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58 Woodley Road, Winnetka, IL 60093
58 Woodley Road

58 Woodley Road

58 Woodley Road, Winnetka, IL 60093


Features and Amenities


  • Total Bedrooms7
  • Total Bathrooms10
  • Full Bathrooms7
  • Half Bathrooms3
  • Laundry roomMultiple Locations, Sink
  • APPLIANCESRange, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Range Hood
  • other interior FeaturesVaulted/Cathedral Ceilings, Hardwood Floors, In-Law Arrangement, First Floor Laundry, Built-in Features, Walk-In Closet(s)

Area & Lot

  • Status For Sale
  • Living Area8,754 Sq.Ft.
  • Lot Area0.93 Acres
  • MLS® ID12094231
  • TypeResidential
  • YEAR BUILT1939
  • Elementary SchoolAvoca West Elementary School
  • Middle SchoolMarie Murphy School
  • High SchoolNew Trier Twp H.S. Northfield/Wi
  • School District203


  • Garage Spaces3.0
  • Water SourcePublic
  • roofSlate
  • lot featuresLandscaped
  • HEAT TYPENatural Gas, Forced Air, Radiant
  • AIR CONDITIONINGCentral Air, Zoned
  • sewerPublic Sewer
  • SubstructureConcrete Perimeter
  • other exterior FeaturesBalcony, Patio


  • Sales Price$2,800,000
  • Real Estate Tax $35,202/yr
  • HOA Fees $2,965/yr
58 Woodley Road
Katie Moor

Katie Moor

Dawn McKenna (NS)

58 Woodley Road, Winnetka, IL 60093

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.


We offer the highest level of integrity, expertise, and service. The Dawn McKenna Group is the #1 leading real estate team in the Midwest, Southwest Florida and Park City for Coldwell Banker. With offices in Chicago’s Gold Coast and Lincoln Park, Hinsdale, Lake Forest and Winnetka, Lake Geneva, New Buffalo, and on 5th Avenue in Naples, and Park City, the Dawn McKenna Group agents are ready to serve you everywhere you call home. Whether buying, selling or renting, you can count on our Local Expertise and Global Reach.

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