In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate offers a rare opportunity in one of Fairfields most coveted locations. Set on more than two acres of beautifully landscaped grounds with distant views of Long Island Sound, the property reflects timeless elegance and a sense of place that is hard to replicate today. Across from a distinguished equestrian and family compound, and abutting the Greenfield Hill Historic District without restrictions, the setting offers both distinction and privacy. Originally built in 1844 and thoughtfully expanded, restored, and renovated over the last 25 years, the residence blends irreplaceable old-world craftsmanship with modern comfort. High ceilings, wide-plank floors, intricate moldings, arched entries, and abundant natural light create a refined yet inviting atmosphere. Special features include a cherry library, formal dining room, family and living rooms anchored by two brick chimneys and five fireplaces, an expansive kitchen, and elegant entertaining spaces. Adding to its uniqueness is a recently rebuilt carriage house with two bedrooms, 1.5 baths, kitchenette, family room, and art studio-ideal as a guest suite, in-law, pool house, or office. Outdoors, enjoy a romantic keyhole-shaped gunite pool framed by stone walls and lush gardens. A heated three-car cedar-lined garage complete this exceptional offering where sophistication and character converge in premier Greenfield Hill.