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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 Over $10,000,000
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Photo of Listing #10974847

3800 North Lake Shore Drive 11a, Chicago, IL - $1,039,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,400 SQFT
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Private Elevator Opens To Your 3400 Square Foot Sprawling Home With Expansive Park, Lake & Skyline Views In Preferred A Tier In This Iconic Full-amenity Building. This Sun Lit 3 Bedrooms Condo Flows Like A Single Family Home, With Gracious Room Si...

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Photo of Listing #10947416

3500 North Lake Shore Drive 17ph, Chicago, IL - $2,999,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 5,196 SQFT
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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 ...

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Photo of Listing #10974131

1366 North Dearborn Street 13c, Chicago, IL - $850,000

Residential, Attached Single
  • 2 Beds
  • 3 Baths
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Stunning Renovation In A Classic Vintage Building In The Heart Of The Gold Coast Walking Distance To The Latin School. A Secured Private Elevator Opens Into A Semi-private Foyer, Something Few Buildings Offer. You Enter A Barrel-vaulted Ceiling E...

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Photo of Listing #10963757

3500 North Lake Shore Drive 9a, Chicago, IL - $559,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 2,500 SQFT
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Freshly Updated With Light Pouring In From All Exposures, This Expansive Renovated Vintage Residence In An Elegant Pre-war Cooperative Offers A Perfect Floor Plan With Separate Spaces For Grand Entertaining And Especially Everyday Living: Huge For...

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Photo of Listing #10971996

227 East Delaware Place 7c, Chicago, IL - $898,000

Residential, Attached Single
  • 2 Beds
  • 3 Baths
  • 2,300 SQFT
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For The Most Discerning Buyer. Enjoy The Fine Craftsmanship Of The Period Enhanced With Modern Sophistication. This Home Is A Complete Renovation Done To Perfection. Not A Detail Was Overlooked. Kitchen And Baths Were Gut Rehabbed. The Kitchen...

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Photo of Listing #10971778

1650 North Sedgwick Street 2s, Chicago, IL - $400,000

Residential, Attached Single
  • 2 Beds
  • 1 Baths
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Enjoy The History And Architecture Of Old Town From This Pristine Condo Located On Tree-lined Sedgwick St. Built In 1915, This Boutique Building Exudes Charm And Character And Boasts Many Original Features. Vintage Details Include Original Hardwoo...

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179 East Lake Shore Drive 302, Chicago, IL - $389,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 875 SQFT
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Flawlessly Renovated Pied-a-terre At Drake Tower Overlooks Lake Michigan And Park From The Living Room And Master Bedroom. The Living Room Located Off The Foyer Features Hardwood Floors, Exquisite Moldings, Large Windows And Sophisticated Fixture...

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559 West Roscoe Street 3w, Chicago, IL - $439,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,550 SQFT
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Prime East Lakeview: Vintage Lovers Dream Come True, Stunning Top Floor 2-bedroom, 2-bath Condo With A Separate Large Formal Living Room And Dining Room. Private Tandem Oversized Garage For 2 Cars Included!! This Home Is The Only Unit In The B...

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222 East Chestnut Street 7b, Chicago, IL - $750,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
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Welcome To One Of The Most Desirable Condo Buildings In Chicago & Most Sought After Locations In The City! The "b" Tier Is The 2nd Largest Floor Plan In The Building With 2450 Sq Ft. Only 3 Homes Per Floor With Massive Room Sizes, Enormous Gallery...

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232 East Walton Place 7w, Chicago, IL - $1,495,000

Residential, Attached Single
  • 4 Beds
  • 3 Baths
  • 3,800 SQFT
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Featured In The Chicago Tribune And On The Cover Of Sophisticated Living, This Elegant, Sun-filled 3,800 Sqft Coop Offers Generously Proportioned, Flexible Living Space With Updates Throughout. The Family Room Includes Curly Maple Millwork By Pare...

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227 East Delaware Place 5d, Chicago, IL - $470,000

Residential, Attached Single
  • 2 Beds
  • 3 Baths
  • 2,200 SQFT
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Welcome To 227 E Delaware! This Vintage Boutique Co-op Building Is Located In A Prime East Streeterville Location. A True Beauty Throughout! A Gracious Foyer Welcomes You Into This Elegant Corner Unit! Large Scale Rooms With Lovely Light And Tall...

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233 East Walton Place 10, Chicago, IL - $1,350,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,100 SQFT
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A Beautiful Full Floor Apartment In A Premier Streeterville Freestanding Co-op Building. With Only One Apartment Per Floor You Have Total Privacy As The Elevator Opens To Your Home. The Gracious 27' Gallery Leads To 4100+ Sf Of Elegant Space. Th...

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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 January 21st, 2021 at 3:00am CST.