Welcome to 146 Tuthill Point Road, a secluded 2.13-acre waterfront estate tucked away in one of the South Shore’s most desirable locations. Privately accessed by a shared right-of-way, this hidden gem unfolds into a truly one-of-a-kind property designed for comfort, privacy, and lifestyle. As you arrive, you're greeted by a long private driveway that winds past a tennis court and an oversized 3-bay shed—perfect for storage, hobbies, or future expansion. Continue on to discover your sprawling front yard and the newly built (2023) custom gunite pool, complete with paver patio and a stylish cabana featuring a covered dining area and potential outdoor shower and changing room. Adjacent to the pool is a sun-drenched workshop with electric and abundant windows, offering the perfect space for an artist’s studio, private office, gym, or pool house conversion. A detached 2-car garage ensures plenty of space for vehicles and equipment, while a roundabout driveway brings you directly to the front of the home. The residence itself is a sprawling U-shaped ranch with a charming central courtyard. Inside, a flexible layout offers both functionality and flow. A private office with a half bath could easily serve as an additional bedroom. Two oversized bedrooms each feature generous walk-in closets and share a large duel entry style bathroom with double sinks—ideal for customization into two private ensuites. The heart of the home is the open-concept kitchen, dining, and living room—all positioned to maximize the spectacular water views through a wall of windows. The living room is anchored by a cozy fireplace and leads directly to a multi-level deck—perfect for outdoor entertaining and taking in the serene scenery. The primary suite is a true retreat, featuring a cedar closet and spa-like bathroom with a soaking tub and separate shower. Additional highlights include a spacious laundry and storage room with an attached half bath, and a large library that can easily be transformed into a media room, additional bedroom, or home office. The magic continues outside, where the backyard offers an ultra-rare amenity: a private boathouse, your own sandy beach, and sweeping bay views that stretch across the sandbars to Dune Road and Fire Island. A private bulkhead spans over 200 feet and is equipped with piles for a floating dock, creating the ultimate boating and waterfront lifestyle. Just minutes by boat to Moriches Inlet and ocean access, yet perfectly situated to avoid Hamptons traffic. Don’t miss this once-in-a-generation opportunity to own a private waterfront retreat with unparalleled character, potential, and beauty.