Active
Winnetka, IL 60093
42 Woodley Road
$2,250,000
Listed at $2,250,000
2 days on market
$25,026/yr taxes
01About this home
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.
02Inside the home
03By the numbers
$2,250,000
List price
4,225
Square feet
4
Bedrooms
3 full / 3 half
Bathrooms
1965
Year built
—
Lot size
2
Garage spaces
$25,026
Annual taxes
Contemporary
Style
2
Days on market
04Features
Heating
Natural Gas
Cooling
Central Air
Appliances
RangeMicrowaveDishwasherRefrigeratorWasherDryerDisposal
Parking
GravelGarage Door OpenerGarage OwnedDetachedGarage
Construction
FrameStone
Sewer
Public Sewer
05Neighborhood
This home
EElementary schoolMMiddle school
E
Elementary school
Avoca West Elementary School
📍1.4 mi🚗4 min🚶33 min
M
Middle school
Marie Murphy School
📍0.6 mi🚗1 min🚶13 min
H
High school
New Trier Twp H.S. Northfield/Wi
- Five Guys 0.8 mi
- Irving's Red Hots 0.9 mi
- AO Sushi 0.9 mi
- Jersey Mike's Subs 1.0 mi
- Akai Hana 1.0 mi
- Lou Malnati's Pizzeria 1.0 mi
- The Fresh Market 0.9 mi
- BP Shop 0.9 mi
- Shell 1.1 mi
- Family Pantry 1.1 mi
- Lakeside Foods 1.2 mi
- The Grand Food Center 1.3 mi
- Duke Childs Field 0.8 mi
- Northfield Park 0.8 mi
- Thornwood Park 0.9 mi
- Happ Road Park 1.0 mi
- West Elm Street Park 1.0 mi
- Dwyer Park 1.1 mi
- Dunkin' 0.9 mi
- Starbucks 1.1 mi
- Peet's Coffee 1.2 mi
- Starbucks 1.2 mi
- Hometown Coffee & Juice 1.3 mi
- Dunkin' 1.4 mi
POI data via Mapbox · OpenStreetMap contributors
06History
Every event we have for this address, straight from the MLS.
Jun 9, 2026
Listed for saleThis listing
$2,250,000
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello
Real answers about this home — pricing, schools, what to ask, anything.
Ask Dwello
08See it for yourself
Stand in the kitchen.
See the light at 4pm.
Photos can only do so much. Pick a time — we'll meet you at the door.
Connect with Ewelina, Anna, or Nadeem — real people on our team, no call centers.
09Similar homes
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Listed by @properties Christie's International Real Estate · Peggy Lewis
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12673083
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12673083