Islesboro, ME Homes for Sale under $600,000

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 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

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

Make summer memories at this seasonal cottage overlooking an expansive 1000+/- feet of waterfront along the East Penobscot Bay and with views extending towards Castine and Cape Rosier. The property includes a main cottage and a guest cottage that can also function as a boathouse. As if taken right off a sailing yacht, the open timber frame main cottage is efficient, comfortable, tastefully

Virginia Hess Cates 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

Privately set on nearly 7 acres is this inviting 3-bedroom, 2-bath Log Cabin, thoughtfully crafted with double tongue-and-groove snug walls, offering timeless appeal. The property offers a serene natural setting with mature, established gardens filled with a thoughtful variety of flowers, plants, and flowering trees. The gardens are intertwined with inviting outdoor living spaces, including a

Virginia Hess Cates Real Estate

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 side

John Oldham Island Property

Located just moments from the Islesboro ferry terminal, this 4.43± acre undeveloped land parcel offers the opportunity to pursue your creative vision. The mostly wooded lot features an identified and partially cleared building site and sweeping water views. With approximately 1,064± feet of diverse shoreline—including stretches of sand and pebble beach mixed with gentle tidal pools—this property

Joseph Sortwell LandVest, Inc.

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

Discover this beautiful 5.7+/-acre wooded lot on Seal Harbor, Islesboro. Enjoy 541+/- feet of waterfrontage with southern and southwestern views of the protected, public harbor with a public dock and float hosting sailing lessons, swimming, and fishing in warmer months. This unique property features numerous established Ash and Oak trees, a private gravel beach and a bubbling brook. Part of the

Virginia Hess Cates Real Estate

Woody Point. Cherished Ryder Cove Enclave Classic 1890's Clapboard Five-Bedroom Waterfront Home. It's seen glorious days from the covered porch on Sabbathday Harbor. Newer roof. Well worth the work to restore. 141 feet of beach and ledge. Large apple trees. Entry, kitchen, dining room with stamped tin ceiling, living room, bedroom down, four up and full bath, utility room. Great family home at

John Oldham Island Property

Step into history with this remarkable property, originally the Pendleton School, Islesboro's main elementary school during the 1800's until the early 1950s. This former schoolhouse has plenty of potential. Currently operating as the Double Door Gallery during the summer months, showcasing local and regional artists, the property boasts two large open rooms on the first floor, featuring curved

Virginia Hess Cates Real Estate

This thoughtfully transformed and rebuilt four-bedroom home offers modern comfort in an exceptional Midcoast location just minutes from beaches, Bayside Village, Belfast, and a short drive to Camden. Every major system and finish--inside and out--has been renewed, creating a move-in-ready home designed for long-term peace of mind. The main level provides true single-level living with an eat-in

Alyssa Parker Portside Real Estate Group

Tucked into a private, wooded Northport neighborhood, this flexible home is equally suited as a year-round family base or a low-maintenance coastal getaway minutes from the water. Room to Grow: Two bedrooms upstairs plus a finished, flexible lower level with a half bath sleep 4-6 comfortably -- ideal for a young family or hosting guests. Residents have access to any of the local schools,

Hanna Steinberg Camden Coast Real Estate

Sterling View Farm. Cunning Three-Bedroom Cedar Shingle Home located mid-island handy to town and ferry. Many fine finishing details, wainscoting, exposed beams, wood flooring and widow's walk. Guest cottage all on idyllic 2.3 acre meadow with sunsets and waterview.

John Oldham Island Property