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