Active

320 Woodley Road

Winnetka, IL 60093

$5,149,000 $21,708/Mo

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Overview

Bed

Bath

13,000

Sqft

0.95

Acre(Lot)

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 Details

Property Type : Residential

Price : $5,149,000

AD Id : 66968944

MLS Id : MRD12465682

Beds : 6

Lot Size : 0.95 Acre

Living Area Size : 13,000

Year Built : 1973

Garage : 3

County : Cook

Map

Features

Bedroom Information

Total Bedroom: 5 Room Types: Office, Bedroom 5, Bedroom 6, Exercise Room, Eating Area, Recreation Room, Game Room, Foyer, Terrace

Bathroom Information

Total Baths: 7 Full Baths: 5 Half Baths: 2

Room Information

Rooms Total: 16

Interior Features

Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Workshop Roof: Slate Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Range Hood Laundry Features: Main Level, Gas Dryer Hookup, Sink

Roofing Information

Slate
Flooring Information

Flooring: Hardwood Construction Materials: Brick
Heating & Cooling

Heating: Natural Gas, Forced Air, Zoned Cooling: Central Air WaterSource: Lake Michigan, Public

Building Information

Year Built: 1973
Exterior Features

Outdoor Grill Construction Materials: Brick Foundation Details: Concrete Perimeter
Pool Features

Private Pool: In Ground

Lot Information

Lot Dimensions: 394x193x275 Lot Description: Landscaped, Mature Trees Lot Acres: 0.95 Lot Size: .50-.99 Acre

Property Information

Property Type: Residential Style: Georgian Sub Type: Detached Single Type Detached: 3 Stories

Listing Price Information

Original List Price:$5349000

Tax Information

Annual Tax: $29578.35 Tax Year: 2023 Parcel Number: 05291030410000 Tax Exemption: Homeowner,Senior

Virtual Tour

Virtual Tour (External Link)

Parking Information

Total Parking: 3 Asphalt, Circular Driveway, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage

Garage Information

Garage Space: 3

Homeowners Association Information

Included Fees: None HOA: $2,605.00 Annually

School Information

Senior High School: New Trier Twp H.S. Northfield/Wi
Utility Information

Sewer: Public Sewer Water Source: Lake Michigan, Public
Location Information

City: Winnetka Direction: Locust to north entrance of Woodley- 3rd house on the left.

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
259 Church Road, Winnetka, IL, 60093	$925,000	3	2	--
127 Glenwood Avenue, Winnetka, IL, 60093	$2,795,000	6	5	6,900	6,900 SqFt
32 Woodley Road, Winnetka, IL, 60093	$4,950,000	5	7	9,908	9,908 SqFt
180 Westview Road, Winnetka, IL, 60093	$1,850,000	3	3	4,356	4,356 SqFt
972 Elm Street, Winnetka, IL, 60093	$1,329,000	5	4	2,800	2,800 SqFt
1208 Oak Street, Winnetka, IL, 60093	$1,195,000	3	2	2,680	2,680 SqFt
73 Locust Road, Winnetka, IL, 60093	$2,800,000	5	6	4,089	4,089 SqFt
1015 Sheridan Road, Winnetka, IL, 60093	$3,495,000	6	8	8,303	8,303 SqFt
1380 Westmoor Trail, Winnetka, IL, 60093	$4,995,000	6	9	7,480	7,480 SqFt
870 Bryant Avenue, Winnetka, IL, 60093	$2,100,000	4	4	3,762	3,762 SqFt

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ByOwner last updated this listing 06/08/2026 @ 18:20

MLS: MRED #12465682 LISTED BY: Susan Maman, @properties Christie's International Real Estate 847-881-0200 SOURCE: Midwest Real Estate Data LLC (MRED) (Listings courtesy of Midwest Real Estate Data LLC (MRED) as distributed by MLS GRID)