Refine Search
Map
Sort by
$1,470,000
2 Beds ⋅ 2 Baths ⋅ 1673697 MLS
A rare opportunity to own one of Maine's most extraordinary waterfront properties. Set on 2.6 private acres at the very end of a country road, this remarkable peninsula-shaped lot offers over 2,000 feet of water frontage, level lot with easy dock access, providing ocean views, exceptional privacy, and endless possibilities. The existing post-and-beam home is thoughtfully designed and exceptionally well built, featuring superior insulation, a bright daylight basement, and comfortable year-round living. Whether you're looking for a peaceful waterfront retreat or a legacy property to build on and enjoy for generations, this home is ready to be appreciated as it is. The expansive lot also presents a rare opportunity to create a larger custom waterfront home while preserving the existing cabin as a guest house, studio, or private getaway. With a rugged deep water dock, protected boating access, and an unmatched setting surrounded by the sea, this is a truly one-of-a-kind coastal property where privacy, craftsmanship, and spectacular oceanfront living come together. Just 15 minutes to all amenities, this remarkable property offers it all!

131 Winding Way, Harpswell

Listing courtesy of Roxanne York Real Estate.

$1,299,900
4 Beds ⋅ 3 Baths ⋅ 1668748 MLS
Two Residences, Endless Views Perched high above the sparkling waters of Long Reach Cove, this extraordinary property captures the very soul of the Maine coast. From its commanding 100-foot cliff views along Hogback Ridge to its rare combination of privacy and convenience, this is a place where nature and craftsmanship meet. Just minutes from Brunswick, yet tucked away on Great Island, you'll arrive via a winding drive that feels like your own private gateway to the sea with over 800 ft waterfront and private beach. The first residence, Cove Cottage, is a 1,500 sq. ft. masterpiece by local master craftsman Ken Wille. Built from hand-milled white oak and designed to embrace the scenery, it boasts wraparound decks, floor-to-ceiling windows, and sweeping views of Long Reach Cove and the Cliff Trail Ridge. A cozy Jøtul stove makes the perfect spot to take in golden sunsets framed by Maine hardwoods. The second dwelling, The Rustic Craftsman's Studio, is a +/- 1,000 sq. ft. creation from the renowned John Libby. Currently serving as an artisan's workspace, its heavily insulated structure offers the potential to be transformed into a second two-bedroom home -- the perfect guest retreat, income property, or multi-generational haven. Two private beach access points invite you to launch a kayak, explore tidal waters, and watch Great Blue Herons, Osprey, and Eagles in their natural element. A 3-acre state-owned buffer ensures lasting seclusion, protecting the serene environment that makes this property feel like a world of its own. Recent updates include refinished hardwood floors, a new roof, powered utility sheds, and a German-engineered hillside garden ready for your vision. Whether you seek a seasonal escape, a year-round residence, or a property with creative income potential, 9 & 11 Orion Point Way offers an unrepeatable chance to own a slice of Maine's most dramatic and unspoiled coastline.

9 11 Orion Point Way, Harpswell

Listing courtesy of EXP Realty.

$1,275,000
1667847 MLS
Surrounded by nature yet just minutes to all things Brunswick. Rare parcel of unimproved land generally located on the northern end of White Island in Harpswell, ME. This remarkable parcel contains almost 70 acres with over 6,000 feet of diverse shore frontage. Lightly tidal frontage on the north western shore, deeper water on the north eastern shore with many little coves and rocky shore frontage to explore. Largely untouched with varying topography, mature tree growth and natural drainage areas. Access by boat only with careful attention to the tide chart required. Close to Paul's Marina and the all tides Brunswick boat ramp.

Lot # 22 Map 80, Harpswell

Listing courtesy of RE/MAX Shoreline.

$1,395,000
3 Beds ⋅ 3 Baths ⋅ 1661117 MLS
This beauty is steps away from the beach in one of Harpswells most peaceful coastal neighborhoods. This home offers the kind of Maine lifestyle buyers dream about but rarely find. Built in 2022 with thoughtful design, quality materials and low-maintenance living in mind, and delivers modern comfort with the relaxed feel of a private coastal retreat. The main home offers bright, open living spaces for gathering with family and friends, while the separate guest cottage creates flexibility for visitors, multi-generational living, or income producing VRBO.. Large windows bring the seaside in, filling the home with natural light and creating a connection to the surrounding coastal setting. Unfinished room over garage can easily be finished off for more space. Mornings begin with coffee on the deck watching eagles, osprey, ducks and the occasional loon. Afternoons are spent kayaking nearby coves or exploring the shoreline, and evenings end with sunsets, and the quiet only coastal Maine can offer. 34 Eider Road places you close to many favorite destinations. Spend the day exploring Stover's Beach, the ocean views at Cliff Trail, enjoy boating and kayaking around Casco Bay's islands and protected harbors, or head to one of the several eateries for waterfront dining with friends and family. Nearby Brunswick offers shopping, restaurants, coffee shops, Bowdoin College, and everyday conveniences, while Portland is an easy drive away with jetport access. Whether you're looking for a year round coastal home or to enjoy and experience this home part of the year,34 Eider Road is the home for you.

34 Eider Rd, Harpswell

Listing courtesy of Keller Williams Realty.

$1,290,000
3 Beds ⋅ 3 Baths ⋅ 1662287 MLS
Welcome to 11 Tree Tops Lane in Harpswell, Maine. A just completed, fully updated renovation, where thoughtful design meets exceptional craftsmanship. Designed by Waltman Architectural Design and meticulously constructed by Harriman Construction, this residence offers a seamless blend of refined coastal living and rustic charm. Perched among the treetops overlooking the waters of Lowell's Cove on Orr's Island, the home allows for privacy while only a short walk away to the water, town library, and local trails and parks. The exterior showcases state-of-the-art workmanship, highlighted by a striking mix of textures--natural stone, red cedar, and iconic green trim--creating a timeless and distinctly Maine aesthetic. The main level offers two bedrooms and a thoughtfully designed open-concept living space. The living room, kitchen, and dining area flow effortlessly, while expansive windows invite in abundant natural light. The kitchen features high-end appliances and all-new systems throughout the home ensure comfort and peace of mind. This home is the essence of functionality meeting coastal living. A first-floor laundry area and powder room located just off the garage provide an ideal landing space after a day at the beach or out on the water. French doors on each level open to expansive decks, creating the perfect setting for entertaining or simply enjoying the ocean breeze. Each floor is designed with privacy in mind, featuring separate entrances and exits for the main, upper, and lower-level living areas, ideal for hosting guests, rental potential, or multigenerational living. The upper level offers a complete living space, including a full kitchen, breakfast nook, and an inviting sitting area, perfect for extended stays with family and friends. The second-floor bedroom features vaulted ceilings, an en-suite bath, private laundry, and coffee bar. A truly one-of-a-kind offering where new construction seamlessly meets timeless, enduring design.

11 Tree Tops Ln, Harpswell

Listing courtesy of Portside Real Estate Group.

$1,100,000
3 Beds ⋅ 3 Baths ⋅ 1659717 MLS
An exceptional opportunity to own two oceanview homes on neighboring lots along Harpswell's highly sought-after coastline. Thoughtfully positioned to capture expansive, unobstructed water views, this distinctive offering includes a primary residence, a guest or income-producing cottage, and 150 feet of owned waterfront on Quahog Bay, complete with a deep-water dock and float--well suited for boating, kayaking, or simply enjoying the quiet beauty of the Maine coast. The main home is a bright and inviting ranch offering two bedrooms and two full bathrooms. The open kitchen, dining, and living area creates a natural gathering space, with large windows that bring in the surrounding views. Water vistas can be enjoyed from nearly every room, while the generous deck off the living area extends the living space outdoors with ease. The grounds are carefully maintained, adding both privacy and a welcoming setting. A two-car garage offers ample storage, and the space above provides a sizable studio with elevated ocean views--ideal for a home office, creative workspace, or additional guest space. The home as a whole reflects a comfortable coastal lifestyle with a clean and cohesive design. Just a short distance away, the second residence--built in 2015--adds flexibility as a guest cottage, private retreat, or rental opportunity. This one-bedroom home features an open kitchen and living area filled with natural light, leading to a pleasant sitting deck with calm water views. Its placement takes full advantage of the surrounding landscape, offering a peaceful and functional living space that pairs beautifully with the main home. Together, these two homes offer a unique coastal setting--ideal for sharing with family and friends, welcoming guests, or making the most of time spent by the Maine shoreline.

37 & 38 S Dyers Cove Rd, Harpswell

Listing courtesy of Coldwell Banker Realty.

$1,295,000
3 Beds ⋅ 2 Baths ⋅ 1658119 MLS
Set on four private acres within the sought after High Head community, this oceanfront property offers a combination of space, access, and quiet coastal living. With 166 feet of frontage and stairs leading to the shore, the connection to the water is immediate and easy, whether you're starting the day with coffee by the tide or ending it watching the light shift across the water. The home is designed for gathering and unwinding. A spacious living room with wide pine floors, built-ins, and a fireplace opens to a large deck overlooking the shoreline, creating an easy flow between indoor and outdoor living. The kitchen, with plenty of storage and an efficient layout for cooking opens to the dining room allowing for family and friends to mingle with the chef. New carpeting throughout the three well-proportioned bedrooms brings a fresh feel, while an oversized two-car garage and full, dry basement adds everyday practicality. A separate guest cottage with a full bath and electric heat offers flexibility for guests, creative work, or a quiet retreat away from the main home. Just around the bend, the High Head Yacht Club dock and clubhouse enhance the seaside experience even further. Boat out for an evening on the water, meet neighbors for a casual gathering, or simply enjoy the ease of having it all close by. A property that invites you to settle in and make the most of life on Maine's coast!

64 High Head Rd, Harpswell

Listing courtesy of Portside Real Estate Group.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.