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Luxury Island Living in these Coastal Maine Gems

We’re highlighting some of our most luxurious coastal properties located on Maine islands. Two are accessible via a bridge from the mainland, including an oceanfront gem on Deer Isle and another exceptional home with a guest cabin and private beach in Bar Harbor on Mount Desert Island near Acadia National Park. Others are only accessible by boat or ferry, including a 29-bedroom estate on Islesboro, a 13-bedroom estate on Clapboard Island, and a beautifully renovated cottage on picturesque Monhegan Island.

188 Aldrich Road, Islesboro, Maine

Offered at $8,500,000
Represented by Michael Lynch & Cindy Lang

This prestigious oceanfront Islesboro estate overlooking Penobscot Bay features an incredible 29 bedrooms and 16.5 bathrooms. Extraordinary amenities include 800+ feet of shore frontage, a private west-facing deep water dock, a beach, a heated in-ground pool, a carriage house with a 1-bedroom year-round apartment, a greenhouse, cultivated gardens, and a 3-car garage. Learn more about this luxury island property for sale here. 


Clapboard Island, Falmouth, Maine

Offered at $7,500,000
Represented by Kristina Keaney & Carrie Martin

Welcome to Clapboard Island, a luxurious 22-acre private island estate in Casco Bay just off the coast from Falmouth Foreside and Portland. Amenities include a furnished 13-bedroom stunning main house, plus a guest cottage, charming barn, boathouse, playhouse, private beaches, deep-water dock, and convenient designated mainland parking. This exceptional island property is a true coastal paradise and Maine life at its finest. Learn more about this luxury island property for sale here. 


137 Bay View Drive, Bar Harbor, Maine

Offered at $3,000,000
Represented by Carroll Fernald & Susan Allen

This charming private haven on Mount Desert Island near Acadia National Park has spectacular views of Frenchman Bay with 535′ on the ocean and a private beach. There are two separate houses on 4.5 acres: the main house with 4 bedrooms, 3 bathrooms, a living room with wood burning fireplace, a solarium with expansive views of the water, a beach, two kitchens, and a large dining room on the waterside. A path through the woods leads to the guest cabin with water views, which has a great room with kitchen, living and dining areas, two bedrooms, one bathroom, a wrap-around deck, and a separate driveway. Learn more about this luxury island property for sale here. 

136 Cat Cove Road, Stonington, Maine

Offered at $2,400,000
Represented by Laura Farr

Deer Isle is a scenic Maine island famed for its artist community, local granite, and lobster fishing, and is connected to the mainland by the beautiful Deer Isle Bridge, an iconic and historic suspension bridge. Stonington is a postcard-worthy town with a vibrant working waterfront on the southern portion of the island. This is a rare opportunity to own a private, custom, architecturally redesigned home set on 4.9 acres on Deer Isle, and boasts 1358 feet of deep water oceanfront perfect for boating, fishing, and enjoying the natural beauty of Maine’s coast. This oceanfront estate is a rare gem that combines the charm of a historic home with the comfort and convenience of a modern architect-designed renovation. Built in 1901, this home was originally located in Lubec, Maine, and was barged to its current location in 1998 on Cat Cove on beautiful Southeast Harbor, where it enjoys spectacular views of the ocean and the islands. Learn more about this luxury island property for sale here. 


9 Sterling Cove Road, Monhegan, Maine

Offered at $1,395,000
Represented by Brian Wickenden & Lewis Wheelwright

This extraordinary Monhegan island gem features a stunning wall of windows, a floor-to-ceiling fireplace, and beautiful furnishings, all included in the rare offering. The shingle-style 3-bedroom seasonal home is in a great location by the island’s postcard-worthy harbor, and the 1.97-acre property includes a small pond that was once the historic ice pond for the community. Monhegan is an iconic Maine island 12 miles off the coast in the Atlantic Ocean, and a destination for artists, art lovers, hikers, and nature enthusiasts. Learn more about this luxury island property for sale here. 

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