320 Woodley Road, Winnetka, IL 60093 (MLS # 12465682)

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PRICE $5,349,000 dsIDX morgage calculator
BEDS 5
BATHS 6
HOME SIZE 13,000 sqft
LOT SIZE 41,382 sqft

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.

DAYS ON MARKET 4 LAST UPDATED 9/12/2025
YEAR BUILT 1973 COMMUNITY Winnetka
GARAGE SPACES 3.0 COUNTY Cook
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District New Trier Twp H.S. Northfield/Wi
High School New Trier Twp H.S. Northfield/Wi


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Range Hood, Washer
AREA Winnetka
BASEMENT Finished, Full, Yes
CONSTRUCTION Brick
EXTERIOR Barbecue, Outdoor Grill
FIREPLACE Yes
GARAGE Yes
HEAT Forced Air, Natural Gas, Zoned
HOA DUES 2605
INTERIOR Bookcases, Built-in Features, Entrance Foyer, Walk-In Closet(s), Wet Bar
LOT 0.95 acre(s)
LOT DESCRIPTION Landscaped
LOT DIMENSIONS 394x193x275
PARKING Asphalt, Circular Driveway, Garage Door Opener, Heated Garage, On Site, Attached, Garage
POOL DESCRIPTION In Ground
SEWER Public Sewer
STYLE Georgian
TAXES 29578.35
WATER Public
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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