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312 Woodley Road, Winnetka, IL – $3,999,900

  • 5 Beds
  • 10 Baths
  • 6,969 Sqft
  • 1.11 Acres
  • 5 Beds
  • 10 Baths
  • 6,969 Sqft
  • 1.11 Acres

312 Woodley Road

Welcome to Club 312 Woodley with the most luxurious pool on the North Shore with dual custom cabana houses that takes you straight to a Floridan boutique hotel. Luxury living at it's finest with this custom Paul Konstant home situated on over an acre of lush grounds with a pool & tiered entertaining patios that makes this house the Four Seasons Resort of Winnetka. Pull into the heated circular drive and enter this magnificent 6 bed, 7.3 bath masterpiece where casual elegance flows throughout. Gracious reception foyer vestibule anchors this perfect circular floorplan with formal living and dining rooms with custom built-ins and soaring ceilings. Continue through to the huge Chef's kitchen with top-of-the-line Chef's appliances, walk-in pantry, and separate breakfast area. Black granite c-tops contrast with the light cabinetry and rustic stone flooring that continues on into the 2-story family room w/ fireplace and French doors out to the dining patio. Also off the kitchen is the amazing screened in porched with heaters & outdoor TV overlooking the backyard paradise. Prepare to be mesmerized when you step out onto the expansive tri-level granite patio complete with a fully equipped with 20x50 pool and spa accented with waterfall features, cabanas, fireplace, and outdoor kitchen. Beautifully appointed custom built cabanas outfitted with his & hers bathrooms w/ heated floors & automatic sensor dual sinks. All complete with a laundry room, beverage fridge, and pool toy storage! Right off a postcard from a luxury 5 star hotel... there is no way to describe without seeing this over the top incredible outdoor oasis! Back inside, the first level is finished off with a private office, 1st floor guest suite, oversized mudroom with laundry room, "command center", and access to 3 car attached garage with dog wash. 2nd LL with 4 bedroom suites and play loft/homework area with built-ins desks. Luxurious sunlight master suite with fireplace amazing balcony overlooking grounds, walk-in closet with extra cedar closet and spa bath with soaking tub, shower, & dual vanities complemented w/ beautiful mosaic tiles. Fully loaded lower level with state of the art wine room w/cellar, game room, home theater, full kitchenette and bar, 6th bedroom, and exercise room. Attached 3 car garage with manicured grounds surround the perimeter of this house with stone walkways, fountains and pebble paths. No expense was spared with the transformation of the entertainment backyard. A true "retreat" home with everything you could ever want without ever having to leave home. Note that the taxes reflect a previously combined tax bill with another one acre parcel that has now been separated--they will come down to under $50k.

Essential Information

  • MLS® #11028925
  • Price$3,999,900
  • Taxes$87,557
  • Bedrooms5
  • Bathrooms10.00
  • Full Baths7
  • Half Baths3
  • Square Footage6,969
  • Acres1.11
  • Year Built2005
  • TypeResidential
  • Sub-TypeDetached Single
  • StatusContingent

Community Information

  • Address312 Woodley Road
  • AreaWinnetka
  • CityWinnetka
  • CountyCook
  • StateIL
  • Zip Code60093


  • Parking Spaces5
  • # of Garages3
  • Has PoolYes


Garage Door Opener(s),7 Foot or more high garage door


  • CoolingCentral Air,Zoned
  • Has BasementYes
  • BasementFull
  • FireplaceYes
  • # of Fireplaces4
  • FireplacesGas Starter
  • Stories2 Stories

Interior Features

Bar-Dry,Bar-Wet,Hardwood Floors,1st Floor Bedroom,1st Floor Laundry,2nd Floor Laundry,1st Floor Full Bath,Built-in Features,Walk-In Closet(s)


Double Oven,Range,Microwave,Dishwasher,High End Refrigerator,Bar Fridge,Freezer,Washer,Dryer,Disposal,Range Hood


Natural Gas,Forced Air,Radiant,Zoned


  • ExteriorStone
  • Lot DescriptionLandscaped
  • RoofSlate
  • FoundationConcrete Perimeter

Exterior Features

Balcony,Patio,Hot Tub,Porch Screened,Pool In-Ground,Outdoor Grill,Fire Pit

School Information

  • District203
  • ElementaryAvoca West Elementary School
  • MiddleMarie Murphy School


New Trier Twp H.S. Northfield/Wi

Additional Information

  • Days on Market30

Listing Details

  • Office@properties
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Price Change History for 312 Woodley Road, Winnetka, IL (MLS® #11028925)

Date Details Change
Status Changed from New to Contingent


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Listing information last updated on April 20th, 2021 at 3:02pm CDT.