Waterfront house and guest house with a private dock on Menemsha Pond. This location is in the heart of Menemsha, a waterfront enclave within walking distance of this classic Harbor. Built and cared for over four generations by an Island legacy family, this property is unique among Island estates for its combination of privacy yet convenience, seclusion yet expansive views. The property is only a short walk to the Menemsha harbor, beach, boutique galleries, and fresh seafood restaurants-from the daily catch from local fish markets to the fine dining of the Home Port. To the Southeast, watch Menemsha Pond ebb and flow around sandy islands with 120 degrees of unobstructed view. To the Northwest, elevated rooms look out over the sunset on Menemsha Harbor. A secluded lawn is partially shaded by healthy blue spruce and bordered by an ancient stone wall. The dock traverses the estuary into a private cove opening. The property has a permit to extend the dock access from the property to 64'. This is a significant dock that can accommodate a power boat, sailboat, and multiple kayaks and paddleboards. Docks are no longer permitted on Menemsha Pond, making this an incredible opportunity for a waterfront house and guest house with a dock. This is a secure environment surrounded by water on three sides. The home is well built with quality hardwood floors, doors, and trim. The wood-burning fireplace has custom-built cabinetry and trim. Both the house and guest house are flooded with natural light due to the southern orientation. The property is set up for year-round water through the Menemsha Water Company, and a new 5-bedroom Title-5 compliant septic is installed. Unique remodeling and expansion ideas included in photos have been designed by Sullivan and Associates. The potential here is exciting compared with other waterfront island properties due to the existing height, large attic with views, and a lower walkout level with tremendous natural light, which together allow for valuable future living square footage. You are welcome to continue the legacy of this extraordinary real estate.