32 Woodley Road, Winnetka, IL

$4,950,000

Overview

  • 583428
  • Property ID
  • Updated On:
  • April 29, 2026
  • 5
  • Bedrooms
  • 7
  • Bathrooms
  • 9,908 ft2
  • Property Size
  • 2 ft2
  • Property Lot Size

Description

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

Bathrooms
3+
Bedrooms
5+
Climate Control
Air Conditioning
Heating
Floor Area
3,000+ sqft
Garden
Yes
Parking
Garage
Other Features
Asphalt
Attached
Bar Fridge
Bookcases
Built-in Features
Carpet
Cathedral Ceiling(s)
Central Air
Circuit Breakers
Concrete Perimeter
Cooktop
Dishwasher
Disposal
Double Oven
Drapes
Dryer
Electric Oven
Forced Air
Fuses
Garage Door Opener
Garage Owned
Gas Cooktop
Gas Starter
Hardwood
Heated Garage
Lake Michigan
Landscaped
Natural Gas
Oven
Patio
Plaster
Public Sewer
Range Hood
Refrigerator
Security System
Sep Heating Systems - 2+
Separate Dining Room
Slate
Special Millwork
Steam
Stone
Storage
Storm Door(s)
Street Paved
Sump Pump
Trash Compactor
TV-Cable
Walk-In Closet(s)
Washer
Wet Bar
Window Treatments
Wood
Wood Burning
Zoned

yelp logo

$28,879.63
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 19,192.13

Similar Listings

For Sale

352 Bridgeview Court, St. Charles, IL

$420,000
Beds:
3
Baths:
3
Size:
1,827 ft2
Welcome to 352 Bridgeview Ct., a new townhome only lived in for a few months in the desira ...
For Sale

807 N Main Street, Glen Ellyn, IL

$175,000
Papa Saverio's Pizza Franchise for Sale - Glen Ellyn, IL Excellent opportunity to acquire ...
Information for the property at 32 Woodley Road, Winnetka, IL, 60093 (Property ID: 583428) is deemed reliable but not guaranteed. Property details, pricing, and availability are subject to change without notice. Buyers should independently verify all information before making any real estate decisions.

Compare Listings

Sunita Kakarlapudi