Chicago Vintage Condos For Sale

Vintage condos in Chicago offer an exceptional amount of charm and character, and the best part is that condo buyers should be able to find a vintage unit at nearly every single price range. If you're interested in vintage condos for sale in Chicago, check out what's currently on the market below, or narrow down your options by searching vintage condos by neighborhood using our vintage condo neighborhood directory below as well. 

Our vintage condo experts know the market inside and out and are happy to provide buyers with disclosures, past sales history, and dates and prices of vintage condos recently sold nearby, ensuring you're not only making the best decision but also getting the best price based on today's Chicago real estate market. 

Search Chicago Vintage Condos For Sale

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All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
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$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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New
539 West Brompton Avenue 3n, Chicago, 60657

$320,000

539 West Brompton Avenue 3n, Chicago, 60657

2 Beds 1 Bath 1,100 SqFt Residential MLS® # 11744151

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New
823 West Oakdale Avenue 3a, Chicago, 60657

$399,900

823 West Oakdale Avenue 3a, Chicago, 60657

2 Beds 2 Baths 0 SqFt Residential MLS® # 11744100

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New
923 West Sheridan Road 3, Chicago, 60613

$359,900

923 West Sheridan Road 3, Chicago, 60613

3 Beds 1 Bath 1,400 SqFt Residential MLS® # 11743869

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New
421 West Melrose Street 11c, Chicago, 60657

$599,900

421 West Melrose Street 11c, Chicago, 60657

3 Beds 3 Baths 2,200 SqFt Residential MLS® # 11743700

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New
2000 North Lincoln Park West 1207, Chicago, 60614

$179,900

2000 North Lincoln Park West 1207, Chicago, 60614

0 Beds 1 Bath 650 SqFt Residential MLS® # 11743619

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New
1920 North Seminary Avenue C, Chicago, 60614

$499,000

1920 North Seminary Avenue C, Chicago, 60614

2 Beds 2 Baths 0 SqFt Residential MLS® # 11743516

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New Contingent
5758 South Blackstone Avenue 2, Chicago, 60637

$525,000

5758 South Blackstone Avenue 2, Chicago, 60637

4 Beds 2 Baths 2,000 SqFt Residential MLS® # 11743185

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New
2037 West Iowa Street 2, Chicago, 60622

$370,000

2037 West Iowa Street 2, Chicago, 60622

2 Beds 2 Baths 0 SqFt Residential MLS® # 11743086

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New
1540 North Lake Shore Drive 5n, Chicago, 60610

$1,175,000

1540 North Lake Shore Drive 5n, Chicago, 60610

4 Beds 5 Baths 3,753 SqFt Residential MLS® # 11743043

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3740 North Lake Shore Drive 11b, Chicago, 60613

$595,000

3740 North Lake Shore Drive 11b, Chicago, 60613

2 Beds 3 Baths 0 SqFt Residential MLS® # 11731839

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New
628 West Sheridan Road 3e, Chicago, 60613

$400,000

628 West Sheridan Road 3e, Chicago, 60613

2 Beds 2 Baths 1,762 SqFt Residential MLS® # 11739828

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New
2154 West Cortez Street 2e, Chicago, 60622

$300,000

2154 West Cortez Street 2e, Chicago, 60622

1 Bed 1 Bath 0 SqFt Residential MLS® # 11736243

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New
2800 North Pine Grove Avenue 2h, Chicago, 60657

$194,500

2800 North Pine Grove Avenue 2h, Chicago, 60657

1 Bed 1 Bath 0 SqFt Residential MLS® # 11742310

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New
2139 West Cortez Street 2, Chicago, 60622

$275,000

2139 West Cortez Street 2, Chicago, 60622

1 Bed 1 Bath 900 SqFt Residential MLS® # 11742036

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New
70 East Cedar Street 15e, Chicago, 60611

$1,799,000

70 East Cedar Street 15e, Chicago, 60611

3 Beds 5 Baths 3,300 SqFt Residential MLS® # 11741745

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New
5555 South Everett Avenue 5e, Chicago, 60637

$250,000

5555 South Everett Avenue 5e, Chicago, 60637

2 Beds 2 Baths 1,600 SqFt Residential MLS® # 11740939

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New
5441 South Kenwood Avenue 2, Chicago, 60615

$315,000

5441 South Kenwood Avenue 2, Chicago, 60615

3 Beds 1 Bath 0 SqFt Residential MLS® # 11740910

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New Contingent
727 South Dearborn Street 611, Chicago, 60605

$390,000

727 South Dearborn Street 611, Chicago, 60605

1 Bed 1 Bath 1,550 SqFt Residential MLS® # 11740796

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New Contingent
1651 West Pratt Boulevard Ag, Chicago, 60626

$164,900

1651 West Pratt Boulevard Ag, Chicago, 60626

2 Beds 1 Bath 900 SqFt Residential MLS® # 11740583

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New Contingent
1514 West North Shore Avenue D3, Chicago, 60626

$234,000

1514 West North Shore Avenue D3, Chicago, 60626

2 Beds 1 Bath 1,200 SqFt Residential MLS® # 11740067

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Contingent
1460 West Argyle Street 2n, Chicago, 60640

$130,000

1460 West Argyle Street 2n, Chicago, 60640

1 Bed 1 Bath 800 SqFt Residential MLS® # 11738518

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New
5136 North Ashland Avenue 3, Chicago, 60640

$215,000

5136 North Ashland Avenue 3, Chicago, 60640

1 Bed 1 Bath 807 SqFt Residential MLS® # 11739239

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Contingent
823 West Lakeside Place 2w, Chicago, 60640

$399,000

823 West Lakeside Place 2w, Chicago, 60640

3 Beds 2 Baths 1,470 SqFt Residential MLS® # 11737697

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Contingent
2006 West Walton Street 2a, Chicago, 60622

$279,900

2006 West Walton Street 2a, Chicago, 60622

2 Beds 1 Bath 785 SqFt Residential MLS® # 11738629

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What Makes a Vintage Chicago Condo So Desirable? 

Whether it’s a vintage courtyard building on Chicago’s north side or a vintage high-rise in the heart of downtown, vintage condos in Chicago have undeniable appeal, character, and desirability. While many low-rise and mid-rise vintage condo buildings in Chicago may lack all the fancy amenities you see in newer construction buildings, the upside is that they can be an affordable option for young and first time home buyers looking for a longer-term solution over renting. But if you’re a buyer who is still looking for a little luxury in a new place to call home, plenty of vintage condo buildings like The Palmolive or the countless co-ops lining Lake Shore Drive offer an upscale living experience that won’t disappoint. 

Chicago Vintage Condo Resources & Ways to Search Vintage Condos For Sale

Contact me for help searching vintage condos in Chicago

If you love the charm and character of a vintage condo building in Chicago and you’re also ready to take your condo search to the next level, contact us at your earliest convenience to setup showings for available vintage condos you would live to see in person. The Chicago Condo Finder team knows the vintage condo market better than anybody, ensuring we’ll find the perfect building for your unique situation and also negotiate the best deal possible based on current market conditions. Calling or texting us now only takes a second, so contact us now and start viewing properties ASAP!

Are you planning to buy or sell a condo in Chicago? Contact the Chicago Condo Finder Team, Chicago's local condo experts, for help navigating the current market conditions. Call or text (312) 953-0961 now to schedule a showing for a unit you'd like to preview!