


320 Woodley RoadWinnetka, IL 60093
Single Family · 6 Beds · 5 Full Baths · 2 Half Baths · 13,000 Sq. ft. | 0.95 Acres320 Woodley Road Overview
- Time on Site:
- 290 days
- Visits:
- 47
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.
320 Woodley Road Facts & Features
- Type Single Family
- Sq. ft. 13,000
- Price/Sq.ft. $396
- Lot 0.95 Acres
Details
General
Association/HOA
- Association Fee: $2,605.00
- Association Fee Frequency: Annually
- Association Fee Includes: None
School Information
- School District: 203
- High School: New Trier Twp H.S. Northfield/Wi
Building Information
- New Construction: No
- Year Built: 1973
Location/Region
- County Or Parish: Cook
- MLS Area Major: Winnetka
- Township: New Trier
Tax Information
- Tax Annual Amount: $29,578.35
- Tax Year: 2023
General Information
- Ownership: Fee Simple
- Parcel Number: 05291030410000
- Property Type: Residential
- Special Listing Conditions: List Broker Must Accompany
Interior
Building Information
- Approx. Total Finished SqFt.: 13288
- Disability Access: No
- Total SqFt.: 13288
- Upper SqFt.: 2909
Parking Information
- Garage Spaces: 3
Beds/Baths
- Bathrooms Full: 5
- Bathrooms Half: 2
- Bathrooms Total: 7
- Bedrooms Total: 5
- Bedrooms Possible: 6
Building Interior
- Fireplace Location: Family Room,Living Room
General Information
- Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Range Hood
- Basement: Finished, Full
- Cooling: Central Air
- Fireplace Features: Gas Log,Gas Starter
- Fireplaces Total: 2
- Flooring: Hardwood
- Foundation Details: Concrete Perimeter
- Heating: Natural Gas, Forced Air, Zoned
- Interior Features: Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Workshop
- Laundry Features: Main Level,Gas Dryer Hookup,Sink
- Living Area: 13000
- Living Area Source: Estimated
- Rooms Total: 16
- Window Features: Screens, Drapes
Exterior
Parking Information
- Parking Features: Asphalt, Circular Driveway, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
- Parking Total: 3
Lot Information
- Lot Features: Landscaped, Mature Trees
- Lot Size Acres: 0.95
- Lot Size Dimensions: 394x193x275
- Water Source: Lake Michigan, Public
Waterfront/View
- Waterfront: No
Building Exterior/Construction
- Architectural Style: Georgian
- Construction Materials: Brick
- Roof: Slate
General Information
- Exterior Features: Outdoor Grill
- Sewer: Public Sewer
Room Information
Room: Bedroom 6
- Level: Basement
- Dimensions: 14X14
Room: Exercise Room
- Level: Basement
- Dimensions: 24X27
Room: Game Room
- Level: Basement
- Dimensions: 18X21
Room: Office
- Level: Basement
- Dimensions: 14X13
Room: Recreation Room
- Level: Basement
- Dimensions: 26X17
Room: Dining Room
- Level: Main
- Dimensions: 19X13
Room: Eating Area
- Level: Main
- Dimensions: 10X16
Room: Family Room
- Level: Main
- Dimensions: 24X17
Room: Foyer
- Level: Main
- Dimensions: 20X20
Room: Kitchen
- Level: Main
- Dimensions: 21X18
Room: Laundry
- Level: Main
- Dimensions: 9X20
Room: Living Room
- Level: Main
- Dimensions: 17X25
Room: Office
- Level: Main
- Dimensions: 25X27
Room: Terrace
- Level: Main
- Dimensions: 37X12
Room: Bedroom 2
- Level: Second
- Dimensions: 12X16
Room: Bedroom 3
- Level: Second
- Dimensions: 17X12
Room: Bedroom 4
- Level: Second
- Dimensions: 13X17
Room: Bedroom 5
- Level: Second
- Dimensions: 13X12
Room: Master Bedroom
- Level: Second
- Dimensions: 16X20
320 Woodley Road Neighborhood
Community
60093 (WINNETKA) Demographics
Schools
School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.320 Woodley Road Monthly Cost
320 Woodley Road Market Data
Based on the last 30 days in this zip code
320 Woodley Road History
| Date | Value | Agent |
|---|---|---|
| 2/22/2026Source: MRED | Active |
|
| 2/17/2026Source: MRED | $5,149,000 -3.7% |
|
| 2/17/2026Source: MRED | Price Change |
|
| 9/17/2025Source: MRED | Active |
|
| 9/12/2025Source: MRED | September 12, 2025 |



























































