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42 Woodley Road

Winnetka, IL 60093
  • $2,750,000
  • STATUS: Active
  • MLS #: 12533727
Price Reduced
UPDATED: 46 min ago
$2,750,000
  • 4
    BEDS
  • N/A
    ACRES
  • 3
    BATHS
  • 3
    1/2 BATHS
  • 4,225
    SQFT
  • $651
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1965
County:
Area:

School Information

Elementary School:
Middle School:
School District:
37

Description

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.

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© 2026 Midwest Real Estate Data LLC. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by MTP, MRED or Ryan Dallas Real Estate.

Based on information submitted to the MLS GRID as of 2026-04-17T17:29:13.817 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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42 Woodley Road Winnetka, IL 60093

  • Price: $2,750,000
  • Status: Active
  • On Site: Days
  • Updated: 46 min ago
  • MLS #: 12533727
4
Beds
3
Baths
3
½ Baths
N/A
Acres
4,225
SQFT
$651
$/SQFT
1965
Built
Neighborhood:
Cook
County:
Cook
Area:
Cook
Elementary School:
Avoca West Elementary School
Middle School:
Marie Murphy School
High School:
New Trier Twp H.S. Northfield/Wi
School District:
37
Property Description
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.
Exterior Features

Architectural Style Contemporary Foundation Details Concrete Perimeter Lot Features Corner LotLandscaped Lot Size Less Than .25 Acre Other Structures GazeboGuest House Parking Features GravelGarage Door OpenerYesGarage OwnedDetachedGarage Parking Total 2 Roof Shake Types 1.5 Story Waterfront YN No

Interior Features

Appliances RangeMicrowaveDishwasherRefrigeratorWasherDryerDisposal Approximate Finished Sq Ft 5596 Basement Bathrooms YN Yes Basement Details FinishedPartial Basement Sqft 1372 Bedrooms Below Grade 0 Bedrooms Total 4 Below Grade Finished Area 1372 Cooling Central Air Dining Room Separate Fireplace Location Family RoomLiving Room Fireplaces Total 2 Heating Natural Gas Interior Features Vaulted Ceiling(s)Dry Bar1st Floor BedroomIn-Law Floorplan1st Floor Full BathBookcasesGranite Counters Laundry Features Main Level Main Sq Ft 3624 Room Type Maid RoomFamily Room Rooms Maid Room (Main) Family Room - Down (Basement) (N/A) (N/A) (N/A) (N/A) (N/A) (N/A) (N/A) (N/A) Bedroom 2 (Main) Bedroom 3 (Second) Bedroom 4 (Second) Dining Room (Main) Family Room (Main) Kitchen (Main) Laundry (Main) Living Room (Main) Master Bedroom (Main) Rooms Total 10 Total Sq Ft 4224 Unfinished Sqft 5596 Upper Square Feet 600

Property Features

Age 61-70 Years Assessor Square Footage 4135 Association Fee Frequency Not Applicable Association Fee Includes None Built Before1978 YN Yes Corporate Limits UNINCORPORATED Currently Leased No Disability Access And Or Equipped No General Information Flood Zone Master Association Fee Frequency Not Required Mls Actual Status Price Change New Construction YN No Ownership Fee Simple Rebuilt YN No Rural No Sewer Public Sewer Special Listing Conditions List Broker Must Accompany Tax Annual Amount 25026.11 Tax Year 2024 Township New Trier Type Detached Single Water Source Public

Listing courtesy of © 2026 Midwest Real Estate Data LLC as distributed by MLS GRID.
Listing provided courtesy of @properties Christie's International Real Estate: 847-374-0200.



© 2026 Midwest Real Estate Data LLC. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by MTP, MRED or Ryan Dallas Real Estate.

Based on information submitted to the MLS GRID as of 2026-04-17T17:29:13.817 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Digital Millennium Copyright Act
 
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