A dream retreat on over four bucolic acres in a desirable community! This exquisite country estate features a spacious 5-bedroom main house plus a charming separate cottage accessible through a private gated entrance. Designed for privacy and entertainment, it's a perfect multi-generational compound, the colonial style home spans 6,560 sf. over three levels, combining classic architecture w/modern chic touches. The updated kitchen with quartzite countertops 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. Upstairs, the luxurious primary suite features a fireplace, spa-like bathroom, dual walk-in closets, and a private office with wrap-around deck. 4 more bedrooms, a finished playroom complete the main residence. The 2,500 sq. ft. cottage is a delightful escape with 2 bedrooms, a full kitchen, & a living room with a fieldstone fireplace, office & gym. For the wine and car enthusiast, two temperature-controlled wine rooms & space for nine cars. Enjoy outdoor living with expansive patios, a pool w/spa & waterfall, a putting green & a gazebo. Modern updates include smart home systems for audio, video, generators & security. A blend of luxury and comfort conveniently located near New Canaan's vibrant village & train.