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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 #11897286

230 East Delaware Place 6w, Chicago, IL - $699,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,550 SQFT
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A Modern Renovation Of A Vintage Classic. This Home Boasts Expansive Wall Space And High Ceilings Which Are Ideal For An Art Collection. The Space And Flow Of The Rooms Make It Unique In Today's Housing Options. Sleek Modern Eat-in Kitchen. Th...

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Photo of Listing #11878493

50 West Schiller Street I-2, Chicago, IL - $749,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
  • 1,600 SQFT
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Elegant, Corner Duplex Located In The Heart Of The Gold Coast In The Famed Andrew Rebori Building Is Vintage European Charm At Its Best. South West Facing, This Unit Is Flooded With Light And Offers Privacy As Well Access To The Most Coveted Court...

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Photo of Listing #11895883

1510 North Dearborn Parkway 102, Chicago, IL - $899,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
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Quintessential Gold Coast Brownstone. Rarely Available Spacious Three Bedroom, Three Bathroom Duplex Unit Overlooking Tree-lined Dearborn Parkway... Gold Coast Living At Its Finest! The Kitchen Is Appointed With High-end Cabinetry, And Premium App...

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Photo of Listing #11890245

466 West Deming Place 1, Chicago, IL - $1,000,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,423 SQFT
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One Of The Most Coveted Blocks In East Lincoln Park Is Where You Will Find A One-of-a-kind Treasure That Stands Apart From All Other Condominiums. Welcome Home To A Masterpiece At 466 W. Deming Place, Duplex #1, An Elegant Renovation Of A Classic...

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Photo of Listing #11895124

50 West Schiller Street 2h, Chicago, IL - $599,900

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,500 SQFT
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Renowned Architect Andrew Rebori's Masterpiece And Chicago's Hidden Gem! This Designer Owned And Recently Remodeled Duplex Home Is Stunning Perfection Throughout. There Is Absolutely Nothing Like This! A Fanciful Oasis Overlooking The Secret G...

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Photo of Listing #11895285

189 East Lake Shore Drive 2e, Chicago, IL - $1,499,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
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Fabulous East Lake Shore Drive 3 Bedroom, 3 Full & 1 Half Bathroom Unit At The Mayfair! Enter Into A Grand Foyer That Leads To A Custom Open Kitchen With Large Island, Top Of The Line Finishes & High-end Stainless Steel Appliances- Subzero, Bosch ...

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Photo of Listing #11895054

3500 North Lake Shore Drive 2a, Chicago, IL - $475,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,500 SQFT
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Welcome To This Stunning 3-bedroom, 3-bathroom Home Situated In The Highly Coveted Lakeview East Neighborhood, Where Modern Elegance Meets Classic Charm. Originally Constructed In 1926 By Renowned Architect Robert S Degolyer, This Nearly 2,500 Sq....

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Photo of Listing #11893433

1500 North Astor Street 3, Chicago, IL - $975,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 2,735 SQFT
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Located At The Historic Patterson-mccormick Mansion, This Distinguished And Rarely Available Townhouse Was Designed In 1891 And Features 3 Bedrooms, 3.5 Bathrooms, Private Rooftop Access, All Floor Elevator, Hardwood Floors Throughout, 11 Foot Cei...

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1120 North Lake Shore Drive 12a, Chicago, IL - $512,500

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,485 SQFT
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Enjoy Panoramic Lake And Sunrise Views From This Luxurious East-facing, High Floor 2 Bedroom, 2 Bath Coop! Highlights Include Beautiful Hardwood Floors, Newer Windows, A Gas Fireplace, And Crown Molding. Rather Than Drop Ceilings Or Install Unsigh...

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17 East Division Street 2e, Chicago, IL - $700,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
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Welcome To This Luxuriously Gut Rehabbed And Completely Reconfigured Vintage 2bd/2ba Residence In The Gold Coast. The Entire Home Was Precisely Thought Out And The Renovation Level, Design And Craftsmanship Are Unparalleled. In The Kitchen, You'll...

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159 East Walton Place 15a, Chicago, IL - $2,350,000

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 2,832 SQFT
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Stunning Home At The Palmolive With Incredible Lake & City Views From Every Room. Beautiful Trim, Molding And Wall Coverings Throughout. Grand Foyer With Double Walnut Doors & Herringbone Floors. Expansive Living & Dining Rooms Make For Perfect En...

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257 East Delaware Place 3, Chicago, IL - $1,499,999

Residential, Attached Single
  • 3 Beds
  • 4 Baths
  • 3,900 SQFT
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Exceptional Value! Two Perfectionists With Discerning Taste Bought A Full-floor Vintage Apartment Near Chicago's Lakefront And Hired 23 Artisans To Restore It Over The Ensuing 13 Months. The Result--a Standout Renovation Infused With Warm Unders...

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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 September 30th, 2023 at 8:23am CDT.