Recently Listed Open House 4/11 11am - 2pm
406 Woodley Woods
Winnetka, IL, 60093 $ 2,499,900
Bedrooms6 Baths4.2 Sq 5,458 Monthly Estimate*
$ 15,392
for $2,499,900 with 6 bedrooms and 4 full baths, 2 half baths. This 5,458 square foot home was built in 1988 on a lot size of 0.987.
Set at the end of a quiet, private cul-de-sac on a rare acre lot, this custom-built Georgia marble home with an inground pool showcases timeless elegance and exceptional craftsmanship in the Woodley neighborhood of Winnetka. A gracious foyer with stained glass double entry doors, marble tile floors, fresh paint, and a sparkling crystal chandelier, greets you to six bedrooms, four full baths, two half baths and over 5,400 square feet of refined living and sophistication. The eat in chef's kitchen features beautiful quartzite countertops with breakfast bar seating, stacked upper cabinets, walk in pantry, and premium appliances, including a Sub-Zero refrigerator, Thermador double oven, Bertazzoni cooktop with hood, and a Bosch dishwasher. The grand family room offers oak hardwood floors, soaring 15-foot vaulted ceilings with skylights, a striking stone wood-burning fireplace, and a wet bar, all overlooking the newer expansive Trex deck that wraps around the concrete inground pool. A west-facing four-season room is filled with natural light and provides views of the stone paver patio-ideal for summer bonfires. The main level offers an executive office with rich wood paneling, decorative sconces, and a built-in bookcase. Additional highlights include a comfortable living room with second gas-start fireplace and floor to ceiling Pella casement windows, a formal dining room, half bath, a first-floor guest suite with a newly renovated ensuite bath, and a well-organized laundry room with cubbies, wash sink, and folding area. Upstairs, you'll find five spacious bedrooms with brand-new carpet and solid-core doors, along with two full baths. The expansive primary suite features dual walk-in closets, individual vanities, a soaking tub, water closet, and an oversized steam shower. The finished basement adds approximately 2,300 square feet of recreation space, complete with built-in surround sound, a full kitchenette, bookshelves, ample storage, and a half bath. The home offers dual-zoned HVAC, a sump pump with battery backup, central vacuum system, a three-car garage equipped with a 220V outlet for electric vehicle charging, a newer asphalt driveway with stamped concrete front steps, freshly painted exterior, landscape lighting, outdoor speakers, and a partially fenced generous yard for backyard activities. Ideally located on the North Shore with easy highway access, this home is served by the highly sought-after New Trier High School and is within walking distance to award winning Marie Murphy Middle School. A true hidden gem of Winnetka!
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Open House
4/11/2026 11:00 AM - 2:00 PM
4/12/2026 11:00 AM - 2:00 PM
406 Woodley Woods Winnetka, IL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralLiving Area 5458
Sewer Public Sewer
Heating Natural Gas Forced Air Sep Heating Systems - 2+ Zoned
Cooling Central Air Zoned
Possession Closing
Roof Shake
Appliances Double Oven Microwave Dishwasher High End Refrigerator Washer Dryer Disposal Cooktop Range Hood
HOA Fee 2738
Garage Spaces 3
Association Fee Includes Exterior Maintenance Snow Removal Other
Architectural Style Traditional
Construction Materials Marble/Granite
Year Built 1988
Electric Circuit Breakers 200+ Amp Service
Township New Trier
Tax Year 2024
Ownership Fee Simple
Assoc Fee Paid Per Annually
County Cook
New Construction N
Property Type Residential Detached Single
Total Rooms 16
Full Baths 4
Status New
Directions Illinois Road north of Lake to Woodley Woods north to property.
High School New Trier Twp H.S. Northfield/Wi
City Winnetka
High School District 203
MLS Area Winnetka
Elementary School Avoca West Elementary School
Tax Annual Amount 28254
Middle/Junior High School Marie Murphy School
Virtual Tour https://my.matterport.com/show/?m=DDT75rV5yZc
Standard Status Active
Middle/Junior School District 37
Elementary School District 37
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InteriorInterior Amenities Vaulted Ceiling(s) Wet Bar 1st Floor Bedroom 1st Floor Full Bath Built-in Features Walk-In Closet(s) Bookcases Open Floorplan Special Millwork Separate Dining Room Quartz Counters
Basement Finished 8 ft + pour Rec/Family Area Storage Space Full
Flooring Hardwood Carpet
Total Fireplaces 2
Fireplace Features Wood Burning Gas Log Gas Starter
Half Baths 2
Laundry Features Main Level Gas Dryer Hookup Sink
Total Bedrooms 6
Below Grade Finished Area 2364
Room Type Bedroom 5 Bedroom 6 Office Heated Sun Room Eating Area Foyer Recreation Room Kitchen Exercise Room Storage
Total Baths 6
Bedrooms Possible 6
Bathroom Separate Shower Steam Shower Double Sink Soaking Tub
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ExteriorExterior Amenities Lighting
Parking Features Asphalt Concrete Garage Door Opener Yes Garage Owned Attached Garage
Lot Features Cul-De-Sac
Water Source Lake Michigan Public
Total Parking 3
Foundation Details Concrete Perimeter
Lot Dimensions 42994
Lot Size Acres 0.987
Waterfront Y/N N
Other Equipment Central Vacuum Ceiling Fan(s) Sump Pump Multiple Water Heaters Water Heater-Gas
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* Excluded FeaturesList Byjwagner@greystonerealtychicago.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $15,392
- Monthly Property Taxes
- $2,355
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Winnetka, IL
Average List Price $2,453,322
Percent of Sale Price 2%
About Winnetka, IL 12,298 Population
-2% Since 2002
$ 182,976 Median Income
45.24 Median Age
46% Households with Children
Trends Information provided by ATTOM Data Solutions.
565834 Elementary School
567821 Middle School
New Trier Twp H.S. Northfield/Wi High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/9/2026 | $2,499,900 | | Listed Price |