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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
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Photo of Listing #11172217

440 West Oakdale Avenue 2, Chicago, IL - $715,000

Residential, Attached Single
  • 4 Beds
  • 3 Baths
  • 2,500 SQFT
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Exceptional Condo With Versatile Floor Plan, Impressive Finishes And Vintage Details In East Lakeview! Welcome To This Huge 4br/3ba (all On One Floor-not A Duplex) House-sized, Condo In A Stately 3 Unit Building. Grand Entry Foyer Leads To Light-...

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Photo of Listing #11171097

1738 North North Park Avenue 3, Chicago, IL - $425,000

Residential, Attached Single
  • 2 Beds
  • 1 Baths
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Beautiful Top Floor Vintage Home With Bright, Unobstructed Southern Exposure And Views Of The City Skyline. Located In The Heart Of The Old Town Triangle, This Spacious Unit Has A Double Parlor Living Room With Original Hardwood Floors, Trim And M...

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Photo of Listing #11171078

179 East Lake Shore Drive 501, Chicago, IL - $650,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,770 SQFT
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Best Co-op Value, Owner Has Over $1,100,000 Invested In Acquisition And Renovation Costs. North And East Facing Two-bedroom And Two-bath Drake Tower Apartment Has Been Meticulously Renovated. Eleven Large Windows Generate Substantial Light And P...

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Photo of Listing #11169979

1320 North State Parkway 4d, Chicago, IL - $849,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
  • 2,700 SQFT
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Unsurpassed Elegance! Beautifully Renovated 2,700sf Co-op In The Gold Coast! This Home Features A Gracious Foyer With An Arched Beamed Ceiling, A Living Room With A Fireplace And A Dramatic Vaulted, Coved Ceiling, A Formal Dining Room, Library, Bu...

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Photo of Listing #11169933

1320 North State Parkway 11a, Chicago, IL - $1,275,000

Residential, Attached Single
  • 2 Beds
  • 3 Baths
  • 2,700 SQFT
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Jaw Dropping Renovation Of This Incredible Home In Famed Pre-war Co-op At 1320 N. State. Architectural Design By Eifler & Associates With Interior Design By Tom Stringer & Associates, This Unit Features Stunning Mill Work, Impeccable Finishes & Fi...

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Photo of Listing #11169875

517 West Roscoe Street 2w, Chicago, IL - $789,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,850 SQFT
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Vintage Charm With A Modern Touch - Gorgeous Greenery Encapsulates The Picturesque Residential Area Of 517 W Roscoe St. Where You Will Find This Airy 3br - 3ba Unit. This Live-in-ready Unit Is Amassed With Newer Fixtures And Fresh Updates. Natural...

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Photo of Listing #11169611

2912 North Commonwealth Avenue 3a, Chicago, IL - $688,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 1,985 SQFT
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Rarely Available, Outstanding Renovation Of Classic Home In Pre-war Building. With Only 2 Homes Per Floor, This Elevator Building's Prime East Lakeview Location Is Steps From Lincoln Park, The Lakefront Paths, Golf, Tennis, Three Playgrounds, And ...

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Photo of Listing #11169292

2948 North Pine Grove Avenue 2, Chicago, IL - $650,000

Residential, Attached Single
  • 4 Beds
  • 2 Baths
  • 2,000 SQFT
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Absolutely Stunning 4 Bedroom, 2 Bath Duplex-up Penthouse Condo In East Lakeview With 2000 Square Feet Of Living Space! Completely Updated While Still Retaining Vintage Charm, This Unique Home Is The Best Of Both Worlds. Bright & Airy Living Room ...

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1340 North State Parkway 3s, Chicago, IL - $2,750,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
  • 4,300 SQFT
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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 U...

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1366 North Dearborn Street 3b, Chicago, IL - $399,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 910 SQFT
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Don't Miss This Fantastic Opportunity To Own An Incredibly Charming Home In A Gorgeous, Boutique Gold Coast Building! There Are Only Two Units Per Floor, Ensuring Privacy And Quiet Living. If You Delight In Refined Details, This One Bedroom, One B...

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518 West Surf Street 3w, Chicago, IL - $449,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,750 SQFT
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Beautiful Vintage Condo On Top Floor In Lake View. Wood Floors Throughout, High Ceilings And Stunning Millwork True To The Style Of The Time. The Recently Remodeled Bathrooms Provide The New Look And Modern Conveniences Of Today. A Large Chef's ...

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510 West Surf Street 2, Chicago, IL - $600,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
  • 2,187 SQFT
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Architecturally Significant 3 Bedroom/ 2 Bathroom Vintage Condo Meets Modern! This 2200 Sq Ft Lakeview Unit Takes Up The Entire Second Floor (all On One Level). New Kitchen (2016) Has Merillat Cabinet, Quartz Countertops, Reclaimed Wood Open Shel...

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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 August 1st, 2021 at 7:15pm CDT.