5 Woodley Road
Winnetka, IL 60093
- 8 beds
- 7 baths
- 7,168 sqft
- ~1 acre lot
- $627 per sqft
- 1938 build
- – on site
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.
Last checked:
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Last updated Mar 25, 2025
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MLS# 12287968 —
The Building
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Year Built:1938
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Rebuilt:No
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New Construction:false
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New Construction:No
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Architectural Style:Colonial
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Roof:Slate
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Basement:Partial
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Foundation Details:Concrete Perimeter
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Exterior Features:Hot Tub
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Window Features:Window Treatments
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Disability Access:No
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Living Area Source:Other
Interior
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Room Type:Bedroom 5, Bedroom 6, Bedroom 7, Bedroom 8, Foyer, Sitting Room, Heated Sun Room, Recreation Room, Bonus Room
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Rooms Total:17
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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
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Door Features:French Doors,Mirrored Closet Door(s)
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Fireplaces Total:5
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Fireplace Features:Wood Burning
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Fireplace Location:Family Room,Living Room,Basement,Other,Bedroom
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Laundry Features:Gas Dryer Hookup, Sink
Room Dimensions
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Living Area:7168
Location
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Directions:Woodley Rd. from Hill or Locust entrance to 5. Closer to Hill entrance.
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Location:4459
The Property
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Parcel Number:05291010070000
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Property Type:Residential
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Lot Features:Fenced Yard, Landscaped, Mature Trees
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Lot Size Dimensions:237.5 X 64
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Lot Size Acres:1.457
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Rural:N
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Waterfront:false
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Additional Parcels:false
Listing Agent
- Contact info:
- Agent phone:
- (312) 925-9899
- Office phone:
- (847) 881-0200
Taxes
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Tax Year:2023
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Tax Annual Amount:35327.92
Beds
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Bedrooms Total:8
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Bedrooms Possible:8
Baths
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Baths:7
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Full Baths:5
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Half Baths:2
The Listing
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Virtual Tour Unbranded:
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Special Listing Conditions:None
Heating & Cooling
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Heating:Natural Gas
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Cooling:Central Air
Utilities
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Sewer:Public Sewer
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Electric:Circuit Breakers, 200+ Amp Service
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Water Source:Lake Michigan
Appliances
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Appliances:Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Stainless Steel Appliance(s), Wine Refrigerator
Schools
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Elementary School:Avoca West Elementary School
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Elementary School District:37
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Middle Or Junior School:Marie Murphy School
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Middle Or Junior School District:37
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High School:New Trier Twp H.S. Northfield/Wi
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High School District:203
The Community
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Subdivision Name:Woodley Road
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Community Features:Curbs, Street Paved
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Association Fee Includes:None
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Association Fee Frequency:Not Applicable
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Master Association Fee:3500
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Master Assoc Fee Frequency:Yearly
Parking
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Parking Total:8
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Parking Features:Driveway
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Parking Onsite:Yes
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Parking Ownership:Owned
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Garage Type:Attached
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Garage Spaces:3
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Garage Onsite:Yes
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Garage Ownership:Owned
Extra Units
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Other Structures:Outdoor Kitchen
Monthly cost estimate
Asking price
$4,499,900
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$24,095
|
| Taxes | $2,943 |
| Insurance | $1,237 |
| Utilities | $317 See report |
| Total | $28,592/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
|
2/28/25
Feb 28, 2025
|
Listed / Active | MRED | $4,499,900 |
