Waterfront homes for sale & real estate in Islesboro, ME

Waterfront Home for sale in Islesboro, ME:

North End Cottage, located in the coveted Turtle Head subdivision, is a charming chalet-style waterfront retreat set on 4.31+/- mostly wooded acres. Flowering gardens, vegetable beds, and stone paths leading to the covered front porch create a warm and welcoming first impression. Built in 2000, the home features large windows with sweeping views over East Penobscot Bay and offers convenient one-level living with two bedrooms, two bathrooms, and laundry on the main floor. The open floor plan includes a spacious chef's kitchen, dining area, and living room, all thoughtfully positioned to take advantage of the water views. A spiral staircase leads to a loft that can serve as an additional livi

Waterfront Home for sale in Islesboro, ME:

Discover classic island living in this charming 1870 late Victorian-era New England farmhouse, privately set on approximately 6.8+/- acres of open meadow and woodland just north of Big Tree Beach. Sweeping easterly views extend across East Penobscot Bay toward Cape Rosier, Castine, and beyond, while a cleared woodland path and recently built boardwalk lead to approximately 560' of protected pebble beach at Billy's Shore—a peaceful cove between Fire Island and Northeast Point that is ideal for beachcombing, relaxing, and boating access. The approximately 1,636-square-foot home offers two bedrooms, two full bathrooms, a flexible bonus room, first-floor laundry, and large sliding glass d

Waterfront Home for sale in Islesboro, ME:

Discover an exceptional coastal compound on the peaceful north end of Islesboro, where expansive acreage, shoreline access, and privacy come together in a truly uncommon offering. Spanning 13 acres with approximately 514 feet of open waterfront, the property provides direct, easy access to the beach without stairs. Abutting conservation land and reached by a long private drive, the setting feels secluded and removed from the everyday. At the heart of the compound is a beautifully threebedroom crafted log-style residence completed in 2025. The approximately 2,200-square-foot home combines rustic warmth with a bright, contemporary layout. Adding another dimension to the property is the origin

Waterfront Home for sale in Islesboro, ME:

Discover a private coastal escape on the quieter northern end of Islesboro, where expansive acreage, immediate waterfront access, and new construction come together in an exceptional setting. The property encompasses eleven acres with approximately 260 feet of shoreline, offering the rare convenience of level access to the beach directly from the grounds—no stairs or difficult terrain required. Completed in 2025, the 2,200-square-foot log-style residence was designed to make the most of its natural surroundings. The heart of the home is an airy kitchen and living space defined by soaring cathedral ceilings and a broad expanse of windows that captures abundant daylight and views toward