Courtesy: Engel & Volkers Casco Bay
207-833-0500
Set in the postcard-perfect fishing village of Cundys Harbor, this classic 3-bedroom, 2-bath New Englander captures the essence of Maine's working waterfront. Here, the views aren't staged--they're alive with lobster boats heading out at first light, the steady rhythm of the tide, and the kind of harbor scene that never gets old. From your backyard, step directly to the water's edge where a private deep-water ramp, float, and potential mooring make it easy to get out on the water. Whether it's an early morning cast, a quiet paddle, or an afternoon cruise, it's all right here. Inside, the home blends vintage character with everyday comfort. The kitchen and dining area lead toward a water-facing great room with cathedral ceilings and a wood stove--warm, open, and perfectly suited for gathering after a day on the water. What truly sets this property apart is its connection to the village. Just steps away, you'll find fresh lobsters coming off the boats @ Watsons, a diverse selection of Maine gifts at Hawkes, the charm of Holbrook's General Store, and waterfront dining at Holbrook's Wharf + Grille. It's a place where neighbors wave and the pace naturally slows. Beyond the harbor, Harpswell offers miles of coastline to explore--beaches, hiking trails, and protected lands perfect for kayaking and enjoying the outdoors. Seasonal events, local art, and community gatherings add to the rhythm of life here. Just 10 minutes away, Brunswick brings a vibrant mix of culture and convenience, from Bowdoin College performances to great dining, shopping, and everyday amenities. The home includes a garage with generous storage. The current owners also have renovation plans available, offering a thoughtful starting point for those looking to further enhance the property. Whether you're looking for a year-round home, a seasonal escape, or an investment opportunity, this is a chance to become part of one of Maine's most authentic & enduring coastal communities--right here in ''The H
Courtesy: Hearth & Key Realty
207-241-2327
PRICE IMPROVEMENT! Opportunities like this on Quahog Bay don't come around often. This charming 2-bedroom seasonal cottage sits on .43 acres with 165 feet of deep water frontage, a private dock, and a deep water mooring -- offering direct access to the open ocean and everything the bay has to offer. Quahog Bay is truly special -- known for its calm waters, island-dotted views, and incredible access to the open Atlantic. Whether you're out on the boat, kayaking to a nearby island, casting a line, or simply watching the tide roll in, this bay has a way of making every day feel like a getaway. Wake up to stunning sunrise views from two covered porches overlooking the bay and surrounding islands. At just under 900 square feet, this cottage is cozy by design, with a lower level bunk room, covered porch, and storage space rounding out the layout. The property has seen a number of improvements over the years and is ready for the right buyer to bring their vision and truly make it shine. Harpswell has a little bit of everything -- fresh seafood at Cook's Lobster or The Dolphin, hiking trails along the water, kayak tours, and that unhurried coastal pace that's honestly hard to find anywhere else. When you need a little more, Brunswick is just 10-15 minutes away with grocery stores, shops, and dining. Portland and the Jetport are under an hour, and Route 1 puts the entire Maine coast at your fingertips. Waterfront properties on Quahog Bay with this kind of frontage and deep water access are rare. Don't let this one pass you by!
Courtesy: Roxanne York Real Estate
207-833-6363
Experience breathtaking, expansive oceanfront views from this exceptional home on Bailey Island, set along Maine's iconic rocky coastline. Featuring custom finishes throughout, this year-round residence is designed for effortless, maintenance-free living. Take in the sights and sounds of crashing waves against rugged granite ledges, salty sea breezes, and ever-changing Atlantic vistas right from your doorstep. Enjoy being just steps from quiet coves, sandy beaches, local restaurants, and premier sailing and boating from the new deep water dock. Embrace an active coastal lifestyle in a setting that perfectly blends natural beauty, quality craftsmanship and convenience.
Courtesy: Engel & Volkers Casco Bay
207-833-0500
Twin Vistas, Set just over the iconic Cribstone Bridge, this classic coastal Cape captures the very best of life on Bailey Island. With both sunrise and sunset ocean views, the setting alone is enough to slow you down and make you stay awhile. You'll love the high end finishes like hardwood floors, a gas fireplace, even both high-gloss painted plank and tin ceilings. This island home blends historic charm with thoughtful updates, highlighted by a freshly renovated kitchen offering black soapstone over bright white cabinets and beautifully updated bathrooms. Warm, inviting, and generous living spaces make it easy to gather with family and friends, while the in-ground pool wrapped by a large sunny deck offers a rare and welcome touch for summer days along the coast. Step outside and you're within easy walking distance to several of the island's beloved restaurants, and beaches, allowing you to be a part of that easy, carefree rhythm Bailey Island is known for. Whether you're looking for a strong short-term rental opportunity, a comfortable family retreat, or a low-maintenance coastal home to enjoy year-round, this property offers real flexibility. Close to vibrant Brunswick and within an hour to the airport in Portland, all while being surrounded by the best of Harpswell, you'll have quick access to boating, kayaking, hiking trails, and all the simple pleasures that come with living close to the water. An island gem from the moment you arrive.
Courtesy: Legacy Properties Sotheby's International Realty
207-729-2820
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. Condo fees include all real property insurance, exterior maintenance, private water system, and all repairs. Live carefree. Substantial improvements and updates to the complex have been completed over the past several years. Year round usage in a very convenient location. A truly unique offering. NOTE: The Association has spent the past several years extensively updating and rebuilding all units as well as the entire common areas. By the end of 2026, all substantive improvements will be completed. The expectation is the monthly condo fee will be reduced in the future, but still cover all costs associated with insurance, water systems and on going maintenance. The sellers acknowledge that the current Condo Fees are somewhat higher than local averages, and are offering to prepay the Condo fees for the first 24 months of occupancy for the new owners.
Courtesy: Engel & Volkers Casco Bay
207-833-0500
Perched high on Summer Hill, Bailey Island, This home feels like a world of its own. The neighborhood is peaceful and tucked away, where the only soundtrack is the breeze and the audible rhythm of the surf. From here, you can wander down to any number of nearby beach access points, explore rocky tide pools at low water, pebbled beaches, or head out along quiet paths that wind the nearby Conservation Trust land and its' crashing surf shoreline that makes this stretch of coast so special. Inside, the layout is thoughtful and welcoming. Separate bedrooms --on each level -- give everyone their own space to unwind. The cathedral-ceiling great room brings it all together, blending kitchen, dining, and living areas into one open, light-filled gathering space that's just right for entertaining or simply enjoying a slow evening at home. Absolute black granite counters, stainless appliances, hardwood floors, and a gas fireplace add both style and comfort. The primary suite is its own retreat, with lofty ceilings, long ocean views, a beautifully tiled bath, and a private balcony made for quiet mornings and their expansive sunrise or long sunset conversations. Step outside and you'll find generous decks ready for salt air, coffee to sound of seabirds, and friends at dusk. All of it just a short stroll from the simple pleasures and charm of island life. Calm, connected to nature, and quietly uplifting -- this is the kind of place that reminds you why you love the Maine coast in the first place.
Courtesy: John Graham Real Estate
207-491-1660
Welcome to 16 Ash Point Road. This freshly remodeled home offers a brand new kitchen with quartz counters and new appliances. Three bedrooms and a den space on second floor. A large deck for entertaining, garage space big enough for a car and a workshop and or toy storage., Great location. Nothing left to do but move in. 16 Ash Point would also make a great shorter rental place. Come enjoy South Harpswell!
Courtesy: John Graham Real Estate
207-491-1660
Welcome to 18 Ash Point Road in South Harpswell. This large inviting home has been gutted to the studs and completely redone. Large kitchen with new appliances and quartz counters. Oversized garage that enters directly into mudroom with half bathroom off it and then the rest of the spacious first floor. Second floor has two bedrooms with shared bath and third large primary bedroom with private bath and large walk-in closet. Nothing left to do but move in. Come enjoy South Harpswell!
Harpswell is located in Maine. Harpswell, Maine has a population of 4,985. Harpswell is less family-centric than the surrounding county with 14.8% of the households containing married families with children. The county average for households married with children is 30.7%.
The median household income in Harpswell, Maine is $81,563. The median household income for the surrounding county is $80,679 compared to the national median of $69,021. The median age of people living in Harpswell is 60.4 years.
The average high temperature in July is 77.9 degrees, with an average low temperature in January of 10.4 degrees. The average rainfall is approximately 49.7 inches per year, with 66 inches of snow per year.
