5 Woodley Road, Winnetka, IL 60093
Local realty services provided by:ERA Naper Realty



Listed by:jena radnay
Office:@properties christie's international real estate
MLS#:12394393
Source:MLSNI
Price summary
- Price:$4,250,000
- Price per sq. ft.:$592.91
About this home
This estate delivers the ultimate outdoor summer experience. It's time to sip 5pm summer cocktails in a true country club setting with gorgeous vistas of precisely manicured grounds from the tiered entertaining bluestone patios with the soothing sounds of the fountain trickling in the background. And as the sun sets, enjoy evenings under the stars in the tasteful, boutique hotel level hot tub that is the perfect place to gather and relax. It's all here waiting for you at this timeless architectural beauty on prestigious Woodley Road. This stately, white-painted brick Colonial, accented with classic black shutters, never goes out of style. Nestled on over 1.4 acres of meticulously manicured grounds by Midwest Arbor, this 8 beds, 5.2-bath home seamlessly blends grand entertaining with casual living through a quintessential floor plan designed for modern day living. 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, 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 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. 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. It's time to experience the ultimate summer oasis.
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Home facts
- Year built:1938
- Listing Id #:12394393
- Added:76 day(s) ago
- Updated:August 13, 2025 at 10:47 AM
Rooms and interior
- Bedrooms:8
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- Living area:7,168 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Natural Gas
Structure and exterior
- Roof:Slate
- Year built:1938
- Building area:7,168 sq. ft.
- Lot area:1.46 Acres
Schools
- High school:New Trier Twp H.S. Northfield/Wi
- Middle school:Marie Murphy School
- Elementary school:Avoca West Elementary School
Utilities
- Water:Lake Michigan
- Sewer:Public Sewer
Finances and disclosures
- Price:$4,250,000
- Price per sq. ft.:$592.91
- Tax amount:$35,328 (2023)
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