Listing provided courtesy of @properties Christie's International Real EstateMREDas Distributed by MLSGrid- MLS# 12465682MLS Provider

320 Woodley RoadWinnetka, IL 60093

Single Family · 6 Beds · 5 Full Baths · 2 Half Baths · 13,000 Sq. ft. | 0.95 Acres
$5,149,000 Active

320 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.

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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

46
Median Age
1,969
Population Density (per sq. mile)
86%
College Educated
$205,195
Estimated Median Income
6,304
Estimated Total Home Owners
775
Estimated Total Renters
89% / 11%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

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

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

320 Woodley Road Market Data

Based on the last 30 days in this zip code

$2,795,563
Average List Price
$663
Average Price per Square Foot
27
Properties Sold
52
Average Days on Market
63
Properties for Sale
Calculations provided by Reliance Network

320 Woodley Road History

Date Event Value Agent
2/22/2026Source: MRED Status Change
Active
2/17/2026Source: MRED Price Reduction
$5,149,000 -3.7%
2/17/2026Source: MRED Status Change
Price Change
9/17/2025Source: MRED Status Change
Active
9/12/2025Source: MRED Added to Database
September 12, 2025