320 Woodley Rd

$5,349,000
Price
13,000 Sq. Ft.
$411 / Sq. Ft.
13,000
Sq. Ft.
$411
per Sq. Ft.

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...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.
  1. Listed by Susan Maman • @properties Christie’s International Real Estate
    P: (847)-878-5235 C: (847)-878-5235 susanmaman@atproperties.com
  2. Listed by Mimi Maman • @properties Christie’s International Real Estate
    P: (847)-878-4478 C: (847)-878-4478 mimi@atproperties.com

Property Details for 320 Woodley Road

Area
Winnetka
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
3.0
Num Of Parking Spaces
3.0
Air Conditioning Type
Central Air
Num of Interior Fireplaces
2
Heat/Fuel
Natural Gas, Forced Air, Zoned
LISTING UPDATED: 09/18/2025 12:07 AM

Property Details for 320 Woodley Road

StatusActive
MLS #12465682
Days on Market210
Taxes$29,578 / year
HOA Fees$2,605 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / 3 Stories
Year Built1973
Lot Size0.95 AC / 41,382 SF
CountyCook County
Add your commute

Building Information for 320 Woodley Road

Stories-Year Built1973Building Size-Lot Size0.95 AC / 41,382 SF

Payment Calculator

$28,752 per month

30 year fixed, 6.15% Interest

Principal and Interest

$26,070

Property Taxes

$2,465

HOA Dues

$217

The Payment Calculator is for illustrative purposes only.

Property Information for 320 Woodley Road

General Information
School Information
  • Elementary School District: 37
  • High School District: 203
  • High School: New Trier Twp H.S. Northfield/Wi
  • Middle Or Junior School District: 37
Addtl Parking Information
  • Parking Details: Asphalt, Circular Driveway, Garage Door Opener, Heated Garage, On Site, Garage Owned, Attached, Garage
Taxes and HOA Information
  • Association Fee Frequency: Annually
  • Association Fee Includes: None
  • Master Association Fee: No
  • Master Association Fee Frequency: Not Required
Property Information
Interior Features
  • Interior Property Features: Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Workshop
  • Num Of Rooms: 16
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 1
  • Attic: Unfinished
  • Bath Amenities: Whirlpool,Separate Shower,Double Sink
  • Fireplace Features: Gas Log, Gas Starter
  • Basement Type: Finished, Full
  • Bedrooms Possible: 6
  • Air Conditioning: Central Air
  • Flooring: Hardwood
  • Dining Room: Separate
  • Basement Bathrooms: Yes
  • Fireplace Location: Family Room,Living Room
  • Room Type: Office, Bedroom 5, Bedroom 6, Exercise Room, Eating Area, Recreation Room, Game Room, Foyer, Terrace
  • Num of Baths: 5.2
Exterior Features
  • Fencing: Fenced
  • Patio And Porch Features: Patio, Porch
  • Pool Features: In Ground
  • Type: 3 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan, Public
  • Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Range Hood
Property/Lot Information
  • Exterior Property Features: Outdoor Grill
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 51-60 Years
  • Type Detached: 3 Stories
  • Total Sq Ft: 13288
  • Aprox Total Finished Sq Ft: 13288
  • Total Finished and Unfin Sq Ft: 13288
  • Lower Sq Ft: 3052
  • Main Sq Ft: 7327
  • Upper Sq Ft: 2909
  • Lot Description: Landscaped Professionally, Mature Trees
  • Lot Size: .50-.99 Acre
  • Lot Size Source: County Records
  • Lot Dimensions: 394x193x275
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Construction: Brick
  • Roof Type: Slate
  • Foundation Details: Concrete Perimeter
  • General Information: None
  • Living Area Source: Estimated
  • Assessor Square Footage: 5206
Property and Assessments
  • Public Document Count: 2
  • Document Date: 2025-09-12T03:31:56
  • Photos Count: 53
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full, Double Sink, Whirlpool & Sep Shwr
  • Master Bedroom Dimensions: 16X20
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 12X16
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 17X12
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 13X17
Bedroom #5 Information
  • 5th Bedroom Level: Second
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 13X12
Bedroom #6 Information
  • 6th Bedroom Level: Basement
  • Room Type: Bedroom 6
  • Bedroom #6 Room Dimensions: 14X14
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 19X13
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 24X17
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 21X18
Laundry Information
  • Laundry Level: Main
  • Room Type: Laundry
  • Laundry Dimensions: 9X20
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 17X25
Terrace Information
  • Room Level: Main
  • Room Type: Terrace
  • Terrace Dimensions: 37X12
Foyer Information
  • Room Level: Main
  • Room Type: Foyer
  • Dimensions: 20X20
Recreation Room Information
  • Room Level: Basement
  • Room Type: Recreation Room
  • Dimensions: 26X17
Eating Area Information
  • Room Level: Main
  • Room Type: Eating Area
  • Dimensions: 10X16
Office Information
  • Room Level: Basement
  • Room Type: Office
  • Dimensions: 14X13
Exercise Room Information
  • Room Level: Basement
  • Room Type: Exercise Room
  • Dimensions: 24X27
Game Room Information
  • Room Level: Basement
  • Room Type: Game Room
  • Dimensions: 18X21

Property History for 320 Woodley Road

DateEvent & SourcePriceAppreciation
Sep 12, 2025

Listed (Active)

MRED #12465682

$5,349,000
Jan 25, 2002

Sold (Public Record)

Public Record #94928902

$1,195,000
DateEvent & SourcePrice
09/12/2025

Listed (Active)

MRED #12465682

$5,349,000
01/25/2002

Sold (Public Record)

Public Record #94928902

$1,195,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 320 Woodley Road

Taxable ValueLand$57,904Additions$110,471Total$168,375
Tax Record2023$29,578 ($2,465 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt5,206 SqFtAbove Grade Finished SqFt5,206 SqFtStories2Lot Size41,360 SqFtStyleSingle Family ResidenceYear Built1970CountyCOOKAPN05-29-103-041Fireplace TypeHas Fireplace

Schools near 320 Woodley Road

This home is within Avoca School District 37.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9
Public - 10 to 12
Rating
School
Distance
Avoca West Elementary School
PublicK to 5

Marie Murphy School
Public6 to 8

New Trier Township H S Northfield
Public9

New Trier Township H S Winnetka
Public10 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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320 Woodley Road is a single family home for sale in Winnetka, IL 60093. This property was listed for sale on September 12, 2025 by Compass, it's currently listed at $5,349,000. It has been on the market for a total of 210 days and was last sold on January 25, 2002. This listing's school districts are Avoca School District 37, New Trier Twp Hsd 203 School District. Nearby schools include Avoca West Elementary School, Marie Murphy School and New Trier Township H S Northfield. 320 Woodley Road is a 6-bed, 7-bath, 13,000 sqft single family home built in 1973.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 09/18/2025 12:07 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. 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.