Homes for sale - 5 Woodley RD, Winnetka, IL 60093

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Legacy Property Management

propertymanagement@legacypropertiesil.com +1(224) 999-9200

$ 3,999,900

Est. payment | -/mo

8 Beds

6 Baths

7,168 SqFt

Save

$ 3,999,900

Est. payment | -/mo

Save

8 Beds

6 Baths

7,168 SqFt

Key Details

Property Type Single Family Home

Sub Type Detached Single

Listing Status Active

Purchase Type For Sale

Square Footage 7,168 sqft

Price per Sqft $558

Subdivision Woodley Road

MLS Listing ID 12452300

Style Colonial

Bedrooms 8

Full Baths 5

Half Baths 2

Year Built 1938

Annual Tax Amount $35,327

Tax Year 2023

Lot Size 1.457 Acres

Lot Dimensions 237.5 X 64

Property Sub-Type Detached Single

Property Description

Reminiscent of the timeless white painted Colonial retreats off the East Coast of Hyannis Port, this Winnetka estate set on 1.4 acres of gracious grounds captures that same coastal charm right here in the North Shore. Set on premier Woodley Road with a beautiful natural canopy of mature trees, this 8 beds, 5.2-bath home seamlessly blends grand entertaining with casual living through a quintessential floor plan designed for modern day living. Elegance unfolds the moment you step into the grand reception foyer crowned by a cascading wrought-iron staircase serving as the gateway to the home's formal spaces. Sunlit living room, anchored by a stately FP and framed by floor-to-ceiling windows, flows effortlessly into a dreamy sunroom wrapped in grasscloth wallpaper-offering serene views of the lush backyard. Tucked off the solarium a richly paneled library with FP creating the ultimate private retreat. Elegant dining room with French doors opening to the expansive terraces sets the stage for seamless indoor-outdoor entertaining. At the heart of the home is the expansive Chef's kitchen, designed for both culinary excellence & effortless hosting. Chefs' kitchen with great space, custom cabinetry, island with breakfast bar seating, desk command center, top of the line appliances, separate breakfast area, and fully loaded butler's pantry with wine fridge, sink, and custom cabinetry. Off the kitchen, Ralph Lauren-inspired family room w/ warm chestnut paneling, FP, bay window, and French doors opening to the bluestone patio & new tasteful in-ground spa. Thoughtfully designed mudroom with custom cabinetry connects to the heated 3 car garage, perfectly positioned as a discreet backdoor drop zone. Gracious 2nd floor is anchored by the private primary suite wing-offering a serene sanctuary with a spacious bedroom, sitting room with FP, and currently set up as his-and-her baths with an additional den (or bedroom). 3 additional ensuite bedrooms on this level, one tucked away on the north wing with a light-filled art studio. Fully equipped 2nd floor laundry also on this level. Third floor with soaring ceilings, large rec space, and three oversized bedrooms with a full bath offer endless possibilities. The lower level provides even more versatility, with a spacious rec room/gym, custom wine cellar, and ample storage. From inside to out, 5 Woodley is an all American classic that always continues to only get better with time. This is a phenomenal opportunity to take this graceful & solidly built home to a new level of 2025 luxury.

Location

State IL

County Cook

Area Winnetka

Rooms

Basement Finished, Partial

Interior

Interior Features Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, High Ceilings, Special Millwork

Heating Natural Gas

Cooling Central Air

Flooring Hardwood, Carpet

Fireplaces Number 5

Fireplaces Type Wood Burning

Equipment Security System, Sump Pump, Security Cameras

Fireplace Y

Appliance Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Stainless Steel Appliance(s), Wine Refrigerator

Laundry Upper Level, Sink

Exterior

Exterior Feature Hot Tub

Garage Spaces 3.0

Community Features Curbs, Street Paved

Roof Type Slate

Building

Lot Description Landscaped, Mature Trees

Dwelling Type Detached Single

Building Description Brick, No

Sewer Public Sewer

Water Lake Michigan

Level or Stories 3 Stories

Structure Type Brick

New Construction false

Schools

Elementary Schools Avoca West Elementary School

Middle Schools Marie Murphy School

High Schools New Trier Twp H.S. Northfield/Wi

School District 37 , 37, 203

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition None

Listed by Jena Radnay • @properties Christie's International Real Estate

"My job is to find and attract mastery-based agents to the office, protect the culture, and make sure everyone is happy! "

+1(224) 999-9200

propertymanagement@legacypropertiesil.com

1350 Remington Rd, Suite B, Schaumburg, IL, Other

5 Woodley RD Winnetka, IL 60093