406 Woodley Woods — Winnetka, IL 60093
Pending
Winnetka, IL 60093

406 Woodley Woods

$2,499,900
6 beds · 6 baths · 5,458 sqft
Listed at $2,499,900 26 days on market $28,254/yr taxes
01About this home

MULTIPLE OFFERS! HIGHEST AND BEST DUE 5PM ON 4/24/26! 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!

02Inside the home
03By the numbers
$2,499,900
List price
5,458
Square feet
6
Bedrooms
4 full / 2 half
Bathrooms
1988
Year built
0.99 ac
Lot size
3
Garage spaces
$28,254
Annual taxes
Traditional
Style
26
Days on market
04Features
Heating
Natural GasForced AirSep Heating Systems - 2+Zoned
Cooling
Central AirZoned
Appliances
Double OvenMicrowaveDishwasherHigh End RefrigeratorWasherDryerDisposalCooktopRange Hood
Parking
AsphaltConcreteGarage Door OpenerGarage OwnedAttachedGarage
Construction
Marble/Granite
Equipment
Central VacuumCeiling Fan(s)Sump PumpMultiple Water HeatersWater Heater-Gas
Sewer
Public Sewer
05Neighborhood
This home EElementary schoolMMiddle school
E Elementary school
Avoca West Elementary School
Winnetka, IL
📍1.0 mi🚗3 min🚶24 min
M Middle school
Marie Murphy School
Winnetka, IL
📍0.1 mi🚗1 min🚶3 min
H High school
New Trier Twp H.S. Northfield/Wi
Winnetka, IL
  • Five Guys 0.4 mi
  • Irving's Red Hots 0.5 mi
  • AO Sushi 0.5 mi
  • Jersey Mike's Subs 0.5 mi
  • Akai Hana 0.5 mi
  • Lou Malnati's Pizzeria 0.5 mi
  • The Fresh Market 0.4 mi
  • BP Shop 0.5 mi
  • Shell 0.7 mi
  • Family Pantry 0.8 mi
  • 7-Eleven 1.5 mi
  • Thornwood Park 0.8 mi
  • West Park 0.8 mi
  • Community Park 0.9 mi
  • Hibbard Park 1.0 mi
  • Northfield Park 1.1 mi
  • Happ Road Park 1.2 mi
  • Dunkin' 0.5 mi
  • Starbucks 0.7 mi
POI data via Mapbox · OpenStreetMap contributors
06History

Every event we have for this address, straight from the MLS.

May 4, 2026
PendingThis listing
$2,499,900
Apr 9, 2026
Listed for saleThis listing
Greystone Realty
$2,499,900
Sourced from MRED. Older events appear here as our history backfill completes.
07Ask Dwello

Real answers about this home — pricing, schools, what to ask, anything.

08See it for yourself

Stand in the kitchen.
See the light at 4pm.

Photos can only do so much. Pick a time — we'll meet you at the door.

Connect with Ewelina, Anna, or Nadeem — real people on our team, no call centers.
09Similar homes
Listed by Greystone Realty · Jason Wagner · 847-997-1639
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12611829
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