Welcome to 1101 Oak Street - a beautifully updated home in the heart of the tree streets of Winnetka, offering the perfect blend of comfort, functionality, and fun. With 4 bedrooms, 2.1 baths, and an attached 2-car garage, this home is designed for easy everyday living and effortless entertaining. Step into a light-filled living room with gorgeous hardwood floors, seamlessly flowing into a spacious dining area ideal for gatherings. The fantastic cook's kitchen stands out with stainless steel appliances, a large island, and plenty of prep space-opening to a bright and airy family room with incredible views and sliding doors leading to your backyard retreat. The first floor also features a generous mudroom and laundry room with a built-in dog wash, powder room, and access to the garage featuring epoxy floors and an EV charger. Upstairs, the large primary suite includes a walk-in closet, built-in wardrobe, and en-suite bath. Three additional bedrooms and an updated full bathroom complete the second floor. The finished lower level offers versatile space for a rec room, playroom, or home gym, along with abundant storage. Outside, enjoy your private backyard oasis with a heated in-ground pool, spacious yard, and lush landscaping-perfect for summer relaxation and entertaining. Ideally located just blocks from Crow Island Elementary, Washburne School, Skokie School, downtown Winnetka, and everything the North Shore offers, 1101 Oak is the place to call home!