Winnetka, IL 60093 320 Woodley Road

320 Woodley Road Winnetka, IL - Image 1320 Woodley Road Winnetka, IL - Image 2320 Woodley Road Winnetka, IL - Image 3
48 more
320 Woodley Road Winnetka, IL - Image 4320 Woodley Road Winnetka, IL - Image 5320 Woodley Road Winnetka, IL - Image 6320 Woodley Road Winnetka, IL - Image 7320 Woodley Road Winnetka, IL - Image 8320 Woodley Road Winnetka, IL - Image 9320 Woodley Road Winnetka, IL - Image 10320 Woodley Road Winnetka, IL - Image 11320 Woodley Road Winnetka, IL - Image 12320 Woodley Road Winnetka, IL - Image 13320 Woodley Road Winnetka, IL - Image 14320 Woodley Road Winnetka, IL - Image 15320 Woodley Road Winnetka, IL - Image 16320 Woodley Road Winnetka, IL - Image 17320 Woodley Road Winnetka, IL - Image 18320 Woodley Road Winnetka, IL - Image 19320 Woodley Road Winnetka, IL - Image 20320 Woodley Road Winnetka, IL - Image 21320 Woodley Road Winnetka, IL - Image 22320 Woodley Road Winnetka, IL - Image 23320 Woodley Road Winnetka, IL - Image 24320 Woodley Road Winnetka, IL - Image 25320 Woodley Road Winnetka, IL - Image 26320 Woodley Road Winnetka, IL - Image 27320 Woodley Road Winnetka, IL - Image 28320 Woodley Road Winnetka, IL - Image 29320 Woodley Road Winnetka, IL - Image 30320 Woodley Road Winnetka, IL - Image 31320 Woodley Road Winnetka, IL - Image 32320 Woodley Road Winnetka, IL - Image 33320 Woodley Road Winnetka, IL - Image 34320 Woodley Road Winnetka, IL - Image 35320 Woodley Road Winnetka, IL - Image 36320 Woodley Road Winnetka, IL - Image 37320 Woodley Road Winnetka, IL - Image 38320 Woodley Road Winnetka, IL - Image 39320 Woodley Road Winnetka, IL - Image 40320 Woodley Road Winnetka, IL - Image 41320 Woodley Road Winnetka, IL - Image 42320 Woodley Road Winnetka, IL - Image 43320 Woodley Road Winnetka, IL - Image 44320 Woodley Road Winnetka, IL - Image 45320 Woodley Road Winnetka, IL - Image 46320 Woodley Road Winnetka, IL - Image 47320 Woodley Road Winnetka, IL - Image 48320 Woodley Road Winnetka, IL - Image 49320 Woodley Road Winnetka, IL - Image 50320 Woodley Road Winnetka, IL - Image 51320 Woodley Road Winnetka, IL - Image 52
Presented By: @properties Christie's International Real Estate
  • MLS# 12465682
  • 09/12/2025
  • Request Tour
  • Request Info
  • Beds • 6
  • Full/Half Baths • 5 / 2
  • SQFT • 13,000
  • Garage • 3

Home Details

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.
Presented By: @properties Christie's International Real Estate

Interior Features for 320 Woodley Road

Bedrooms

Bedrooms Possible6
Total Bedrooms5

Bathrooms

BathroomWhirlpool, Separate Shower, Double Sink
Half Baths2
Total Baths7

Other Interior Features

LivingAreaSourceEstimated
BasementFinished, Full
Fireplace FeaturesGas Log, Gas Starter
FlooringHardwood
Interior AmenitiesWet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Workshop
Laundry FeaturesMain Level, Gas Dryer Hookup, Sink
Total Fireplaces2

Other Rooms

Room TypeOffice, Bedroom 5, Bedroom 6, Exercise Room, Eating Area, Recreation Room, Game Room, Foyer, Terrace

General for 320 Woodley Road

AppliancesRange, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Range Hood
Architectural StyleGeorgian
Assoc Fee Paid PerAnnually
Association Fee IncludesNone
CityWinnetka
Construction MaterialsBrick
CoolingCentral Air
CountyCook
DirectionsLocust to north entrance of Woodley- 3rd house on the left.
Elementary School District37
Full Baths5
Garage Spaces3
HOA Fee$2605
HeatingNatural Gas, Forced Air, Zoned
High SchoolNew Trier Twp H.S. Northfield/Wi
High School District203
Living Area13000
MLS AreaWinnetka
Middle/Junior School District37
New ConstructionNo
OwnershipFee Simple
PossessionClosing
Property TypeResidential
Property TypeDetached Single
RoofSlate
SewerPublic Sewer
Standard StatusActive
StatusActive
Tax Annual Amount29578.35
Tax Year2023
Total Rooms16
TownshipNew Trier
Virtual TourClick here
Year Built1973

Exterior for 320 Woodley Road

Exterior AmenitiesOutdoor Grill
Foundation DetailsConcrete Perimeter
Lot Dimensions394x193x275
Lot FeaturesLandscaped, Mature Trees
Lot Size Acres0.95
Parking FeaturesAsphalt, Circular Driveway, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
Total Parking3
Water SourceLake Michigan, Public
Waterfront Y/NNo

Additional Details

Price History

Schools

Elementary School N/A
Middle School N/A
High School New Trier Twp H.S. Northfield/Wi

Client Care

Price $5,149,000
MLS#12465682
List Date 09/12/2025
Property Type Single Family
Phone 847.485.2500
Request Tour
Request Info
Visit My Website

Similar Properties to 320 Woodley Road