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.
Active
Price cut: $200K (2/17)
$5,149,000
320 Woodley Rd, Winnetka, IL 60093
6beds
13,000sqft
Est.:
Single Family Residence
Built in 1973
0.95 Acres Lot
$-- Zestimate®
$396/sqft
$217/mo HOA
What's special
Guest suiteSparkling poolMarble fireplaceImpeccably landscaped groundsClassic brick facadeWell-proportioned additional bedroomsOversized island
- 190 days |
- 4,984 |
- 104 |
Zillow last checked: 7 hours ago
Listing updated: February 22, 2026 at 10:07pm
Listing courtesy of:
Susan Maman, ABR 847-881-0200,
@properties Christie's International Real Estate,
Mimi Maman 847-878-4478,
@properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID,MLS#: 12465682
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Rooms
- Room types: Office, Bedroom 5, Bedroom 6, Exercise Room, Eating Area, Recreation Room, Game Room, Foyer, Terrace
Primary bedroom
- Features: Flooring (Carpet), Bathroom (Full, Double Sink, Whirlpool & Sep Shwr)
- Level: Second
- Area: 320 Square Feet
- Dimensions: 16X20
Bedroom 2
- Features: Flooring (Hardwood)
- Level: Second
- Area: 192 Square Feet
- Dimensions: 12X16
Bedroom 3
- Features: Flooring (Hardwood)
- Level: Second
- Area: 204 Square Feet
- Dimensions: 17X12
Bedroom 4
- Features: Flooring (Hardwood)
- Level: Second
- Area: 221 Square Feet
- Dimensions: 13X17
Bedroom 5
- Features: Flooring (Hardwood)
- Level: Second
- Area: 156 Square Feet
- Dimensions: 13X12
Bedroom 6
- Features: Flooring (Carpet)
- Level: Basement
- Area: 196 Square Feet
- Dimensions: 14X14
Dining room
- Features: Flooring (Marble)
- Level: Main
- Area: 247 Square Feet
- Dimensions: 19X13
Eating area
- Features: Flooring (Stone)
- Level: Main
- Area: 160 Square Feet
- Dimensions: 10X16
Exercise room
- Level: Basement
- Area: 648 Square Feet
- Dimensions: 24X27
Family room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 408 Square Feet
- Dimensions: 24X17
Foyer
- Features: Flooring (Marble)
- Level: Main
- Area: 400 Square Feet
- Dimensions: 20X20
Game room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 378 Square Feet
- Dimensions: 18X21
Kitchen
- Features: Kitchen (Eating Area-Table Space, Island, Breakfast Room, Granite Counters), Flooring (Stone)
- Level: Main
- Area: 378 Square Feet
- Dimensions: 21X18
Laundry
- Features: Flooring (Stone)
- Level: Main
- Area: 180 Square Feet
- Dimensions: 9X20
Living room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 425 Square Feet
- Dimensions: 17X25
Office
- Features: Flooring (Hardwood)
- Level: Main
- Area: 675 Square Feet
- Dimensions: 25X27
Office
- Features: Flooring (Carpet)
- Level: Basement
- Area: 182 Square Feet
- Dimensions: 14X13
Recreation room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 442 Square Feet
- Dimensions: 26X17
Other
- Features: Flooring (Stone)
- Level: Main
- Area: 444 Square Feet
- Dimensions: 37X12
Heating
- Natural Gas, Forced Air, Zoned
Cooling
- Central Air
Appliances
- Included: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Range Hood
- Laundry: Main Level, Gas Dryer Hookup, Sink
Features
- Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Workshop
- Flooring: Hardwood
- Windows: Screens, Drapes
- Basement: Finished,Full
- Attic: Unfinished
- Number of fireplaces: 2
- Fireplace features: Gas Log, Gas Starter, Family Room, Living Room
Interior area
- Total structure area: 13,288
- Total interior livable area: 13,000 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Asphalt, Circular Driveway, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Patio, Porch
- Exterior features: Outdoor Grill
- Pool features: In Ground
- Fencing: Fenced
Lot
- Size: 0.95 Acres
- Dimensions: 394x193x275
- Features: Landscaped, Mature Trees
Details
- Parcel number: 05291030410000
- Special conditions: List Broker Must Accompany
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Georgian
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete Perimeter
- Roof: Slate
Condition
- New construction: No
- Year built: 1973
Utilities & green energy
- Sewer: Public Sewer
- Water: Lake Michigan, Public
Community & HOA
HOA
- Has HOA: Yes
- Services included: None
- HOA fee: $2,605 annually
Location
- Region: Winnetka
Financial & listing details
- Price per square foot: $396/sqft
- Tax assessed value: $1,683,750
- Annual tax amount: $29,578
- Date on market: 9/12/2025
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
$8,250/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/17/2026 | Price change | $5,149,000-3.7%$396/sqft |
Source:  MRED as distributed by MLS GRID #12465682 Report a problem | ||
| 9/12/2025 | Listed for sale | $5,349,000+123.8%$411/sqft |
Source: MRED as distributed by MLS GRID #12465682 Report a problem | ||
| 1/25/2002 | Sold | $2,390,000$184/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2023 | $29,578 -2.4% | $168,375 -7.2% |
| 2022 | $30,316 -7.3% | $181,456 +6.4% |
| 2021 | $32,711 +0.8% | $170,580 |
| 2020 | $32,466 -6% | $170,580 -16.2% |
| 2019 | $34,549 -3.8% | $203,601 +0.8% |
| 2018 | $35,915 -3.1% | $201,954 -5.2% |
| 2017 | $37,064 +5.4% | $213,136 |
| 2016 | $35,162 -9.2% | $213,136 +0.5% |
| 2015 | $38,726 +2.1% | $212,156 |
| 2014 | $37,944 +0.8% | $212,156 -4.1% |
| 2013 | $37,650 +4.2% | $221,293 -3.4% |
| 2012 | $36,122 -9.9% | $229,009 -15.4% |
| 2011 | $40,086 +2.8% | $270,657 |
| 2010 | $38,996 +14% | $270,657 +0.4% |
| 2009 | $34,219 +5.6% | $269,664 -5% |
| 2008 | $32,403 -4.4% | $283,856 -11.4% |
| 2007 | $33,878 +20.2% | $320,298 +41.2% |
| 2006 | $28,196 +1% | $226,850 |
| 2005 | $27,913 +2.4% | $226,850 |
| 2004 | $27,267 +39.9% | $226,850 +55.5% |
| 2003 | $19,486 -2.1% | $145,862 |
| 2002 | $19,908 +2.9% | $145,862 |
| 2001 | $19,339 -0.6% | $145,862 +3% |
| 2000 | $19,461 +1.2% | $141,622 |
| 1999 | $19,227 | $141,622 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$35,309/mo
Principal & interest
$26553
Property taxes
$8539
HOA Fees
$217
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Climate risks
Neighborhood: 60093
Nearby schools
GreatSchools rating
- 9/10Avoca West Elementary SchoolGrades: K-5Distance: 1.4 mi
- 8/10Marie Murphy SchoolGrades: PK,6-8Distance: 0.4 mi
- NANew Trier Township H S NorthfieldGrades: 9Distance: 1.1 mi
Schools provided by the listing agent
- High: New Trier Twp H.S. Northfield/Wi
- District: 37
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 60093
- Illinois
- Cook County
- Winnetka
- 60093
- 320 Woodley Rd
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