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Active Streeterville Listings 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
$5,000,000 - $10,000,000 Over $10,000,000
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161 E Chicago Avenue 44a, Chicago, IL - $1,750,000

Residential, Attached Single
  • 3 Beds
  • Baths
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Step Into A Thoroughly Reimagined And Beautifully Renovated 3-bedroom 2.5-bath Residence At The Prestigious Olympia Centre. This Gorgeous Home Offers Sweeping Lakefront, Skyline And Park Views. The Full Renovation, Completed One Year Ago, Fea...

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435 N Michigan Avenue 408, Chicago, IL - $1,875,000

Residential, Attached Single
  • 2 Beds
  • Baths
  • 1,949 SQFT
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Experience Chicago Luxury Living At Its Finest In The Iconic Tribune Tower Residences Where Timeless Architectural Elegance Meets Sophisticated Modern Luxury. Ideally Located In The Heart Of The Magnificent Mile, This Exceptional Residence Is Step...

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100 E Huron Street 3705, Chicago, IL - $1,290,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,880 SQFT
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Welcome To Elegant And Stunning 2900 Square-foot Condo At 100 E. Huron Offering You To The Best Of City Living . Upon Entering This Bright And Sunny Residence, You'll Be Captivated By The Exquisite Foyer Leading Into A Magnificent Home. The Fl...

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435 N Michigan Avenue 812, Chicago, IL - $1,575,000

Residential, Attached Single
  • 1 Bed
  • Bath
  • 1,678 SQFT
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Experience Luxury Living In Chicago's Historic Tribune Tower Residences. This Stunning 1,700-square-foot Home Features One Bedroom, One And One Half Baths. The Open-concept Layout Seamlessly Connects The Living, Dining, And Chef's Kitchen To A...

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600 N Lake Shore Drive 3011, Chicago, IL - $1,575,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,124 SQFT
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Perched On The 30th Floor, This Rarely Available And Highly Sought-after 3-bedroom, 3-bath Residence Features An Exceptional Layout With Two Primary Suites And Two Full-size Soaking Tubs. Enjoy Breathtaking, Unobstructed Panoramic Views Of Chicago...

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Photo of Listing #12729535 CONTINGENT

600 N Lake Shore Drive 3804, Chicago, IL - $1,435,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,159 SQFT
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Be The First To Enjoy This Fully Renovated Three-bedroom, Two-and-a-half-bath Residence, Completed In July 2026 And Showcasing Breathtaking, Unobstructed Views Of Lake Michigan, Ohio Street Beach, And Navy Pier. Situated On A High Floor, This Desi...

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600 N Lake Shore Drive 1212, Chicago, IL - $1,600,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,547 SQFT
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Tenant Occupied. Receiving 9,100 For Rent. Parking Spot Available For Purchase For 50k. Refined Craftsmanship And Timeless Elegance Define This Exceptional Three-bedroom, Three-bath Luxury Residence, Where Every Detail Has Been Thoughtfully Curate...

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161 E Chicago Avenue 24-02, Chicago, IL - $1,299,000

Residential, Attached Single
  • 2 Beds
  • Baths
  • 2,000 SQFT
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Rarely Available Two-story Duplex In The Iconic Olympia Centre, One Of Chicago's Most Prestigious Luxury Residences. Soaring 25-foot Floor-to-ceiling Picture Windows Create A Dramatic Architectural Statement While Framing Breathtaking Panoramic Vi...

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600 N Lake Shore Drive 2011, Chicago, IL - $1,400,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,124 SQFT
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Walls Of Windows Showcase Breathtaking, Unobstructed Views Of Lake Michigan, Ohio Street Beach, And Navy Pier In This Meticulously Maintained 20th-floor, Three-bedroom, Three-bath Residence Located In One Of Streeterville's Premier Luxury Building...

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Photo of Listing #12690324 CONTINGENT

161 E Chicago Avenue 38a, Chicago, IL - $1,250,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,575 SQFT
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Commanding A Premier Position High Above Chicago's Celebrated Magnificent Mile, This Rarely Available A-tier Residence At Olympia Centre Offers An Exceptional Combination Of Scale, Elegance, And Breathtaking Panoramic Views. Encompassing Approxima...

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Photo of Listing #12681108

600 N Lake Shore Drive 4211, Chicago, IL - $1,530,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,124 SQFT
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The Best Value For A Very High Floor 3 Bedroom Luxury Residence At 600 Lsd! Dream-like Forever Views Of Lake Michigan Are Visible Through Floor To Ceiling Windows In Every Room Of This Stunning Light-filled Home. This Desirable Layout Features A S...

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600 N Lake Shore Drive 1305, Chicago, IL - $1,550,000

Residential, Attached Single
  • 3 Beds
  • Baths
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Rarely Available Northeast Corner Residence At 600 N. Lake Shore Drive Offering Around 2,500 Square Feet Of Thoughtfully Designed Living Space And Panoramic Views Of Lake Michigan. This Highly Desirable Three-bedroom, Three And A Half Bath Home Co...

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Photo of Listing #12683042 CONTINGENT

161 E Chicago Avenue 49a, Chicago, IL - $1,525,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,510 SQFT
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This Exceptional Home Exudes Elegance And Refined Style Featuring Renovations Completed With Premium Materials. Its Unique Design Stands Apart, Offering An Unparalleled Living Experience.this Unit Boast Spectacular Views Of The City's Skyline And ...

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Photo of Listing #12680526 CONTINGENT

240 E Illinois Street 3101, Chicago, IL - $1,000,000

Residential, Attached Single
  • 3 Beds
  • 2 Baths
  • 1,673 SQFT
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Rare Corner Penthouse Condo In Chicago's Highly Sought-after Streeterville Neighborhood Featuring Stunning Floor-to-ceiling Windows, Panoramic City And Chicago River Views, And Two Private Covered Balconies. This Spacious 3-bedroom, 2-bath Split F...

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Photo of Listing #12658992 CONTINGENT

530 N Lake Shore Drive 1205, Chicago, IL - $1,650,000

Residential, Attached Single
  • 3 Beds
  • 3 Baths
  • 2,500 SQFT
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Much Coveted Rarely Available "05" Tier With 26' Curved Wall Of East Facing Windows Offering Spectacular Lake, Navy Pier, Ohio St Beach, Harbor And Park Views. Gorgeously Renovated And A Great Floorplan! So Many Beautiful Features To Mention! (bes...

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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 14th, 2026 at 9:59pm CDT.