32 Woodley Road, Winnetka, IL

$4,950,000

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5

Beds

7

Baths

9,908

Square feet

1.90

Acres

About 32 Woodley Road

Nestled down a winding, private road on 1.9 meticulous park-like acres, this grand, almost 10,000 square foot residence exudes luxury and timeless elegance. The front entrance is set apart from the road by a sweeping circular drive bordered by private hedges and mature trees. Upon entering the stately, two-story foyer with a 25' ceiling, bridal staircase, black and white marble floor, formal powder room and two coat closets, you are greeted by the sophistication that defines this home. The main level features a spacious, step down living room with inlaid floors, a marble, gas and wood fireplace, and two picture windows that fill the room with natural light. Pass through the living room to an adjoining, architecturally beautiful solarium with a slate floor, that offers panoramic views of the lush grounds surrounding the residence. The formal dining room also features inlaid floors, and picture window. The handsome family room with custom cabinetry, lighting, millwork, and a marble, gas and wood fireplace, provides the perfect space for entertaining and relaxation while overlooking a yard large enough for a pool. The family room seamlessly flows into a large kitchen area that includes not only a custom kitchen but also a breakfast room, butler's pantry, back staircase, and mud room. The butler's pantry has an ice maker, second dishwasher, and beverage refrigerator. Upstairs the luxurious primary bedroom suite boasts a marble, gas and wood fireplace, walk-in closet, and an adjoining sun room with stunning views of the grounds. It is perfect for family gatherings, office space or nursery. Adjacent to the dual sink primary bath with a vanity table, there is a winding staircase that leads upstairs to the third floor where you will find a beautifully crafted wardrobe/dressing room with many custom built-ins, lighting and mirrors. This lovely area conveniently leads to an exercise room, powder room and an oversized cedar closet, and this completes the third floor. There are four additional family bedrooms on the second floor, two share a Jack and Jill bathroom, one has its own en-suite, and the fifth bedroom suite offers versatile living space. The fifth bedroom and sitting room, located near the back stairs, welcomes an in-law arrangement, live in nanny, or out of town guests. The full basement offers at least another 2444 square feet of living space and includes a large recreation room with fireplace, billiard room, wet bar, spacious laundry room, large cedar closet, another storage room with built-in shelving, and a powder room. The yard is professionally landscaped, private, and nearly two acres is quite hard to come by in Winnetka. Additional features of this remarkable residence include: a three car, heated, attached garage, magnificent craftsmanship, glorious room sizes, four fireplaces, a slate roof, copper gutters, circular driveway and uncommon privacy. This residence is a true gem in the heart of Winnetka. Live a life of luxury and sophistication in this exceptional home. Woodley Road, with its canopy of mature trees, is a coveted private oasis, and yet is conveniently located near town, train, restaurants, schools and a public golf course. This property is not located in the flood plane.

Features of 32 Woodley Road

MLS® # 12283033
Price $4,950,000
Bedrooms 5
Bathrooms 7.00
Full Baths 4
Half Baths 3
Square Footage 9,908
Acres 1.90
Year Built 1943
Type Residential
Sub-Type Detached Single
Status Active

Community Information

Address 32 Woodley Road
Area Winnetka
Subdivision Woodley Road
City Winnetka
County Cook
State IL
Zip Code 60093

Amenities

Parking Spaces 3
Parking Asphalt, Garage Door Opener, Heated Garage, On Site, Garage Owned, Attached, Garage
# of Garages 3
Is Waterfront No
Has Pool No

Interior

Interior Features Cathedral Ceiling(s), Wet Bar, In-Law Floorplan, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room
Appliances Double Oven, Dishwasher, Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Trash Compactor, Cooktop, Oven, Range Hood, Gas Cooktop, Electric Oven
Heating Natural Gas, Forced Air, Steam, Sep Heating Systems - 2+
Cooling Central Air, Zoned
Fireplace Yes
# of Fireplaces 4
Fireplaces Wood Burning, Gas Starter
Stories 3 Stories
Has Basement Yes
Basement Finished, 8 ft + pour, Rec/Family Area, Storage Space, Full

Exterior

Exterior Stone, Plaster
Lot Description Landscaped
Roof Slate
Foundation Concrete Perimeter

School Information

District 203
Elementary Avoca West Elementary School
Middle Marie Murphy School
High New Trier Twp H.S. Northfield/Wi

Additional Information

Days on Market 259
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees 3500
HOA Fees Freq. Annually

Listing Details

Office@properties Christie's International Real Estate
Contact Info847-881-0200

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Listing information last updated on October 19th, 2025 at 3:08pm CDT.