2,000+ Historic Homes for Sale in Chicago

× Chicago × 1+ beds × Built before 1950

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209 E Lake Shore Dr Unit 14, Chicago, IL 60611

Chicago's finest residence available for the first time. This incredible combination of two units of ... View Full Details

7Beds
9Baths
12,250SqFt

Listing Provided By Compass ILMRED

$10,750,000

2026 N Kenmore Ave, Chicago, IL 60614

This sensational triple lot home has been masterfully renovated and designed to perfection by its we ... View Full Details

10Beds
10Baths
13,400SqFt

Listing Provided By @properties Christie's International Real Estate ILMRED

$9,500,000

159 E Walton Pl Ph, Chicago, IL 60611

Once in a lifetime opportunity to live in the iconic duplex penthouse in The Palmolive. This unit co ... View Full Details

4Beds
5Baths
7,880SqFt

Listing Provided By Coldwell Banker Realty ILMRED

$8,500,000

1500 N Lake Shore Dr Penthouse, Chicago, IL 60610

Rich in scale, history and presentation, this prewar duplex penthouse in the Gold Coast is in a real ... View Full Details

6Beds
7Baths
8,000SqFt

Listing Provided By Jameson Sotheby's Intl Realty ILMRED

$7,850,000

1521 N State Pkwy, Chicago, IL 60610

Exquisite and historic, 1521 N. State Parkway is a rare, prized property on one of Chicago's most co ... View Full Details

6Beds
8Baths
9,700SqFt

Listing Provided By @properties Christie's International Real Estate ILMRED

$7,500,000

1515 N State Pkwy, Chicago, IL 60610

Absolutely magical, truly custom residence in the heart of the Gold Coast. Located on an oversized p ... View Full Details

6Beds
7Baths
9,680SqFt

Listing Provided By Jameson Sotheby's Intl Realty ILMRED

$7,500,000

159 E Walton Pl 22a, Chicago, IL 60611

One of a kind unit at The Palmolive! Expansive full floor unit, one of only five in the building wi ... View Full Details

3Beds
5Baths
5,500SqFt

Listing Provided By @properties Christie's International Real Estate ILMRED

$7,500,000

159 E Walton Pl 31a, Chicago, IL 60611

Full floor Art Deco masterpiece featured in Elle Decor Magazine pays homage to the 1929 built Palmol ... View Full Details

3Beds
4Baths
5,500SqFt

Listing Provided By @properties Christie's International Real Estate ILMRED

$6,840,000

229 W Eugenie St, Chicago, IL 60614

The most discreet and elegant residence in all of historic Old Town. Situated on +/- 2.5 lots, this ... View Full Details

4Beds
6Baths
7,528SqFt

Listing Provided By Compass ILMRED

$6,750,000

159 E Walton Pl 23a, Chicago, IL 60611

~Full Floor Residence ~ 5400 SQFT at Chicago's Art Deco architectural crown jewel - the iconic Palmo ... View Full Details

3Beds
4Baths
5,400SqFt

Listing Provided By Berkshire Hathaway Homeservices Chicago ILMRED

$6,500,000

1407 N Hoyne Ave, Chicago, IL 60622

A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor foo ... View Full Details

5Beds
7Baths
8,250SqFt

Listing Provided By Jameson Sotheby's Intl Realty ILMRED

$6,100,000

69 E Bellevue Pl, Chicago, IL 60611

The elegance of northern Italy, in this completely new Gold Coast Home, with the original facade, pe ... View Full Details

4Beds
5Baths
5,900SqFt

Listing Provided By Coldwell Banker Realty ILMRED

1 - 12 of 2000 listings

Average Price	$594,889
Avg Bedrooms	2.86 beds
Avg Bathrooms	1.99 baths

1 bedroom	$279,083
2 bedrooms	$427,892
3 bedrooms	$657,376
4 bedrooms	$642,193
5 bedrooms	$703,422

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2,000+ Historic Homes for Sale in Chicago

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