320 Woodley Road, Winnetka, Illinois 60093


$5,349,000

For Sale
Status: Active
Sqft: 13,000
Cost/Sqft: $411
Beds: 5
Baths: 7
Year Built: 1973
Property Taxes: $29,578
Days On Market: 125
Lot Size: 0,95
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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.

Property Specifics

Single Family
1973
No
0.95
Cook
2605 / Annual
12465682
05291030410000

Nearby Schools

NAME: DISTRICT: DISTANCE:
High School
New Trier Twp H.s. Northfield/wi
203 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
12 Sep, 2025 Listed for sale $5,349,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 6
Bedrooms Above Ground: 5
Bedrooms Below Ground: 1
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
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Fourth Bedroom Info:
Dimensions: —
Location: —
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Fifth Bedroom Info:
Dimensions: —
Location: —
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Sixth Bedroom Info:
Dimensions: —
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Bathroom Info:
Full Bathrooms: 7
Partial Bathrooms: 2
Bathroom Amenities: Whirlpool,Separate Shower,Double Sink
Bathroom in Basement: 1
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

3
394x193x275
Unfinished
Not in DB

Tax History

Year Property Taxes
2025 $29,578

Contact Agent

Listing Provided By

@properties Christie's International Real Estate