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.
Property Details
Price:
$2,785,000
MLS #:
MRD12680099
Status:
Active
Beds:
6
Baths:
6
Type:
Single Family
Neighborhood:
winnetka
Listed Date:
Jun 24, 2026
Year Built:
1937
See this Listing
Schools
School District:
203
Elementary School:
Avoca West Elementary School
Middle School:
Marie Murphy School
High School:
New Trier Twp H.S. Northfield/Wi
Interior
Appliances
Range, Dishwasher, High End Refrigerator, Disposal, Stainless Steel Appliance(s), Range Hood, Humidifier
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood
Heating
Natural Gas
Interior Features
1st Floor Bedroom, 1st Floor Full Bath, Walk-In Closet(s), Bookcases, Separate Dining Room
Laundry Features
Main Level, Upper Level, Multiple Locations
Exterior
Architectural Style
Colonial
Construction Materials
Brick
Exterior Features
Balcony, Outdoor Grill
Fencing
Invisible
Garage Spaces
2
Lot Features
Dimensions to Center of Road, Landscaped
Parking Features
Gravel, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Parking Spots
2
Parking Total
2
Patio And Porch Features
Patio
Roof
Shake
Financial
HOA Fee
$3,000
HOA Fee Frequency
Annually
HOA Includes
Other
Tax Year
2024
Taxes
$22,421
Map
Community
- Address82 Woodley Road Winnetka IL
- CityWinnetka
- CountyCook
- Zip Code60093
Market Summary
Current real estate data for Single Family in Winnetka as of Oct 08, 2026
21
Single Family Listed
59
Avg DOM
591
Avg $ / SqFt
$4,125,938
Avg List Price
Property Summary
- 82 Woodley Road Winnetka IL is a Single Family for sale in Winnetka, IL, 60093. It is listed for $2,785,000 and features 6 beds, 6 baths, and has approximately 0 square feet of living space, and was originally constructed in 1937. The average price per square foot for Single Family listings in Winnetka is $591. The average listing price for Single Family in Winnetka is $4,125,938.
Similar Listings Nearby

Copyright 2026. All rights reserved.
82 Woodley Road
Winnetka, IL


