35 Windsor Drive, Oak Brook, IL

$1,690,000

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5

Beds

4

Baths

6,119

Square feet

0.91

Acres

About 35 Windsor Drive

Set amid towering trees on a secluded one acre estate, this extraordinary mid century modern residence has been reimagined to perfection, blending iconic architecture with today's most sought after finishes and an exceptional walk out lower level designed for luxurious multi generational living. Walls of glass, floor to ceiling windows, and oversized sliding doors create a seamless connection to the surrounding landscape, filling the home with natural light and showcasing breathtaking views. The main level features four spacious bedrooms, three full bathrooms, elegant formal living and dining rooms, and a dramatic family room highlighted by soaring beamed ceilings, rich oak flooring, and a spectacular full height brick fireplace. Designed for both everyday living and entertaining, the chef's kitchen features a large center island, premium finishes, and direct access to a private deck overlooking the tranquil backyard retreat. A stylish wet bar adjacent to the family room creates the perfect gathering space for family and guests alike. A newly added bedroom suite offers exceptional versatility with its private ensuite bath and walk in closet, making it ideal as a guest retreat, in law arrangement, or luxurious primary suite option. The home's showstopping 2,583 square foot walk out lower level truly sets it apart. Designed to function as a private residence of its own, this expansive space features a full kitchen, spacious bedroom, generous living and entertaining areas, and direct access to the backyard. Whether accommodating extended family, long term guests, multi generational living, or creating the ultimate recreation and entertainment space, the possibilities are endless. Adding to the home's unique appeal is a private well in addition to city water, providing a convenient and cost effective solution for maintaining the beautifully landscaped grounds. Ideally located in the highly desirable York Woods community, just minutes from premier shopping, dining, and entertainment at Oakbrook Center, this exceptional property also benefits from outstanding schools and low property taxes. A rare opportunity to own a beautifully renovated architectural masterpiece offering privacy, flexibility, and timeless design in one of the western suburbs' most coveted locations.

Features of 35 Windsor Drive

MLS® # 12688181
Price $1,690,000
Bedrooms 5
Bathrooms 4.00
Full Baths 4
Square Footage 6,119
Acres 0.91
Year Built 1970
Type Residential
Sub-Type Detached Single
Status Contingent

Community Information

Address 35 Windsor Drive
Area Oak Brook
City Oak Brook
County DuPage
State IL
Zip Code 60523

Amenities

Parking Spaces 3
Parking Concrete, Garage Door Opener, Electric Vehicle Charging Station(s), Yes, Garage Owned, Attached, Garage
# of Garages 3
Is Waterfront No
Has Pool No

Interior

Heating Natural Gas
Cooling Central Air
Fireplace No
Stories Raised Ranch
Has Basement Yes
Basement Finished, Exterior Entry, Rec/Family Area, Sleeping Area, Storage Space, Walk-Up Access, Daylight, Full

Exterior

Exterior Brick, Synthetic Stucco
Exterior Features Balcony
Roof Asphalt

School Information

District 86
Elementary Brook Forest Elementary School
Middle Butler Junior High School
High Hinsdale Central High School

Additional Information

Days on Market 62
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees 150
HOA Fees Freq. Annually

Listing Details

OfficeKeller Williams North Shore West

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Listing information last updated on September 23rd, 2026 at 9:28am CDT.