Maine has thousands of picturesque islands off the coast, many connected to the mainland by bridges and others only accessible by boat. We are showcasing idyllic homes for sale scattered throughout these islands, including Mount Desert Island, Maine’s biggest island and the home of Acadia National Park, as well as Bremen Long Island, Southport, Islesboro, and even Monhegan. Many of these homes are historic properties with storied pasts, while others are newer but still packed with character. From oceanfront farmhouses and cozy cottages to historic homes with private beaches and docks, there is something for everyone at a wide range of price points.
72 Bartletts Landing Road, Mount Desert Island, Maine
Offered at $6,295,000
Represented by Marika Clark & Glenn Jonsson
This rare authentic saltwater farm on renowned Mount Desert Island is right by Acadia National Park. Overlooking Pretty Marsh Harbor on the highly coveted ”Quietside” of the island, this historic farmhouse was originally built in 1818 and is nestled on 12 picturesque acres with a private shoreline, perennial gardens, and acres of pasture land for horses. The property includes a 4-bedroom farmhouse, a barn with stalls and tack areas, and a heated 3-bay garage and workshop. Learn more about this Maine home for sale on Mount Desert Island here.
188 Peabody Drive, Mount Desert Island, Maine
Offered at $3,400,000
Represented by Linda Jonas
This scenic custom-built home on Mount Desert Island near Acadia National Park rests on a hill between Seal Harbor and Northeast Harbor. Sited on a private park-like setting on 2.6 acres near Little Long Pond, hiking trails, and the ocean, the home includes a spacious living room with a granite fireplace, wet bar, and cathedral ceilings. Basic furnishings and the garden statuary are included in the offering. Learn more about this Maine home for sale on Mount Desert Island here.
16 Bremen Long Island, Bremen, Maine
Offered at $3,200,000
Represented by Linda Painter & Tom Field
Built by John Aspinwall in 1917, this picturesque three-season retreat on Bremen Long Island is one of the most beautiful island properties in the Midcoast region. Nestled on 95 acres with spectacular views from all sides of the peninsula, Aspinwall is a sailor’s dream with two new moorings, a deep water dock, a granite pier, and a private beach. Only accessible by boat, Aspinwall is ideal for people seeking the Maine lifestyle and privacy. “From Broad Cove Marina in Bremen, where the seller has a boat slip, it is about a mile and a half boat ride, or roughly 10 minutes,” says agent Linda Painter. “As you approach Aspinwall from the water, you pass the beautiful evergreen islands of Muscongus Bay. Even though it’s easily accessible from the mainland, there is an instant sense of remoteness and tranquility.” The property includes a historic 4-bedroom main house, a large barn added in 2007 with a year-round guest apartment, and two cozy cottages.
Bremen Long Island, off the coast of the Bristol peninsula in Muscongus Bay, is roughly a mile wide and 2.5 miles long, dotted with pristine woodlands and rocky coves. There are only about 25 other seasonal residences on the island, which was first settled in the mid-1800s and still has historic carriage trails winding throughout the forests and coves. Though the property is a step back in time and “off the grid,” it has been updated with modern amenities. An artesian well provides ample water supply. All electricity is generated internally through solar power and a generator system, and a satellite provides television and internet service. Learn more about this Maine island home for sale here.
73 Newagen Colony Road, Southport, Maine
Offered at $2,750,000
Represented by Kathy Leeman and Cristina Stirratt
Southport is an island connected by a bridge to the mainland near the charming downtown of Boothbay Harbor. This stunning oceanfront home is perched at the southern tip of Southport with offshore islands serving as a natural breakwater, providing a protected private dock and mooring. Part of the ”Newagen Colony” anchored around the historic Newagen Seaside Inn, the home also shares use of the 20-acre resort property and amenities including tennis courts, a heated freshwater pool, a common dock, and gaming areas. Learn more about this Maine island home for sale here.
541 Pendleton Point Road, Islesboro, Maine
Offered at $1,865,000
Represented by Michael Lynch
This historic waterfront summer cottage on the iconic island of Islesboro is nestled in Dark Harbor close to the village with water views on both sides. Islesboro is a short three-mile ferry ride from Lincolnville Beach, a Midcoast destination between Camden and Belfast. Built in 1910, this home is rich in character and architectural details including beautiful millwork, wainscoting, coffered ceilings, cast iron tubs and sinks, and more. There is plenty of room for family and friends, with up to 9 charming bedrooms, 4.5 bathrooms, and laundry. Learn more about this Islesboro home for sale here.
246 Bay Shore Lane, Islesboro, Maine
Offered at $1,350,000
Represented by Michael Lynch
This classic home and guest cottage are set on 6 acres toward the end of a private road on the eastern shore of Islesboro, boasting spectacular sunsets and 352 feet of water frontage. The cozy two-story guest cottage has a deck overlooking the water and is perfect for guest overflow or rental income. Enjoy the sprawling lawn and private beach, or head over a little bridge across a creek and explore the woods. Learn more about this Islesboro home for sale here.
240 Monhegan Avenue, Monhegan Island, Maine
Offered at $950,000
Represented by Lewis Wheelwright
Welcome to the Chadwick House, a rare year-round home on Monhegan Island originally built in 1822. Monhegan is an iconic Maine island 10 miles off the coast in the Atlantic Ocean, and a destination for artists, art lovers, hikers, and nature enthusiasts. Currently the only home for sale on the island, this charming 3-bedroom Cape has a great location in the heart of the village right by the harbor with historic character, postcard-worthy views, and beach access across the street. Walkable shops and restaurants include the iconic Barnacle Cafe at the harbor entrance, several art galleries, the waterfront Fish House restaurant and seafood market, and Monhegan Brewing Company. Learn more about this rare home for sale on Monhegan Island here.
1317 Trim Lane, Islesboro, Maine
Offered at $950,000
Represented by Michael Lynch
This sweet cottage on the island of Islesboro is perched on an elevated point looking west over Penobscot Bay with 14 acres of land. The scenic property includes 1,300 feet of shorefront and a beach, plus a beautiful deck, a cozy woodstove, a lofted bedroom, and plenty of room to expand and explore. Learn more about this oceanfront Maine home with acreage for sale here.
