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

Click the links below to sort results by price range.
All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Sort by:
New
219 East Lake Shore Drive 3d, Chicago, 60611

$950,000

219 East Lake Shore Drive 3d, Chicago, 60611

3 Beds 3 Baths 0 SqFt Residential MLS® # 11677766

Midwest Real Estate Data LLC Logo

New
2142 West Concord Place 2, Chicago, 60622

$465,000

2142 West Concord Place 2, Chicago, 60622

2 Beds 2 Baths 0 SqFt Residential MLS® # 11677463

Midwest Real Estate Data LLC Logo

New
431 West Aldine Avenue 12, Chicago, 60657

$345,000

431 West Aldine Avenue 12, Chicago, 60657

2 Beds 2 Baths 0 SqFt Residential MLS® # 11677286

Midwest Real Estate Data LLC Logo

New
1430 North Lake Shore Drive 5, Chicago, 60610

$2,675,000

1430 North Lake Shore Drive 5, Chicago, 60610

4 Beds 5 Baths 5,000 SqFt Residential MLS® # 11676740

Midwest Real Estate Data LLC Logo

5000 South Cornell Avenue 20d, Chicago, 60615

$220,000

5000 South Cornell Avenue 20d, Chicago, 60615

2 Beds 2 Baths 1,400 SqFt Residential MLS® # 11675514

Midwest Real Estate Data LLC Logo

Contingent
2200 West Granville Avenue 1e, Chicago, 60659

$99,999

2200 West Granville Avenue 1e, Chicago, 60659

1 Bed 1 Bath 1,000 SqFt Residential MLS® # 11674737

Midwest Real Estate Data LLC Logo

5209 South Ingleside Avenue 3s, Chicago, 60615

$285,000

5209 South Ingleside Avenue 3s, Chicago, 60615

3 Beds 2 Baths 1,539 SqFt Residential MLS® # 11674620

Midwest Real Estate Data LLC Logo

229 East Lake Shore Drive 5e, Chicago, 60611

$1,749,000

229 East Lake Shore Drive 5e, Chicago, 60611

4 Beds 4 Baths 3,600 SqFt Residential MLS® # 11674281

Midwest Real Estate Data LLC Logo

831 West Gunnison Street 3w, Chicago, 60640

$334,900

↓ $15,000

831 West Gunnison Street 3w, Chicago, 60640

2 Beds 2 Baths 1,100 SqFt Residential MLS® # 11674005

Midwest Real Estate Data LLC Logo

3037 West Belle Plaine Avenue G, Chicago, 60618

$184,900

3037 West Belle Plaine Avenue G, Chicago, 60618

2 Beds 2 Baths 868 SqFt Residential MLS® # 11673861

Midwest Real Estate Data LLC Logo

1648 West Waveland Avenue 3e, Chicago, 60613

$325,000

1648 West Waveland Avenue 3e, Chicago, 60613

2 Beds 2 Baths 1,200 SqFt Residential MLS® # 11673839

Midwest Real Estate Data LLC Logo

3500 North Lake Shore Drive 17ph, Chicago, 60657

$2,350,000

3500 North Lake Shore Drive 17ph, Chicago, 60657

4 Beds 5 Baths 5,196 SqFt Residential MLS® # 11673123

Midwest Real Estate Data LLC Logo

5600 South Blackstone Avenue 3, Chicago, 60637

$425,000

5600 South Blackstone Avenue 3, Chicago, 60637

3 Beds 2 Baths 1,820 SqFt Residential MLS® # 11672821

Midwest Real Estate Data LLC Logo

Contingent
6652 North Glenwood Avenue 2n, Chicago, 60626

$259,000

6652 North Glenwood Avenue 2n, Chicago, 60626

2 Beds 2 Baths 1,400 SqFt Residential MLS® # 11661131

Midwest Real Estate Data LLC Logo

Contingent
228 West Saint Paul Avenue 2, Chicago, 60614

$565,000

228 West Saint Paul Avenue 2, Chicago, 60614

2 Beds 2 Baths 1,400 SqFt Residential MLS® # 11672545

Midwest Real Estate Data LLC Logo

2430 North Lakeview Avenue 11-12n, Chicago, 60614

$2,200,000

2430 North Lakeview Avenue 11-12n, Chicago, 60614

5 Beds 5 Baths 5,600 SqFt Residential MLS® # 11672285

Midwest Real Estate Data LLC Logo

Contingent
2416 West Thorndale Avenue 3, Chicago, 60659

$129,500

2416 West Thorndale Avenue 3, Chicago, 60659

1 Bed 1 Bath 850 SqFt Residential MLS® # 11671579

Midwest Real Estate Data LLC Logo

4712 North Bernard Street 3e, Chicago, 60625

$179,000

4712 North Bernard Street 3e, Chicago, 60625

2 Beds 1 Bath 0 SqFt Residential MLS® # 11671085

Midwest Real Estate Data LLC Logo

6706 South Ridgeland Avenue 3c, Chicago, 60649

$85,000

6706 South Ridgeland Avenue 3c, Chicago, 60649

2 Beds 1 Bath 890 SqFt Residential MLS® # 11670947

Midwest Real Estate Data LLC Logo

2800 North Pine Grove Avenue 5a, Chicago, 60657

$220,000

2800 North Pine Grove Avenue 5a, Chicago, 60657

2 Beds 1 Bath 0 SqFt Residential MLS® # 11670545

Midwest Real Estate Data LLC Logo

5212 North Winthrop Avenue 1, Chicago, 60640

$390,000

5212 North Winthrop Avenue 1, Chicago, 60640

2 Beds 2 Baths 1,200 SqFt Residential MLS® # 11670537

Midwest Real Estate Data LLC Logo

438 West Oakdale Avenue 1, Chicago, 60657

$729,000

438 West Oakdale Avenue 1, Chicago, 60657

4 Beds 3 Baths 3,000 SqFt Residential MLS® # 11669908

Midwest Real Estate Data LLC Logo

1549 West Sherwin Avenue 203, Chicago, 60626

$205,000

1549 West Sherwin Avenue 203, Chicago, 60626

2 Beds 2 Baths 0 SqFt Residential MLS® # 11669088

Midwest Real Estate Data LLC Logo

24 West Erie Street 2, Chicago, 60654

$1,300,000

24 West Erie Street 2, Chicago, 60654

3 Beds 3 Baths 2,700 SqFt Residential MLS® # 11668735

Midwest Real Estate Data LLC Logo

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!