Introducing a truly exceptional waterfront estate nestled along the prestigious coast of Laurel Hollow, NY. Approached via a tree-lined driveway and set on 4.2 professionally landscaped acres, this Hamptons-style shingle and stone Colonial offers sweeping views of the glistening harbor from nearly every room and outdoor space. One of the home’s most distinctive features is its private mechanical tram - one of the only ones in the area - providing effortless access to a stunning Dock House with a kitchenette, just steps from your own sandy beach and deep-water dock. Originally constructed in 2005 and thoughtfully redesigned, this North Shore masterpiece features intricate hardwood floors, oversized windows, and a dramatic double-height entryway that sets the tone for the luxury within. Spanning three levels and serviced by a private elevator, the home offers 4 spacious bedrooms and 5.5 designer bathrooms. The open-concept layout is anchored by a striking bespoke bar with an illuminated countertop, alongside a gourmet center island kitchen equipped with chef-grade appliances and a walk-in pantry. Two impressive floor-to-ceiling fireplaces frame the dining and living areas, which seamlessly extend to a full-length teak deck overlooking the meticulously landscaped grounds and tranquil shoreline. There is also a wet bar / built-in coffee station and a cozy den that provides a warm and inviting extension of the main living space. The Owner’s Wing is a luxurious retreat, accessed through double doors and featuring multiple walk-in closets, a spa-inspired ensuite bathroom, a fireplace, and French doors that open onto the second-story deck. Each additional bedroom includes its own ensuite bathroom. The first floor also offers a second den/flex space adjacent to a wet bar with a wine refrigerator, which leads directly to the outdoor entertaining area. Additional amenities include a 3-car attached garage with a car lift, a large laundry room with a convenient chute, and a finished lower level complete with a lounge space and a matted gym. Outdoor living is equally impressive, featuring an oversized covered bluestone patio, a heated in-ground pool, and an outdoor shower. This is a rare opportunity to own a one-of-a-kind coastal sanctuary that seamlessly blends luxury, privacy, and natural beauty in one of Long Island’s most coveted waterfront enclaves.