474 Brookside Road

474 Brookside Road is a rare, turnkey Connecticut estate-an elegant 1938 home set on 2.75 private acres, transformed through thoughtful, high-end updates into a luxury retreat. Classic architectural character meets modern scale, light, and lifestyle. Inside, the home is defined by warmth and sophistication with a sense of history and comfort. Sunlight moves from room to room across perfectly proportioned spaces, designer finishes, and timeless millwork. The updated kitchen opens to an inviting family room-an everyday gathering space. The living room transitions from the family room with French doors that spill out to the terraces-one with a corner firepit. The serene primary suite offers a newly finished spa bath, radiant light, and tree-top views. The entertainment "barn" provides an architectural art form of custom cut stone floor with radiant heat, peaked ceilings, barn doors, and wide-plank floors. The upstairs offers a gym, office space and bedroom--ideal for modern living. In summer, the property becomes a private resort. The heated pool, custom, sculptural stonework, multiple terraces, curated gardens, and magazine-worthy outdoor fireplace create seamless spaces for lounging, dining, and entertaining. The fully finished pool house-complete with a dramatic vaulted great room, exposed beams, floor-to-ceiling windows, stone floors, and its own fireplace-is an exceptional second living space for gatherings, office use, or a wellness studio. With 7,000+sqft of total finished space and a modern pool house, extraordinary privacy and mature landscaping, 474 Brookside stands apart as a truly turnkey compound. A classic Connecticut setting elevated by modern luxury. Centrally located to the center of New Canaan and Darien and just an hour from New York City. A rare offering at this scale, quality, and privacy. The perfect summer retreat!