Within a desirable community and through a private gated entrance, a dream retreat on over four bucolic acres awaits. Designed for privacy and entertainment, this exquisite country estate is a perfect multi-generational compound. The colonial-style home spans 6,560 sq. ft. over three levels, featuring an updated kitchen with quartzite countertops that flows into a large family room with high ceilings, a cozy fireplace and French doors leading to a welcoming deck. The adjacent dining room is ideal for gatherings, while the front-to-back living room showcases beautiful millwork. The first floor also includes a cherry wood billiards room/office, a den, and a sunroom. On the second floor, the updated luxurious primary suite features a fireplace, a spa-like bathroom, dual walk-in closets, and a private office with a wrap-around deck. Four additional bedrooms and a finished third floor complete the main residence. Separately, a 2,500 sq. ft. cottage serves as a delightful escape with 2 bedrooms, a full kitchen, a living room with cathedral ceilings and a fieldstone fireplace, an office, and a gym. For the wine and car enthusiast, there are two temperature-controlled wine rooms and space for nine cars. Enjoy outdoor living with expansive patios, a pool with a spa & waterfall, a putting green, and a gazebo. This property is a blend of luxury & comfort, conveniently located near New Canaan's vibrant village & train.