42 Woodley Road
Winnetka, IL, 60093
$2,250,000
4 Beds
6 Baths
4,225 SqFt
0 Acres
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MLS #MRD12533727 image #0
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.

Property Details

Price:
$2,250,000
MLS #:
MRD12533727
Status:
Active
Beds:
4
Baths:
6
Type:
Single Family
Neighborhood:
winnetka
Listed Date:
Jan 15, 2026
Finished Sq Ft:
4,225
Year Built:
1965
ContemporaryPoolWinnetkaWinnetkaAvoca West Elementary SchoolMarie Murphy SchoolNew Trier Twp H.s. Northfield/wi

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Schools

School District:
203
Elementary School:
Avoca West Elementary School
Middle School:
Marie Murphy School
High School:
New Trier Twp H.S. Northfield/Wi

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
Bathrooms
3 Full Bathrooms, 3 Half Bathrooms
Below Grade Finished Area
1372
Cooling
Central Air
Fireplaces Total
2
Heating
Natural Gas
Interior Features
Vaulted Ceiling(s), Dry Bar, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Bookcases, Granite Counters
Laundry Features
Main Level

Exterior

Architectural Style
Contemporary
Construction Materials
Frame, Stone
Garage Spaces
2
Lot Features
Corner Lot, Landscaped
Other Structures
Gazebo, Guest House
Parking Features
Gravel, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
2
Parking Total
2
Patio And Porch Features
Deck
Roof
Shake
Window Features
Skylight(s), Wood Frames

Financial

HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$25,026

Map

Community

Market Summary

Current real estate data for Single Family in Winnetka as of May 15, 2026
43
Single Family Listed
65
Avg DOM
511
Avg $ / SqFt
$2,813,051
Avg List Price

Property Summary

    42 Woodley Road Winnetka IL is a Single Family for sale in Winnetka, IL, 60093. It is listed for $2,250,000 and features 4 beds, 6 baths, and has approximately 4,225 square feet of living space, and was originally constructed in 1965. The current price per square foot is $533. The average price per square foot for Single Family listings in Winnetka is $511. The average listing price for Single Family in Winnetka is $2,813,051.

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42 Woodley Road
Winnetka, IL