320 Woodley Road, Winnetka, IL 60093

• 5 beds |
• 7 baths |
• 13,000 sqft

Property Description

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.

Listing Status:

Active

Data Last Updated:

February 14, 2026 at 5:20AM

Listing Office:

@properties Christie's International Real Estate : 847-878-5235

Listing Agent:

Susan Maman : 847-878-5235

MLS ID:

12465682

Interior

• General: Wet BarBuilt-in FeaturesWalk-In Closet(s)BookcasesSpecial MillworkSeparate Dining RoomWorkshop
• Rooms: OfficeBedroom 5Bedroom 6Exercise RoomEating AreaRecreation RoomGame RoomFoyerTerrace
• Master Bath: WhirlpoolSeparate ShowerDouble Sink
• Appliances: RangeMicrowaveDishwasherHigh End RefrigeratorFreezerWasherDryerDisposalRange Hood
• Dining: Separate
• Laundry: Main LevelGas Dryer HookupSink
• Basement: FinishedFull
• Flooring: Hardwood
• A/C: Central Air
• Heating: Natural GasForced AirZoned
• Fireplace: Gas LogGas StarterFireplaces: 2
• Disability Feature: None

Exterior

• General: Outdoor Grill
• Style: Georgian
• Parking: AsphaltCircular DrivewayGarage Door OpenerHeated GarageOn SiteGarage OwnedAttachedGarageParking spaces: 3

Construction

• Roofing: Slate
• Windows: ScreensDrapes
• General: 3 StoriesConcrete Perimeter

Location

• HOA Amenities: 2605.0Annually
• Originating MLS: mred
• School District: 37
• County: Cook

Lot

• Zoning: 05291030410000
• Fencing: Fenced

Utilities

• Water: Lake MichiganPublic
• Sewer: Public Sewer

Financial

• Source: mred
• Ownership: Fee Simple