Islesboro ME Real Estate & Homes for Sale

The Artist Cottage is nestled unseen from the road on 1.5 acres with 150+/- feet of tidal waterfront on Islesboro Harbor offering stunning views of Islesboro Harbor, Bounty Cove and the narrows. This charming seasonal cottage is located in the desirable and seldom available mid-island neighborhood of Hewes Point, near Maddie Dodge Field, with tennis and pickleball courts at your disposal and the town library just around the corner. The cottage features approximately 768 total square feet, including a waterside screened-in porch and open deck where you can enjoy watching the sunset. The first floor includes an entry, first floor bedroom, a full bath with washer/dryer. An open floor plan with living room and wood fire stove, wraps around to a cottage kitchen. A heat pump provides modern comfort. The second floor offers a versatile open space with beds and a sitting area for reading or watching TV. The elongated rectangular lot includes a 12' x 8' storage barn with electricity that offers the potential for additional living space. Move-in ready, the Artist Cottage exudes quintessential Maine charm and is ideal for those seeking a peaceful retreat. The sheltered cove location allows for easy kayaking, beachcombing, and wildlife viewing. The additional barn and land offer expansion possibilities. Stay connected with fiberoptic broadband internet with 1 gibibyte connection speeds. Islesboro is a 20-minute ride from the mainland town of Lincolnville, accessed by a public car ferry, water taxi or private boat or small airplane.

Opportunity on the island of Islesboro. This 1.39+/- acre property is slightly elevated above the road and offers many options for those with vision. On the property is a two-story Regency-style house, built in 1915, though its structural integrity is unknown. The lot itself offers an established driveway with power at the road. With its fabulous location mid-island and near the downtown and ferry, come see how this promising spot could work for you.

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.

Iconic and Historic Dark Harbor Village Prime Real Estate. Two lots, two buildings 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 living space upstairs, even a harbor view from the widow's walk and the former Blue Heron Restaurant with 3,000 sq ft retail or residential space up or down. Restaurant will need significant improvement. $975,000.

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. Enjoy these photos from sunnier times. $6,500,000.

300 Main Rd is the former Island schoolhouse that is currently used as an art gallery. It is made up of two very large rooms - 858 and 528 square feet respectively. Both rooms have extremely high ceilings and windows almost as high that afford seasonal Atlantic Ocean views on the North side. There is a half bath on the first floor and a studio apartment with a full bathroom on the second floor and room for expansion. The school house is being separated from the Main House and will convey with 1 +/- acre, each with its own well and septic tanks but a shared leach field. The property is a piece of Maine history and waiting for your creative vision. The property is sold AS IS.

Welcome to 292 Main Road, Islesboro, ME a large five-bedroom summer retreat perfect for those seeking a blend of comfort and charm. This spacious house boasts an elegant new kitchen equipped for culinary adventures, and electric baseboard heat to keep you cozy during the cooler months. Imagine sipping lemonade on the expansive front porch, watching the day unfold on your picturesque front lawn with a swing in an ancient maple tree. Only a short stroll from the property, enjoy the local amenities that Islesboro has to offer, including the town library, tennis courts, and a new playground for endless family fun. Hughes Point beckons with its inviting public beach, promising sun-soaked days by the water. A convenient one-mile drive takes you to the Island Market, the Islesboro Post Office, and a gas station, ensuring all your needs are within easy reach. The community center, featuring an indoor exercise gym and delightful luncheonette, adds to the island's allure. Don't miss the exciting farmers vegetable market during July and August, where you can indulge in the freshest local produce. Call today, your idyllic island home awaits! The property is sold furnished and AS IS.

292 + 300 Main Road are comprised of an elaborate, historical, federal style, island home and the former island schoolhouse that is currently used as an art gallery. The main house has an updated kitchen, a large dining room with original built-ins, a family room that could be a first floor bedroom, a formal living room with an ornate fireplace surround with a wood stove insert, a grand front hall, a large primary bedroom on the second floor with room to expand into a primary suite, and four additional bedrooms. The front porch is over 54 feet long and provides a place for quintessential Maine summer living. The post and beam shed is just steps from the house and could be used for storage or finished for guests or a work from home space. The school house is made up of two very large rooms - 858 and 528 square feet respectively. Both rooms have extremely high ceilings and windows almost as high that afford seasonal Atlantic Ocean views on the North side. There is a half bath on the first floor and a studio apartment with a full bathroom on the second floor and room for expansion. Both buildings are set on just under four acres, each with its own well and septic tanks but a shared leach field. The property is a Maine masterpiece waiting for your creative vision. The house foundation needs repair. The property is sold furnished and AS IS.

Welcome to your idyllic retreat on Islesboro Island, where this exceptional Cape-style farmhouse awaits. Set on the shore of Meadow Pond with 165 feet of pristine frontage, this home offers 0.94 acres of beautifully maintained grounds. Enjoy tranquil and impeccable gardens, thoughtfully designed landscaping, lush fruit trees, and charming garden walkways inviting you to explore your property. Step inside this home, which seamlessly blends vintage craftsmanship with modern comfort and amenities (GWI broadband). Special features include the kitchen with granite countertops and a large functional kitchen pantry, a living room with a gas fireplace, a sitting room, a dining area, a breakfast room, a sunroom, and an office. The sunroom, boasting a wall of glass windows, overlooks the deck and meadow leading to the pond, providing a serene spot for relaxation. The primary bedroom with a vaulted ceiling overlooks the meadow, meandering down to the pond's edge. The home has been meticulously cared for, showcasing numerous upgrades, including newer windows, an efficient heating system, updated electrical, and a recently replaced roof. The spacious deck provides a wonderful view of Meadow Pond, complemented by a large automated awning for shade and comfort. A one-car garage ensures ample storage, while low-maintenance vinyl siding keeps upkeep to a minimum. A newly built shed is ideal for a workshop or landscaping tools. This is more than just a home; it's a serene sanctuary on one of Penobscot Bay's most beautiful islands.

IMPROVED PRICE. NOW $499,000. Charming Dark Harbor Village 1940's Four-Bedroom Home on sunny .66 acre lot with large landscaped lawn and grounds. Historically welcoming, nine rooms comprise approximately 2,300 square feet of living space with primary first floor bedroom and ensuite full bath three bedrooms and full bath upstairs. Handsome beam work, rich finish trim, hardwood flooring, tiled kitchen floor and breakfast nook. Step out onto the open deck and covered porch and convenient car port and handy sheds. Just a stroll to shops around the corner and minutes from other activities.

Perfect vacation cottage right on the shores of East Penobscot Bay! Seldom does a property like this come up for sale in the historic and much-loved community of Sabbathday Harbor. Living Room with wood stove, galley kitchen, full bath on first floor with generous wrap-around porch overlooking the bay. Three bedrooms upstairs, plus a separate bunkhouse for additional guests. About 100 feet of bold frontage with a view of the bay all the way to Cape Rosier. Come and build your family memories for generations in this quintessential Maine summer colony!

Welcome to 522 Ferry Road, a charming home on the peaceful island of Islesboro. This 2 bedroom, one and a half bath house incorporates an efficient design, while also possessing many hallmarks of a classic Maine cottage. When you enter, you'll immediately appreciate the open floor plan, which is convenient for both a family, and entertaining. The kitchen features custom shaker style cabinetry and warm wood floors. The first floor also includes a wood stove, built-ins for all of your books, and a half bath with laundry. Upstairs you'll appreciate two bright and airy bedrooms and one full bath. Step outside and notice the cedar shingle fa ade, front and rear decks, and best of all: The lovely view of Broad Cove, your own piece of the Penobscot Bay! House includes right of way to the beach.

Discover your dream home on the idyllic island of Islesboro. This handcrafted log home, brimming with exquisite details and timeless charm, harmonizes beautifully with its serene wooded lot. Designed for year-round comfort, this property offers unsurpassed efficiency and ample storage, making island living a breeze. The stunning landscaping seamlessly integrates with the natural beauty of the surroundings, featuring a small pond and flourishing fruit trees. This enchanting setting provides a perfect blend of rustic elegance and modern convenience, offering everything you need for a peaceful and comfortable island lifestyle. Don't miss the chance to own this captivating log home, where every detail has been thoughtfully crafted to create a warm and inviting haven. Embrace the tranquility and charm of Islesboro with this exceptional property. Your perfect island retreat awaits!

Own a part of Islesboro history! Durkee's General Store has been an integral part of island life serving the community for 70+ years. Currently run as a grocery store, Durkee's General Store offers groceries, meats, a deli section, a selection of prepared foods, produce, household and automobile items, beer, wine, hard alcohol, cigarettes, and lottery. The third and current owner has run a successful business for 35+ years and is ready to pass the torch to the next owner to continue to operate as a grocery store or whatever else your imagination can dream up! The store includes a full kitchen, for take out or options for a cafe and options for a seating area inside or outback of the store on the lawn. The large basement under the store offers storage. Included with the property is a house with a 3-bedroom 1-bath apartment with a large kitchen and living room that extends to a porch in the warmer months, all on the second floor. Plus a bonus room for an office, study or exercise room. Enjoy your coffee on the deck off the kitchen looking out over fields and forest. Below on the first floor is a two bay garage that historically was the home of the fire station. Keep them as a garage or convert them to more retail or living space. Next to the garage bays is what could be a 1 bedroom 1 bath apartment or the first floor/family room for the upstairs. The bathroom plumbing has been roughed in and partially completed. The two living spaces could be combined with a staircase or kept as separate units. Set on a combined 17.3 acres, there is parking on 1 acres on the west side of the road, which also includes a fire pond. The store and house sit on 16 acres on the east side of the road, which is a mixture of field and forest. Stay connected with 1-gigabyte connection speed internet. Endless possibilities await the next owner! Also listed as commercial, see mls: 1575437. International 4700 freight truck and store equipment included with sale.