Islesboro, ME homes for sale & real estate

Islesboro, ME Homes for Sale

Set along the shore of Meadow Pond on Islesboro, this well-maintained Cape-style farmhouse offers 165 feet of frontage and 0.94 acres of beautifully landscaped grounds. The property features established gardens, fruit trees, and winding paths that create a peaceful, private setting. Inside, the home blends classic charm with modern updates, including state-of-the-art fiber broadband internet. The kitchen offers granite countertops and a spacious pantry, with multiple living areas including a living room with a gas fireplace, sitting room, dining area, sunroom, and a dedicated office. The sunroom is a standout space, with a wall of windows overlooking the deck, meadow, and pond. The primary

Islesboro, ME Homes for Sale

This exceptional estate exemplifies the truly enduring appeal of coastal Maine with a beautifully crafted main residence, separate and private guest residence, swimming pool, and deepwater dock flanking 300 feet of accessible shore frontage, creating an extraordinary setting for both intimate retreats and great gatherings. Defined by superior craftsmanship and a refined sense of scale, the residence unfolds through generous living and gathering spaces balanced by quiet, private spaces. Expansive windows capture the distinctive light of Maine, welcoming spectacular sunrises over the water, and easterly views. The main residence's first floor has, in addition to traditional living spaces, a p

Islesboro, ME Homes for Sale

Set on 6.1+/- picturesque acres with approximately 458 feet of frontage on Meadow Pond, this 1865 farmhouse offers a rare blend of historic character, privacy, and natural beauty. The grounds gently slope toward the water, with established landscaping surrounding the home, a well-kept lawn near the residence, and a more natural landscape beyond creating a peaceful meadow setting. Located on Oregon Road, the property enjoys both convenience and quiet; the town-maintained road ends shortly beyond the property, helping to keep traffic limited. Inviting, elegant, and comfortable, the home retains the warmth and charm of its 19th-century origins while reflecting thoughtful updates and additions

Islesboro, ME Homes for Sale

North End Cottage, located in the coveted Turtle Head subdivision, is a charming chalet-style waterfront retreat set on 4.31+/- mostly wooded acres. Flowering gardens, vegetable beds, and stone paths leading to the covered front porch create a warm and welcoming first impression. Built in 2000, the home features large windows with sweeping views over East Penobscot Bay and offers convenient one-level living with two bedrooms, two bathrooms, and laundry on the main floor. The open floor plan includes a spacious chef's kitchen, dining area, and living room, all thoughtfully positioned to take advantage of the water views. A spiral staircase leads to a loft that can serve as an additional livi