320 Woodley Road, Winnetka, IL

$5,349,000

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5

Beds

7

Baths

13,000

Square feet

0.95

Acres

About 320 Woodley Road

Perfectly nestled on one of Winnetka's finest enclaves, this stately 6-bedroom, 5.2-bath Georgian estate offers a rare fusion of architectural elegance, exceptional craftsmanship, and resort-style amenities. Set on nearly an acre of meticulously manicured grounds, the estate is introduced by a sweeping circular drive that highlights the home's classic brick facade, brand-new DaVinci slate roof, columned portico, and timeless symmetry. Together, these elements create a striking first impression and set the stage for interiors that exude sophistication at every turn. Step inside the grand "bookmatched" marble-floored foyer, where a dramatic staircase sets a refined tone for the home. To one side, the formal living room offers an inviting gathering space anchored by a marble fireplace, while the formal dining room is perfectly scaled for both intimate dinners and large-scale entertaining. A massive, richly paneled home office with dramatic coffered ceilings offers an impressive and inspiring workspace. At the heart of the home, the gourmet kitchen boasts professional-grade appliances, an oversized island, full wall of pantry storage, and a sunlit breakfast area all overlooking the magnificent pool and grounds. A butler's pantry ideally placed between the kitchen and dining room provides effortless entertaining. Just beyond, the kitchen opens to a cozy family room with a fireplace and wet bar, while French doors lead to an expansive covered terrace framed by graceful curved archways and cooled by ceiling fans. This spectacular outdoor living space features a brand-new outdoor kitchen fully equipped for grilling and al fresco dining, leading to the sparkling pool, surrounding patio and yard, creating a seamless setting for summer entertaining and secluded relaxation. A convenient first-floor laundry/mud room right off the 3-car heated garage with epoxy flooring and 2 powder rooms adds everyday ease. Upstairs, the elegantly appointed primary suite offers dual walk-in closets, a dedicated vanity area, and a spa-inspired bath with separate vanities and radiant heated floors. Four well-proportioned additional bedrooms, each with generous closets and either en-suite or adjoining baths, provide comfortable accommodations for family and guests. This level is further enhanced by expansive linen closets, abundant storage, and a dedicated luggage room. The impeccably finished lower-level rivals any private club, featuring a state-of-the-art home theatre, richly paneled billiards and game room, fully outfitted bar, expansive fitness studio, wine cellar, guest suite, and a dedicated woodshop for refined hobbyists or craftsmen. Located in one of Winnetka's most prestigious locations and served by its award-winning schools, this remarkable estate perfectly balances classic sophistication with modern luxury. Combining architectural pedigree, unparalleled amenities, and impeccably landscaped grounds, this is a home to be cherished for generations. Furniture available for sale.

Features of 320 Woodley Road

MLS® # 12465682
Price $5,349,000
Bedrooms 5
Bathrooms 7.00
Full Baths 5
Half Baths 2
Square Footage 13,000
Acres 0.95
Year Built 1973
Type Residential
Sub-Type Detached Single
Style Georgian
Status Active

Community Information

Address 320 Woodley Road
Area Winnetka
City Winnetka
County Cook
State IL
Zip Code 60093

Amenities

Parking Spaces 3
Parking Asphalt, Circular Driveway, Garage Door Opener, Heated Garage, On Site, Garage Owned, Attached, Garage
# of Garages 3
Is Waterfront No
Has Pool No

Interior

Interior Features Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Workshop
Appliances Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Range Hood
Heating Natural Gas, Forced Air, Zoned
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Fireplaces Gas Log, Gas Starter
Stories 3 Stories
Has Basement Yes
Basement Finished, Full

Exterior

Exterior Brick
Exterior Features Outdoor Grill
Lot Description Landscaped, Mature Trees
Roof Slate
Foundation Concrete Perimeter

School Information

District 203
High New Trier Twp H.S. Northfield/Wi

Additional Information

Days on Market 36
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees 2605
HOA Fees Freq. Annually

Listing Details

Office@properties Christie's International Real Estate
Contact Info847-881-0200

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Listing information last updated on October 17th, 2025 at 11:24am CDT.