275 White Oak Lane First Time on the Market - Coveted White Oak Lane Tucked away on a private 1/2 acre lot on one of Winnetka's most desirable private streets walkable to downtown Winnetka, train, schools, and Lake Michigan, this striking contemporary offers refined living in one of the North Shore's premier locations. For the retro enthusiast ...Designed by architect Bruce Johnson for the current owner, the home is a masterful expression of modern elegance, where innovative materials and meticulous craftsmanship create a seamless blend of form and function across 3, 596 square feet.The sun-filled, open-concept main level with panoramic views and soaring vaulted ceilings is ideal for both relaxed family living and sophisticated entertaining. A cozy stylized "lounge" with Fireplace has open sight lines to 5 floor to ceiling windows with views of the spectacular grounds. The bright kitchen features an island, breakfast bar, stainless appliances, and opens to the dining and living spaces. The sought-after first-floor primary suite includes dual baths, spacious closets, and private views of the lush landscaped yard. A first-floor office (could be part of the primary suite, complete with sliding doors to the patio, could serve as a fourth bedroom with a full bath conveniently located across the hall. Upstairs, two private wings includes ensuite bedrooms with vaulted ceilings each open to private patios, with study/play rooms or storage attached. A special second-floor "crib"/playroom with fireplace open to the first floor living and views provides a perfect retreat. The expansive lower level (additional 1654 sq ft) impresses with a full second kitchen, media room, billiards room, and versatile recreation spaces for all ages-including room for a second office and/or gym. Additional highlights include a 2-car attached garage, updated mechanicals (HVAC 2025), security system, in-ground sprinkler system, gas grill hookup, beautifully landscaped private outdoor areas, central vacuum system and abundant basement storage. Recent upgrades include a new cedar roof (2024) and new driveway. Lovingly and meticulously maintained by its original owners, this exceptional home (vintage 1978) contemporary design offers modern amenities, and an unbeatable location-walking distance to schools, parks, town and train.