Islesboro, Maine listings for sale

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$499,000 - Islesboro, ME
108 Derby Road Islesboro, ME - 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.
1940 | 4 | 2 | 2,300 sqft.
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$450,000 - Islesboro, ME
300 Main Road Islesboro, ME - 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.
1887 | 1 | 2 | 2,553 sqft.
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$450,000 - Islesboro, ME
148 Pendleton Point Road Islesboro, ME - Location, Location! Near Town Spacious Three-Bedroom Home. Walk to almost everything; store, community center, post office, town office, garage. Handy to ferry and Dark Harbor village shops and amenities, near golf course. Detached garage, shop, and office. Landscaped, wooded 1.74 acres with 425 feet of road frontage. Open concept living room, dining room, kitchen. Two full baths, laundry on bedroom level. bedroom with study area, second floor family room. Comfy radiant heat, beautiful hard wood floors, Much refurbishing and remodeling. Interior just painted, new trimwork. Kitchen floor refinished. New hot water heater 2023. A wonderful and accommodating home for any time of the year. $450,000.
1998 | 3 | 2 | 2,400 sqft.
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$440,000 - Islesboro, ME
832 Main Road Islesboro, ME - Known as The Abbey, this truly unique property on a quintessentially Maine island began life as a residence and summer retreat for a local pastor. With numerous repairs, paint, holtz hausen wood piles, garden, and landscaping from the current owner, the property is ready for its next chapter. Sadly, the current owners have been called away from their island paradise, but a new owner now has the opportunity to add their own flare to this dreamy and unique property. Built in 2004, this property includes the Abbey with much of the furniture, an accessory building containing a workshop and furnished guest apartment, gardening shed, adorable chicken coop and many mature plantings. Spring is here - you have massive rhododendrons, apple trees, lilacs, lupine, hiking, biking, boating, the warmth of summer, the sparkle and smell of the ocean, and the colors of fall in Maine to look forward to. Repairs include fresh paint throughout, new roof, 1st fl bathroom shower, 2nd fl kitchen and bathroom floor, French drain, new decking and stairs, and workshop ready to be finished for additional living space. There is terrific opportunity for rental income. So much to offer and brimming with possibilities, be the next to call The Abbey and Islesboro home. Much of the furniture conveys, along with 2 generators and 2 grills. Call to schedule your own private showing.
2004 | 5 | 3 | 3,000 sqft.
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$395,000 - Islesboro, ME
459 Main Road Islesboro, ME - Welcome to Maine summer living. This quintessential Maine summer cottage overlooks an expansive 1000+/- feet of waterfront along the East Penobscot Bay and with views extending towards Castine and Cape Rosier. It includes two buildings: a main cottage and a guest cottage that can also function as a boat house. As if taken right off a sailing yacht, the open timber frame main cottage is efficient, comfortable, tastefully finished and has the charm of being on a ship moored in a harbor. The galley kitchen offers ample storage and essential appliances for a summer feast. This sweet cottage also includes a living area, a bedroom with closet space, and a surprisingly roomy bathroom equipped with composting toilets. The waterside of the main cottage has floor-to-ceiling sliding glass doors to maximize the view, no matter the forecast. The sleeping loft features a porthole window and a banister reminiscent of a ship's stern rail. The deck has plenty of space for outdoor living, storage for small watercrafts and is accompanied by an outdoor shower with on demand hot water. The guest cottage/boat house has sliding doors for launching and storing small boats, a king size murphy style bed and its own bathroom. The property is mostly rocky coastline inviting you to explore and beach comb your day away. A place to relax, enjoy Maine summer with simplicity. The proximity of the water is inviting, and the addition of a mooring means a mariner can flow between land and sea. Nearby public walking trails extend the outdoor space to roam in nature. Sailboat is negotiable.
1975 | 2 | 1 | 502 sqft.
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$375,000 - Islesboro, ME
197 E Shore Drive Islesboro, ME - If waking up to the sunrise glimmering off of the Atlantic Ocean is how you want to start your days or are looking for a great investment, this waterfront property with elevated and easterly views of the Penobscot Bay located on the very desirable East Shore Dr. in Islesboro checks all the boxes! With a beautiful and modern Den Outpost cabin, this property is ready to put the final touches on. Electricity and 1-gigabit state-of-the-art fiber broadband Internet are available right at the road. Islesboro is just a short 20 minute ferry ride from Lincolville and has markets, a new health center, community center, beaches and much more. You and your guests will be able to work from home or enjoy your peaceful vacations soaking up the ocean views. This is an unfinished cabin. Approved septic design attached.
2022 | 0 | 0 | 0 sqft.
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$299,000 - Islesboro, ME
521 West Bay Road Islesboro, ME - 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.
1925 | 3 | 1 | 838 sqft.
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$110,000 - Islesboro, ME
206 Main Road Islesboro, ME - 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.
1915 | 2 | 1 | 770 sqft.