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Homes for Sale on Sheridan Road

Posted by Linda Shaughnessy on Sunday, October 4th, 2020 at 10:45pm.

SheridanRoadHomesforSale

Lakefront homes and historic mansions 

Sheridan Road, an extension of Lake Shore Drive, is home to the most affluent communities on Chicago’s North Shore. Hugging the shores of Lake Michigan, the grand estates, some originally situated on 100 acres, were built between 1900 and the 1930s by the most prominent architects of the day, including Benjamin Marshall, Howard Van Doren Shaw, and David Adler.

 HighlandParkHomes

The quick and scenic drive along Sheridan Road to Wilmette, Kenilworth, Winnetka, Glencoe, Highland Park, Lake Forest, and Lake Bluff offered prominent Chicago families weekend retreats with private beaches, stables, tennis courts, and guest houses. The European-inspired mansions with ballrooms, paneled libraries, and orangeries were replicas of Italian villas, English country homes, and French chateaux.

 LakeForestHomesforSale

By the 1970s, the expansive lots began to be subdivided but many of the elegant mansions remained, retaining the grandeur of the Gilded Age. The lush and gated grounds and deep lots shield many of these grand homes as you meander along Sheridan Road, but you will never lose sight of the enduring appeal of Chicago’s North Shore.

HighlandParkHomesforSale

 

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Photo of Listing #12059978

139 Sheridan Road, Winnetka, IL - $11,750,000

Residential, Detached Single
  • 5 Beds
  • 8 Baths
  • 12.7k SQFT
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Beautifully Perched In The Bluff With Incredible Panoramic Lake Views From All Rooms, This Newly Built Crisp Navy, Blue Cedar Shake Nantucket Accented With White Trim Brings Home The Best In Class To Winnetka Lakefront Living. Custom Built By Morg...

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650 Sheridan Road, Winnetka, IL - $2,550,000

Residential, Detached Single
  • 6 Beds
  • 5 Baths
  • 6,100 SQFT
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Drop Everything Because This Home Is A Must See With Convenient East Location Only A Few Blocks To Beach, Parks, Metra Train, And Downtown Winnetka Shops & Restaurants. You'll Be Delighted That The Real Thing Is Even Better Than The Pictures! Comb...

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1470 North Sheridan Road, Lake Forest, IL - $1,750,000

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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Look No Further Than This Meticulously Appointed Northeast Lake Forest Home... Where Northshore Living Is At Its Finest! All Within Walking Distance...children Can Walk To Desirable Sheridan Elementary School; While The Family Can Dine And Shop I...

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1037 Sheridan Road, Wilmette, IL - $1,199,000

Residential, Detached Single
  • 4 Beds
  • 3 Baths
  • 2,324 SQFT
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Step Into A Mid-century Dream On Sheridan Road! This Quality-built 1967 Home, Updated In The 1980's, Is Now Awaiting Your Next Transformation. Current Owners Have Enjoyed 40 Years Of Basking In Sunlight Pouring Through The French Windows, Gatherin...

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204 Sheridan Road, Glencoe, IL - $1,550,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 4,102 SQFT
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Prime East Glencoe Location On .459 Of An Acre. Great Floor Plan With Tons Of Potential To Make This The Showhouse It Once Was. Fabulous 10 Foot Ceiling Living Room With Floor To Ceiling Windows Looking Out At Court Yard. Large Kitchen That Opens ...

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33 Sheridan Road, Highland Park, IL - $3,499,000

Residential, Detached Single
  • 5 Beds
  • 6 Baths
  • 6,950 SQFT
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Your Private Sanctuary Awaits. Set Deep Off Sheridan Road On 2 Acres, This Luxury Offering Is The Perfect Blend Of Comfort And Style. Updated For Today's Buyer And Located On A Property That Has All The Features Allowing For An Active Yet Meditati...

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Photo of Listing #12044398

1512 Sheridan Road, Highland Park, IL - $1,595,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 5,599 SQFT
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Totally Renovated Stately Home In Prime East Highland Park Location. This 6, 4.2 Bath Home Combines Classic Old World Charm With Modern High End Finishes. Enter Into Tiled Vestibule With Coat Closet. Front Foyer Opens To Large Living Room With Fir...

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144 Sheridan Road, Highland Park, IL - $1,550,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,258 SQFT
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This Stunning Braeside Residence Has Been Expertly Expanded And Meticulously Updated, Offering The Perfect Blend Of Classic Architecture And Modern Conveniences. Constructed With Robust Concrete And Steel, The Home Features A Stone And Stucco Exte...

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755 Sheridan Road, Glencoe, IL - $1,950,000

Residential, Detached Single
  • 4 Beds
  • 7 Baths
  • 4,932 SQFT
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Set On One Of The Most Beautiful Stretches Of Famous Sheridan Road, This Stunning French Manor Property Offers Over 6,000 Total Square Feet Of Luxurious Living Space, Perfectly Nestled Just Two Blocks From The Serene Shores Of Lake Michigan And Wi...

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660 Sheridan Road, Winnetka, IL - $1,349,000

Residential, Detached Single
  • 3 Beds
  • 4 Baths
  • 3,605 SQFT
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Set On Prestigious Sheridan Road, This Home Exudes Classic North Shore Charm. With Picture-perfect Curb Appeal And A White Picket Fence, This 3-bedroom East Winnetka Home Checks All The Boxes. The Expansive First Floor Includes A Sun-filled Livi...

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Photo of Listing #11980011

745 Sheridan Road, Winnetka, IL - $3,050,000

Residential, Detached Single
  • 6 Beds
  • 8 Baths
  • 9,930 SQFT
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Welcome To 745 Sheridan Road, A Luxurious And One-of-a-kind Modern Custom-built French Chateau! 745 Features 7 Bedrooms All Of Which Have Their Own Full Bathrooms. Located On The East Side Of The Coveted Sheridan Road And Just Steps Away From The ...

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501 Sheridan Road, Kenilworth, IL - $7,987,500

Residential, Detached Single
  • 5 Beds
  • 9 Baths
  • 11k SQFT
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Bring Your Buyers With Their Architects & Designers To This Excellent Lakefront Property! Privacy Is The New Luxury... 1.587 Acres Of Premier Lakefront Property With An 11,000 Sf Home (5bd/6.3ba) On A Deep Double Lot (550 X 125) Only 15 Miles From...

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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 May 22nd, 2024 at 10:08pm CDT.