Deer Isle, ME homes for sale & real estate

Deer Isle, ME Homes for Sale

Perched in a picturesque setting overlooking the world renown sailing waters of Eggemoggin Reach, Oakland House Seaside Inn and Cottages offers an opportunity to own a piece of living history. Established on land acquired in 1767 through a grant from Britain's King George - just nine years before the signing of the Declaration of Independence - this iconic property has remained in the same family ever since. In 1889, the King George of England homestead was transformed into the Oakland House, a welcoming retreat for ''Rusticators'' arriving by steamship. Today, it continues to be a beloved destination for those seeking a rustic, authentic summer experience along the rocky Maine coast. The O

Deer Isle, ME Homes for Sale

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 area. The kitchen, complete with a cozy breakfast nook and tiled finishes, flows seamlessly into the family room, formal dining room, and inviting living room. The thoughtful layout includes a first-floor bedroom with an adjoining bath, plus three additional bedrooms and a shared bath upstairs - alo

Deer Isle, ME Homes for Sale

Located just outside the heart of Stonington, this spacious 3-bedroom farmhouse has a lot to offer. The first floor features two generous rooms with warm pine flooring connected by French doors. The kitchen connects to an addition with laundry hookup and direct access to the backyard. The enclosed front porch may function as a mudroom entryway or a sunroom that leads into the kitchen. Upstairs, two recently renovated bedrooms boast high ceilings, new flooring, and fresh paint, while the third bedroom offers flexible potential—perfect for a guest space, home office, or even conversion into a spacious second-floor bathroom. Outside, the property provides plenty of room with a large open

Deer Isle, ME Homes for Sale

3 bed/2bath home on nearly 2 acres in a fishing community in Stonington. This home has a large, private yard with drive thru right of way. The house features a new kitchen, new appliances, and new windows. Needs some finish out of trim, etc. One of the few affordable homes on the Island.

Deer Isle, ME Homes for Sale

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 porches. Inside, the home offers elevated views of East Penobscot Bay from both levels. At the heart of the first floor is an open-concept living space anchored by a stunning stone fireplace. The well-appointed cook's kitchen with pantry flows seamlessly into the dining and living areas, all opening

Deer Isle, ME Homes for Sale

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 open to a spacious water view deck, a functional galley kitchen, and a full bath. The generous wrap-around deck provides the perfect vantage point for sunrise coffee, afternoon reading, or evening gatherings with the bay as your backdrop. Upstairs, three charming bedrooms capture the light and se