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Browse Condos for Sale in the South Loop, $250,000 - $500,000

$250,000 - $500,000 $500,000 - $750,000 $750,000 - $1,000,000
$1,000,000 - $2,000,000 $3,000,000 - $5,000,000
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5 East 14th Place 1506, Chicago, IL - $375,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
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Soak In Incredible City Views From This High-floor 2-bedroom, 2-bath Condo In The Vibrant Heart Of The South Loop! Move-in Ready With A Popular Split Floor Plan, This Home Offers An Open Living And Dining Area With Hardwood Floors And A Welcoming ...

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Photo of Listing #12481286 CONTINGENT

1464 South Michigan Avenue 1404, Chicago, IL - $375,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,100 SQFT
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Soak In Sweeping Views From This South Loop Stunner! Welcome To This Immaculate And Beautifully Updated 2 Bed/2 Bath, Corner Highrise Condo With Direct South And East Exposures In A Full-amenity Building W/garage Parking Spot. Perched High Above T...

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Photo of Listing #12463347

1464 South Michigan Avenue 704, Chicago, IL - $375,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
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Original Owner, First Time On Market Since New, Move-in Ready Condition! Stunning South-east Corner Unit With 2-bedrooms And 2-bathrooms Located On Chicago's Iconic Michigan Avenue. Am Inviting Foyer Sets The Perfect Tone, Leading You Into A Thoug...

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1515 South Prairie Avenue 803, Chicago, IL - $375,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,253 SQFT
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Bright & Beautiful 2 Bed / 2 Bath Now Available In Prime Museum Campus / Prairie District! Enjoy Sun Soaked Unobstructed South And West Views Overlooking Tree-lined Prairie Ave And Mark Twain Park From This Chic And Beautifully Updated Home! This ...

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Photo of Listing #12210866

1255 South State Street 1802, Chicago, IL - $370,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,068 SQFT
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Beautiful Bright Corner Unit With Amazing Views. Granite & Ss Appliances. Master Suite Has Large Walk In Closet. Add'l Small Laundry Room, W/d Hookup. Large Balcony. 1 Block To Cta Red, Orange And Green Line. Walking Distance To Shopping, Grocerie...

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Photo of Listing #12452287

1346 South Wabash Avenue A, Chicago, IL - $369,000

Residential, Attached Single
  • 1 Bed
  • 2 Bath
  • 1,200 SQFT
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Welcome To Unique Townhouse-style Living In The South Loop! This Bright, Spacious, End-unit Condo Offers Two Levels Of Contemporary Living With A Private Patio And Plenty Of Closet Space, Creating A Perfect Sanctuary In The City. With 1 Bedroom,...

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Photo of Listing #12490776 CONTINGENT

5 East 14th Place 806, Chicago, IL - $365,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,300 SQFT
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Spacious And Bright Split Floor Plan 2br/2ba With A Private Terrace Offering Stunning, Unobstructed Views Of The Park, Sunsets, And Chicago's Iconic Skyline. Located On The 8th Floor Of A Boutique Elevator Building, This Home Is A True Urban Retre...

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Photo of Listing #12456222 CONTINGENT

1345 South Wabash Avenue 1501, Chicago, IL - $360,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 959 SQFT
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Modern And Contemporary 2 Bedroom 2 Bath Located In The Heart Of South Loop. Bring And Sunny West Facing With 10' Ft Ceilings, Floor To Ceiling Windows, And Two Balconies. Bedroom Balcony Has East Facing And View Of Solider Field. Living Area Has ...

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100 East 14th Street 903, Chicago, IL - $359,900

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 916 SQFT
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Stylish 1 Bedroom + Office With Lake & Soldier Field Views Enjoy City Living At Its Best In This Modern 1 Bedroom Plus Office, 1 Bathroom Condo In The Heart Of The South Loop. The Home Features Sleek Dark Flooring Throughout, A Bright Kitchen W...

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Photo of Listing #12500744 CONTINGENT

1464 South Michigan Avenue 1605, Chicago, IL - $350,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
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Multiple Offers_see Agent Remarks Regarding Offer Deadline.gorgeous 2 Bedroom / 2 Bath Corner Unit In South Loop Featuring Incredible Natural Light And Two Exceptional Outdoor Spaces-- A Large, Private 230sf Terrace Plus A Separate Balcony. Highly...

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1235 South Prairie Avenue 2506, Chicago, IL - $350,000

Residential, Attached Single
  • 1 Bed
  • 1 Bath
  • 934 SQFT
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Premium 1-bedroom Floor Plan With A High-floor Position Offering Stunning City Views. This Floor Plan Offers A Separate Den Area Perfect For An Office Or A 2nd Bedroom. This Unit Has All Of The Good Bones. Electrical In All Of The Ceiling Location...

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1515 South Prairie Avenue 516, Chicago, IL - $350,000

Residential, Attached Single
  • 2 Beds
  • 2 Baths
  • 1,206 SQFT
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Bright & Beautiful 2 Bed / 2 Bath Condo In Prime Museum Campus / Prairie District! This Chic West-facing Condo Features A Desirable 1200+ Sq Ft Layout, Open-concept Kitchen/ Living And Dining Space, A Freshly Tiled Fireplace And A Spacious Private...

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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 November 6th, 2025 at 9:38pm CST.