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Browse Vintage Condos and Pre-War Co-ops For Sale, $1,000,000 - $2,000,000

$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
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159 E Walton Place 7d, Chicago, IL - $1,800,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 3,157 SQFT
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Residence 7d At The Iconic Palmolive Is A Beautifully Proportioned Corner Residence Defined By Timeless Architecture, High Ceilings, Graciously Scaled Living Spaces, And The Unmatched Service Of One Of Chicago's Premier Addresses. A Private Ent...

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1260 N Astor Street 7, Chicago, IL - $1,475,000

Residential, Attached Single
  • 5 Beds
  • 5 Baths
  • 4,500 SQFT
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This 4,500-square-foot Full-floor Gold Coast Cooperative Offers Exceptional Scale, Privacy, And Architectural Significance In A Secure, Service-oriented Boutique Building. With 10.5-foot Ceilings, Expansive Proportions, And Open Views Of Park, Lak...

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Photo of Listing #12725870 CONTINGENT

1510 N Dearborn Parkway 102, Chicago, IL - $1,185,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
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Gold Coast Refinement. Set Within An Intimate 18-unit Elevator Building, This Completely Renovated Home Offers Exceptional Attention To Detail, Timeless Elegance, And Modern Luxury Throughout. This Expansive 3 Bedroom & 3 Bathroom Duplex-down Layo...

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Photo of Listing #12694445 CONTINGENT

17 E Division Street 1e, Chicago, IL - $1,195,000

Residential, Attached Single
  • 4 Beds
  • Baths
  • 2,500 SQFT
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Experience The Perfect Blend Of Historic Gold Coast Architecture And Sophisticated Modern Luxury In This Completely Reimagined Duplex Residence At 17 East Division Street. Originally Built In 1900 And Transformed Through A Meticulous, Down-to-the-...

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Photo of Listing #12716342

1120 N Lake Shore Drive 16b, Chicago, IL - $1,075,000

Residential, Attached Single
  • 3 Beds
  • Baths
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Perched Atop One Of Lake Shore Drive's Iconic 1920s Co Op Residences, Unit 16b At 1120 N. Lake Shore Drive Is A Distinguished Northeast Corner Home Offering Breathtaking Panoramic Views And Timeless Elegance. Overlooking Oak Street Beach And Lake ...

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

Residential, Attached Single
  • 3 Beds
  • Baths
  • 3,672 SQFT
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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...

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

Residential, Attached Single
  • 4 Beds
  • 4 Baths
  • 4,000 SQFT
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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...

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3500 N Lake Shore Drive 3c, Chicago, IL - $1,000,000

Residential, Attached Single
  • 4 Beds
  • 3 Baths
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This Impeccably Maintained Home Exudes Elegance And Character With A Sprawling 3500 Sf Floor Plan And Exquisite Details At Every Turn Of This Meticulous Restoration Boasting Lovely Green Treetop Views In The Se Corner -the Most Premiere Tier In Th...

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1242 N Lake Shore Drive 25, Chicago, IL - $1,000,000

Residential, Attached Single
  • 4 Beds
  • Baths
  • 5,327 SQFT
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Huge 5327 Sf Duplex Home With A 200+ Sf Terrace. Former Home Of Samuel Insul And Ray Kroc- Offers Panoramic Wrap Around Views Of Lake And City. Home Needs Some Updating But Is Priced Accordingly. Amazing Mural Commissioned By Ray And Joan Kroc Gr...

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Photo of Listing #12431524 CONTINGENT

20 E Cedar Street 8b, Chicago, IL - $1,399,000

Residential, Attached Single
  • 2 Beds
  • Baths
  • 3,000 SQFT
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Fabulous Two Story Living Room With Wood Burning Fireplace! Separate Dining Room And Gourmet Kitchen Great Room. Fantastic Light From The Two Story South Facing Windows. Newer Hvac System! Industrial Strength Exhaust Hood In Kitchen Allows For G...

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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 September 8th, 2026 at 6:29am CDT.