Islesboro, ME Houses for Sale

Welcome to High Watch, a custom-built home and guest suite set on over 8 acres perched above 360 feet of the Ducktrap River, offering sweeping views of the Camden Hills and Penobscot Bay. Designed with a focus on natural beauty and architectural elegance, this property offers crafted living spaces both indoors and out. As you enter through stone entrance posts, a tree-lined driveway leads you to

Michael Lynch Legacy Properties Sotheby's International Realty

Tucked away on a quiet side street, this charming property is just a short stroll from the heart of Dark Harbor Village, and within easy reach of local shops, the town center, the community center, school, private club activities, and an abundance of public trails, beaches, and activities. The home's spacious main level welcomes you through a covered carport into a functional mudroom and laundry

Michael Lynch Legacy Properties Sotheby's International Realty

Slip away to Seabox Cottage, your ideal summer retreat or year-round haven. Reminiscent of the gracious turn-of-the-century summer homes of Dark Harbor, Seabox blends timeless craftsmanship with modern comfort. A long gravel drive winds through the wooded property and opens to sunny, landscaped gardens, arriving at a circular turnaround that welcomes you to the home's charming wraparound covered

Michael Lynch Legacy Properties Sotheby's International Realty

Perched on the scenic side of Caswell Hill, this inviting home offers breathtaking, ever-changing ocean views overlooking Searsport and Sears Island—just 5 miles from vibrant Belfast, 2 miles to Bayside (Northport) with the rocky Maine coastline and 7 miles to Lincolnville Beach, with its beautiful stretch of sand perfect for summer days. A wide open view of the bay maintained annually since

Mary Holmes Camden Real Estate Company

This property offering includes an historic Arts and Craftsman-style Foursquare house - thought to be one of the first houses built in Dark Harbor - set on a sunny and open lot, as well as an additional vacant wooded lot both, just a short walk from the charm and amenities of Dark Harbor Village, Gilkey Harbor, and scenic Kissel Point. Brimming with original character and island warmth, the

Michael Lynch Legacy Properties Sotheby's International Realty

This delightful cottage is set on a sunlit lot within walking distance of Dark Harbor Village, Gilkey Harbor, and scenic Kissel Point. Enjoy soaking up Summer days on the deck surrounded by honeysuckle, peonies, and mature rhododendrons and playing out on the lawn. Inside, are cozy living spaces with a bedroom tucked upstairs. A detached storage shed provides convenient space for garden tools and

Michael Lynch Legacy Properties Sotheby's International Realty

This exceptional private one-of-a-kind estate overlooking Penobscot Bay blends natural materials and custom architecture throughout. Massive tree trunk timbers and exposed supporting beams rise to meet curved archways, while custom cherry, rosewood, maple and oak flooring showcase the exquisite craftsmanship throughout this magnificent home. Floor to ceiling windows reaching 26 feet high and a

Aaron Crossman Legacy Properties Sotheby's International Realty

Experience the magic of coastal living at this seasonal camp, set on 7 acres of level land and offering 1,400 feet of accessible shoreline and beach. Whether you choose to enjoy the camp as it is or build your dream retreat, this property provides the ideal setting to enjoy island life. Imagine long summer days filled with swimming, boating, and beach combing, capped off by breathtaking sunsets

Michael Lynch Legacy Properties Sotheby's International Realty

On an island in Maine sits this sweet cottage with room to expand or build on the elevated point looking West over Penobscot Bay. Explore 14 acres and 1,288 feet of shore front and beach. Additional property available. See MLS 1633635, 1633637 & 1633638 for other property offerings.

Michael Lynch Legacy Properties Sotheby's International Realty

Discover Mill Creek Cottage: watch the Mill Creek rise and fall from this private 1.92±acre property with 200± of waterfront on Mill Creek, offering stunning views of BroadCove and Gilkey Harbor. This year-round, cedar-shingled cape-style cottage comprisesthree bedrooms and two bathrooms is elevated above Mill Creek, providing acommanding view over the water. The property welcomes

Virginia Hess Cates Real Estate

Nestled in the charming coastal community of Northport, Maine, this three-bedroom, one-bath Cape sits on an expansive 57.53-acre parcel with 2,650 feet of prime frontage along highly traveled U.S. Route 1. Beautiful Shaw Brook winds through a portion of the property, adding natural beauty and tranquility to an already rare offering.Zoned for a wide range of uses—including residential,

Gregg Imus Lone Pine Real Estate Company

Plum Point Cottage: Contemporary Island Home set on a hill with Breathtaking Ocean Views. Wake up to island life at Plum Point Cottage, a coastal retreat designed by Architect Christopher Glass. With 400+/- feet of rocky waterfront, this contemporary island setting offers stunning sunrises over Bounty Cove and Penobscot Bay from your private deck. The first floor welcomes you with a small

Virginia Hess Cates Real Estate

The Farrow-Farnsworth Home is an historic gem on about 40 acres overlooking Broad Cove and Gilkey Harbor on Islesboro island in Penobscot Bay, one of Maine's top cruising grounds. Two distinct homes are joined together seamlessly. One is a lovingly restored 1790's home and the other a spacious 1970's house. The original house, built by Revolutionary War soldier Josiah Farrow and home to

Michael Lynch Legacy Properties Sotheby's International Realty

Oceanfront retreat includes 17 acres with incredible views and 700 feet of sandy beach! Once known as The Bluff House, a former Sea Captain's House. This 1800's, 4 bedroom, 3 bath property has many renovations and updates complete with new birch flooring, new structural support system under the kitchen, new lighting in the kitchen and bathrooms, and new plumbing stubbed and ready to go.

Nicole Emery Camden Coast Real Estate

This traditional extended Maine Cape is beautifully located on the north end of idyllic Islesoro Island, just a twenty minute ferry ride from the mainland in the seaside town of Lincolnville. Sited on just over an acre of land this property offers quiet and privacy while being easily accessible. Once a crafter's home this property has multiple spaces to live and entertain in while also offering

Nicole Emery Camden Coast Real Estate

Rarely does a property like this become available in Islesboro's storied and much-loved summer colony, Sabbathday Harbor. Perfectly sited, up high on the shores of East Penobscot Bay, this classic cottage offers sweeping easterly water views extending to Cape Rosier and approximately 100 feet of bold, accessible shoreline. The first floor features a living room with a wood stove and doors that

Michael Lynch Legacy Properties Sotheby's International Realty

Your Coastal Maine Story Starts HereImagine waking up in a sunlit farmhouse just a short drive from the waves of Lincolnville Beach, the bustling harbor of Belfast, and the postcard-perfect streets of Camden. This lovingly renovated home keeps all the warmth of its historic roots, but with fresh updates that make everyday living a breeze.With plenty of bedrooms (4-5), there's always room

Ann Daggett Lone Pine Real Estate Company

Nearly 3 acres on the tranquil island of Islesboro are now available. Property conveys partially furnished with a 8X12 cabin, 30X8 camper, storage and porta potty. Structures sit on a large cleared, flat and dry field with forest behind them. Many uses allowed. Enjoy as is to get away from it all, or build a beautiful new home, farm or run a business. Easy to build on. Electricity is in

Wendy Huntington Berkshire Hathaway HomeServices Northeast Real Estate

On an island in Maine sits this sweet cottage perched up from the water's edge with stunning westerly views. There is room to expand or build another dwelling. Explore 50 plus acres and over 2,000 feet of shore front and accessible beach. A portion of land abuts Islesboro Island Trust land. This property is also available as 3 separate parcels. See MLS 1633636, 1633637 & 1633638 for other

Michael Lynch Legacy Properties Sotheby's International Realty

Prominently sited on 18.5± acres with 955± feet of varied shorefront on Gilkey Harbor and stunning views to the west, the Sears Cottage is one of the grand historic Islesboro estates constructed at the turn of the 20th century. The nine-bedroom, nine-bath home also includes staff quarters, a carriage house / stable, reading room, and substantial deep-water dock with floats. The residence,

Joseph Sortwell LandVest, Inc.

Little Broad Cove, Guinea, Islesboro. Easterly water views like you read about. Three bedroom yearround home with guest shore cottage across the road. Beautifully landscaped grounds, raised beds and sunny open yard with 138 feet of shorefront. Large living room and primary bedroom. Generous open decks. Both structures will need attention. Being sold ''as is''. Walk to the Historical

John Oldham Island Property

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.

John Oldham Island Property

Overlook is a truly remarkable ocean view property aptly named for its panoramic views across Penobscot Bay and nearby islands. The property features an exquisitely restored antique Cape-style home and is set on 15 acres with access to the water. This timeless Cape overlooking Penobscot Bay represents the best of quintessential New England architecture. The multi-year renovation completed by

Michael Lynch Legacy Properties Sotheby's International Realty

Overlook is a truly remarkable ocean front property aptly named for its panoramic views across Penobscot Bay and nearby islands. The property features an exquisitely restored antique Cape-style home and is currently one of the last, large privately held parcels left on this Mid-Coast at 35 acres with 800 feet of easily accessible sand and pebble beach. For boaters, its substantial water depth

Michael Lynch Legacy Properties Sotheby's International Realty

East Shore Drive, Islesboro. Dark Harbor Village north along the shore dotted with grand waterfront summer cottages to your private haven. You will have your breath taken away as this stunning wildflower meadow reveals an unsurpassed view of the ocean and possibilities. 15 parkland acres edged with woods and 770 feet of bold shorefront and beach comprise commanding hillside building sites,

John Oldham Island Property

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

Virginia Hess Cates Real Estate

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

Wendy Huntington Berkshire Hathaway HomeServices Northeast Real Estate

Welcome to 228 Gooseberry Point Road on the picturesque island of Islesboro. Located on over 5 private acres with 743 feet of frontage on West Penobscot Bay, the 4-bedroom house is in excellent condition with many recent upgrades, including newly landscaped, whole-house generator, hot tub, delightful patio just 75'± from the beach. Water view from every bedroom! Fully winterized, this home is

William Warren Warren Realty

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 harborview from the widow's walk. Cedar shingles, apple and cherry trees, pleasant

John Oldham Island Property

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

Rachael Umstead Lone Pine Real Estate Company

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

Rachael Umstead Lone Pine Real Estate Company

Rare find in the sought after Lincolnville Beach community! This cozy 2 bedroom, 1 1/2 bath gem is minutes from two public beaches and conveniently located between Camden and Belfast on Atlantic Highway. It boasts water views of Penobscot Bay, a huge water-view deck off the primary bedroom, a spacious front porch and attached single car garage. All new appliances recently purchased. Freshly

Dick Butler Realty of Maine