For sale Home

Listed Jun 24, 2026

$2,699,000 Est. $17,851/mo

82 Woodley Road

  • 6

    Beds

  • 6

    Baths

The story

  • Basement

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.

Facts & features

Home type

Home

Year built

1937

Lot size

2 acres

HOA

$3,000 / annually

Parking

2-car garage

Included features

  • Fireplace

    2 fireplaces

  • Basement

    Yes

  • Cooling

    Central Air

  • Heating

    Natural Gas

  • Appliances

    Range, Dishwasher, High End Refrigerator, Disposal, Stainless Steel Appliance(s), Range Hood, Humidifier

  • Flooring

    Hardwood

  • Roof

    Shake

  • Lot Information

    Dimensions to Center of Road, Landscaped

  • Exterior

    Balcony, Outdoor Grill

  • Water Source

    Lake Michigan

  • Sewer

    Public Sewer

Mortgage calculator

Estimated monthly payment

$17,851 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $14,365
  • Property tax $2,699
  • Insurance $787

Includes principal, interest, taxes & insurance.

Your Property Journey

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Listing Broker

@properties Christie's International Real Estate

Broker Name

@properties Christie's International Real Estate

Agent

Michael Mitchell