John Sterling Harbor House 5 Wharf Hill Rd 5 Room Bed and Breakfast Monhegan, ME 04852 $1,150,000 ($230,000/Room)

Now available for $1,150,000, the renowned John Sterling Harbor House on Monhegan Island presents an unparalleled acquisition opportunity. Built in 1827, this three-story, 2,388-square-foot Bed and Breakfast property offers a blend of historic character and contemporary updates, providing both enduring charm and operational functionality in one of Maine’s most iconic island destinations.
Set against just steps from Monhegan Harbor, the John Sterling Harbor House enjoys sweeping ocean views, easy ferry access, and a setting in one of Maine’s most iconic coastal destinations.
With years of careful stewardship, all mechanical systems have been brought up to modern standards, and the roof has been completely replaced within the past 4 years. The flexible layout offers comfortable options for everyday living and hosting guests.
The primary living space – perfect as the main residence – is on the harbor side of the building. The first floor consists of a living/dining area, a galley kitchen, a bedroom with an original tin ceiling that has recently been painted, a full bathroom, and a laundry. Behind the main residence is a large, maintenance-free deck.
The second floor has 2-3 bedrooms (2 of which face the harbor). The third serves as an additional sitting room, which can easily be converted into a bedroom. There is a second large bathroom, as well as a small kitchenette and dining area. The second floor is ideal for extended family, friends, or as an extra rental income.
The third floor features a bonus room with a large window that captures spectacular views of the harbor and Manana Island. Additional storage is built into the knee walls. The bonus room has a vented skylight and a ceiling fan with light.
The attached income property is a remodeled three-story Guest House. On the first floor is a full kitchen with a ceiling fan with light. The kitchen opens to the living/dining area, and a large deck and privacy fence are located outside the kitchen door.
The second floor of the Guest House has a large master bedroom with a ceiling fan with light. The hall bathroom is located just outside the master bedroom. The third floor has a charming loft bedroom with a vented skylight to welcome the ocean breeze. There is another ceiling fan with light in the loft. Located behind the house is a large storage shed with a freezer chest. The metal roof was replaced in 2025.