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.
Active
$4,950,000
32 Woodley Rd, Winnetka, IL 60093
5beds
9,908sqft
Est.:
Single Family Residence
Built in 1943
1.9 Acres Lot
$-- Zestimate®
$500/sqft
$292/mo HOA
What's special
Four fireplacesIn-law arrangementPrivate roadFour additional family bedroomsMature treesSweeping circular driveArchitecturally beautiful solarium
- 434 days |
- 2,216 |
- 41 |
Zillow last checked:
Listing updated:
Listing courtesy of:
Katie Hackett 847-271-3733,
@properties Christie's International Real Estate,
Ann George 847-989-8012,
@properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID,MLS#: 12283033
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 4
- 1/2 bathrooms: 3
Rooms
- Room types: Bedroom 5, Breakfast Room, Recreation Room, Sitting Room, Exercise Room, Heated Sun Room, Den, Foyer, Pantry, Storage
Primary bedroom
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes), Bathroom (Full, Double Sink, Whirlpool)
- Level: Second
- Area: 483 Square Feet
- Dimensions: 21X23
Bedroom 2
- Features: Flooring (Carpet), Window Treatments (Blinds)
- Level: Second
- Area: 221 Square Feet
- Dimensions: 17X13
Bedroom 3
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Second
- Area: 255 Square Feet
- Dimensions: 17X15
Bedroom 4
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Second
- Area: 294 Square Feet
- Dimensions: 21X14
Bedroom 5
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Second
- Area: 195 Square Feet
- Dimensions: 15X13
Breakfast room
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 108 Square Feet
- Dimensions: 12X9
Den
- Features: Flooring (Carpet)
- Level: Second
- Area: 216 Square Feet
- Dimensions: 18X12
Dining room
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 300 Square Feet
- Dimensions: 20X15
Exercise room
- Features: Flooring (Carpet)
- Level: Third
- Area: 560 Square Feet
- Dimensions: 20X28
Family room
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 266 Square Feet
- Dimensions: 19X14
Foyer
- Features: Flooring (Marble), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 336 Square Feet
- Dimensions: 21X16
Other
- Features: Flooring (Slate), Window Treatments (Curtains/Drapes)
- Level: Main
- Area: 308 Square Feet
- Dimensions: 22X14
Kitchen
- Features: Kitchen (Eating Area-Table Space, Pantry-Butler, Breakfast Room), Flooring (Hardwood)
- Level: Main
- Area: 180 Square Feet
- Dimensions: 12X15
Laundry
- Features: Flooring (Vinyl)
- Level: Basement
- Area: 352 Square Feet
- Dimensions: 22X16
Living room
- Features: Flooring (Carpet), Window Treatments (Curtains/Drapes, Some Wood Windows)
- Level: Main
- Area: 693 Square Feet
- Dimensions: 33X21
Pantry
- Features: Flooring (Hardwood)
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11X11
Recreation room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 1188 Square Feet
- Dimensions: 36X33
Sitting room
- Features: Flooring (Carpet)
- Level: Second
- Area: 308 Square Feet
- Dimensions: 14X22
Storage
- Features: Flooring (Carpet)
- Level: Third
- Area: 234 Square Feet
- Dimensions: 18X13
Heating
- Natural Gas, Forced Air, Steam, Sep Heating Systems - 2+
Cooling
- Central Air, Zoned
Appliances
- Included: Double Oven, Dishwasher, Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Trash Compactor, Cooktop, Oven, Range Hood, Gas Cooktop, Electric Oven
Features
- Cathedral Ceiling(s), Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room
- Flooring: Hardwood, Wood, Carpet
- Doors: Storm Door(s)
- Windows: Window Treatments, Drapes
- Basement: Finished,8 ft + pour,Rec/Family Area,Storage Space,Full
- Attic: Finished
- Number of fireplaces: 4
- Fireplace features: Wood Burning, Gas Starter, Family Room, Living Room, Master Bedroom, Basement
Interior area
- Total structure area: 10,483
- Total interior livable area: 9,908 sqft
Property
Parking
- Total spaces: 3
- Parking features: Asphalt, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Patio
Lot
- Size: 1.9 Acres
- Dimensions: 296.62 X 223.44 X 266.50 X 355.92
- Features: Landscaped
Details
- Parcel number: 05291001010000
- Special conditions: Exclusions-Call List Office,List Broker Must Accompany
- Other equipment: TV-Cable, Sump Pump
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stone, Plaster
- Foundation: Concrete Perimeter
- Roof: Slate
Condition
- New construction: No
- Year built: 1943
Utilities & green energy
- Electric: Circuit Breakers, Fuses
- Sewer: Public Sewer
- Water: Lake Michigan
Community & HOA
Community
- Features: Street Paved
- Security: Security System
- Subdivision: Woodley Road
HOA
- Has HOA: Yes
- Services included: Other
- HOA fee: $3,500 annually
Location
- Region: Winnetka
Financial & listing details
- Price per square foot: $500/sqft
- Tax assessed value: $2,233,750
- Annual tax amount: $40,361
- Date on market: 2/3/2025
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
$11,999/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/3/2025 | Listed for sale | $4,950,000$500/sqft |
Source:  MRED as distributed by MLS GRID #12283033 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2020 | $42,701 -4.9% | $223,375 -16.2% |
| 2019 | $44,916 +6.3% | $266,408 +11.1% |
| 2018 | $42,270 -6.5% | $239,835 -8.5% |
| 2017 | $45,224 -4.1% | $262,016 -8.6% |
| 2016 | $47,157 +0.2% | $286,777 +10.6% |
| 2015 | $47,079 +2% | $259,226 |
| 2014 | $46,134 -6.5% | $259,226 -11% |
| 2013 | $49,358 -5.8% | $291,164 -12.5% |
| 2012 | $52,401 +5.2% | $332,869 |
| 2011 | $49,793 +1.5% | $332,869 |
| 2010 | $49,058 +1.5% | $332,869 -10.6% |
| 2009 | $48,309 -1.4% | $372,330 -10.5% |
| 2008 | $48,999 +0.7% | $416,044 -8.8% |
| 2007 | $48,666 +24.2% | $456,272 +49.6% |
| 2006 | $39,197 +1% | $305,089 |
| 2005 | $38,791 +2.2% | $305,089 |
| 2004 | $37,971 +11.3% | $305,089 +20.1% |
| 2003 | $34,115 -2.1% | $253,990 |
| 2002 | $34,852 +36.8% | $253,990 |
| 2001 | $25,468 +1.6% | $253,990 +37.8% |
| 2000 | $25,062 +1.3% | $184,382 |
| 1999 | $24,752 | $184,382 |
Find assessor info on the county website
Monthly payment
Est. payment
$33,370/mo
Principal & interest
$24869
Property taxes
$8209
HOA Fees
$292
More affordability tools
Climate risks
Neighborhood: 60093
Nearby schools
GreatSchools rating
- 9/10Avoca West Elementary SchoolGrades: K-5Distance: 1.5 mi
- 8/10Marie Murphy SchoolGrades: PK,6-8Distance: 0.6 mi
- NANew Trier Township H S NorthfieldGrades: 9Distance: 1 mi
Schools provided by the listing agent
- Elementary: Avoca West Elementary School
- Middle: Marie Murphy School
- High: New Trier Twp H.S. Northfield/Wi
- District: 37
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Illinois
- Cook County
- Winnetka
- 60093
- 32 Woodley Rd
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