Located on Monhegan Island, The John Sterling Harbor House is a historic building in the heart of the island's charming village, steps away from the waterfront and ferry wharf. This celebrated building, sited on .21± acres, currently operates as a Bed & Breakfast but could easily be converted back into a single-family residence. Originally built in 1809 for John Starling, this cherished property has remained in the same family for over 200 years. The transition from a private family home to a Bed & Breakfast mirrors the island's evolution, adapting to accommodate visitors drawn to Monhegan's tranquil landscape and vibrant artistic community. In fact, many of the Bed & Breakfast’s guests are repeat visitors, drawn back to the island every summer for over a decade.

The home offers five bedrooms, many of which feature wonderful views of Manana Island and the working harbor below.  The versatile and practical layout, currently divided into two residences, provides comfortable and flexible accommodations promoting various living arrangements. Period details contribute to the home’s historic charm. Among these features are original tin ceilings, prized for their quality and authenticity, offering a glimpse into the craftsmanship of the era when the house was built. A patterned wood floor also contributes to the ambiance.The traditional Shingle-style exterior represents the classic architecture found in historic coastal homes throughout Maine. The attractive pattern and design are original to the building, showcasing the incredible attention to detail typical of the era. The 'owner's quarters' are conveniently located on the main floor. They offer a comfortable and private living space. This dedicated area includes a living room, kitchen, bedroom, and bath.The ‘guest quarters’ consist of three floors, four bedrooms, a living room, and a kitchen. The second floor has an additional living space and kitchenette.The charming yard provides delightful ocean views, a versatile storage shed, and a small deck.The pink and white rose bushes, and the hollyhocks can be traced back to the owner’s great-grandmother, who planted them. This is a testament to the property's provenance and the dedication of the current stewards.Monhegan Island can be reached by ferry service from Port Clyde, New Harbor, or Boothbay Harbor. The Port Clyde ferry departs year-round. Several restaurants, including a local brewery and art galleries, attract day and overnight visitors. The island is known for alluring artists who travel to it every summer to paint the dramatic rocky shoreline and its synonymous lighthouse.