Welcome to this charming two-bed, one-bath home on the fringe of Greenport Village. Sitting on an expansive and rare .27-acre lot, this home is just minutes from renowned restaurants, shops, vineyards, and bay beaches. The property is a stone's throw to the LI Sound & Great Peconic Bay, making it a desirable location for both seasonal and year-round living. This colonial-style home offers a picturesque covered front porch that enters into the open-style living room, separate dining room, kitchen, and breakfast area located along the Southern wall where the perfect amount of morning sun shines through the window. Additionally, a separate work-from-home space can transform into a mudroom area that rounds out the main level. The upper level features two spacious bedrooms as well as a full bath. Spanning a generous size, this backyard presents a canvas for your dreams to unfold. Out back, enjoy a patio for lounging and an oversized detached two-car garage. This property offers an unfinished basement with utilities, a washer and dryer hookup, and ample room for storage. This property is ideally situated near the North Ferry terminal to Shelter Island while outside the traffic route used to access it. An excellent investment for rental income, year-round living, or vacation escape.