OFF MARKET

Off market dec 2020 for $2.7M

$4,792,224

•

8,141

sq ft

50 Woodley Rd, Winnetka, IL 60093

About this home

3.03 acre estate embraces summer with sports mecca: large swimming pool, AstroTurf tennis court and putting green. In the winter months, the elegant Henry Higgins library and 3 wood-burning fireplaces beckon you. This distinguished brick home embraces family living with 2 separate master suites, en suite guest bedrooms, recreation room, bonus 3rd-floor, wine cellar, 3-car attached garage and stunning sunporch with captivating views of the property. The high ceilings and generous scale of the home make this an entertainer's dream. Classic, understated, elegant residence on sought after Woodley Road.

Single-familyProperty Type

1937Year Built

3.03 acresLot Size

$589Est. Price/Sq.Ft.

3 car garageParking

Listed by Maureen Mohling • @properties Christie's International Real Estate

Listed by Julie Cassin • @properties Christie's International Real Estate

Bought with Lauren Mitrick Wood • Compass

Redfin checked: a minute ago

•Source:MRED as Distributed by MLS Grid #10836057

Redfin Estimate

$4,792,224

$2.1M since sold in December 2020$118K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.1% higher than the average sale price ($3.42M) of 5 comparable homes.

SOLD NOV 14, 2025
$3,600,000
A
8 beds6 baths7,168 sq ft
5 Woodley Rd, Winnetka, IL 60093
SOLD FEB 17, 2026
$4,100,000
B
5 beds5 baths7,589 sq ft
54 Woodley Rd, Winnetka, IL 60093
SOLD JUL 27, 2026
$1,255,000
C
5 beds4.5 baths4,440 sq ft
175 Lagoon Dr, Northfield, IL 60093
SOLD FEB 24, 2026
$3,750,000
D
5 beds6 baths7,548 sq ft
145 Woodley Rd, Winnetka, IL 60093
SOLD JUL 2, 2026
$4,400,000
E
6 beds6 baths6,212 sq ft
140 Birch St, Winnetka, IL 60093

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Earn from this home

Sell

$2,656,886

Est. take-home

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Rent

$4,536/mo

Redfin rental estimate

List your home for rent

Market trends in 60093, IL

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

104.0%

0.1% MoM

Median sale price

$1.7M

$42K MoM

Avg. days on market

36d

2 days MoM

Recently sold homes

15 MoM

New listings for sale

NEW
$1,600,000
6 beds3.5 baths5,327 sq ft
566 Earl Dr, Northfield, IL 60093
OPEN SUN, 12:30PM TO 2PM
$369,900
1 bed1 bath920 sq ft
6040 Arbor Ln #202, Northfield, IL 60093
$1,475,000
4 beds3.5 baths2,654 sq ft
1230 Lindenwood Dr, Winnetka, IL 60093
$700,000
3 beds2 baths1,755 sq ft
7030 Arbor Ln #102, Northfield, IL 60093
$1,750,000
4 beds3 baths2,786 sq ft
381 Linden St, Winnetka, IL 60093
$899,000
3 beds2 baths2,041 sq ft
7030 Arbor Ln #302, Northfield, IL 60093
OPEN SUN, 11AM TO 12:30PM
$285,000
2 beds1 bath820 sq ft
1097 Merrill St Unit G2, Winnetka, IL 60093
$2,495,000
4 beds4.5 baths4,509 sq ft
Winnetka, IL 60093
$1,995,000
5 beds4 baths3,914 sq ft
1288 Sunview Ln, Winnetka, IL 60093
See all

Provided by Redfin

Sale history for 50 Woodley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$40,934 (+5.3%)

$100,905 + $249,982

$350,887

2022

$38,869 (+43.7%)

$74,351 + $150,405

$224,756

2021

$27,053 (−48.4%)

$90,283 + $45,832

$136,115

2020

$52,397 (+2.2%)

$90,283 + $183,110

$273,393

2019

$51,262 (−1.1%)

$90,283 + $210,149

$300,432

2018

$51,836 (+2.4%)

$74,351 + $215,609

$289,960

2017

$50,638 (+5.5%)

$74,351 + $215,609

$289,960

2016

$47,986 (−9.6%)

$74,351 + $215,609

$289,960

2015

$53,101 (+2.1%)

$61,074 + $228,862

$289,936

2014

$52,025 (+5.2%)

$61,074 + $228,862

$289,936

2013

$49,469 (+0.3%)

$61,074 + $228,862

$289,936

2012

$49,341 (+6.5%)

$67,712 + $244,190

$311,902

2011

$46,319 (+2.8%)

$67,712 + $244,190

$311,902

2010

$45,074 (−5.5%)

$67,712 + $244,190

$311,902

2009

$47,674 (+5.3%)

$69,040 + $304,327

$373,367

2008

$45,259 (+8.1%)

$110,464 + $282,553

$393,017

2007

$41,859

$110,464 + $282,553

$393,017

Tax history for 50 Woodley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$40,934 (+5.3%)

$100,905 + $249,982

$350,887

2022

$38,869 (+43.7%)

$74,351 + $150,405

$224,756

2021

$27,053 (−48.4%)

$90,283 + $45,832

$136,115

2020

$52,397 (+2.2%)

$90,283 + $183,110

$273,393

2019

$51,262 (−1.1%)

$90,283 + $210,149

$300,432

2018

$51,836 (+2.4%)

$74,351 + $215,609

$289,960

2017

$50,638 (+5.5%)

$74,351 + $215,609

$289,960

2016

$47,986 (−9.6%)

$74,351 + $215,609

$289,960

2015

$53,101 (+2.1%)

$61,074 + $228,862

$289,936

2014

$52,025 (+5.2%)

$61,074 + $228,862

$289,936

2013

$49,469 (+0.3%)

$61,074 + $228,862

$289,936

2012

$49,341 (+6.5%)

$67,712 + $244,190

$311,902

2011

$46,319 (+2.8%)

$67,712 + $244,190

$311,902

2010

$45,074 (−5.5%)

$67,712 + $244,190

$311,902

2009

$47,674 (+5.3%)

$69,040 + $304,327

$373,367

2008

$45,259 (+8.1%)

$110,464 + $282,553

$393,017

2007

$41,859

$110,464 + $282,553

$393,017

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.22 Acres

Year renovated

—

Sq. Ft.

6,443

Year built

1936

Style

Single Family Residential

County

Cook County

APN

05291000940000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Single-Family Residence District

The R-3 Single-Family Residence District is intended to provide a semi-urban environment of single-family homes on relatively large lots. This district creates for lot sizes adequate to accommodate individual wells and sewage disposal systems. Schools, recreation and social facilities, religious facilities and public facilities which serve the residents living in the district are allowed. All commercial activities are prohibited, except for selected recreation and sanitary uses.

Permitted uses

Include but are not limited to:

Greenhouse / nursery
Religious facility
Housing-Group
Housing-Single unit
Educational/school
Library
Museum / gallery
Golf related
Cemetery
Park & open space

Property details

Parking

Parking Information
# Of Cars: 3
# of Garage Spaces: 3
Parking: Garage
Garage Ownership: Owned
Garage On-Site: Yes
Garage Type: Attached
Garage Details: Garage Door Opener(s)
Driveway: Asphalt

Interior

Bathroom Information
# of Baths (Full): 6
# of Baths (1/2): 1

Bedroom Information
# of Bedrooms: 7
# of Bedrooms Possible: 7

Room Information
Room Type: Bedroom 5
Level: Second
Dimensions: 12 x 17
Flooring: Hardwood

Room Information
Room Type: Bedroom 6
Level: Third
Dimensions: 14 x 8
Flooring: Carpet

Room Information
Room Type: Bedroom 7
Level: Third
Dimensions: 14 x 12
Flooring: Carpet

Room Information
Room Type: Sun Room
Level: Main
Dimensions: 10 x 18
Flooring: Ceramic Tile

Room Information
Room Type: Library
Level: Main
Dimensions: 27 x 20
Flooring: Hardwood

Room Information
Room Type: Breakfast Room
Level: Main
Dimensions: 10 x 19

Room Information
Room Type: Recreation Room
Level: Basement
Dimensions: 24 x 18
Flooring: Wood Laminate

Room Information
Room Type: Bedroom 2
Level: Second
Dimensions: 18 x 13
Flooring: Carpet

Room Information
Room Type: Bedroom 3
Level: Second
Dimensions: 12 x 14
Flooring: Carpet

Room Information
Room Type: Bedroom 4
Level: Second
Dimensions: 17 x 19
Flooring: Carpet

Room Information
Room Type: Dining Room
Level: Main
Dimensions: 20 x 17
Flooring: Hardwood

Room Information
Room Type: Family Room
Level: Second
Dimensions: 15 x 14
Flooring: Carpet

Room Information
Room Type: Kitchen
Type: Eating Area-Table Space
Level: Main
Dimensions: 19 x 13
Flooring: Terracotta

Room Information
Room Type: Laundry
Level: Basement
Dimensions: 10 x 21

Room Information
Room Type: Living Room
Level: Main
Dimensions: 27 x 20
Flooring: Hardwood

Room Information
Room Type: Master Bedroom
Level: Second
Dimensions: 19 x 18
Flooring: Carpet
Bath: Full

Additional Rooms Information
Attic: Finished
Dining Room: Separate
Basement: Full
Basement Description: Finished
Basement Sq. Ft.: 1,941
Laundry Features: In Unit

Interior Features
Interior Features: Sauna/Steam Room, Hardwood Floors, Built-in Features
# of Rooms: 14

Fireplace Information
# of Fireplaces: 3
Fireplace Location: Living Room,Master Bedroom,Other

Exterior

Building Information
Living Area Source: Plans
Below Grade Finished Area: 1,319
Exterior Building Type: Brick,Stucco
Age: 81-90 Years
Built Before 1978 (Y/N): Yes
Aprox. Total Finished Sq Ft: 7,519

Property Information
Property Type: Detached Single
Property Type: 3 Stories
Main Sq Ft: 2982
Ownership: Fee Simple
Rebuilt (Y/N): No
Rehab (Y/N): No
Total Finished/Unfinshed Sq Ft: 8,141
Total Sq Ft: 6,200
Unfinished Basement Sq Ft: 622
Upper Sq Ft: 3218
Parcel Number: 05291000940000

Lot Information
Dimensions: 244 X 462 X 302 X 521
Lot Size: 1.0-1.99 Acres

Financial

Tax Information
Tax Annual Amount: $71,783
Tax Year: 2018
Tax Exemptions: Homeowner

Financial Information
Finance Code: Cash
Special Service Area: N

Utilities

Utility Information
Water Source: Lake Michigan
Sewer: Public Sewer

Heating & Cooling
Heating: Natural Gas
Cooling: Space Pac

Location

Homeowners Association Information
Association Fee: $3,000
Association Fee Frequency: Annually
Association Fee Includes: Other
Master Association Fee Frequency: Not Required

School Information
Elementary School District: 37
Middle Or Junior School District: 37
High School District: 203
High School: New Trier Twp H.S. Northfield/Wi

Location Information
Township: New Trier
Corporate Limits: Winnetka
Directions: Hibbard North to Winnetka Rd East, Right on Woodley

Public facts

Beds: 8
Baths: 7.0
Sq. Ft.: 6,443
Stories: 2.0
Lot Size: 1.22 acres
Style: Single Family Residential
Year Built: 1936
Year Renovated: —
County: Cook County
APN: 05291000940000

Home facts updated by county records on Sep 16, 2026

Other

Listing Information
Holds Earnest Money: Yes
Possession: Closing

Teams Information
Buyer Team Name: Olive Well

Around this home

Schools

Avoca West Elementary School

Public K-5 • Assigned • 1.3mi

10/10

Marie Murphy School

Public PreK-8 • Assigned • 0.6mi

9/10

New Trier Township H S Northfield

Public 9 • Assigned • 0.8mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

6/10 Flood Factor

Estimated 60-74% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Winnetka, IL • 60093

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.3 hours in June and 3.3 hours in December, placing it below the U.S. average for solar exposure.

10.3 hrs

3.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$4.55M – $5.51M

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New listings for sale in 60093

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Home values near 50 Woodley Rd

Data from public records.

Address	Redfin Estimate
54 Woodley Road, Winnetka, IL 5 Beds \| 5 Baths \| 7589 Sq. Ft.	$4,361,074
42 Woodley Road, Winnetka, IL 4 Beds \| 4.5 Baths \| 4225 Sq. Ft.	—

Address	Redfin Estimate
44 Woodley Road, Winnetka, IL 4 Beds \| 5 Baths \| 4327 Sq. Ft.	$3,285,683
59 Woodley Road, Winnetka, IL 5 Beds \| 2.5 Baths \| 3626 Sq. Ft.	$2,066,043

Address	Redfin Estimate
40 Woodley Road, Winnetka, IL 6 Beds \| 8 Baths \| 11234 Sq. Ft.	$6,000,616
60 Woodley Road, Winnetka, IL 7 Beds \| 2.5 Baths \| 5158 Sq. Ft.	$2,890,641

Property information provided by MRED as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 60093, IL

Sale history for 50 Woodley Rd

Tax history for 50 Woodley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 60093

Home values near 50 Woodley Rd

More real estate resources