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The Historic Homes and Mansions on Sheridan Road

834SheridanRoad

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Homes for Sale Along Sheridan Road

$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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Photo of Listing #12672126

455 Sheridan Road, Kenilworth, IL - $5,975,000

Residential, Detached Single
  • 6 Beds
  • 12½ Baths
  • 11k SQFT
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New Magnificent Transitional Home With Approximately 11,000 Square Feet Finished Space. Exterior Is Constructed Of Brick And Limestone With Slate Roof Which Represents Timeless Construction. Close To Plaza Del Lago With Its Numerous Shops And Rest...

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1015 Sheridan Road, Winnetka, IL - $3,495,000

Residential, Detached Single
  • 6 Beds
  • 11 Baths
  • 8,303 SQFT
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Nestled On A Private Lane East Of Sheridan Road, This Distinguished Winnetka Residence Offers Privacy, Scale, Quality Craftsmanship, And Exceptional Everyday Livability In One Of The North Shore's Most Coveted East-side Locations. Designed For Ele...

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990 Sheridan Road, Highland Park, IL - $2,300,000

Residential, Detached Single
  • 4 Beds
  • Baths
  • 4,575 SQFT
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Experience The Height Of North Shore Sophistication At 990 Sheridan Road -- An Impressive Ranch Offering 4575 Square Feet Of Refined Living Space. Located Down A Long Driveway, This Exceptionally Pristine Ranch Is Set Among Towering Trees. Three C...

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224 Sheridan Road, Kenilworth, IL - $3,195,000

Residential, Detached Single
  • 5 Beds
  • 7 Baths
  • 5,757 SQFT
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Perfectly Located On Soughtafter Sheridan Road In The Heart Of Kenilworth, This Stately Redbrick Colonial Sits Quietly Behind A Circular Drive And Landscaped Gardens, Offering Wonderful Privacy On Nearly A Halfacre. Originally Built In 1918, The H...

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Photo of Listing #12618027 CONTINGENT

396 Sheridan Road, Glencoe, IL - $2,650,000

Residential, Detached Single
  • 5 Beds
  • Baths
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Welcome To 396 Sheridan Rd - A Remarkable And Expansive Property Set On Nearly An Acre (.91) In East Glencoe, Just Moments From Beautiful Lake Michigan, Downtown Glencoe, Schools, And More! This Exceptional Estate Features A Main Residence And A L...

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Photo of Listing #12553390

1499 Sheridan Road, Highland Park, IL - $2,280,000

Residential, Detached Single
  • 6 Beds
  • 7 Baths
  • 6,908 SQFT
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Spectacular Historic Queen Anne Revival On Nearly 3/4 Acre In East Highland Park. A Rare Opportunity To Own A Magnificent Queen Anne Revival Residence, Beautifully Set On A Private Lot Just Under 3/4 Of An Acre In Sought-after East Highland Park....

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501 Sheridan Road, Kenilworth, IL - $16,750,000

Residential, Detached Single
  • 6 Beds
  • 12½ Baths
  • 17k SQFT
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New Lakefront Magnificent Transitional Home With Approximately 17,000 Square Feet Finished Space. This House Has Oversized Windows With Nonrestricted Lake Vews And A Future Private Beach.exterior Is Constructed Of Stone And Limestone With Slate Ro...

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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 June 8th, 2026 at 3:44am CDT.