1588 Turtle Head Road is a premier waterfront retreat with stunning western views across Turtle Head Cove and Penobscot Bay, back towards Belfast and the Camden Hills. The property includes a beautifully renovated mid-century modern home with two bedrooms and a spacious, open floor plan designed to capture natural light and maximize the water views. There is also a versatile garage/barn with a fully redone one-bedroom guest apartment above, perfect for hosting extended family and friends. Recent improvements can be found throughout the property, including a new sauna, and it has been very well-landscaped with lawn and gardens, professional stonework, and 328± feet of shorefront with a sand and pebble beach area. An all-new, granite deep-water pier with three moorings - a two ton, a four ton, and a six ton appropriate for a 100-foot sailboat - make this an ideal island retreat with convenient access to the mainland and the excellent boating in Penobscot Bay.
Iconic and Historic Dark Harbor Village Prime Real Estate in the heart of summer community and activity. Peg's Giftshop with 1,700 sq ft of retail space and 2,800 sq ft of residential space upstairs with three bedrooms, kitchen, living/dining room, full bath and third level apartment with full bath, even a harbor view from the widow's walk. Cedar shingles, apple and cherry trees, pleasant side yard. Will need attention so roll up your sleeves for an excellent housing and business opportunity. $425,000. Buy with restaurant next door for $625,000!
This is a terrific opportunity to own a corner lot with views of the ocean from two sides. Rent out the house as an ADU and build your primary, summer, or investment residence in an open field, surrounded by apples tree and sweeping views of the Penobscot Bay and Broad Cove. Islesboro is only a 20-minute ferry ride from Lincolnville, close to Camden and Belfast, has a highly rated school, broadband, markets, community center, gym, a very active, vibrant summer community, an airport, Amazon/UPS/Fedex daily. It is so convenient to live here, you hardly know it is an island, except, of course, when you look out your window, smell the ocean air or hear the ocean waves. This is a magical place to live year round, spend summers, rent out or work from home.
The Grace Cottage, Hermit's Point. This magnificent stuccoed Renaissance Revival cottage built in 1918 designed by noted Philadelphia architect, Wilson Eyre commands unsurpassed views from its 8.8 acre peninsular location and 3,570 feet of shore line. Eight bedrooms, seven fireplaces. Replete with all the requisite amenities for an elegant summer's stay including pool, dock and stone lodge. $6,500,000.


Islesboro is located in Maine. Islesboro, Maine has a population of 600. Islesboro is more family-centric than the surrounding county with 28.81% of the households containing married families with children. The county average for households married with children is 23.46%.
The median household income in Islesboro, Maine is $67,813. The median household income for the surrounding county is $59,880 compared to the national median of $69,021. The median age of people living in Islesboro is 62.3 years.
The average high temperature in July is 77 degrees, with an average low temperature in January of 7.7 degrees. The average rainfall is approximately 48.7 inches per year, with 59 inches of snow per year.