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320 Woodley Road

Winnetka, IL 60093
  • $5,349,000
  • STATUS: Active
  • ON SITE: 55 Days
  • MLS #: 12465682
UPDATED: 42 min ago
$5,349,000
  • 6
    BEDS
  • 0.95
    ACRES
  • 5
    BATHS
  • 2
    1/2 BATHS
  • 13,000
    SQFT
  • $411
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1973
County:
Area:

School Information

School District:
37

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.

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© 2025 Midwest Real Estate Data LLC. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by MTP, MRED or Ryan Dallas Real Estate. Based on information submitted to the MRED as of 2025-11-07T00:58:59.433 UTC. All data is obtained from various sources and has not been, and will not be, verified by broker or MRED. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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320 Woodley Road Winnetka, IL 60093

  • Price: $5,349,000
  • Status: Active
  • On Site: 55 Days
  • Updated: 42 min ago
  • MLS #: 12465682
6
Beds
5
Baths
2
½ Baths
0.95
Acres
13,000
SQFT
$411
$/SQFT
1973
Built
Neighborhood:
Cook
County:
Cook
Area:
Cook
High School:
New Trier Twp H.S. Northfield/Wi
School District:
37
Property 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.
Exterior Features

Architectural Style Georgian Exterior Features Outdoor Grill Foundation Details Concrete Perimeter Lot Features LandscapedMature Trees Lot Size .50-.99 Acre Parking Features AsphaltCircular DrivewayGarage Door OpenerHeated GarageOn SiteGarage OwnedAttachedGarage Parking Total 3 Roof Slate Types 3 Stories Waterfront YN No

Interior Features

Appliances RangeMicrowaveDishwasherHigh End RefrigeratorFreezerWasherDryerDisposalRange Hood Approximate Finished Sq Ft 13288 Attic Unfinished Basement Bathrooms YN Yes Basement Details FinishedFull Bathroom WhirlpoolSeparate ShowerDouble Sink Bedrooms Below Grade 1 Bedrooms Total 5 Cooling Central Air Dining Room Separate Fireplace Features Gas LogGas Starter Fireplace Location Family RoomLiving Room Fireplaces Total 2 Flooring Hardwood Heating Natural GasForced AirZoned Interior Features Wet BarBuilt-in FeaturesWalk-In Closet(s)BookcasesSpecial MillworkSeparate Dining RoomWorkshop Laundry Features Main LevelGas Dryer HookupSink Lower Square Feet 3052 Main Sq Ft 7327 Room Type OfficeBedroom 5Bedroom 6Exercise RoomEating AreaRecreation RoomGame RoomFoyerTerrace Rooms Office (Main) Bedroom 5 (Second) Bedroom 6 (Basement) Exercise Room (Basement) Eating Area (Main) Recreation Room (Basement) Game Room (Basement) Foyer (Main) Terrace (Main) Office (Basement) Bedroom 2 (Second) Bedroom 3 (Second) Bedroom 4 (Second) Dining Room (Main) Family Room (Main) Kitchen (Main) Laundry (Main) Living Room (Main) Master Bedroom (Second) Rooms Total 16 Total Sq Ft 13288 Unfinished Sqft 13288 Upper Square Feet 2909

Property Features

Age 51-60 Years Assessor Square Footage 5206 Association Fee 2605 Association Fee Frequency Annually Association Fee Includes None Built Before1978 YN Yes Corporate Limits Unincorporated Disability Access And Or Equipped No General Information None Master Association Fee Frequency Not Required Master Association Fee YN No Mls Actual Status Active New Construction YN No Ownership Fee Simple Rebuilt YN No Sewer Public Sewer Special Listing Conditions List Broker Must Accompany Tax Annual Amount 29578.35 Tax Year 2023 Township New Trier Type Detached Single Water Source Lake MichiganPublic

Listing information © 2025 Midwest Real Estate Data LLC.
Listing provided courtesy of @properties Christie's International Real Estate: 847-881-0200.


© 2025 Midwest Real Estate Data LLC. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by MTP, MRED or Ryan Dallas Real Estate. Based on information submitted to the MRED as of 2025-11-07T00:58:59.433 UTC. All data is obtained from various sources and has not been, and will not be, verified by broker or MRED. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Digital Millennium Copyright Act
 
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