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Chicago Single Family Homes for Sale

Chicago Single Family Homes for Sale


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Browse All Chicago Homes for Sale

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

Residential, Detached Single
  • 6 Beds
  • 7 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 North Kenmore Avenue, Chicago, IL - $9,995,000

Residential, Detached Single
  • 10 Beds
  • 10 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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1878 North Orchard Street, Chicago, IL - $7,995,000

Residential, Detached Single
  • 5 Beds
  • 8 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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1865 North Burling Street, Chicago, IL - $6,950,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 6,000 SQFT
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Truly The Last New Construction Opportunity On The Most Coveted Block In Lincoln Park! The Savane Properties Design Build Team Presents An Exceptional Custom New Construction Home On The Most Desirable Street In Chicago On A Rare Extra Wide Lot. ...

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Photo of Listing #12379566

1438 North Dearborn Street, Chicago, IL - $6,500,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
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Behind This Classic Historic Gold Coast Facade Lies An Extraordinary Reinvention. Meticulously Stripped To The Shell And Rebuilt Just Two Years Ago As A Custom Residence For The Current Owners By Environs Development, This Is A Rare Gold Coast Res...

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Photo of Listing #12544564

3527 North Bosworth Street, Chicago, IL - $5,250,000

Residential, Detached Single
  • 8 Beds
  • 8 Baths
  • 7,118 SQFT
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Amazing Design/build Opportunity In The Southport Corridor Coming Soon From Environs On A 37.5' Lot And A Half With A Breezeway Attachment To An Attached 3 Car Garage With Mudroom! This 7,100 Square Foot, 8 Br, 7.5 Ba Home Will Feature A Highly Fu...

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3523 North Bosworth Avenue, Chicago, IL - $5,250,000

Residential, Detached Single
  • 7 Beds
  • 9 Baths
  • 6,700 SQFT
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Located On The Most Sought-after Block In Southport Corridor And Ideally Situated On An Extra-wide 37.5 Foot Lot, This Architecturally Significant, Design Inspired Home Has Been Thoroughly Planned To Provide A Thoughtful Layout And Awe-inspiring F...

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1515 North North Park Avenue, Chicago, IL - $5,200,000

Residential, Detached Single
  • 7 Beds
  • 6 Baths
  • 8,400 SQFT
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Nestled On The Prestigious North Park Avenue, Significant Mansion Stands As A Remarkable Architectural Gem In The Vibrant Old Town/gold Coast Neighborhood. This Custom-built Residence, Constructed From Exquisite Masonry Brick And Limestone, Spans ...

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Photo of Listing #12505890 CONTINGENT

457 West Deming Place, Chicago, IL - $4,950,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 5,000 SQFT
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Situated Within The Private Grounds Of 2550 Lakeview, This Exceptional 2016-built Single-family Residence Delivers Sophisticated, Turnkey Living In The Heart Of Lincoln Park. Offering A Rare Blend Of Privacy, Scale, And Full Access To One Of Chica...

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1434 North Dearborn Street, Chicago, IL - $4,475,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,815 SQFT
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On One Of The Gold Coast's Most Enchanting Tree-lined Streets, This Limestone Residence Blends Historic Grace With Modern Sophistication. Set On An Extraordinary 25x149 Lot, The Home Offers Soaring Ceilings, Original Millwork, And Elegant Architec...

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2119 North Seminary Avenue, Chicago, IL - $4,400,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,200 SQFT
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Just Is Time For The Holidays! We Are Incredibly Excited To Offer This Amazing Opportunity To Build Your Custom Dream Home On The Most Sought After Block In Lincoln Park. Ideally Situated On Tree Lined Seminary And Nestled In The Top Rated Oscar M...

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1425 North State Parkway, Chicago, IL - $4,395,000

Residential, Detached Single
  • 7 Beds
  • 8 Baths
  • 7,607 SQFT
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Grand And Elegant Home In The Heart Of The Gold Coast On A Wide And Deep Lot. Extraordinary --approximately 8000 Square Foot --floorplan. Beautifully Updated And Maintained. The House Has Huge Gracious Formal Entertaining Rooms And Wonderful Casua...

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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 January 18th, 2026 at 2:08pm CST.