54 Toll Bridge Road

About this home

A Magical 20 Acre Oceanfront Retreat! Rossport by the Sea is a distinctive oceanfront hospitality property on Cobscook Bay in Eastport, Maine, combining vacation rentals, event potential, local music events and a substantial coastal landholding. The property encompasses approximately 20+ acres with private shoreline, multiple lodging structures, historic farm infrastructure, trails, and significant room for future development. The business operates as a seasonal vacation-rental and retreat destination, offering a collection of waterfront, water view and downtown Eastport accommodations, including cottages, rustic cabins and homes. The experience is intentionally informal and nature-focused—more coastal farm retreat than traditional inn, with opportunities for guests to kayak, hike, explore the shoreline, interact with farm animals, or simply enjoy the privacy and scenery. Located in Eastport, the easternmost city in the United States, Rossport is immersed in one of Maine's most distinctive coastal communities, known for its working waterfront, historic architecture, vibrant arts scene, dramatic tides, and proximity to the Canadian Maritimes. The setting provides a compelling alternative to Maine's more heavily traveled coastal destinations while offering an authentic Downeast experience. Rossport by the Sea is more than a place to stay—it is a destination. A rare combination of waterfront land, distinctive accommodations, outdoor recreation, events, and authentic Downeast character, the property offers an exceptional opportunity to carry forward an established hospitality experience while exploring its considerable potential for future growth. The Captain Jacob Farmhouse built in 1790 is the oldest guest house on the property with the addition of guest cottages and renovations in 2000. Square footage reflects the total of the 10 guest dwellings being conveyed. See attachment for details on the various units.