Discover the enduring charm of this distinguished 1937 Country Colonial, offering over 4,000 square feet of dramatic, sun-filled living space. Majestically sited on over one beautifully landscaped acre, this home features level play areas and exceptional outdoor entertainment spaces, seamlessly blending classic elegance with modern updates. The impressive Great Room captivates with its vaulted ceiling, striking stone fireplace, and French doors that open to a private deck, creating a perfect retreat. A formal Dining Room sets the stage for elegant gatherings, while the renovated Kitchen flows effortlessly into the inviting Family Room, complete with a cozy fireplace. Designed for today's lifestyle, a spacious Office provides a comfortable work-from-home space. Upstairs, the Primary Suite features a wood-burning stove, dressing area, walk-in closet, and a full bath. Two additional Bedrooms and a Hall Bath complete this level. The Lower Level Recreation Room offers versatile space for play, fitness, or media. Outdoor living is exceptional, featuring outdoor lighting, a tiered bluestone terrace with a built-in Viking barbecue, and a fenced sport court with a basketball hoop, perfect for year-round enjoyment. Surrounded by mature trees, specimen plantings, and charming stone walls, this home offers a private and picturesque setting while being just moments from Chappaqua's vibrant town center, train station, major highways, and top-rated schools. Recent updates include: new above-ground oil tank, newer roof, freshly painted interior & exterior. A rare opportunity to own a piece of Chappaqua history--this exceptional home is not to be missed!