Welcome home to 14 Winfield Circle, where effortless ranch-style living meets an extraordinary outdoor resort lifestyle. Nestled on a quiet, low-traffic circle, this home sits on a massive .76 acre lot-providing a private paradise that is hard to find on the North Shore. The main floor features a highly desirable layout with 3 spacious bedrooms, offering convenient, stairs-free daily living and beautiful views of the property. The living space expands dramatically in the finished lower level, which serves as its own private wing. Downstairs, you'll find a massive great room perfect for movie nights, a dedicated private office for the remote professional, and a 4th bedroom that is ideal for guests or teens. Step outside into your ultimate summer sanctuary. The unique, wide profile of the nearly 40,000 sq. ft. lot easily accommodates a spectacular in-ground pool with plenty of remaining green space for pets, play, and sophisticated outdoor entertaining. Complete with top-rated school and easy village access, this property delivers the perfect blend of space, safety, and luxury.