Harpswell, Maine listings for sale

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$5,950,000 - Harpswell, ME
10 Cromwell Cove Road Harpswell, ME - The most significant property to come to the Harpswell market in over two decades, this estate is set on almost 3 private acres with 315' +\- of beachfront. Both the main and guest houses provide sweeping, uninterrupted views of Rogue Island and the Atlantic horizon beyond-evoking the timeless coastal scenes captured by Maine's iconic artists. Designed by prominent architects, Will Winkelman and Rob Whitten of Whitten Architects. Every detail has been thoughtfully designed for beauty, comfort, and lasting quality. The home seamlessly blends a classic New England shingled exterior with a striking refined interior —where clean lines, natural materials, and expansive glass invite the outdoors in.
2007 | 5 | 5 | 6,766 sqft.
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$3,950,000 - Harpswell, ME
8 Linnell Drive Harpswell, ME - Exceptional Oceanfront Compound on Bailey Island Endless Possibilities | Over 1 Acre Total | 200+ Feet of Private Ocean Frontage Family compound, investment property, or business opportunity — this rare and versatile oceanfront estate offers unparalleled potential in one of Maine's most picturesque coastal settings. Comprising three adjacent parcels, the property totals over 1.02 acres, including 0.54 acres of direct ocean frontage. Property #1 - Oceanfront Canvas (0.54 Acres) A once-in-a-generation opportunity to shape your dream coastal retreat. This oceanfront parcel features over 200 feet of private shoreline and a year-round home previously lived in by the seller for 20+ years. Storm remediation completed (January 2024) Framing ready for personalized reconstruction Ideal for a custom home, artist studio, gardens, or guest quarters Let the expansive views and natural serenity spark your imagination. Property #2 - Turnkey Ocean View Residence (0.19 Acres) Move-in ready 3-bedroom, 2-bath home with wraparound deck, large patio, and mature landscaping. Bold ocean views from multiple rooms Two wood-burning fireplaces Two-car garage, storage shed Shared beach access and protected view easement Perfect for year-round living, vacation rental, or hosting guests in comfort and style. Property #3 - Coastal Cottage Charm (0.29 Acres) A quaint single-level cottage offering open ocean views, private beach access, and inclusion in the view easement. Effortless one-floor living Excellent guest house, rental unit, or cozy private escape The Opportunity Live, invest, or create — this versatile oceanfront compound can be reimagined as a: Multi-generational family estate Rental investment portfolio Artist or wellness retreat Primary residence with income potential Maintain the properties independently or unify them into one extraordinary coastal haven. Accessible year-round via the iconic Cribstone Bridge, this is a truly rare offering on Bailey Island.
1978 | 7 | 5 | 4,265 sqft.
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$3,700,000 - Harpswell, ME
12 Steamboat Wharf Lane Harpswell, ME - A Rare Coastal Gem on Bailey Island Offered for the first time in decades, this extraordinary estate combines history, luxury, and natural beauty in one of coastal Maine's most beloved settings. Perched on one of Bailey Island's highest points, the property boasts unparalleled panoramic views of Casco Bay and Mackerel Cove. With southeastern exposure, you'll enjoy sun-filled days and spectacular sunsets — a true feast for the senses. Property Highlights Deepwater dock and float in Mackerel Cove — ideal for boaters and ocean enthusiasts Traditionally styled Mansard home (circa 1850), fully renovated with modern updates Guest cottage and barn/garage, both completely rebuilt with thoughtful design Park-like grounds featuring extensive landscaping and specialty fruit trees Fully furnished with tastefully curated, high-quality furnishings Main Residence 3 bedrooms, each with a private en-suite bath. All with open ocean views. Primary suite with private deck and captivating water views. Chef's kitchen with breakfast nook, seamlessly connected to the dining area, living room, and den. Expansive wrap-around deck perfect for entertaining or peaceful relaxation. Year Round Guest Cottage 2 bedrooms, 1 full bath, well-equipped kitchen, and cozy living area. Opens to a spacious deck with sweeping water views. Grandfathered as a legal second year-round dwelling — an increasingly rare and valuable asset Heated Barn / Garage / Art Studio Currently serving as an art studio, designed to inspire creativity. A versatile space adaptable as a garage, workshop, or additional living or recreational area This property is a unique opportunity to own a piece of Maine's coastal charm — whether as a luxurious year-round residence, a multi-generational retreat, or a seasonal escape. Every detail has been carefully considered, creating a seamless blend of classic style, modern comfort, and breathtaking natural surroundings.
1850 | 5 | 5 | 3,604 sqft.
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$2,850,000 - Harpswell, ME
30 Barker Point Road Harpswell, ME - Welcome to 30 Barker Point Road, Harpswell. This property is the epitome of a '' Maine Coastal Cottage''. Located on the granite shoreline of Bailey Island. Long offshore easterly views of islands and open ocean. A very sensory setting. Shingle sided, wraparound porches, fireplaces, large windows, - a real period feel. Originally built in the 1890s, but updated in every respect, - while still maintaining the presence of another time. Truly, a very rare and unique offering ! There are a total of five bedrooms, three baths, a large living room, den/library, and a turret room high above the main level. Spacious and suitable to easily accommodate a large group of family and friends. Conveniently located on Bailey Island. A classic Maine coastal community Enjoy low taxes and easy access to the surrounding Town of Brunswick. Home to Bowdoin College, and all the conveniences you would expect.
1890 | 5 | 2 | 3,314 sqft.
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$2,795,000 - Harpswell, ME
240 W Cundys Point Harpswell, ME - Welcome to 240 West Cundys Point Road in Harpswell. A truly notable property located in a highly desirable section of town. The site consists of 3.7 acres of wooded land with over 1,400 feet of water frontage. Commanding ocean views combine with serene privacy. The scene is long ocean views, offshore islands, and boats transiting the area. Classic Maine. A never ending changing panorama. In addition, enjoy low Harpswell taxes as well as a convenient location with easy access to the Town of Brunswick, and all that college town has to offer. The house is a contemporary design of some 4,263 square feet. Open concept, it takes full advantage of its location and the ever changing views. Sit in your living room and be mesmerized by the scene. There are two mini bedroom suites on the main level, Primary bedroom on the second level, as well as a Bunk Room with multiple beds. Could easily accommodate larger groups. There are four bathrooms as well as a Media Room. In addition to all of the above, it should be noted that the land area can accommodate a separate buildable lot that could be used to build a Guest House, or sold to recoup a portion of your investment. Survey data is available.
1990 | 4 | 4 | 4,263 sqft.
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$2,250,000 - Harpswell, ME
258 Gun Point Road Harpswell, ME - Experience the ultimate coastal lifestyle with this newly built waterfront luxury home in Harpswell, designed for those who appreciate privacy, fine craftsmanship, and life on the water. Set on a double lot with 200 feet of deep water frontage, this stunning home was expertly constructed by a respected local builder. The setting is elevated and serene, offering sweeping westerly views and unforgettable sunsets from the waterside deck and nearly every room. Thoughtfully designed for comfort and function, the home welcomes you with a beautifully crafted entry and mudroom, complete with custom bench seating, abundant storage, and a convenient half bath. The chef's kitchen is the heart of the home, featuring an oversized quartz island, high-end appliances, and there's even a dedicated coffee bar-cafe, perfect for hosting family and friends. The first-floor primary suite offers bold ocean views, a luxury spa-style bath, and all easy one-level living. Even the laundry room is a standout, featuring a sun tube skylight that floods the space with natural light. Whether you're into boating, kayaking, or simply soaking in the peace of coastal living, the private deep water dock makes it easy to get out on the water at a moment's notice. An attached two-car garage includes a large bonus room above that would be ideal for a home office, studio, or whatever you can imagine. You need to get away, if you want the best the coast has to offer, you have earned this. Move-in ready and built with enduring quality, this property offers the perfect blend of luxury and outdoor living on Maine's beautiful coast.
2022 | 4 | 4 | 3,028 sqft.
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$2,195,000 - Harpswell, ME
388 High Head Road Harpswell, ME - Renowned Architect Lance Fletcher designed this Contemporary Home where every window looks like a nature painting offering a water view or the many landscaping features. The abundant landscaping was all just redone last year by Gnome Landscaping including new plantings and stone walls. There is a very elaborate list of recent updates which include the landscaping, exterior cedar siding, Azek trim, windows, sliding doors, decks, driveway resurface and more! The first floor is filled with natural light with an abundance of glass overlooking Mill Cove and its surrounding natural beauty. A great ''Cooks' Kitchen'' with lots of counter space, cabinetry, two islands, and a large pantry. You will not be able to decide which area to sit. Each area offers a view including the adjacent screened porch to enjoy the evening sunset. The primary bedroom on the 2nd floor has a large sleeping space, water closet, large walk-in closet, sitting space and a door to a westerly facing deck above the screened porch. Your guests will marvel at their own sleeping space in the daylight lower level with a nice sitting area and 2 full baths. The lower level also houses a 2nd laundry area, utility room and large office, with two desk spaces and custom cherry built-ins. There are 2 laundry facilities, one on the first floor and one in the lower level utility space. There is ample storage above the garage. This space also houses a heated finished space which includes an exercise space with its own shower and a beautiful sauna. In addition, there is a darkroom for the photographer enthusiast. Enjoy swimming in the cove which is easily accessible from the path to a stairway which leads to your very own beach area. It is also a great place to launch a kayak! The opportunity awaits you to become part of the High Head Yacht Club where you have a deep water dock and mooring area.
1996 | 3 | 3 | 3,792 sqft.
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$2,000,000 - Harpswell, ME
52 Lombos Hole Road Harpswell, ME - Tucked along the serene shoreline of Harpswell Sound, 52 Lombos Hole offers the opportunity to own over 180 feet of private waterfront in one of Maine's most scenic coastal communities. Encompassing just over an acre, this beautifully situated property also includes shared access to additional common frontage along the Sound and tranquil Lombos Hole. Built in the 1980s, the home is a thoughtfully designed contemporary with an emphasis on comfort, light, and connection to the natural setting. A striking wraparound deck extends along three sides, complete with glass railings that maximize panoramic water views. Whether entertaining guests or savoring quiet evenings, this expansive outdoor space complements the home's open interior. Inside, the home features a warm, open-concept layout centered around a cozy sunken living room with a fireplace and water views. Large windows flood the space with light and frame the beauty of the surrounding landscape, offering water views from nearly every room. The main floor includes a generous primary suite with deck access, while the upper level offers two additional bedrooms and a balcony-style landing overlooking the living area and water. The grounds are landscaped with terraced paths leading to the water's edge, where a private dock and float provide easy ocean access, and seating areas invite sunset views. Flowering bushes, mature trees, and lush plantings enhance the peaceful, private setting. Additional features include a two-car garage, private mudroom entry, guest landing, and two and a half bathrooms to support effortless year-round living. Just 15 minutes from Cooks Corner and Maine Street in Brunswick, this home is a true retreat in the heart of Harpswell.
1980 | 3 | 2 | 3,211 sqft.
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$1,995,000 - Harpswell, ME
27 Driftwood Tide Lane Harpswell, ME - Experience the stunning beauty of coastal Maine in this newly built waterfront home, nestled in a small, newly established, seaside neighborhood. With a nod to classic coastal architecture, this craftsman style home combines clean lines, and relaxed elegance in every detail. From quiet mornings to lively gatherings, the thoughtfully designed cook's kitchen offers a captivating ocean view that enhances every occasion. Four bedrooms—each crafted for comfort—this home includes two bedroom suites, one on each floor, ideal for guests or multi-generational living. Perfectly placed windows offer an abundance of natural light, while highlighting the beauty of polished hardwood flooring and custom built-ins. Refined finishes such as brass hardware and designer accent lighting, truly elevate the home's understated elegance. Whether you're sipping coffee on the covered front porch or watching the sunset from the back deck, the home offers a front-row seat to Harpswell's beautiful coastline. Steps to the deep-water dock provides direct access to the water—perfect for boating, kayaking, swimming, fishing, or watching the tides roll in. ''Equipped with central heating, air conditioning, and a full-home generator, the property ensures effortless living in every season. ''Whether you're boating along the pristine coastline in summer or walking the nearby trails on a crisp fall afternoon, Harpswell has access to stunning islands, peaceful beaches, and local restaurants. Set in a welcoming coastal community, this home offers relaxed, easy living—just 15 minutes from charming down town Brunswick and everyday amenities. Built by John Libby Construction, It doesn't get better than this!
2025 | 4 | 4 | 2,452 sqft.
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$1,945,000 - Harpswell, ME
3 Ben Island Harpswell, ME - One of One. Ben Island is an extraordinary 4.2-acre private island in Harpswell offering unmatched tranquility, natural beauty, and modern off-grid living just two minutes from the mainland with deeded parking and deepwater dock access. At the southern tip of the island sits a beautifully renovated post-and-beam cottage with granite counters, tiled floors, stainless appliances, two updated bathrooms, three bedrooms plus a loft, and a screened-in porch overlooking a pebbled pocket beach. Built for comfort and sustainability, the home features a full foundation, insulated windows, drilled well with a whole-house RO water treatment system, conventional septic, LP heat with electric backup, and on-demand hot water. Power is supplied by a 6.7kW solar system paired with a backup 10kW generator. A 6-passenger 4x4 side-by-side is included for exploring scenic island trails and accessing multiple beaches, wooded pathways, and gathering areas. Additional features include an outdoor shower, shed, a beautifully crafted tree house, and a scenic seating area with stone staircase leading down to the water. Generations have dreamed of escaping to a private island, but few ever have the chance. With over 2,000 feet of waterfront, protected coves, and mature forest, Ben Island delivers the rarest blend of seclusion and accessibility. Whether used as a retreat, creative sanctuary, or legacy escape, this one-of-a-kind property offers a lifestyle unlike any other. Here, you can unplug, recharge, and reconnect with nature—without sacrificing the comforts of home. Properties of this caliber and privacy rarely become available—don't miss the chance to own your own island dream. Spend your mornings watching the sun rise over Quahog Bay and your evenings gathered on the deck as the sky turns to gold. The island's thoughtful layout offers both privacy and community. A 23' Maritime Challenger boat & 4 deep water moorings are included. Showings are conducted by boat and must be scheduled.
2001 | 3 | 2 | 1,458 sqft.