Connect

Find us on...

Dashboard

Login using...

 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
Map Save this Search
Sort listings by:Newest First
Photo of Listing #12703148

3800 N Lake Shore Drive 3g, Chicago, IL - $560,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
View details More Photos Save

Experience Timeless Elegance In This East Lakeview Vintage Residence, Nestled Within An Intimate Pre-war Elevator Building With Just Two Homes Per Floor. Rich Herringbone Hardwood Floors Flow From The Gracious Foyer Into The Formal Living And Dini...

Midwest Real Estate Data LLC Logo
Photo of Listing #12668844

230 E Delaware Place 4w, Chicago, IL - $999,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,550 SQFT
View details More Photos Save

Beautifully Reimagined By Acclaimed Chicago Interior Designer Page Louisell, This Exceptional Gold Coast Residence Is A Rare Opportunity To Own A Home Where Extraordinary Design, Timeless Elegance, And Luxurious Comfort Come Together Seamlessly. E...

Midwest Real Estate Data LLC Logo

159 E Walton Place 5c, Chicago, IL - $1,750,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 3,672 SQFT
View details More Photos Save

Extremely Large Floorplan At The Palmolive! 3672 Sq Ft Of Expansive Living.this 3 Bed 3.5 Bathroom Plus Den Is An Unbelievable Value And Looks North On To The Historic Drake Hotel. Gracious Double Door Entry Foyer Greets You Upon Entering This Uni...

Midwest Real Estate Data LLC Logo

1530 N State Parkway 12-13, Chicago, IL - $5,995,000

Residential, Attached Single
  • 6 Beds
  • 7 Baths
  • 7,500 SQFT
View details More Photos Save

One Of Chicago's Finest Cooperative Residences, This Extraordinary Home Was Reimagined Through A Comprehensive Renovation And Thoughtful Reconfiguration Inspired By Noted Dublin Architect John O'connell And Executed By Phil Liederbach Of Liederbac...

Midwest Real Estate Data LLC Logo
Photo of Listing #12688714 CONTINGENT

3800 N Lake Shore Drive 11e, Chicago, IL - $749,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
View details More Photos Save

Welcome To This Magnificently Renovated 3-bedroom, 2-bathroom Residence At 3800 N. Lake Shore Drive, Ideally Positioned Across From Lake Michigan In The Heart Of Lake View. Set Within An Intimate Prewar Elevator Building With Just Two Residences P...

Midwest Real Estate Data LLC Logo
Photo of Listing #12697978 CONTINGENT

210 W Eugenie Street 2n, Chicago, IL - $425,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
View details More Photos Save

Highest And Best Due Monday 13th By 7pm No Escalation Clauses. Welcome Home To This Beautifully Updated 1-bedroom, 1-bath Residence In The Heart Of Old Town. Filled With Natural Light, This Inviting Home Features A Spacious Living Area, A Charming...

Midwest Real Estate Data LLC Logo
Photo of Listing #12691305 CONTINGENT

2120 N Clark Street 2, Chicago, IL - $695,000

Residential, Attached Single
  • 4 Beds
  • 3 Baths
  • 1,500 SQFT
View details More Photos Save

Highest And Best Offers Due By Monday July 13th At 10am. A Rare Opportunity To Own A Beautifully Light-filled Residence In The Heart Of East Lincoln Park, Where Timeless Chicago Architecture Meets Modern Everyday Living. This Gracious 4-bedroom, ...

Midwest Real Estate Data LLC Logo
Photo of Listing #12692005 CONTINGENT

1350 N State Parkway Gs, Chicago, IL - $699,000

Residential, Attached Single
  • 1 Bed
  • 2 Bath
  • 1,190 SQFT
View details More Photos Save

An Incredible Gold Coast Location And A Home That Feels Like A European Vacation In The Heart Of Chicago. Set On One Of The Neighborhood's Most Storied And Beautiful Streets, This Architecturally Significant Garden Residence At 1350 N State Parkwa...

Midwest Real Estate Data LLC Logo

3500 N Lake Shore Drive 11c, Chicago, IL - $1,575,000

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,000 SQFT
View details More Photos Save

Paris Meets New York In East Lakeview's "it" Building. Recently Featured In Crain's, This Fully Renovated, 4000 Sf 4-bedroom/4-bath Se Corner Home Is Flooded With Light Throughout And Features Jaw-dropping- Ocean Liner Views That Include The Lake...

Midwest Real Estate Data LLC Logo
Photo of Listing #12697777 CONTINGENT

1660 N Hudson Avenue 3d, Chicago, IL - $1,399,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,550 SQFT
View details More Photos Save

This Remarkable, Interior Designer Owned, Old Town Penthouse Duplex, And A Rare Opportunity To Own A Home That Represents Their Design Philosophy At Its Most Personal. Every Material Is Intentional And Every Inch Is Designed To Be As Functional As...

Midwest Real Estate Data LLC Logo

1210 N Astor Street 1b, Chicago, IL - $785,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
  • 1,985 SQFT
View details More Photos Save

Premiere Gold Coast Updated Vintage 3 Bedroom Condo! Positioned Along One Of The Most Iconic Residential Streets, This Exceptional Home Resides Within A Historic Boutique Building Originally Designed By Celebrated Chicago Architects William Holabi...

Midwest Real Estate Data LLC Logo

319 W Webster Avenue 1, Chicago, IL - $699,900

Residential, Attached Single
  • 2 Beds
  • Baths
  • 1,300 SQFT
View details More Photos Save

Come Experience This Beautifully Renovated Duplex In A Charming All-brick Building On One Of Lincoln Park's Picturesque Tree-lined Streets. Offering 2 Bedrooms, 1.1 Bathrooms, Two Levels Of Living Space, Hardwood Floors Throughout, And Central Hea...

Midwest Real Estate Data LLC Logo

 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 July 21st, 2026 at 9:00pm CDT.