82 Woodley Road, Winnetka IL 60093
$2,785,000

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Property Description

Tucked away on one of Winnetka's most prestigious and serene lanes, this estate offers a rare blend of timeless North Shore elegance and a sense of true sanctuary. This isn't just a home; it's a sprawling residence designed for a lifestyle of both grand-scale entertaining and quiet, sun-drenched mornings. From the moment you pull up the winding drive, the home's commanding presence and lush, manicured grounds set the stage. Inside, the craftsmanship is unmistakable. You'll find expansive living spaces defined by rich architectural details and massive windows that frame the private, park-like backyard. The chef's kitchen is a masterpiece of function and style, flowing effortlessly into inviting family spaces that feel warm despite their scale. A first floor bedroom includes a private full bath and access to the patio. The primary suite serves as a genuine retreat, complete with a spa bath and enough closet space to satisfy any wardrobe. A sitting area surrounded by windows and a walkout overlooks the exquisite property. Each additional bedroom is en-suite and generously sized, ensuring everyone has their own corner of comfort. The third level includes flexible space with 3 lovely rooms and a full bath. There is an extra bonus space above the attached garage-perfect for a studio! Outside, the property truly shines. The expansive patio and rolling lawns create an incredible backdrop for summer garden parties or a quiet evening under the stars. Living here means more than just enjoying a beautiful residence; it's about the Winnetka lifestyle. You're minutes away from world-class schools, boutique shopping in the village, the shores of Lake Michigan, and the Metra for an easy commute to the city. It's sophisticated, it's private, and it's ready for its next chapter.

Features & Information

Key Details

  • List Price $2,785,000
  • Property Taxes $22,421
  • Assessments/HOA $3,000
  • Square Feet 0
  • Year Built 1937
  • Status Active
  • Market Time 7

Rooms

  • Total Rooms 14
  • Number of Bedrooms 6
  • Number of Bathrooms 5.1
  • Primary Bedroom

  • Room Size 17X16
  • Floor Level Second
  • Flooring Hardwood
  • Primary Bathroom Full,Double Sink,Tub & Separate Shwr
  • Bedroom 2

  • Room Size 15X14
  • Floor Level Second
  • Flooring Hardwood
  • Bedroom 3

  • Room Size 15X14
  • Floor Level Second
  • Flooring Hardwood
  • Bedroom 4

  • Room Size 13X10
  • Floor Level Main
  • Flooring Hardwood
  • Bedroom 5

  • Room Size 14X15
  • Floor Level Third
  • Flooring Hardwood
  • Bedroom 6

  • Room Size 14X13
  • Floor Level Third
  • Flooring Hardwood
  • Living Room

  • Room Size 21X29
  • Floor Level Main
  • Flooring Hardwood
  • Family Room

  • Room Size 20X14
  • Floor Level Main
  • Flooring Hardwood
  • Dining Room

  • Room Size 19X15
  • Floor Level Main
  • Flooring Other
  • Kitchen

  • Room Size 19X16
  • Floor Level Main
  • Flooring Hardwood

Additional Rooms

  • Play Room

  • Room Size 15X29
  • Floor Level Third
  • Flooring Hardwood
  • Breakfast Room

  • Room Size 11X9
  • Floor Level Main
  • Exercise Room

  • Room Size 20X19
  • Floor Level Second
  • Flooring Hardwood
  • Sitting Room

  • Room Size 19X14
  • Floor Level Second
  • Flooring Hardwood
  • Other Room

  • Room Size 19X13
  • Floor Level Main
  • Flooring Hardwood
  • Walk In Closet

  • Room Size 18X12
  • Floor Level Second
  • Flooring Hardwood

Interior Features

  • Appliances

  • Appliances Included Range, Dishwasher, High End Refrigerator, Disposal, Stainless Steel Appliance(s), Range Hood, Humidifier
  • Heating & Cooling

  • Heating Type Natural Gas
  • Air Conditioning Central Air
  • Fireplace

  • # of Fireplaces 2
  • Type of Fireplace Family Room, Living Room

Exterior Features

  • Building Information

  • Age of Building 81-90 Years
  • Recent Rehab No
  • Parking

  • # of Cars 2

Location

  • County Cook
  • Township New Trier
  • Corporate Limits Unincorporated
  • Directions to Property Locust Or Hill Road To Woodley, 82 Is The Southwest Part
  • Schools

  • Elementary School District 37
  • Junior High District 37
  • High School District: 203
  • School Name New Trier Twp H.S. Northfield/Wi
  • Property Taxes

  • Tax 22421.18
  • Tax Year 2024
  • Tax Exemptions Homeowner
  • Parcel Identification Number 05291020960000
  • Lot Information

  • Lot Size 1.0-1.99 Acres

Listed by Michael Mitchell for @properties Christie's International Real Estate | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 8/21/2026 12:02 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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