Luxury Winnetka Home on Glen Oak Drive Listed for $2.5M

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A 4,597-square-foot luxury home located at 845 Glen Oak Drive in Winnetka, Illinois has been listed for sale for $2.5 million. The classic Hemphill-built home features 5 bedrooms, 3.2 bathrooms, a 3-car attached garage, and an elevator servicing all three levels.

Why it matters

Winnetka is an affluent North Shore suburb of Chicago known for its high-end real estate, and this listing represents a rare opportunity to own a stately home in a prime East Winnetka location near the lakefront.

The details

The home boasts a grand foyer with an open staircase, a spacious living room with a decorative fireplace, a sun-filled sunroom, a family room with a wet bar, a formal dining room, a large kitchen, and a private office. Upstairs, the primary suite has access to a private balcony, two walk-in closets, and an en-suite bathroom. The finished basement includes a recreation room, a potential fifth bedroom or second office, and abundant storage space.

• The home was listed for sale on March 27, 2026.