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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
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Photo of Listing #11683920

222 East Chestnut Street 9c, Chicago, IL - $375,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,400 SQFT
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Seller Offering 2-1 Rate Buydown For Primary Residence Mortgage! Seller Will Pay To Reduce Your Interest Rate 2% Year 1 (approx. $375/mo) And 1% Year 2 (approx. $190/mo). Rarely Available Two-bedroom C-tier In Sought After Historic Streeterville B...

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Photo of Listing #11683621

179 East Lake Shore Drive 22w, Chicago, IL - $999,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,045 SQFT
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Unprecedented Value! Half-floor Drake Tower Apartment Has Outstanding North, East And South Views From The Twenty-second Floor. Sunlight Pours Into The Apartment On Three Sides. North Views Directly Overlook Lake Michigan And Its Shoreline. We...

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17 East Division Street 1e, Chicago, IL - $1,189,000

Residential, Attached Single
  • 4 Beds
  • 3 Baths
  • 2,500 SQFT
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Completely Renovated Throughout, This 4-bedroom, 2.1-bathroom Home Features Beautiful Custom Millwork, White Oak Herringbone Hardwood Floors On The Main Level, And Wide-plank White Oak On The Lower Level. A Chef-caliber Kitchen Comes With A Spacio...

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10 East Schiller Street 1e, Chicago, IL - $1,399,500

Residential, Attached Single
  • 4 Beds
  • 3 Baths
  • 3,000 SQFT
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Matterport/3d Virtual Tour Link Available! Ogden School District! If You're Looking For A Magazine-worthy/sprawling/recently Renovated Home On One Floor (2nd Floor Of Elevator Building) Where You Can Walk To Everything Including The Lake,michigan ...

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219 East Lake Shore Drive 3d, Chicago, IL - $950,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
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Sophisticated 3 Bedroom, 3 Bathroom Condominium On The Coveted East Lake Shore Drive! This Home Has Elegant Vintage Features Throughout, Beautiful Millwork And Hardwood Floors In The Living And Dining Rooms. The Large Living Room Welcomes You With...

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1430 North Lake Shore Drive 5, Chicago, IL - $2,675,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 5,000 SQFT
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Step Off The Elevator Directly Into This Exceptionally Renovated Full Floor Four Bedroom, Four And A Half Bath Home Which Lives Like A Single Family Home In A Full Service Secure Doorman Building. The Extraordinary Thirty Six Foot Long Curved Gall...

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229 East Lake Shore Drive 5e, Chicago, IL - $1,749,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 3,600 SQFT
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Total Renovation Of This Smashing Half Floor Apartment On Glorious East Lake Shore Drive. No Detail Was Overlooked To Create This Home With A Grand Yet Comfortable Modern Floorplan: 3600 Square Feet, 4 Bedroom 3.1 Bath Co-op. Fabulous And Sweepi...

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3500 North Lake Shore Drive 17ph, Chicago, IL - $2,350,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 5,196 SQFT
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Welcome To 3500 N Lake Shore Drive, 17ph In Chicago! This Stunning Penthouse Was Meticulously Renovated With The Utmost Attention To Detail In A Classic Building! This Exquisite Property Offers Timeless Elegance, Soaring High Ceilings, Custom Mill...

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228 West Saint Paul Avenue 2, Chicago, IL - $565,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,400 SQFT
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Tucked Away On A Tree-lined Street In Old Town, This 2 Bed/2 Bath Perfectly Combines A Vintage Victorian Vibe, With 21st Century Updates. A Magical Floor-to-ceiling Bookcase Provides The Ideal Backdrop For Your Sun-drenched Office Or Library No...

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2430 North Lakeview Avenue 11-12n, Chicago, IL - $2,200,000

Residential, Attached Single
  • 5 Beds
  • 5 Baths
  • 5,600 SQFT
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80% Financing Has Been Approved By The Board. 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...

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Photo of Listing #11669908

438 West Oakdale Avenue 1, Chicago, IL - $699,900

Residential, Attached Single
  • 4 Beds
  • 3 Baths
  • 3,000 SQFT
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Gorgeous East Lakeview 4 Bedroom 3 Bath Condo On A Tree Lined Street. Vintage Charm And Modern Amenities Throughout This Spacious Duplex With Over 3,000 Sqft. Entering The Unit You Have A Gracious Foyer With A Coat Closet. Spacious Front Living...

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559 West Roscoe Street 2w, Chicago, IL - $469,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,650 SQFT
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Live Right Off The Lake In The Heart Of East Lakeview! Sprawling Vintage 2 Bedroom/2 Bath Residence Loaded With Charm - With Modern Updates Throughout. Enjoy The Space: A Proper Foyer, Formal Dining Room, And A Beautiful Large Living Room With Fir...

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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 December 7th, 2022 at 4:52am CST.