Tucked within the coveted Fleets Neck community, this charming Cape Cod–style home offers a seamless blend of indoor comfort and effortless outdoor living, all set in the heart of the North Fork's celebrated farm and wine country. Perfectly positioned just moments from local vineyards, farmstands, and bay beaches, the location alone captures the essence of the North Fork lifestyle. Designed with entertaining in mind, the home features an updated, open-concept layout anchored by a striking stack stone wood-burning fireplace in the great room—an inviting space for gathering year-round. Just beyond, a formal dining room with soaring ceilings overlooks the backyard, where the true highlight of the property unfolds. Step outside to a private, resort-like setting centered around the in-ground pool, surrounded by an expansive patio and dedicated outdoor grilling area—ideal for summer afternoons that stretch into evening dinners under the open sky. Whether hosting large gatherings or enjoying quiet weekends at home, the outdoor living experience here is both functional and beautifully integrated. The main level offers two generously sized bedrooms and an updated full bathroom, while the second floor features two additional guest bedrooms and another updated full bath, providing comfortable accommodations for all. As part of the Fleets Neck Association, residents enjoy exclusive access to a private beach overlooking Cutchogue Harbor, with sweeping views toward Robins Island and Nassau Point—an idyllic extension of this already exceptional setting.