Save
Ask
Tour
Hide
Share
$3,495,000
35 Days On Site

42 Woodley Road
Winnetka, IL 60093

For Sale|Single Family Residence|Active
4
Beds
6
Total Baths
3
Full Baths
3
Partial Baths
4,225
SqFt
$827
/SqFt
1965
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

42 Woodley Road42 Woodley Road42 Woodley Road42 Woodley Road
Save
Ask
Tour
Hide
Share

Rarely available unique mid-century contemporary in the heart of Winnetka. Your own private paradise with a flowing interior perfect for entertaining! Soaring teak ceilings add to the Aspen style influence. Tons of windows look out to the gorgeous landscaped grounds enhanced by a pool and gazebo. This home has been beautifully maintained by the current owners.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$3,495,000
Days On Site 
35 Days
Bedrooms 
4
Inside Area (SqFt) 
4,225 sqft
Total Baths 
6
Full Baths 
3
Partial Baths 
3
Lot Size 
N/A
Year Built 
1965
MLS® Number 
12533727
Status 
Active
Property Tax 
$25,026.11
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
2 days agoListing updated with changes from the MLS®
2 days agoStatus changed to Active
a month agoListing first seen on site
General Features
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
GravelGarage Door OpenerDetachedGarage
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Below 
1372
SqFt Total 
4224
Style 
Contemporary
Water Source 
Public
Interior Features
Appliances 
RangeMicrowaveDishwasherRefrigeratorWasherDryerDisposal
Basement 
FinishedPartial
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomLiving Room
Fireplaces 
2
Heating 
Natural Gas
Interior 
Vaulted Ceiling(s)Dry BarIn-Law FloorplanBookcasesGranite Counters
Laundry Features 
Main Level
Window Features 
Skylight(s)Wood Frames
Bedroom 2 
Dimensions - 19X23Level - Main
Bedroom 3 
Dimensions - 12X15Level - Second
Bedroom 4 
Dimensions - 12X15Level - Second
Dining Room 
Dimensions - 13X17Level - Main
Family Room 
Dimensions - 23X13Level - Main
Family Room - Down 
Dimensions - 30X52Level - Basement
Kitchen 
Dimensions - 17X29Level - MainDescription - Breakfast Room
Laundry 
Dimensions - 9X22Level - Main
Living Room 
Dimensions - 16X23Level - Main
Maid Room 
Dimensions - 12X36Level - Main
Master Bedroom 
Dimensions - 23X31Level - Main
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
FrameStone
Lot Features 
Corner LotLandscaped
Other Structures 
GazeboGuest House
Patio And Porch 
Deck
Pool Features 
In Ground
Roof 
Shake
Windows/Doors 
Skylight(s)Wood Frames
Community Features
MLS Area 
Winnetka
School District 
New Trier Twp H.S. Northfield/Wi
Township 
New Trier
Schools
School District
New Trier Twp H.S. Northfield/Wi
Elementary School
Avoca West Elementary School
Middle School
Marie Murphy School
High School
New Trier Twp H.S. Northfield/Wi
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate



Based on information submitted to the MLS GRID as of 2026-01-23 08:45 AM UTC. 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.
Last checked: 2026-01-23 08:45 AM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share