Located on prestigious North Water Street, this Captain's compound offers a 7-bedroom main house and 1-bedroom plus loft guesthouse, perfect for a large family and/or visiting guests. The main house offers multiple living areas including a formal living room, TV room and den. The bright kitchen includes a breakfast bar and casual seating for six, plus there is a separate formal dining room that allows for plenty of entertaining options. All bedrooms are on the 2nd floor and share 3 full bathrooms. There is a widow's walk on the 3rd floor that offers breathtaking views of the Village and the harbor. The updated detached guesthouse includes a living room, queen bedroom with private bath, kitchenette, and a loft with twin beds. There is large, landscaped rear lawn and patio area between the main house and guest house. Ideally located, you are only minutes to the shops and restaurants of Main Street, the Edgartown lighthouse, and Fuller Street Beach.