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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 #11053543

1209 North Astor Street 7s, Chicago, IL - $1,295,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,500 SQFT
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Exquisite Renovation In The Historic Gold Coast, Just 2 Blocks From Lake Michigan, Restaurants, And The Magnificent Mile! Enjoy An Expansive Open Floor Plan With Light Streaming In From 3 Exposures And A Lovely Lake View. The Designer Kitchen Has ...

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Photo of Listing #11053123

421 West Melrose Street 21bc, Chicago, IL - $1,199,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 3,200 SQFT
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From The Moment You Set Foot In This One-of-kind, 3200 Sq. Ft. Home, A Uniquely Private And Quiet World Unfolds In This Handsome, Luxury Residence. With Sparkling Views Of Belmont Harbor, The Lake, Wrigley Field, And The City Skyline, This Truly ...

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Photo of Listing #11053069

1242 North Lake Shore Drive 24, Chicago, IL - $1,795,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,500 SQFT
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Rarely Available High Full Floor (4500 Sf) Bright And Sunny Home In This Prestigious Lake Shore Drive Co-op. The Private Entrance Leads To An Enormous Reception Foyer And Fabulous Entertaining Rooms Feature Over Sized Living Room With Wood Burning...

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Photo of Listing #11051513

229 East Lake Shore Drive 5e, Chicago, IL - $2,495,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 3,600 SQFT
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Complete Renovation On Picturesque East Lake Shore Drive Of Half Floor 3,600 Sq Ft 4 Bed 3 En-suite Bath + Powder Room, Thoughtfully Planned By Melichar Architects In Historically Significant Fugard & Knapp Designed Co-op. No Detail Has Been Overl...

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Photo of Listing #11048086

3300 North Lake Shore Drive 14e, Chicago, IL - $485,000

Residential, Attached Single
  • 2 Beds
  • 3 Baths
  • 1,932 SQFT
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Elegant, Sought-after Boutique Vintage Building In The Heart Of Vibrant Lakeview East. Sun-filled 2 Br/2.5ba In Rarely Available, High Floor "e" Tier Offers Spacious Rooms With Custom Window Treatments, Hardwood Floors Throughout, 9-foot Ceilings...

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Photo of Listing #11052233

33 East Bellevue Place Ph-w7, Chicago, IL - $2,245,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 3,500 SQFT
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One Of A Kind Duplex Penthouse In The Heart Of The Gold Coast. Spectacular Views From The 800+ Ft Outdoor Space On Both Levels - Front Terrace And Rear Deck. This Beautiful Residence Includes 3 Bedrooms Plus A Family Room, A Beautiful Gourmet Eat-...

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Photo of Listing #11051605

431 West Oakdale Avenue 6a, Chicago, IL - $459,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,800 SQFT
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Elegant Vintage Details Complemented With Updated Modern Design. This Large, 1800 Sq Foot Unit Has Three Sunny Exposures With Amazing City And Streetscape Views. Only 2 Units Per Floor - Elevator Opens To A Sharply Remodeled Shared Vestibule. Ente...

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Photo of Listing #11050335

1209 North Astor Street 6s, Chicago, IL - $825,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,450 SQFT
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One Of A Kind Vintage Treasure On One Of The Most Desired Streets In All Of Chicago! This 2500 S.f. Co-op Boasts An Expansive Living Room And Dining Room, A Spacious Cook's Kitchen With Butler Pantry, And All 3 Bedrooms Offer En Suite Baths. This ...

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Photo of Listing #11050230

422 West Briar Place 4, Chicago, IL - $1,197,747

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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609 West Stratford Place 4d, Chicago, IL - $350,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,500 SQFT
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Spacious 1500+ Square Foot Updated Condo In Gorgeous Lakeview Classic Elevator Building. Only 2 Units Per Floor. Incredible Vintage Charm And Detail. Elegant Barrel Ceiling Gallery Entry, Huge Living Room With Original Limestone Fireplace, Hardw...

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60 East Scott Street 502, Chicago, IL - $512,500

Residential, Attached Single
  • 2 Beds
  • 2 Baths
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Great Opportunity: Two Bedroom Two Bath Condo In A Beautiful Vintage Gold Coast Courtyard Building With Elevator. One Block From Lake Michigan. Entry Foyer Leads To A Large Bright And Sunny Living Room/dining Room. South And West Exposures. Kitch...

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219 East Lake Shore Drive 5d, Chicago, IL - $1,725,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,200 SQFT
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Currently Rented Through May 2022. This Delightful 3br / 3ba Renovation On East Lake Shore Drive Joins The Vintage Aesthetic With A Serene, Transitional Design. Classic Features Include The High Ceilings, Spacious Rooms And Two Juliet Balconies! T...

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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 April 15th, 2021 at 9:18am CDT.