Nestled in the picturesque Upper Grassy Hill community of Woodbury, CT, this stunning Colonial residence at 557 Upper Grassy Hill Road offers a harmonious blend of timeless elegance and modern comfort. Boasting 3784 square feet of thoughtfully designed living space, this home welcomes you with a grand two-story foyer adorned with gleaming marble floors. The main level features a formal living and dining room, a private home office, and a sun-drenched kitchen equipped with granite countertops, stainless steel appliances, and a skylight. Flowing seamlessly from the kitchen is the spacious family room with a vaulted ceiling and a cozy pellet stove, leading out to an expansive deck offering privacy and distant views, creating your own outdoor sanctuary. Upstairs, discover three generous bedrooms, including a luxurious primary suite with hardwood floors, trey ceiling, dual walk-in closets, and a beautifully remodeled spa bath. A dressing room/sitting room adds a touch of serenity to this retreat. The fully finished walk-out lower level is an exceptional in-law or au pair suite, featuring hardwood floors, a kitchen area with granite counters, a bedroom with built-ins and a Murphy bed, a spa-like marble bath with a steam shower, and a spacious great room with built-in seating. French doors open to a stunning bluestone patio with a plunge pool/spa, perfect for relaxation or entertainment. Additional highlights include surround sound, a Belgium block-lined driveway, stone walls, irrigation system, and a generator, ensuring convenience and luxury at every turn. Located just 90 minutes from NYC, this home is part of the self-managed Cardinal Hill HOA ($100/year) and backs up to designated open space for added privacy and tranquility. This property transcends beyond a mere residence; it offers a lifestyle of comfort, sophistication, and relaxation. Please note the interior and exterior security cameras for 24/7 monitoring. Welcome to Upper Grassy Hill Living