Subdiview
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Active534 days on market

$4,950,000

32 Woodley Road

Winnetka, IL 60093

Beds
5
Baths
4 full · 3 half
Sqft
9,908
$/sqft
$500
Lot
1.9 ac
Built
1943
Type
Single Family
MLS#
MRD12283033

About this home

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. NO SIGN

Payment calculator

Estimated monthly cost for this home

20% · $990K
%
Term

$30,129/mo

Principal & interest
$25,030
Property taxes
$3,363
HOA
$292
Home insurance (est.)
$1,444

Estimate only, not a quote or offer of credit. Taxes from the listing's MRED record. Talk to a lender for real numbers; a Subdiview agent can introduce you to a good one.

Price & tax history

Listed Feb 3, 2025$4,950,000
2023 property taxes$40,361/yr

From the listing's MRED record. MRED does not publish per-change dates through IDX, so price changes are shown without one rather than guessed.

Schools

Assigned schools per the listing's MRED record. Always verify with the district before you buy.

  • Elementary

    Avoca West Elementary School

    37

  • Middle

    Marie Murphy School

    37

  • High school

    New Trier Township High School

    203

    See programs, enrollment & homes near this school →

MRED Broker ReciprocityMRED Broker Reciprocity

This listing is part of the MRED data exchange program provided courtesy of @properties Christie's International Real Estate, listed by Katharine Hackett.

Information last updated Jun 7, 2026, 8:22 AM.

32 Woodley Road

Winnetka, IL 60093

Subdiview agent

Talk to a Subdiview agent.

Local. They live in the area and know what’s behind these floor plans, not someone who paid for a lead.

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Call 224-385-8779

Property details

Sourced from the MRED MLS feed. Last updated when the listing was modified.

Cooling
Central Air, Zoned
Heating
Natural Gas, Forced Air, Steam, Sep Heating Systems - 2+
Basement
Finished, 8 ft + pour, Rec/Family Area, Storage Space, Full
Flooring
Hardwood, Wood, Carpet
Appliances
Double Oven, Dishwasher, Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Trash Compactor, Cooktop, Oven, Range Hood, Gas Cooktop, Electric Oven
Rooms total
15
Door features
Storm Door(s)
Window features
Window Treatments, Drapes
Fireplaces total
4
Interior features
Cathedral Ceiling(s), Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room
Fireplace features
Wood Burning, Gas Starter
Call 224-385-8779