SQFT
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Live On One Of The Most Coveted Blocks In This Premier Gold Coast Locale! Bathed In Natural Southern Light And Adorned With Custom Features Throughout. This Spacious Full Floor, One Level Home Offers 3600sf And Is The Perfect Single Family Home Al...

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33 East Bellevue Place Ph-w7, Chicago, IL - $2,350,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,425 SQFT
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Experience The Ultimate In Luxury Living In This Sensational Two Level True Penthouse, Nestled In The Heart Of The Best Gold Coast Locale. This Exquisite Residence Offers Exceptional Views From The 25x12 Terrace, As Well As A Sprawling 50x10 Deck,...

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73 East Elm Street 4a, Chicago, IL - $750,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,600 SQFT
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Connoisseurs Of Design Will Appreciate This Gorgeous Vintage Apartment In This Vintage Architectural Gem Designed By Famed Chicago Architects Mcnally & Quinn. The Sellers Spared No Expense In Updating This Home With Style And Quality. At Approxima...

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1430 North Lake Shore Drive 12, Chicago, IL - $1,000,000

Residential, Attached Single
  • 6 Beds
  • 5 Baths
  • 5,000 SQFT
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Estate Sale---needs Complete Renovation 5000 Sf To Customize! Windows Have Been Replaced.

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609 West Stratford Place 6a, Chicago, IL - $500,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
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Welcome To This Charming And Spacious 3 Bed, 2 Bath Lakeview Condo Featuring Original Vintage Details And Contemporary Updates! Perfectly Positioned In A Beautifully Maintained Elevator Building On A Quiet, Tree-lined Street, Steps Away From Lake ...

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 Learn more about Chicago's luxury co-ops

What is a co-op apartment?
When you purchase a co-op apartment, you are purchasing shares of stock in a legal entity, usually an Illinois corporation, that owns the real estate. Along

Real estate

Chicago Streeterville Co-op Apartment Drake Tower

When it comes to understanding the full array of housing options in Chicago, you needn’t be confused when you are considering a choice among the “Big Three”— single-family homes, condominiums, and cooperative (co-op) apartments. Most people have a clear idea of what it means to buy a freestanding, single-family house; condominiums are a concept people can grasp in a simple phrase, “an apartment you own. Basically, a co-op is different from a condominium only in its legal and financial form— the essential idea of ownership is the same. But instead of being simply “an apartment you own,” you are purchasing shares of stock in a legal entity, usually an Illinois corporation, that owns the real estate. Along with the shares, you receive a Proprietary Lease that entitles you to occupy a certain unit. Instead of a deed, you own shares in the whole building. The concept for co-op apartments is rooted in historical notions of “economic democracy” that originated in European cities, promoting the idea that even in multi-unit buildings, monthly rent could be replaced with a possession and equity structure that mirrored the advantages of homeownership. In Chicago, co-ops were the first form of apartment ownership, built between 1911-1929. The first “high rises” along the lakefront, these classic high end vintage or pre-war buildings are renowned today for their grand and gracious floor plans and architecturally significant details, similar to the historical buildings and best addresses along New York’s Fifth and Park Avenues. A classic co-op conjures scale, grace, and elegance with lobbies and shared spaces that match the architecture and aesthetics of the homes within. High ceilings, classical millwork, original fireplaces with many still wood burning, formal dining and living rooms, lush libraries, bedroom suites, and large kitchens with butler’s pantries and maid’s rooms, the perfect size for today’s home office, hark back to a time when gracious living would not be compromised just because you resided twelve stories above ground. Square footage in co-ops rival that found in single family homes, and, with the lake, parks, and city skyline so near at hand, expansive views as well. The purchase options differ among co-ops, with a few cooperatives not permitting financing and others restricting borrowed amounts to 50% of appraised or purchase price. Further, banks don’t offer traditional mortgages on co-ops, but do have similar loan offerings that provide the same benefits. Shareholders in a cooperative also pay real estate taxes, but they do not receive individual tax bills. A single tax bill is issued to the corporation and shareholders’ proportional share of the total bill, based on the number of shares they own, is included in their monthly assessment, which explains why co-op assessments appear higher than condos. The co-op board approval process varies by building, but, in general, you will provide a confidential personal financial statement, sometimes, the first few pages of the most recent two years of tax returns, a narrative credit report, and several personal and professional letters of reference. After the co-op board has reviewed these documents, a personal interview is scheduled. As with the purchase of a condominium, co-op contracts also have an attorney approval and inspection contingency time frame and during this period you will receive all of the necessary documents to acquaint you with the structure and financial health of the cooperative. It is important to note, if you are considering the purchase of a co-op, that, in most cases, you will not be able to lease your apartment -Photo: Lobby of the Drake Tower Cooperative ~ 179 E Lake Shore Drive

Midwest Real Estate Data LLC Logo 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 Sotheby's International Realty 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. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listing information last updated on February 11th, 2025 at 7:23pm CST.