42 Woodley Rd

4,225 Sq. Ft.
$827 / Sq. Ft.
4,225
Sq. Ft.
$827
per Sq. Ft.

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.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.
  1. Listed by Peggy Lewis • @properties Christie’s International Real Estate
    P: (847)-420-3320 peggylewis@atproperties.com;peggyonlaurel@aol.com

Property Details for 42 Woodley Road

Area
Winnetka
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Air Conditioning Type
Central Air
Num of Interior Fireplaces
2
Heat/Fuel
Natural Gas
LISTING UPDATED: 01/15/2026 10:10 AM

Property Details for 42 Woodley Road

StatusNew
MLS #12533727
Days on Market4
Taxes$25,026 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / 1.5 Story
Year Built1965
Lot Size0.90 AC / 39,370 SF
CountyCook County
Add your commute

Building Information for 42 Woodley Road

Stories-Year Built1965Building Size-Lot Size0.90 AC / 39,370 SF

Payment Calculator

$19,120 per month

30 year fixed, 6.15% Interest

Principal and Interest

$17,034

Property Taxes

$2,086

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 42 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
  • Parking Details: Gravel, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee Frequency: Not Required
Property Information
Interior Features
  • Interior Property Features: Vaulted Ceiling(s), Dry Bar, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Bookcases, Granite Counters
  • Num Of Rooms: 10
  • Bedrooms Total: 4
  • Bedrooms (Below Grade): 0
  • Basement Type: Finished, Partial
  • Bedrooms Possible: 4
  • Air Conditioning: Central Air
  • Basement Sq Ft: 1372
  • Dining Room: Separate
  • Basement Bathrooms: Yes
  • Fireplace Location: Family Room,Living Room
  • Room Type: Maid Room, Family Room
  • Num of Baths: 3.3
Exterior Features
  • Patio And Porch Features: Deck
  • Pool Features: In Ground
  • Type: 1.5 Story
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Public
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 61-70 Years
  • Type Detached: 1.5 Story
  • Total Sq Ft: 4224
  • Aprox Total Finished Sq Ft: 5596
  • Total Finished and Unfin Sq Ft: 5596
  • Main Sq Ft: 3624
  • Upper Sq Ft: 600
  • Lot Description: Corner Lot, Landscaped Professionally
  • Lot Size: Less Than .25 Acre
  • Lot Dimensions: 254 x 155
  • Other Structures: Gazebo, Guest House
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Construction: Frame, Stone
  • Roof Type: Shake
  • Foundation Details: Concrete Perimeter
  • General Information: Flood Zone
  • Below Grade Finished Area: 1372.0
  • Living Area Source: Appraiser
  • Assessor Square Footage: 4135
Property and Assessments
  • Public Document Count: 2
  • Document Date: 2025-12-18T17:11:46
  • Photos Count: 73
  • Rural: N
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Additional Media Type 1: 3D Tour
Room Information
Master Bedroom Information
  • Master Bedroom Level: Main
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full
  • Master Bedroom Dimensions: 23X31
Bedroom #2 Information
  • 2nd Bedroom Level: Main
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 19X23
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 12X15
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 12X15
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 13X17
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 23X13
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 17X29
Laundry Information
  • Laundry Level: Main
  • Room Type: Laundry
  • Laundry Dimensions: 9X22
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 16X23
Family Room Down Information
  • Room Level: Basement
  • Room Type: Family Room - Down
  • Dimensions: 30X52
Maid Room Information
  • Room Level: Main
  • Room Type: Maid Room
  • Dimensions: 12X36

Property History for 42 Woodley Road

DateEvent & SourcePriceAppreciation
Jan 15, 2026

Listed (Active)

MRED #12533727

$3,495,000
DateEvent & SourcePrice
01/15/2026

Listed (Active)

MRED #12533727

$3,495,000

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

Public Records for 42 Woodley Road

Taxable ValueLand$40,383Additions$92,045Total$132,428
Tax Record2023$24,118 ($2,010 / month)
Home Facts
Beds6Baths3.5Total Finished SqFt4,135 SqFtAbove Grade Finished SqFt4,135 SqFtStories2Lot Size28,845 SqFtStyleSingle Family ResidenceYear Built1965CountyCOOKAPN05-29-100-077Fireplace TypeHas Fireplace

Schools near 42 Woodley Road

This home is within Avoca School District 37.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9
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 High School 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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42 Woodley Road is a single family home for sale in Winnetka, IL 60093. This property was listed for sale on January 15, 2026 by Compass, it's currently listed at $3,495,000. 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. 42 Woodley Road is a 4-bed, 6-bath, 4,225 sqft single family home built in 1965.

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 01/15/2026 10:10 AM. 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.