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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 #12121925

139 Sheridan Road, Winnetka, IL - $10,699,900

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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1325 Sheridan Road, Wilmette, IL - $899,000

Residential, Detached Single
  • 3 Beds
  • 2 Baths
  • 1,623 SQFT
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Discover This Impeccably Updated Mid-century Keck & Keck Residence, Ideally Situated Across From Langdon Park And Just Around The Corner From Plaza Del Lago. What A Great Alternative To Sheridan Road Condos But With So Much Privacy And Outdoor Spa...

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516 Sheridan Road, Glencoe, IL - $5,800,000

Residential, Detached Single
  • 4 Beds
  • 6 Baths
  • 5,020 SQFT
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Tucked Peacefully On 1.25 Acres Down A Meandering Wooded Drive, Architect, Celeste Robbins Created A Modern Home With Timeless Warmth. Inspired By Coveted Natural Formations Found In The Area, The Home Celebrates The Beauty Of A Private Ravine On ...

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144 Sheridan Road, Highland Park, IL - $1,349,000

Residential, Detached Single
  • 4 Beds
  • 4 Baths
  • 4,258 SQFT
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This Stunning Braeside Residence Has Been Expanded And Meticulously Updated, Featuring An Updated Kitchen That Perfectly Blends Classic Architecture With Modern Living. Constructed With Robust Concrete And Steel, The Home Features A Stone And Stuc...

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1605 North Sheridan Road, Waukegan, IL - $215,900

Residential, Detached Single
  • 3 Beds
  • 1 Baths
  • 960 SQFT
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Beautiful Ranch In North Waukegan, Close To Lake, Park, Train, And Hospital! Living Room With Real Hardwood Floors! Kitchen With Ceramic Floors And Newer Stove, Microwave, Washer, Dryer, And Newer Refrigerator Too! Large Master Bedroom With 2 Clo...

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849 Sheridan Road, Wilmette, IL - $2,949,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 6,053 SQFT
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Drop. Dead. Gorgeous. This Stunning New Construction Estate Residence Is Set In A Prime East Wilmette Location! Just Steps From The Beach, The Train, Central Elementary School, And A Plethora Of Shopping And Dining Options In Downtown Wilmette, Yo...

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Photo of Listing #12081123

1489 North Sheridan Road, Lake Forest, IL - $999,999

Residential, Detached Single
  • 5 Beds
  • 4 Baths
  • 3,300 SQFT
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Very East Lake Forest Fabulous 3rd Floor Primary Bedroom Suite With Lake Michigan Views! Walk In Shower As Well As Slipper Soaking Tub. Hardwood Floors, Updated Bathrooms, Neutral Amish Kitchen And New Appliances Installed In 2014. New Electri...

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Photo of Listing #12071987

1134 Sheridan Road, Winnetka, IL - $3,200,000

Residential, Detached Single
  • 7 Beds
  • 7 Baths
  • 8,393 SQFT
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This Mayo And Mayo Masterpiece Is Set On 1.225 Acres Of Lushly Landscaped Property In A Prime, Private, East Winnetka Location. This House Is Well Known For Hosting Notable Events Over The Past Few Decades, Because It Is Both Inviting And Accommod...

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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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Photo of Listing #12045417

1470 North Sheridan Road, Lake Forest, IL - $1,599,999

Residential, Detached Single
  • 5 Beds
  • 5 Baths
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Amazing Price Adjustment! 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...

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Photo of Listing #11980011

745 Sheridan Road, Winnetka, IL - $2,900,000

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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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 27th, 2024 at 5:53am CDT.