Step into luxury and experience waterfront living in the prestigious O'conee Association of Bay Shore. This stunning 1924 Colonial offers unmatched grandeur and elegance, set on an oversized lot with an additional parcel featuring five privately deeded boat slips with Navy Bulkhead. Perfectly positioned at the head of the canal with stunning water views. This home is truly a unique offering. Greeted by the grand entry foyer with graceful staircase you are captivated by the oversized formal living room with an opulent gas fireplace. Adjoining is the richly paneled library with built-ins and a cozy wood burning fireplace that leads into the sunroom with elegant slate flooring, brimming with sunlight and offering both garden and water views.The formal dining room, which adjoins the kitchen, is generously oversized to accommodate a large table and is perfect for entertaining guests. Featuring hand-hewn carved ceiling beams and a large wall of windows that offer stunning views of the pool, patio, and gardens, this dining room is the perfect setting for luxurious entertaining. The spacious kitchen, ideal for culinary connoisseurs, boasts plentiful storage and a large picture window with breathtaking water views, making meal preparation a delight. Equipped with stainless steel appliances, this spacious eat-in kitchen features a charming dining area with large windows overlooking the patio and pool, perfect for enjoying a morning coffee or a cozy dinner with close friends. The adjoining pantry room, featuring extra storage and a convenient side entrance as well as a perfectly placed powder room provides both practicality and comfort for effortless living. The expansive great room with exquisite Mexican tile flooring is the perfect spot for entertaining. Boasting sliders to both a private front yard patio and a second set that accesses the backyard patio and pool, hosting guests is a breeze. The handmade bar and ceiling beams, meticulously crafted from wood salvaged from the original Jones Beach Boardwalk, infuse the space with a rich and elegant historic charm. On the second floor, the large primary suite awaits you featuring an ensuite full bath and large bedroom. Additionally, two more large bedrooms are situated on this floor, along with a generously sized full bath that includes both a shower, tub and a skylight that creates a cozy, spa-like ambiance. A third bedroom offers breathtaking, panoramic views of the canal, complemented by a skylight that enhances the room with a serene and rejuvenating atmosphere. This residence is offered with an unprecedented additional parcel of land fitted with Navy Bulkhead 5 privately deeded docking spaces. Located within the O'Conee Association amenities such as 2 private marinas, private beach, the "Duck Pond" Lake (great for winter skating & hockey!), private security and private garbage with "backdoor service" are further luxury lifestyle offerings of the home. Additional features also include a large pull-down attic, detached two-car garage, crushed bluestone and Belgian block lined driveway, in-ground vinyl pool, stunning patio surrounded by lush landscaping and specimen gardens for perfect privacy, hardwood flooring, handcrafted architectural elements, two fireplaces, skylights, gas heat, central air on upper level and sewers - all adding to the home's timeless elegance and modern upgrades. This home is a rare waterfront find, offering a perfect blend of luxury, history, and modern amenities. Don't miss the chance to own this exceptional South Shore waterfront estate.