Downtown Chicago Single Family Homes

See below for all current real estate listings for single family homes in various downtown neighborhood If any  catch your eye, be sure to contact us to arrange a tour. We can be reached on this site or by calling 312-953-0961. You can also bookmark your favorite single family houses for quick access later by registering for free with

Single Family Home Search

All Listings $100,000 - $200,000 $200,000 - $300,000
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$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
37,531 Properties Found. Page 1 of 4,692

Unprecedented Urban Estate. 25,000 Square Foot ...

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$50,000,000 Active

  • 6 Beds
  • 9 Baths
  • 25,000 ft²


1932 North Burling Street, Chicago, IL

MLS® #09401800

Unprecedented Urban Estate. 25,000 Square Foot Masterpiece On Lincoln Park's Finest Street. Sited On An Enormous 177'x149' Parcel Totaling More Than Eight City Lots, Every Step Has Been Taken To Provide Complete Privacy And Tranquility. Manicured Grounds With Multiple Fountains, Reflecting Pool, ...

Cloverleaf Ranch Presents An Outstanding Opport...

REDUCED 5% Photo of Listing #09606486
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$17,900,000 Active

  • 6 Beds
  • Baths
  • 1 Acres
  • 5,264 ft²


6349 1725 E. Street, Tiskilwa, IL

MLS® #09606486

Cloverleaf Ranch Presents An Outstanding Opportunity To Acquire One Of The Most Expansive Tracts In Illinois. Located Approximately 2 1/2 Hours From Chicago, The Property Comprises 1217.5 Acres, 523 Of Which Are Crop Acres. This Estate Features A 34 Acre Lake With Private Sandy Beach & Docks Fo...

Finest Lincoln Park Location, -virtually Impos...

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$15,500,000 Active

  • 6 Beds
  • 7 Baths
  • 14,000 ft²


1909 North Orchard Street, Chicago, IL

MLS® #09471121

Finest Lincoln Park Location, -virtually Impossible To Find 100' Wide Lot - This Site Is Available For A Totally Custom Designed New Construction Home By Bgd&c. Absolutely Finest Finishes, Craftsmanship And Value. Up To 28,000+sf Possible. Call For More Info. All Fees Paid Upon Start Of Construc...

Every So Often, Art Is Created With Brick And M...

REDUCED 21% Photo of Listing #08773832
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$14,888,000 Active

  • 8 Beds
  • 11½ Baths
  • 70.66 Acres
  • 30,000 ft²


7 Fox Hunt Road, Barrington Hills, IL

MLS® #08773832

Every So Often, Art Is Created With Brick And Mortar. For The Connoisseur Of Life, This Grand Estate Is In Perfect Harmony With Its Surroundings. Built In 2004 To Exacting Standards, Hidden Ponds, Located On 70 Lush Rolling Acres, Features A 30,000 Square Foot Home Located In The Heart Of Exclusi...

Nba Superstar Michael Jordan's Seven-acre Estat...

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$14,855,000 Active

  • 9 Beds
  • 15 Baths
  • 32,683 ft²


2700 Point Lane, Highland Park, IL

MLS® #08922099

Nba Superstar Michael Jordan's Seven-acre Estate Is As Legendary As His Airness Himself. The 56,000 Square Foot Property-equipped With Every Conceivable Luxury Amenity-is A Physical Monument To His Tireless Dedication And Hard Work. The Custom Designed Property Includes A Regulation-sized Basketb...

Great Opportunity To Own Magnificent 1.3 Acre L...

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$13,750,000 Active

  • 7 Beds
  • 10 Baths
  • 1.3 Acres
  • 12,500 ft²


1035 Sheridan Road, Winnetka, IL

MLS® #09295997

Great Opportunity To Own Magnificent 1.3 Acre Lake Front Property.this Beach Front House Is App.13,500 Sq.feet Above Ground And App.19,000 Total Finished Space. It Boasts 130' Of Sandy Beach, Oversized Pool, Fire Pit, Screened Porch And Outdoor Kitchen Creates A Lavish Space For Entertaining. 8 B...

Amazing New Construction Design/build Opportuni...

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$13,000,000 Active

  • 7 Beds
  • 8 Baths
  • 13,000 ft²


1819 North Howe Street, Chicago, IL

MLS® #09593058

Amazing New Construction Design/build Opportunity Coming Soon From Environs Development On Highly Prestigious Howe Street. Don't Miss This Rarely Available Chance To Customize Lot Width And Home Size On This Substantial 5+ Lot Parcel. This 66 Foot Wide Lot Home Will Feature 13,000 Square Feet Wit...

Set On Almost Three Acres Of Incredible Sweepin...

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$12,900,000 Active

  • 7 Beds
  • Baths
  • 2.7 Acres


735 Sheridan Road, Winnetka, IL

MLS® #09495165

Set On Almost Three Acres Of Incredible Sweeping Grounds From Sheridan Road To Lake Michigan, There Has Never Been An Estate Offered Quite Like This. Timeless And Impossible To Replicate, This Bedrock British Colonial With Matching Coach House Is One Of The Most Memorable Houses On Sheridan Road...

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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 Berkshire Hathaway HomeServices KoenigRubloff Realty Group 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.

Listing information last updated on July 25th, 2017 at 4:20am CDT.