254 Sherwood Farm Road, tucked away at the end of a cul-de-sac in the desirable lower Greenfield Hill section of Fairfield, this stately brick Colonial blends timeless curb appeal with a flexible floor plan and rare amenities. Mature plantings, stone walkways, and professional landscape lighting frame the home with elegance from the moment you arrive. Inside, the first level offers remarkable versatility with an en-suite bedroom featuring a walk-in closet, a dedicated office, a large chef's kitchen with an impressive Wolf and Sub-Zero appliance package, and dining and living rooms that soar with elevated ceiling heights, bringing light and luxury to the main living spaces. Upstairs, the well-proportioned primary suite is a retreat with dual walk-in closets and a spa-like bath. The oversized shower is outfitted as a steam shower-an ideal sauna alternative-while two additional bedrooms share a dual bath. The fully finished lower level serves as a true multi-generational apartment, complete with a full kitchen, laundry, and full bath, opening directly to the backyard stone patio, private yard, and in-ground pool with a built-in waterfall feature-ideal for entertaining or quiet relaxation. Additional highlights include an oversized three-car garage, whole-house generator, advanced air-filtration HVAC system, and a private yet convenient Greenfield Hill location.This combination of style, flexibility, and amenities makes 254 Sherwood Farm Road a rare and exceptional property.