Welcome to 58 Woodley Road; a singular combination of space, land, and privacy, in one of Winnetka's most esteemed neighborhoods. A park-like setting punctuated by stone walkways and gardens creates a magical backdrop for the stately brick manse of over 8,000 (above grade) square feet. This residence is a testament to classic design. Beautiful, newly installed white-oak floors, wainscoting, dentil moulding, tray ceilings, custom built-ins and arched doorways lend an air of timeless elegance throughout. Stepping through the grand foyer, the home unfolds with a sense of expansiveness with stunning site-lines to the backyard. Formal and informal entertaining spaces, including a spacious living room and dining room, as well as an enormous family room with French doors opening to the backyard offer a great first floor flow. A beautiful sunroom, adorned with vaulted ceilings, abundant windows and six French doors, invites you to linger over morning coffee or spend a leisurely afternoon amidst the surrounding greenery. A handsome office boasts rich paneling, a fireplace and built-in bookshelves. The traditional-style kitchen, which opens to the family room, is a culinary haven, appointed with an 8-burner Wolf range, a large pantry and spacious center island. An adjoining breakfast room equally captivates with views of the backyard. A large mudroom is every bit a luxury as it offers a sink, a command center, and a second Sub-Zero refrigerator for extra food storage. A thoughtfully redesigned staircase leads upstairs to more private spaces. Expansive and sun-kissed with a dramatic vaulted ceiling, the primary bedroom doubles as a sanctuary with dual walk-in closets, dual baths, and separate water closets. A generously sized shower "room" connects them. Completing this level are three well-appointed ensuite bedrooms, and a separate au pair or in-law "wing" with two rooms, a full bath, and its own staircase and veranda. Two rooms and a full bath reside on the third level, providing the ideal space for a second office, teen hangout, kids playroom, or private guest quarters. The finished basement offers a world of possibilities. Marble flooring sets the stage for an expansive entertainment area, while a dedicated craft room, rec room, and a well-stocked bar with an ice maker cater to every leisure pursuit. A gym and wine cellar ensure there's a space for everyone to enjoy. This finely crafted estate delivers an unparalleled living experience on sought after Woodley Road in Winnetka.