Experience the best of Amagansett living in this exquisite classic residence, thoughtfully designed for both refined comfort and effortless entertaining. Encompassing approximately 4,700 square feet, this 5-bedroom home by John Hummel & Associates seamlessly blends timeless architecture with modern amenities and elevated finishes throughout. Privately sited down a deep, gated flag lot, the property unfolds into a beautifully landscaped setting of lush gardens, mature trees, and an expansive lawn-creating a rare sense of seclusion and a truly magical outdoor oasis. Inside, a dramatic double-height living and dining room anchored by a wood-burning fireplace is bathed in natural light, offering an airy and inviting atmosphere ideal for both intimate gatherings and larger-scale entertaining. The gourmet kitchen is appointed with top-of-the-line appliances, generous counter space, and effortless flow to the main living areas. Just beyond, a screened porch overlooks the pool, offering a seamless extension of indoor-outdoor living-perfect for morning coffee or evening unwinding in every season. The first floor features a luxurious primary suite, along with an additional en-suite guest bedroom, providing both privacy and convenience. Upstairs, two additional bedrooms and a charming balcony overlook the serene backyard, creating a peaceful retreat for family and guests alike. The finished lower level adds exceptional versatility, featuring a spacious playroom, guest bedroom, laundry room with two sets of washers and dryers, a wine cellar, and cedar closet. Outdoors, the property is designed for resort-style living, complete with a gunite pool and spa, outdoor shower, fully equipped outdoor kitchen, and thoughtfully integrated exterior lighting that transforms the grounds into a warm and inviting evening setting. A detached garage provides additional storage and convenience. Whether as a year-round residence or a summer escape, this Amagansett hidden gem is moments from pristine ocean beaches, farm stands, the village, and iconic Amagansett Square-offering a rare opportunity to own in one of the Hamptons' most coveted enclaves.