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Browse Vintage Condos and Pre-War Co-ops For Sale, $250,000 - $500,000

$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
$5,000,000 - $10,000,000
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415 W Aldine Avenue 6a, Chicago, IL - $399,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,180 SQFT
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Don't Miss This Rare Opportunity To Own A Beautiful 3-bedroom, 3-bathroom Condo In The Heart Of East Lakeview, Offering An Attractive Opportunity For Buyers Seeking A Property With An Established Occupancy Arrangement. This Exceptional Residence O...

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Photo of Listing #12690520 CONTINGENT

1200 N Lake Shore Drive 405, Chicago, IL - $475,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 950 SQFT
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A True Gold Coast Jewel Box, This Architectural Digest And Mydomaine-featured Residence Is The Kind Of Home Buyers Search For But Rarely Find. Don't Miss This Beautifully Restored Designer Home Where Timeless Chicago Architecture Meets Modern Luxu...

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Photo of Listing #12697978 CONTINGENT

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

Residential, Attached Single
  • 1 Bed
  • 1 Bath
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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...

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3608 N Pine Grove Avenue B7, Chicago, IL - $250,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 900 SQFT
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Welcome To This Incredibly Spacious And Well-maintained 1-bedroom, 1-bath Condominium In The Heart Of Highly Desirable Lakeview East! Offering Approximately 900 Square Feet Of Comfortable Living Space, This Charming English Garden End Unit Combine...

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Photo of Listing #12667142 CONTINGENT

1120 N Lake Shore Drive 1b, Chicago, IL - $315,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 658 SQFT
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A One-of-a-kind Maisonette In A Prime Gold Coast Co-op On The Lakefront. Located At The Corner Of Lake Shore Drive And Elm Street, The Walk-to-everything Location Makes This One Bedroom The Perfect Pied-a-terre You'll Enjoy Year-round. The Tall W...

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548 W Brompton Avenue 1e, Chicago, IL - $254,900

Residential, Attached Single
  • 1 Bed
  • 1 Bath
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Welcome Home To This Stately Vintage Building Situated On A Beautiful, Tree-lined Street In Highly Desirable Lake View! This Charming Home Blends Timeless Character With Modern Updates, Featuring Newer Cabinets, Granite Countertops, The Well-ma...

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Photo of Listing #12623681

2000 N Lincoln Park West Avenue 312, Chicago, IL - $385,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 1,100 SQFT
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Exceptional Tier #12 Corner Residence Offering Approximately 1,100 Sq. Ft. Of Refined Living Space In One Of Lincoln Park's Most Distinguished Vintage Buildings. This Great Home Features Expansive Treetop Exposures, Abundant Natural Light, And Cla...

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Photo of Listing #12523437 CONTINGENT

1200 N Lake Shore Drive 1205, Chicago, IL - $300,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 950 SQFT
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Best Price On Corner 1 Bedroom At Popular Vintage Condo On The Drive. Fabulous Light In This Northwest Corner Unit. Great Hardwood Floors And Vintage Details. Update This To Your Taste And Style As It Needs Renovation. Super Staff And Best Roof D...

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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 August 13th, 2026 at 1:01pm CDT.