Active

5 Woodley Road

Winnetka IL, 60093

$4,499,900


$627.78 per sqft

Active

8 Beds

7 Baths

7,168 sqft

Residential

Built in 1938

Courtesy of @properties Christie's International Real Estate

An eternal architectural beauty set on prestigious Woodley Road, this stately, white-painted brick Colonial accented with black shutters never goes out of style. Nestled on over 1.4 acres of meticulously manicured grounds by Midwest Arbor, these 8 beds, 5.2-bath home seamlessly blends grand entertaining with casual living through a quintessential floor plan designed for modern life. Elegance unfolds the moment you step into the grand reception foyer crowned by a cascading wrought-iron staircase serving as the gateway to the home's formal spaces. Sunlit living room, anchored by a stately FP and framed by floor-to-ceiling windows, flows effortlessly into a dreamy sunroom wrapped in grasscloth wallpaper-offering serene views of the lush backyard. Tucked off the solarium a richly paneled library with FP creating the ultimate private retreat. Elegant dining room with French doors opening to the expansive terraces sets the stage for seamless indoor-outdoor entertaining. At the heart of the home is the expansive Chef's kitchen, designed for both culinary excellence & effortless hosting. Chefs' kitchen with great space, custom cabinetry, island with breakfast bar seating, desk command center, top of the line appliances and separate breakfast area, and fully loaded butler's pantry with wine fridge, sink, and custom cabinetry. Off the kitchen, Ralph Lauren-inspired family room w/ warm chestnut paneling, FP, bay window, and French doors opening of to the bluestone patio & new tasteful in-ground spa. Thoughtfully designed mudroom with custom cabinetry connects to the heated three-car heated garage, perfectly positioned as a discreet backdoor drop zone. Gracious 2nd floor is anchored by the private primary suite wing-offering a serene sanctuary with a spacious bedroom, sitting room with FP, and currently set up as his-and-her baths with an additional den (or bedroom). 3 additional ensuite bedrooms on this level, one tucked away on the north wing with a light-filled art studio. New fully equipped 2nd floor laundry also on this level. Third floor with soaring ceilings, large rec space, and three oversized bedrooms with a full bath offer endless possibilities. The lower level provides even more versatility, with a spacious rec room/gym, custom wine cellar, and ample storage. This classic all-American compound blends timeless sophistication with modern comfort-ready to be cherished for generations to come.

12287968

MLS ID

February 28, 2025

Listed

March 18, 2025

Updated

Interior Features

Bedrooms

8


Total Bathrooms

7


Full Bathrooms

5


Half Bathrooms

2


Interior Features

Bar-Wet, Hardwood Floors, Second Floor Laundry, Built-in Features, Walk-In Closet(s), Bookcases, High Ceilings, Some Carpeting, Special Millwork, Drapes/Blinds


Appliances

Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Stainless Steel Appliance(s), Wine Refrigerator


Laundry Description

Gas Dryer Hookup, Sink


Fireplace

Yes


Fireplace Description

Wood Burning


Cooling

Yes


Cooling Description

Central Air


Heating

Yes


Heating Description

Natural Gas


Basement

Yes

Exterior/Building Features

Lot Size

1.46 Acres


Exterior Features

Hot Tub


Lot Features

Fenced Yard, Landscaped, Mature Trees


Architectural Style

Colonial


Roof

Slate


Sewer

Public Sewer

School Information

School District

37


High School

New Trier Twp H.S. Northfield/Wi


Elementary School

Avoca West Elementary School

Other Property Details

Area Name

Winnetka


Taxes

$35,328


Tax Frequency

Annually


Days on Market

19


Garage

Yes


Garage Spaces

3


Parking

Driveway


Parking Total

8


View

No


County

Cook


Municipality

New Trier


Water Source

Lake Michigan

Courtesy of @properties Christie's International Real Estate, Jena Radnay,
Listing Contact: 847-881-0200 

The data relating to real estate for sale on this website comes in part from the Broker ReciprocitySM Program of Midwest Real Estate Data. Real estate listings held by brokerage firms other than Jerfita Pierson Team are marked with the Broker ReciprocitySM logo or the Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.

Based on information submitted to the  MLS GRID for MRED 3/18/2025. All data is obtained from various sources and has not been, and will not be, verified by broker, MRED or MLS GRID. MLS Grid and MRED 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. 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. Data is deemed reliable but is not guaranteed by MTP or MRED. The use of the MRED Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.

©2025 Listings Courtesy of MRED as distributed by MLS GRID. All rights reserved.

Data last updated 9:35 AM UTC, 3/18/2025

 

 

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