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Historic Gold Coast Homes for Sale


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Browse All Chicago Homes for Sale

$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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1355 N Astor Street, Chicago, IL - $21,000,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 25k SQFT
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Presenting An Unparalleled Opportunity To Acquire One Of Chicago's Most Distinguished Estates - An Historic Residence Offering Over 25,000 Square Feet Of Total Living Space, Set On Nearly One-third Of An Acre Along The Gold Coast's Prestigious Ast...

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915 N Dearborn Street, Chicago, IL - $18,500,000

Residential, Detached Single
  • 6 Beds
  • 6 Baths
  • 13.4k SQFT
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A Rare Piece Of Chicago's History, The Thompson House At 915 N. Dearborn Stands As One Of The Gold Coast's Original Architectural Treasures. Designed In 1888 By Cobb & Frost, The Renowned Architects Behind The Newberry Library And University Of Ch...

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2026 N Kenmore Avenue, Chicago, IL - $9,995,000

Residential, Detached Single
  • 10 Beds
  • 9 Baths
  • 13.4k SQFT
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Unique Opportunity For The Luxury Homeowner Who Wants To Provide An Opportunity For An Extended Family Habitat, Live In Nanny, Or Even Business Associates To Be Close In The Huge Coach House Over The Attached 5 Car Garage. The Coach House Also Cou...

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Photo of Listing #12535466 CONTINGENT

1853 N Burling Street, Chicago, IL - $8,995,000

Residential, Detached Single
  • 7 Beds
  • Baths
  • 8,691 SQFT
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Set On An Expansive 44-ft-wide Lot On The Most Coveted Block Of One Of Chicago's Most Prestigious Streets, 1853 N Burling Is An Exceptional Custom-built Estate. Situated In The Heart Of Lincoln Park, This Architectural Tour De Force Seamlessly Com...

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3026 N Lake Shore Drive, Chicago, IL - $7,995,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 9,100 SQFT
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Rare Opportunity To Own An Impeccably Maintained Single-family Residence On Lake Shore Drive, Situated On An Expansive 64' X 200' Lot With Approximately 9,000 Square Feet Under Roof. This Exceptional Home Offers 7 Bedrooms And 7.5 Baths And Featur...

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1838 N Burling Street, Chicago, IL - $7,750,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 6,031 SQFT
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Classic Limestone And Brick Single-family Home On Two And A Half Lots On Coveted Burling Street With Spectacular Outdoor Space. This Outdoor Footprint Includes A Swimming Pool, Outdoor Kitchen, Temperature Controlled Four-season Glass Atrium With ...

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1878 N Orchard Street, Chicago, IL - $6,950,000

Residential, Detached Single
  • 5 Beds
  • Baths
  • 9,512 SQFT
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Stunning Beyond Words, This East Lincoln Park Masterpiece Redefines Luxury At Every Turn. Set On A 36x131 On Coveted Orchard Street, This 9,500 Square Foot Home Speaks To A Most Discerning Buyer Seeking The Ultimate Blend Of Superior Craftsmanship...

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79 E Cedar Street, Chicago, IL - $6,900,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 7,523 SQFT
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Welcome To 79 East Cedar Street. This Is A Rare Opportunity To Acquire A Home Of Significant Scale And Presence In The Gold Coast-one Of Chicago's Most Vibrant And Historic Neighborhoods. In 1884 Bertha Palmer Commissioned Architect Joseph Lyman S...

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460 W Huron Street, Chicago, IL - $6,450,000

Residential, Detached Single
  • 7 Beds
  • Baths
  • 10.4k SQFT
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An Extraordinary Opportunity To Own The Largest Home In Coveted Kingsbury Estates, This One-of-a-kind Residence Spans An Impressive 68-foot-wide Lot And Offers Over 10,300 Square Feet Of Impeccably Designed Living Space, Plus An Additional 4,200 S...

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1454 N Dearborn Street, Chicago, IL - $6,000,000

Residential, Detached Single
  • 6 Beds
  • Baths
  • 11k SQFT
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Nestled In The Heart Of Chicago's Prestigious Gold Coast, This Extraordinary Residence Commands Attention From Its Rare 30 X 150 Corner Parcel- A True Trophy Property On One Of The Neighborhood's Most Coveted Blocks. Listed On The National Registe...

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22 E Elm Street, Chicago, IL - $5,995,000

Residential, Detached Single
  • 11 Beds
  • Baths
  • 5,100 SQFT
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Currently Configured As Two Separate Residences, This Exceptional Property Offers The Flexibility To Function As A High-performing Luxury Investment Or Be Effortlessly Converted Into One Extraordinary Single-family Home. Built In 2016, 22 E. Elm S...

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1524 N Astor Street, Chicago, IL - $5,995,000

Residential, Detached Single
  • 3 Beds
  • 5 Baths
  • 6,500 SQFT
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A Rare Architectural Offering On One Of Chicago's Most Coveted Residential Streets, This Is The Northernmost Home On Astor, Distinguished By Its Commanding Position And Oversized Windows Overlooking The Cardinal's Mansion And Lincoln Park. The Set...

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Chicago Single Family Homes
Browse all Chicago homes for sale. See new home listings updated every 15 minutes. Search by price, size, and map best streets. Chicago homes for sale are in top neighborhoods with the best schools, transportation, shops, and restaurants

Real estate

Chicago Single Family Homes

Chicago single family homes are found in neighborhoods along the lakefront and west to the expressway. Browse all homes for sale near parks, schools, transportation, shops, and restaurants. The selection of single family homes includes new construction, historic greystones, homes on double and triple lots, and even mini-mansions with swimming pools.

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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 July 21st, 2026 at 8:30pm CDT.