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Winnetka, IL, 60093 • 60093 • Cook County
$500/sqft
Down payment assistance available
5Beds
7Baths
9,908Sqft
1.9 acLot
1943Built
Character Home
Built 1943 · 83 years of history
Woodley Road
60093
Outdoor Living
Patio
4 Fireplaces
Wood Burning · Gas Starter · Family Room · Living Room · Master Bedroom · Basement
3-Car Garage
Asphalt · Garage Door Opener · Heated Garage · Yes · Garage Owned · Attached · Garage
Premium Finishes
Walk-In Closet(s)
Hardwood & Wood Floors
Quality flooring throughout
This home is getting attention
Listed 430 days ago · 2,364 views · 45 saves
Demand and pricing signals for this listing
2,364 views
People checking out this listing
45 saves
Buyers have saved this home
430 days on market
Established listing
$500/sqft
Price per square foot
Single Family · Built 1943
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.
Standout features identified
Our analysis highlights four fireplaces, in-law arrangement, and private road as key attractions of this home.
Based on current rates
Est. 6.75% rate · 30yr fixed · $3,960,000 loan
Full calculator →Key facts and listing details
15 categories of property features
19 rooms detailed
Master Bedroom
SecondBedroom2
SecondBedroom3
SecondBedroom4
SecondBedroom5
SecondBreakfast Room
MainMarket data and value estimates
3 schools rated nearby
Winnetka, IL, 60093
1 event
22 years of records
Local context around this listing
Winnetka, IL • Cook County
Nearby cities
Nearby zip codes
Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. [Click here for more information](/mls-disclaimers/#17)
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