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 and seclusion yet expansive views. 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. To the south, the dock traverses the estuary into a private cove opening up to the main pond and the ocean. A secure environment surrounded by water on three sides. 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. Southern orientation provides sun all-day to both the house and the guest house. Year-round water and new 5-bedroom Title-5 compliant septic. Unique remodeling and expansion options compared with other waterfront Island property due to the existing height, large attic with views, and a lower level with tremendous natural light allowing for valuable future living square footage. You are welcome to continue the legacy of this extraordinary real estate.