This stunning Shelter Island homestead just minutes from Wades Beach has two separate 1 acre parcels and two separate completely renovated homes. The first property has a lovingly and beautifully restored 1840s Farmhouse with 5 bedrooms and 3 baths. Meticulously renovated from the foundation up with painstaking attention to maintaining the architectural integrity of the original home while allowing for modern convenience and comfort. The main floor has a charming living room with a stone fireplace and beamed ceilings, a bedroom that can also serve as a tv room or office, a full bath, granite, stainless, and Carrara marble kitchen with breakfast bar, custom cabinetry, an Aga gas range, smoked-glass fronted Sub Zero refrigerator and KitchenAid dishwasher. The spacious dining room has French doors leading to a lovely flagstone patio and an enclosed screened and glass flagstone porch with heated floors that overlooks the expansive grounds and a heated 16x45 gunite pool with auto safety cover and outdoor shower. The second floor bedrooms and baths fan off of a central hall with a washer and dryer and include the primary ensuite bedroom with bath, frameless glass shower, soaking tub, and double sinks. There are three additional bedrooms, two of which have built-in bunk beds and there is a hall bath. There is exterior lighting and an outdoor stone fireplace with a seating area under a lovely stand of birch trees. This property has a graceful gated drive leading to a 2 car garage and a large parking area for both houses. The second property is reached through a small charming tree lined path giving it great privacy. With a new slab foundation and new roof, plus its own utilities, and septic, it has been very well maintained, independent of the main house while serving as a wonderful guest house with a living room, kitchen, 3 bedrooms, bath, patio, deck, and rolling green lawns. There is room for expansion and a pool.The entire property is hedged, fenced, and landscaped with beautiful mature specimen trees and plantings including a stand of birch trees, copper beech, and lovely evergreens. A gate in the pool fencing closest to Wades Beach, which has an area where small watercraft can be stored, is just a hop, skip and jump to beautiful sunsets, beach strolls, swimming, kayaking, and paddle boarding.