Life revolves around the water in Harpswell. The town shapes itself around long peninsulas and connected islands, giving this coastal community over 216 miles of shoreline, more than any other municipality in the state. This distinct geography creates a rare coastal dynamic: a lifestyle that feels quiet, peaceful, and authentically remote, while remaining effortlessly tied to neighboring towns. Nearby Brunswick provides immediate access to everyday amenities, dining, and healthcare, while Portland is just a quick drive down the coast.
Harpswell maintains a timeless charm rooted in working harbors, preserved trails, and generations of maritime heritage. From picturesque fishing villages like Cundy’s Harbor and Mackerel Cove to the quiet coves of Orr’s and Bailey Island, the ocean defines every horizon.
To discover more about local trails, historic sites, and coastal living, explore our complete Harpswell Community Guide here.
If you are looking to call this unique coastline home, Legacy Properties Sotheby’s International Realty is pleased to present a curated collection of properties currently available across Harpswell below.
2319 Harpswell Island Road, Harpswell, ME 04003
Offered at $2,500,000
Represented by Will and Ally Fuller
Privately tucked away on coveted Bailey Island, this exceptional waterfront retreat captures the essence of refined coastal living. Set on a rare parcel with its own beach and extensive ocean frontage, the property enjoys breathtaking 180-degree water views across a protected cove and out to the Atlantic beyond. From its elevated vantage point, the ever-changing seascape becomes the backdrop to daily life, offering a remarkable sense of privacy and connection to the Maine coast.
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13 West Shore Road, Harpswell, ME 04003
Offered at $880,000
Represented by Dennis Duggan & Jessica Heagle
Welcome home to your meticulously maintained residence - centrally located on Bailey Island, Harpswell . The home is a custom built contemporary constructed in 2012. One of the main design criteria was to build a structure that would take full advantage of the long and scenic water views over Harpswell Sound - including spectacular Westerly facing sunset views.
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57 Laurel Shore Drive, Harpswell, ME 04079
Offered at $750,000
Represented by Dennis Duggan & Jessica Heagle
Experience authentic Maine coastal living at this rare direct waterfront property on the New Meadows River, part of Casco Bay. With approximately 250 feet of saltwater frontage, a private dock, stairs to the water, and stunning tidal views, this is the waterfront lifestyle you've been dreaming of. The property features two fully equipped structures: a charming one-bedroom cottage overlooking the water and a separate carriage house with its own bedroom, full bath, kitchen, and two-car garage.
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45 Little Island Road 45, Harpswell, ME 04066
Offered at $699,000
Represented by Dennis Duggan & Jessica Heagle
Direct waterfront Condo located on the Maine Coast on Orrs Island, Harpswell, Maine. The five unit condo complex was built in 2014. Enjoy unparalleled, natural, and beautiful ocean views from every window. The residence consists of two bedrooms, en suite, living and dining areas, and a very efficient kitchen area with stainless appliances and granite countertops. Amenities include a common dock, beach area, large deck with expansive living areas, as well as an exclusive roof top deck.
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39 Birch Island S Street, Harpswell, ME 04079
Offered at $599,000
Represented by Dennis Duggan & John McCarthy
Welcome to Birch Island, your true Maine Island Getaway. Conveniently positioned off the shore of Brunswick Maine, across the way from Duck cove, with its privacy, and protected shoreline, but also located in the Town of Harpswell, known for its low taxes. This Island cottage was built in 1990 and benefits from solar electric, in ground septic, community water well, all the benefits of home located on a Maine Island with direct water access with stairs.
