Off Market Aug 2018 for $2.9M

$4,367,224

Est. refi paymentEst. refi $19,287/mo

•

7 ba

•

—

sq ft

199 Woodley Rd, Winnetka, IL 60093

About this home

Resort-like living in this exceptionally renovated and expanded home on lush acre plus with pool, hot tub, patio, outdoor kitchen and putting/chipping green. Custom renovations throughout include gorgeous kitchen with breakfast bay overlooking grounds, fabulous great room with fireplace, grand living and dining rooms - both with fireplaces, pool bath and shower, his and her offices and full butler's pantry. Second floor features exquisite master suite with huge walk-in closet, gorgeous bath; four additional bedrooms (all with renovated en suite baths) complete the second floor. Lower level offers den/card room, full bar, wonderful wine cellar, huge rec room, exercise area, media room, craft room. Tremendous storage in walk-up attic and lower level. Outside oasis is unparalleled - gorgeous pool, hot tub, outdoor fireplace with entertainment center, lush lawn, putting/chipping green all professionally landscaped. Circular drive leads to 3 car attached garage. Exceptional in every way!

Single-familyProperty Type

1970Year Built

1.18 acresLot Size

3 spacesParking

Listed by Joanne Hudson • Compass

Bought with Debra Hymen • Berkshire Hathaway HomeServices Chicago

Redfin checked: 2 minutes ago

•Source:MRED as Distributed by MLS Grid #09942186

Redfin Estimate

$4,367,224

$1.4M since sold in August 2018$72K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 49.2% higher than the average sale price ($2.93M) of 6 comparable homes.

SOLD FEB 24, 2026
$3,750,000
A
5 beds6 baths7,548 sq ft
145 Woodley Rd, Winnetka, IL 60093
SOLD AUG 21, 2026
$3,489,000
B
5 beds4.5 baths3,683 sq ft
48 Indian Hill Rd, Winnetka, IL 60093
SOLD JUL 30, 2026
$2,450,000
C
6 beds5 baths5,458 sq ft
406 Woodley Woods, Winnetka, IL 60093
SOLD APR 30, 2026
$3,075,000
D
4 beds3.5 baths4,430 sq ft
52 Locust Rd, Winnetka, IL 60093
SOLD APR 29, 2026
$2,350,000
E
6 beds5.5 baths5,933 sq ft
2836 Blackhawk Rd, Wilmette, IL 60091
SOLD OCT 6, 2025
$2,450,000
F
5 beds4.5 baths5,001 sq ft
107 Woodley Rd, Winnetka, IL 60093

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Earn from this home

Sell

$2,173,648

Est. take-home

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Refinance

Est. cash available

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Rent

$4,437/mo

Redfin rental estimate

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Market trends in 60093, IL

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.7%

0.2% MoM

Median sale price

$1.6M

$50K MoM

Avg. days on market

35d

0 days MoM

Recently sold homes

106

1 MoM

New listings for sale

NEW 17 HRS AGO
$529,000
3 beds2 baths— sq ft
140 W Frontage Rd, Northfield, IL 60093
EARLY ACCESS
$7,999,900
6 beds8 baths10,588 sq ft
919 Hill Rd, Winnetka, IL 60093
EARLY ACCESS
$759,000
3 beds4 baths2,612 sq ft
18 Landmark St, Northfield, IL 60093
EARLY ACCESS
$1,649,000
4 beds3 baths3,215 sq ft
870 Prospect Ave, Winnetka, IL 60093
$947,000
3 beds2.5 baths2,314 sq ft
567 Happ Rd, Northfield, IL 60093
$1,350,000
4 beds3 baths2,000 sq ft
640 Winnetka Mews #403, Winnetka, IL 60093
EARLY ACCESS
$3,275,000
7 beds5.5 baths7,649 sq ft
3 Old Hunt Rd, Northfield, IL 60093
EARLY ACCESS
$14,900,000
8 beds9.5 baths16,000 sq ft
81 Locust Rd, Winnetka, IL 60093
See all

Provided by Redfin

Sale history for 199 Woodley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$34,997 (−3.2%)

$71,717 + $123,756

$195,473

2022

$36,160 (−13.1%)

$71,717 + $140,797

$212,514

2021

$41,591 (+2.4%)

$87,085 + $125,512

$212,597

2020

$40,612 (−8.5%)

$87,085 + $125,512

$212,597

2019

$44,387 (+9.1%)

$87,085 + $170,084

$257,169

2018

$40,667 (+2.4%)

$71,717 + $156,504

$228,221

2017

$39,729 (−1.9%)

$71,717 + $156,504

$228,221

2016

$40,494 (−9.9%)

$71,717 + $173,362

$245,079

2015

$44,929 (−1.3%)

$58,911 + $186,812

$245,723

2014

$45,527 (+5.2%)

$58,911 + $195,135

$254,046

2013

$43,290 (+0.8%)

$58,911 + $195,135

$254,046

2012

$42,936 (+5.3%)

$65,314 + $206,420

$271,734

2011

$40,758 (−10.6%)

$65,314 + $206,420

$271,734

2010

$45,612 (+9.0%)

$65,314 + $250,239

$315,553

2009

$41,838 (+5.4%)

$66,595 + $261,792

$328,387

2008

$39,683 (+8.2%)

$106,552 + $239,120

$345,672

2007

$36,663

$106,552 + $239,120

$345,672

Tax history for 199 Woodley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$34,997 (−3.2%)

$71,717 + $123,756

$195,473

2022

$36,160 (−13.1%)

$71,717 + $140,797

$212,514

2021

$41,591 (+2.4%)

$87,085 + $125,512

$212,597

2020

$40,612 (−8.5%)

$87,085 + $125,512

$212,597

2019

$44,387 (+9.1%)

$87,085 + $170,084

$257,169

2018

$40,667 (+2.4%)

$71,717 + $156,504

$228,221

2017

$39,729 (−1.9%)

$71,717 + $156,504

$228,221

2016

$40,494 (−9.9%)

$71,717 + $173,362

$245,079

2015

$44,929 (−1.3%)

$58,911 + $186,812

$245,723

2014

$45,527 (+5.2%)

$58,911 + $195,135

$254,046

2013

$43,290 (+0.8%)

$58,911 + $195,135

$254,046

2012

$42,936 (+5.3%)

$65,314 + $206,420

$271,734

2011

$40,758 (−10.6%)

$65,314 + $206,420

$271,734

2010

$45,612 (+9.0%)

$65,314 + $250,239

$315,553

2009

$41,838 (+5.4%)

$66,595 + $261,792

$328,387

2008

$39,683 (+8.2%)

$106,552 + $239,120

$345,672

2007

$36,663

$106,552 + $239,120

$345,672

*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

1.18 Acres

Year renovated

—

Sq. Ft.

7,123

Year built

1973

Style

Single Family Residential

County

Cook County

APN

05291030210000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 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
Garage Parking
Garage Door Opener(s), Heated Garage, 7+ Ft. High Garage Door
Attached Garage
Garage On-Site
Owned Garage
Circular Driveway

Interior

Bedroom Information
# of Bedrooms: 5
# of Bedrooms (Above Grade): 5

Master Bedroom Information
Size: 20X18
On 2nd Level
Carpet Flooring

Bedroom #2 Information
Size: 17X13
On 2nd Level
Carpet Flooring

Bedroom #3 Information
Size: 17X14
On 2nd Level
Carpet Flooring

Bedroom #4 Information
Size: 13X12
On 2nd Level
Carpet Flooring

Bathroom Information
# of Baths (Full): 6
# of Baths (1/2): 2
Master Bath
Whirlpool, Separate Shower, Steam Shower, Double Sink
Bathroom(s) in Basement

Living Room Information
Size: 30X17
On Main Level
Hardwood Flooring

Family Room Information
Size: 27X25
On Main Level
Hardwood Flooring

Dining Room Information
Separate Dining Room
Size: 20X19
On Main Level
Hardwood Flooring

Kitchen Information
Size: 26X16
Eating Area (Table Space), Island, Pantry (Butler)
On Main Level
Stone

Laundry Room Information
Size: 13X12
On Main Level
Stone

Additional Rooms Information
5th Bedroom, Office, Library, Sitting Room, Recreation Room, Play Room, Exercise Room, Media Room, Foyer, Mud Room
Full Basement
Finished Basement
Full Attic, Interior Stair to Attic, Unfinished Attic

Additional Room #1 Information
Bedroom #5
Size: 16X15
On 2nd Level
Carpet Flooring

Additional Room #2 Information
Office
Size: 9X8
On Main Level
Hardwood Flooring

Additional Room #3 Information
Library
Size: 14X13
On Main Level
Hardwood Flooring

Additional Room #4 Information
Sitting Room
Size: 11X10
On 2nd Level
Carpet Flooring

Additional Room #5 Information
Recreation Room
Size: 20X18
In Basement
Other Flooring

Additional Room #6 Information
Playroom
Size: 15X13
In Basement
Other Flooring

Additional Room #7 Information
Exercise Room
Size: 17X12
In Basement
Other Flooring

Additional Room #8 Information
Media Room
Size: 22X15
In Basement
Other Flooring

Additional Room #9 Information
Foyer
Size: 30X10
On Main Level
Hardwood Flooring

Additional Room #10 Information
Mud Room
Size: 12X5
On Main Level

Equipment
Double Oven, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, All Stainless Steel Kitchen Appliances, Wine Cooler/Refrigerator
Security System, Sump Pump, Lawn Sprinkler(s), Power Generator

Fireplace Information
# of Fireplaces: 4
In Family Room, In Living Room, In Master Bedroom, Other Fireplace Location (See Remarks)
Wood Burning, Gas Starter

Interior Features
Vaulted/Cathedral Ceilings, Hot Tub, Hardwood Flooring, Heated Floors, 1st Floor Laundry, 1st Floor Full Bath

Heating & Cooling
Gas Heating, Forced Air Heating, Radiant Heating, Zoned Heating
Central Air Conditioning, Zoned Air Conditioning

Exterior

Building Information
Sq. Ft. Source: Not Reported
Built Before 1978
Recent Rehab (Y/N): Yes
Age: 41-50 Years
Brick Exterior
Concrete Foundation
Wood Shake/Shingle Roof

Property Features
Patio, Hot Tub, In-Ground Pool, Storm/Screen Windows, Outdoor Grill, Outdoor Fireplace

Lot Information
Dimensions: 149 X 347
1.0-1.99 Acres

Property Information
# of Rooms: 16
Ownership: Fee Simple
Aprox. Total Finished Sq. Ft.: 0
Rehab Year: 2000
School Bus Service
Parcel Identification Number: 05291030210000

Financial

Financial Information
Tax: $40,494
Tax Year: 2016
Tax Exemptions: Homeowner
Special Service Area: N
Finance Code: Cash

Utilities

Utility Information
Water: Lake Michigan
Sewer (Public)
200+ Amp Service

Location

Community Information
Street Lights, Paved Street

School Information
Elementary School: AVOCA WEST ELEMENTARY SCHOOL
Elementary School District: 37
Junior High: MARIE MURPHY SCHOOL
Junior High District: 37
High School: NEW TRIER TWP H.S. NORTHFIELD/WI
High School District: 203

Location Information
Township: NEW TRIER
Corporate Limits: UNINCORPORATED
Directions: Locust south of Hill to southern Woodley Road entrance; west to house

Public facts

Beds: 5
Baths: 7.0
Sq. Ft.: 7,123
Stories: 2.0
Lot Size: 1.18 acres
Style: Single Family Residential
Year Built: 1973
Year Renovated: —
County: Cook County
APN: 05291030210000

Home facts updated by county records on Jul 12, 2026

Other

Listing Information
Sale Price Includes Parking
Possession: Negotiable
Holds Earnest Money: Yes
Sale Terms: Conventional
Seller Concessions: No

Around this home

Schools

Avoca West Elementary School

Public K-5 • Assigned • 1.3mi

10/10

Marie Murphy School

Public PreK-8 • Assigned • 0.3mi

9/10

New Trier Township H S Northfield

Public 9 • Assigned • 1.1mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk 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

3/10 Air Factor

4 unhealthy days expected this year, 4 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

$4.15M – $5.02M

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Nearby similar homes

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140 W Frontage Rd, Northfield, IL 60093

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New listings for sale in 60093

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EARLY ACCESS@PROPERTIES COMING SOON

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919 Hill Rd, Winnetka, IL 60093

EARLY ACCESSCOMPASS COMING SOON

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Home values near 199 Woodley Rd

Data from public records.

Address	Redfin Estimate
160 Woodley Road, Winnetka, IL 4 Beds \| 2.5 Baths \| 4063 Sq. Ft.	$2,403,111
115 Woodley Road, Winnetka, IL 4 Beds \| 3.5 Baths \| 4809 Sq. Ft.	$2,740,638

Address	Redfin Estimate
155 Woodley Road, Winnetka, IL 6 Beds \| 5.5 Baths \| 5800 Sq. Ft.	$3,723,655
117 Woodley Road, Winnetka, IL 6 Beds \| 7.5 Baths \| 6736 Sq. Ft.	$3,585,798

Address	Redfin Estimate
209 Woodley Road, Winnetka, IL 6 Beds \| 3.5 Baths \| 8071 Sq. Ft.	$3,686,016
119 Woodley Road, Winnetka, IL 5 Beds \| 4 Baths \| 6972 Sq. Ft.	$2,592,286

Property information provided by MRED as Distributed by MLS Grid when last listed in 2018. 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 199 Woodley Rd

Tax history for 199 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 199 Woodley Rd

More real estate resources