Keller Williams ONEChicago - DeJohn Allen
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Listing Courtesy Of: @properties Christie's International Real Estate, Jena Radnay
Local Realty Services Provided By: Keller Williams Realty Partners
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$4,499,900
5 Woodley Road, Winnetka, IL 60093
8 Beds
7 Baths
7,168 sq ft
1.46 ac
$4,499,900

5 Woodley Road, Winnetka, IL 60093

Estimation provided by Keller Williams Realty Inc.
8 Beds
7 Baths
7,168 sq ft
1.46 ac
Active
For Sale
Virtual Tour

Property Description

An eternal architectural beauty set on prestigious Woodley Road, this stately, white-painted brick Colonial accented with black shutters never goes out of style. Nestled on over 1.4 acres of meticulously manicured grounds by Midwest Arbor, these 8 beds, 5.2-bath home seamlessly blends grand entertaining with casual living through a quintessential floor plan designed for modern life. 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 and 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 of to the bluestone patio & new tasteful in-ground spa. Thoughtfully designed mudroom with custom cabinetry connects to the heated three-car heated 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. New 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. This classic all-American compound blends timeless sophistication with modern comfort-ready to be cherished for generations to come.

Property Details

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Overview
Property Type
Residential
Property Size
7,168 sq ft
Year Built
1938
Days on Site
24 Days
HVAC
Natural Gas, Central Air
Parking
8 Parking Spaces
DeJohn Allen at Keller Williams ONEChicago
Keller Williams ONEChicago

Activity History

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Price & Tax History

Date
Event
Price
02/28/2025
Listed
$4,499,900
(+80%)
06/12/2000
Sold
$2,500,000
Year
Property Tax
Assessed Value
Assessed Value is a combination of the land and additions.
2022
$33,546
(-34.2%)
$193,977
Land 96,977 + Additions 97,000
2021
$50,985
(+2.52%)
$256,531
Land 107,893 + Additions 148,638
2020
$49,730
(+2.21%)
$256,531
Land 107,893 + Additions 148,638
2019
$48,656
(-4.76%)
$281,903
Land 107,893 + Additions 174,010
2018
$51,088
(+2.39%)
$282,389
Land 88,853 + Additions 193,536
2017
$49,897
(+1.21%)
$282,389
Land 88,853 + Additions 193,536
2016
$49,301
$295,341
Land 88,853 + Additions 206,488
The Property History data displayed is obtained from public records and/or MLS feeds from the local jurisdiction in which the applicable property is located. As kw.com cannot guarantee that all public records and MLS data is accurate and error-free, it is important that you contact your agent directly in order to obtain the most up-to-date information available.

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DeJohn Allen at Keller Williams ONEChicago
Keller Williams ONEChicago

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