Please reload the page to update with the latest MLS information available.

Please reload the page to update with the latest MLS information available.

Please reload the page to update with the latest MLS information available.

Reload
 
Listing provided courtesy of @properties Christie's International Real EstateMREDas Distributed by MLSGrid- MLS# 12673083MLS Provider

42 Woodley RoadWinnetka, IL 60093

Single Family · 4 Beds · 3 Full Baths · 3 Half Baths · 4,225 Sq. ft.
$2,250,000 Active

42 Woodley Road Overview

Time on Site:
20 days
Visits:
2

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.

Love this property?
Create a profile so you can receive updates on this property as soon as they happen!
View Map

42 Woodley Road Facts & Features

  • Type Single Family
  • Sq. ft. 4,225
  • Price/Sq.ft. $533

Details

General

Association/HOA

  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None

School Information

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

Building Information

  • New Construction: No
  • Year Built: 1965

Location/Region

  • County Or Parish: Cook
  • MLS Area Major: Winnetka
  • Township: New Trier

Tax Information

  • Tax Annual Amount: $25,026.11
  • Tax Year: 2024

General Information

  • Ownership: Fee Simple
  • Parcel Number: 05291000770000
  • Property Type: Residential
  • Special Listing Conditions: List Broker Must Accompany

Interior

Building Information

  • Approx. Total Finished SqFt.: 5596
  • Basement SqFt.: 1372
  • Disability Access: No
  • Total SqFt.: 4224
  • Upper SqFt.: 600

Parking Information

  • Garage Spaces: 2

Beds/Baths

  • Bathrooms Full: 3
  • Bathrooms Half: 3
  • Bathrooms Total: 6
  • Bedrooms Total: 4
  • Bedrooms Possible: 4

Building Interior

  • Below Grade Finished Area: 1372
  • Fireplace Location: Family Room,Living Room

General Information

  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal
  • Basement: Finished, Partial
  • Cooling: Central Air
  • Fireplaces Total: 2
  • Foundation Details: Concrete Perimeter
  • 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
  • Living Area: 4225
  • Living Area Source: Appraiser
  • Rooms Total: 10
  • Window Features: Skylight(s)

Exterior

Parking Information

  • Parking Features: Gravel, Garage Door Opener, Yes, Garage Owned, Detached, Garage
  • Parking Total: 2

Lot Information

  • Lot Features: Corner Lot, Landscaped
  • Lot Size Dimensions: 254 x 155
  • Water Source: Public

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Contemporary
  • Construction Materials: Frame, Stone
  • Roof: Shake

General Information

  • Other Structures: Gazebo,Guest House
  • Sewer: Public Sewer

Room Information

Room: Family Room - Down

  • Level: Basement
  • Dimensions: 30X52

Room: Bedroom 2

  • Level: Main
  • Dimensions: 19X23

Room: Dining Room

  • Level: Main
  • Dimensions: 13X17

Room: Family Room

  • Level: Main
  • Dimensions: 23X13

Room: Kitchen

  • Level: Main
  • Dimensions: 17X29

Room: Laundry

  • Level: Main
  • Dimensions: 9X22

Room: Living Room

  • Level: Main
  • Dimensions: 16X23

Room: Maid Room

  • Level: Main
  • Dimensions: 12X36

Room: Master Bedroom

  • Level: Main
  • Dimensions: 23X31

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

Room: Bedroom 3

  • Level: Second
  • Dimensions: 12X15

Room: Bedroom 4

  • Level: Second
  • Dimensions: 12X15

42 Woodley Road Neighborhood

Community

60093 (Winnetka) Demographics

46
Median Age
1,969
Population Density (per sq. mile)
86%
College Educated
$205,195
Estimated Median Income
6,304
Estimated Total Home Owners
775
Estimated Total Renters
89% / 11%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

42 Woodley Road Monthly Cost

$
$ %
%
$
$
Jeremy Woods
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

42 Woodley Road Market Data

Based on the last 30 days in this zip code

$2,795,563
Average List Price
$663
Average Price per Square Foot
30
Properties Sold
52
Average Days on Market
63
Properties for Sale
Calculations provided by Reliance Network

42 Woodley Road History

Date Event Value Agent
6/14/2026Source: MRED Status Change
Active
6/9/2026Source: MRED Added to Database
June 09, 2026