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Lakeview East Real Estate 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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2821 N Orchard Street 5, Chicago, IL - $1,899,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,405 SQFT
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Coming Fall 2026 - The Condo That Redefines "wow"! Welcome To Your Future Lifestyle Upgrade-a Sleek, Serene And Sophisticated 3-bedroom, 2-bath Luxury Condo That's As Smart As It Is Stunning. Currently Under Construction And Slated For A Grand De...

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2821 N Orchard Street 4, Chicago, IL - $1,849,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,405 SQFT
View details More Photos Save

Coming Fall 2026 - The Condo That Redefines "wow"! Welcome To Your Future Lifestyle Upgrade-a Sleek, Serene And Sophisticated 3-bedroom, 2-bath Luxury Condo That's As Smart As It Is Stunning. Currently Under Construction And Slated For A Grand De...

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2821 N Orchard Street 3, Chicago, IL - $1,799,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,405 SQFT
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Coming Fall 2026 - The Condo That Redefines "wow"! Welcome To Your Future Lifestyle Upgrade-a Sleek, Serene And Sophisticated 3-bedroom, 2-bath Luxury Condo That's As Smart As It Is Stunning. Currently Under Construction And Slated For A Grand De...

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2821 N Orchard Street 2, Chicago, IL - $1,699,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,405 SQFT
View details More Photos Save

Coming Fall 2026 - The Condo That Redefines "wow"! Welcome To Your Future Lifestyle Upgrade-a Sleek, Serene And Sophisticated 3-bedroom, 2-bath Luxury Condo That's As Smart As It Is Stunning. Currently Under Construction And Slated For A Grand De...

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421 W Melrose Street 18bc, Chicago, IL - $1,650,000

Residential, Attached Single
  • 4 Beds
  • Baths
  • 4,500 SQFT
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Magnificent, Expansive Residence That Lives Like A Single-family Home On One Level With Stunning Lake Michigan Views. Delivering Over 4,500 Square Feet Across 4-bedrooms, 4.1 Baths, Plus A Dedicated Home Office And Additional Den, You'll Appreciat...

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508 W Melrose Street Ph-w, Chicago, IL - $1,525,000

Residential, Attached Single
  • 3 Beds
  • 5 Baths
  • 3,500 SQFT
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Rarely Available Approx. 3,500 Sq Ft On One-floor Penthouse In Elegant East Lakeview Elevator Building. Single-family Home Living In This Spacious And Well Planned 3 Bedroom Plus Study, 3.5 Bath Unit. Included With The Unit Are In Building 3 Deede...

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2821 N Orchard Street 1, Chicago, IL - $1,439,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,575 SQFT
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Coming Fall 2026 - The Condo That Redefines "wow"! Welcome To Your Future Lifestyle Upgrade-a Sleek, Serene And Sophisticated 3-bedroom, 2-bath Luxury Condo That's As Smart As It Is Stunning. Currently Under Construction And Slated For A Grand De...

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Photo of Listing #12613750 CONTINGENT

729 W Barry Avenue 1, Chicago, IL - $1,400,000

Residential, Attached Single
  • 4 Beds
  • 5 Baths
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Welcome To 729 Barry Ave. #1. This Gorgeous 4 Bedroom, 3.5 Bath Duplex Down With 4 Outdoor Spaces On The Tree Lined Streets Of East Lakeview Makes For A Chicago Dream Home! Featuring Two Floors Of Impeccable Living And Entertaining Spaces, This Fl...

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507 W Briar Place 2, Chicago, IL - $1,250,000

Residential, Attached Single
  • 4 Beds
  • Baths
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Rare, Grand 1920s Full-floor 4/3, Just Two Blocks From The Lake. From The Moment You Step Into The Foyer, This Home Beckons You In. A Rare Architectural Gem That Has An Extra-wide, Full-floor Layout And High Ceilings. A Signature Curved North Wall...

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Photo of Listing #12661026 CONTINGENT

3700 N Lake Shore Drive 702, Chicago, IL - $1,200,000

Residential, Attached Single
  • 4 Beds
  • Baths
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Welcome To 3700 N Lake Shore Drive, An Exceptionally Rare Opportunity To Own A Completely Reimagined Three Level, Penthouse Townhome In One Of Lakeview's Most Exclusive Communities In The Sky. Meticulously Renovated From Top To Bottom With Expert ...

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339 W Barry Avenue 24a, Chicago, IL - $1,100,000

Residential, Attached Single
  • 3 Beds
  • Baths
  • 2,600 SQFT
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A Rare Opportunity To Own A Spectacular Residence In The Sky, Created By The Seamless Combination Of Two Units And Occupying Two-thirds Of An Entire Floor. This Exceptional Home Offers Panoramic Views Of The Lake, Park, And City Skyline, Along Wit...

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Photo of Listing #12615043 CONTINGENT

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

Residential, Attached Single
  • 4 Beds
  • 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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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 June 9th, 2026 at 9:17am CDT.