32 Woodley Rd

Winnetka, IL 60093

$4,950,000
Price
5
Beds
9,908 Sq. Ft.
$500 / Sq. Ft.
9,908
Sq. Ft.
$500
per Sq. Ft.
Listed By @properties
Listed By @properties

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...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.
  1. Listed by Katharine Hackett • @properties Christie’s International Real Estate
    P: (847)-271-3733 C: (847)-271-3733 katiehackett@atproperties.com
  2. Listed by Ann George • @properties Christie’s International Real Estate
    P: (847)-989-8012 C: (847)-989-8012 anngeorge@atproperties.com

Property Details for 32 Woodley Road

Area
Winnetka
Subdivision
Woodley Road
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
3.0
Num Of Parking Spaces
3.0
Parking Included in Price
Yes
Air Conditioning Type
Central Air, Zoned
LISTING UPDATED: 09/08/2025 04:37 PM

Property Details for 32 Woodley Road

StatusActive
MLS #12283033
Days on Market441
Taxes$40,361 / year
HOA Fees$3,500 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / 3 Stories
Year Built1943
Lot Size1.90 AC / 82,764 SF
CountyCook County

Location

Add your commute

Building Information for 32 Woodley Road

Stories-Year Built1943Building Size-Lot Size1.90 AC / 82,764 SF

Payment Calculator

$27,781 per month

30 year fixed, 6.15% Interest

Principal and Interest

$24,125

Property Taxes

$3,363

HOA Dues

$292

The Payment Calculator is for illustrative purposes only.

Property Information for 32 Woodley Road

General Information
School Information
  • Elementary School District: 37
  • Elementary School: Avoca West Elementary School
  • Jr High Middle School: Marie Murphy School
  • High School District: 203
  • High School: New Trier Twp H.S. Northfield/Wi
  • Middle Or Junior School District: 37
Addtl Parking Information
  • Garage Details: Garage Door Opener(s), Heated
  • Garage On Site: true
  • Garage Ownership: Owned
  • Garage Type: Attached
  • Parking: Garage
  • Parking Details: Asphalt, Garage Door Opener, Heated Garage, On Site, Garage Owned, Attached, Garage
Location and General Information
  • Front Exposure: South
Taxes and HOA Information
  • Association Fee Frequency: Annually
  • Association Fee Includes: Other
  • Master Association Fee: No
  • Master Association Fee Frequency: Not Required
Property Information
Interior Features
  • Interior Property Features: Cathedral Ceiling(s), Wet Bar, In-Law Floorplan, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room
  • Num Of Rooms: 15
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Community Features: Street Paved
  • Attic: Finished
  • Bath Amenities: Double Sink,Soaking Tub
  • Fireplace Features: Wood Burning, Gas Starter
  • Basement Type: Finished, 8 ft + pour, Rec/Family Area, Storage Space, Full
  • Bedrooms Possible: 5
  • Air Conditioning: Central Air, Zoned
  • Electric: Circuit Breakers, Fuses
  • Flooring: Hardwood, Wood, Carpet
  • Basement Description: Finished, 8 ft + pour, Rec/Family Area, Storage Space
  • Basement Sq Ft: 2444
  • Dining Room: Separate
  • Basement Bathrooms: Yes
  • Fireplace Location: Family Room,Living Room,Master Bedroom,Basement
  • Room Type: Bedroom 5, Breakfast Room, Recreation Room, Sitting Room, Exercise Room, Heated Sun Room, Den, Foyer, Pantry, Storage
  • Num of Baths: 4.3
Exterior Features
  • Patio And Porch Features: Patio
  • Type: 3 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan
  • Appliances: Oven-Double, Dishwasher, Refrigerator, Refrigerator-Bar, Washer, Dryer, Disposal, Compactor-Trash, Cooktop, Oven, Range Hood, Gas Cooktop, Electric Oven
  • Other Equipment: TV-Cable, Security System, Sump Pump
Property/Lot Information
  • Exterior Property Features: Patio
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 81-90 Years
  • Type Detached: 3 Stories
  • Total Sq Ft: 8039
  • Aprox Total Finished Sq Ft: 8039
  • Total Finished and Unfin Sq Ft: 10483
  • Main Sq Ft: 3284
  • Upper Sq Ft: 4755
  • Lot Description: Landscaped Professionally
  • Lot Size: 1.0-1.99 Acres
  • Lot Size Source: Survey
  • Lot Dimensions: 296.62 X 223.44 X 266.50 X 355.92
  • Zero Lot Line: No
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Driveway: Asphalt
  • Exterior Building Type: Stone
  • Construction: Stone, Plaster
  • Roof Type: Slate
  • Foundation Details: Concrete Perimeter
  • General Information: School Bus Service,Commuter Train,Interstate Access
  • North Coordinate: 14
  • West Coordinate: 5
  • Below Grade Finished Area: 2444.0
  • Living Area Source: Estimated
Property and Assessments
  • Buyer Financing: Conventional
  • Public Document Count: 1
  • Document Date: 2025-02-04T20:09:48
  • Photos Count: 55
  • Rural: N
  • OpenHouse Count: 10
Virtual Tour/Additional Media
  • Virtual Tour: Image360
  • Virtual Tour YN: Yes
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full, Double Sink, Whirlpool
  • Master Bedroom Dimensions: 21X23
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 17X13
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 17X15
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 21X14
Bedroom #5 Information
  • 5th Bedroom Level: Second
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 15X13
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 20X15
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 19X14
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 12X15
Laundry Information
  • Laundry Level: Basement
  • Room Type: Laundry
  • Laundry Dimensions: 22X16
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 33X21
Storage Room 1 Information
  • Room Level: Third
  • Room Type: Storage
  • Dimensions: 18X13
Foyer Information
  • Room Level: Main
  • Room Type: Foyer
  • Dimensions: 21X16
Recreation Room Information
  • Room Level: Basement
  • Room Type: Recreation Room
  • Dimensions: 36X33
Pantry Information
  • Room Level: Main
  • Room Type: Pantry
  • Dimensions: 11X11
Heated Sun Room Information
  • Room Level: Main
  • Room Type: Heated Sun Room
  • Dimensions: 22X14
Exercise Room Information
  • Room Level: Third
  • Room Type: Exercise Room
  • Dimensions: 20X28
Den Information
  • Room Level: Second
  • Room Type: Den
  • Dimensions: 18X12
Breakfast Room Information
  • Room Level: Main
  • Room Type: Breakfast Room
  • Dimensions: 12X9
Sitting Room Information
  • Room Level: Second
  • Room Type: Sitting Room
  • Dimensions: 14X22

Property History for 32 Woodley Road

DateEvent & SourcePriceAppreciation
Feb 3, 2025

Cancelled

MRED #12177120

$5,500,000—
Feb 3, 2025

Listed (Active)

MRED #12283033

$4,950,000—
Feb 3, 2025

Listed (Active)

MRED #12177120

$5,500,000—
DateEvent & SourcePrice
02/03/2025

Cancelled

MRED #12177120

$5,500,000
02/03/2025

Listed (Active)

MRED #12283033

$4,950,000
02/03/2025

Listed (Active)

MRED #12177120

$5,500,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 32 Woodley Road

Taxable ValueLand$129,441Additions$98,143Total$227,584
Tax Record2023$40,362 ($3,363 / month)
Home Facts
Beds0Total Finished SqFt7,243 SqFtAbove Grade Finished SqFt7,243 SqFtStories2Lot Size77,977 SqFtStyleSingle Family ResidenceYear Built1943CountyCOOKAPN05-29-100-101Fireplace TypeHas Fireplace

Schools near 32 Woodley Road

This home is within Avoca School District 37.
Rating
School
Type
Grades
Distance
Avoca West Elementary School
Public - K to 5
Marie Murphy School
Public - 6 to 8
New Trier Township H S Northfield
Public - 9
New Trier Township H S Winnetka
Public - 10 to 12
Rating
School
Distance
Avoca West Elementary School
PublicK to 5

Marie Murphy School
Public6 to 8

New Trier Township H S Northfield
Public9

New Trier Township H S Winnetka
Public10 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 32 Woodley Road, Winnetka, IL 60093

32 Woodley Road is a single family home for sale in Winnetka, IL 60093. This property was listed for sale on February 3, 2025 by Compass, it's currently listed at $4,950,000. This listing's school districts are Avoca School District 37, New Trier Twp Hsd 203 School District. Nearby schools include Avoca West Elementary School, Marie Murphy School and New Trier Township H S Northfield. 32 Woodley Road is a 5-bed, 7-bath, 9,908 sqft single family home built in 1943.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 09/08/2025 04:37 PM. 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.