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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$900,000 - $1,000,000 Over $1,000,000
34,459 Properties Found. Page 1 of 4,308

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, ...

Finest Lincoln Park Location - Virtually Imposs...

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$18,000,000 Active

  • 6 Beds
  • 7 Baths
  • 0.21 Acres
  • 18,000 ft²


1905 North Orchard Street, Chicago, IL

MLS® #10086739

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, Includes Full Size Underground Pool/spa. Call For More In...

Cloverleaf Ranch Presents An Outstanding Opport...

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$16,500,000 Active

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


6349 1725 E. Street, Tiskilwa, IL

MLS® #10037617

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...

This Magnificent Property Is Located On 12.22 A...

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$15,900,000 Contingent

  • 7 Beds
  • Baths
  • 12.22 Acres
  • 10,000 ft²


1801 Green Bay Road, Glencoe, IL

MLS® #10058565

This Magnificent Property Is Located On 12.22 Acres And Is The Largest Remaining Piece Of Privately Held Property In Cook County. Built For Vacuum Cleaner Magnate H. Earl Hoover, The Home Was Acquired In The 1920's And Converted Into Its Current English Tudor Style Along With A Coach House, Green...

Opportunity Of A Lifetime To Own The Architectu...

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$15,000,000 Active

  • 8 Beds
  • 7 Baths
  • 8.94 Acres
  • 13,353 ft²


55 North Mayflower Road, Lake Forest, IL

MLS® #10010982

Opportunity Of A Lifetime To Own The Architectural Masterpiece "wyldwoode" By Harrie T. Lindeberg On 8.94 Lakefront Acres, Including 2 Subdivided Lots. Built For Steel Tycoon, Clyde Carr, The "y" Shape Design Allows For Spectacular Lake Views & Full Privacy. Guests Are Welcomed Through The Bronze...

This Spacious House Is Surrounded By 14.5 Acres...

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$14,900,000 Active

  • 7 Beds
  • 10 Baths
  • 22,000 ft²


344 Old Sutton Road, Barrington, IL

MLS® #10091381

This Spacious House Is Surrounded By 14.5 Acres And Views Of Goose Lake. Outdoor Pool, Sauna And Steam Rooms, Wine Cellar, Elevator, Theater, Library, Billiards Room And Housekeeper's Quarters Are Present.great Kitchen And Amazing Balcony.

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

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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® #09803303

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 30,000sqft Home Located In The Heart Of Exclusive Barri...

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® #09814087

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...

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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 October 15th, 2018 at 7:20am CDT.