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Encompassed by more than one mile of shoreline along Casco Bay, Dingley Island is an extraordinary coastal estate with 27± acres, a shingle-style residence, deepwater dock, and exceptional privacy. With open lawns for gathering, mature woodlands to explore, and secluded stretches of rugged shoreline, the property's diverse landscape & immense privacy create a timeless setting & true sense of exclusivity along the coveted Maine coast. Set on the point of the peninsula, the main residence faces east, west, and south, beautifully capturing panoramic water views from sunrise to sunset. The shingle-style home is distinguished by its architecture, fine craftsmanship, and effortless connection between its living spaces & the surrounding landscape. The well-appointed home features 6 bedrooms, 5.5 baths, and 5,805± SF of living space with soaring ceilings, high-end finishes, and abundant natural light. An impressive double-sided Maine granite fireplace anchors the dining & living rooms, creating warm & inviting spaces suitable for quiet moments, intimate gatherings, and entertaining. A separate garage with a 948± SF, 1-bedroom, 1-bath apartment provides added space for guests. Throughout the grounds, exceptional stonework—including walls, grass-lined steps, and several patios—creates a natural progression of outdoor spaces, each thoughtfully designed for dining, enjoyment, and being immersed in the waterfront setting. A private tennis court invites recreation, while a custom-built treehouse adds whimsy & adventure. Down at the shore, the deepwater dock is safely tucked away on a protected cove, creating a serene vantage point to view local lobster boats working the bay. A true wildlife paradise, enjoy seal colonies sunbathing on nearby rock ledges, daily sightings of bald eagles & porpoises, and an array of migrating seabirds moving through the pristine landscape. More than a coastal residence, Dingley Island is a legacy estate designed to be enjoyed for generations.

7 Beds ⋅ 7 Baths

Encompassed by more than one mile of shoreline along Casco Bay, Dingley Island is an extraordinary coastal estate with 27± acres, a shingle-style residence, deepwater dock, and exceptional privacy. With open lawns for gathering, mature woodlands to explore, and secluded stretches of rugged shoreline, the property's diverse landscape & immense privacy create a timeless setting & true sense of exclusivity along the coveted Maine coast. Set on the point of the peninsula, the main residence faces east, west, and south, beautifully capturing panoramic water views from sunrise to sunset. The shingle-style home is distinguished by its architecture, fine craftsmanship, and effortless connection between its living spaces & the surrounding landscape. The well-appointed home features 6 bedrooms, 5.5 baths, and 5,805± SF of living space with soaring ceilings, high-end finishes, and abundant natural light. An impressive double-sided Maine granite fireplace anchors the dining & living rooms, creating warm & inviting spaces suitable for quiet moments, intimate gatherings, and entertaining. A separate garage with a 948± SF, 1-bedroom, 1-bath apartment provides added space for guests. Throughout the grounds, exceptional stonework—including walls, grass-lined steps, and several patios—creates a natural progression of outdoor spaces, each thoughtfully designed for dining, enjoyment, and being immersed in the waterfront setting. A private tennis court invites recreation, while a custom-built treehouse adds whimsy & adventure. Down at the shore, the deepwater dock is safely tucked away on a protected cove, creating a serene vantage point to view local lobster boats working the bay. A true wildlife paradise, enjoy seal colonies sunbathing on nearby rock ledges, daily sightings of bald eagles & porpoises, and an array of migrating seabirds moving through the pristine landscape. More than a coastal residence, Dingley Island is a legacy estate designed to be enjoyed for generations.

117 Starboard Ln, Harpswell

Listing courtesy of LandVest, Inc..

$1,925,000

A new oceanfront home in the charming Driftwood Tide neighborhood. The last of only four custom homes built by John Libby Construction. This rare offering features 204 feet of pristine ocean frontage along the protected waters of the Ewing Narrows. A to-be-built custom residence designed for refined coastal living showcases fine woodwork and sun-filled open spaces. Warm hardwood floors, and a ''must have'' pantry and mudroom. Summer dining on the screened porch and cozy winter days by the gas fireplace. All while enjoying the gorgeous, long ocean views from almost every room in the house! The home offers four bedrooms, choose from 1st or 2nd floor suites, a library, and spacious decking running from one side to the other. Energy-efficient systems, and an oversized two-car attached garage. A newer deep-water dock with mooring potential invites effortless boating, kayaking, swimming, and fishing. Just 15 minutes from Brunswick. Enjoy Harpswell's incredible oceanfront lifestyle--trails, beaches, dining, boating, and low taxes. A truly exceptional opportunity. (All photos are similar to be built)

4 Beds ⋅ 4 Baths

A new oceanfront home in the charming Driftwood Tide neighborhood. The last of only four custom homes built by John Libby Construction. This rare offering features 204 feet of pristine ocean frontage along the protected waters of the Ewing Narrows. A to-be-built custom residence designed for refined coastal living showcases fine woodwork and sun-filled open spaces. Warm hardwood floors, and a ''must have'' pantry and mudroom. Summer dining on the screened porch and cozy winter days by the gas fireplace. All while enjoying the gorgeous, long ocean views from almost every room in the house! The home offers four bedrooms, choose from 1st or 2nd floor suites, a library, and spacious decking running from one side to the other. Energy-efficient systems, and an oversized two-car attached garage. A newer deep-water dock with mooring potential invites effortless boating, kayaking, swimming, and fishing. Just 15 minutes from Brunswick. Enjoy Harpswell's incredible oceanfront lifestyle--trails, beaches, dining, boating, and low taxes. A truly exceptional opportunity. (All photos are similar to be built)

30 Driftwood Tide Ln, Harpswell

Listing courtesy of Roxanne York Real Estate.

$1,295,000

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!

3 Beds ⋅ 2 Baths

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.

$1,100,000

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.

3 Beds ⋅ 3 Baths

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

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.

3 Beds ⋅ 3 Baths

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.

$795,000

A charming antique Cape filled with character and warmth, beautifully positioned to capture gorgeous, long southerly views from nearly every room. Sunlight pours in throughout the day, creating a wonderfully inviting setting and a constant connection to the ocean. Lovingly updated throughout, this special home is ready to move in and enjoy. Easy first-floor living opens to a sunny, south-facing deck overlooking the water—a perfect spot for morning coffee, afternoon relaxation, or simply taking in the ever-changing coastal views. Set on a level, sunny lot with plenty of room to expand if desired, the property offers both immediate enjoyment and exciting possibilities for the future. The spacious third bedroom is tucked away upstairs and features its own elevated deck, offering a wonderful vantage point for taking in the beautiful ocean views. Just a one-minute stroll to the beach and boat launch, the location is ideal for embracing the very best of coastal Maine living. Enjoy easy access to local restaurants, scenic trails, shops, galleries, and the ever-popular Dolphin Marina. Launch a kayak, head out for a day on the water, explore the shoreline, or simply settle in and enjoy the salty air and beautiful surroundings. Located at the southern tip of Harpswell Neck, this is a place where the pace is relaxed, the scenery is spectacular, and the simple pleasures of coastal living are right outside your door. A truly inviting Maine home where antique charm, thoughtful updates, sunshine, and spectacular southerly views come together—vintage coastal Maine at its finest.

3 Beds ⋅ 2 Baths

A charming antique Cape filled with character and warmth, beautifully positioned to capture gorgeous, long southerly views from nearly every room. Sunlight pours in throughout the day, creating a wonderfully inviting setting and a constant connection to the ocean. Lovingly updated throughout, this special home is ready to move in and enjoy. Easy first-floor living opens to a sunny, south-facing deck overlooking the water—a perfect spot for morning coffee, afternoon relaxation, or simply taking in the ever-changing coastal views. Set on a level, sunny lot with plenty of room to expand if desired, the property offers both immediate enjoyment and exciting possibilities for the future. The spacious third bedroom is tucked away upstairs and features its own elevated deck, offering a wonderful vantage point for taking in the beautiful ocean views. Just a one-minute stroll to the beach and boat launch, the location is ideal for embracing the very best of coastal Maine living. Enjoy easy access to local restaurants, scenic trails, shops, galleries, and the ever-popular Dolphin Marina. Launch a kayak, head out for a day on the water, explore the shoreline, or simply settle in and enjoy the salty air and beautiful surroundings. Located at the southern tip of Harpswell Neck, this is a place where the pace is relaxed, the scenery is spectacular, and the simple pleasures of coastal living are right outside your door. A truly inviting Maine home where antique charm, thoughtful updates, sunshine, and spectacular southerly views come together—vintage coastal Maine at its finest.

12 Graveyard Point Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

$765,000

Experience the beauty of coastal Maine from this charming 3-bedroom waterfront cottage on Bailey Island, where spectacular sunset views stretch across Harpswell Sound. Set along the water with steps leading down to a tidal beach and natural ledges, this special property offers an idyllic setting for relaxing, entertaining, and enjoying the ever-changing rhythm of the coast. Inside, the well-built and inviting cottage offers a cozy retreat with thoughtful details throughout. The kitchen features granite countertops, while the upstairs bathroom offers a classic clawfoot soaking tub and separate shower. Wake up to incredible water views from the primary bedroom, complete with its own deck and balcony—perfect for enjoying those westerly views over the Sound. The living room opens to a large covered deck, creating an effortless connection between indoor and outdoor living. Beautifully landscaped grounds feature a stone patio overlooking the waterfront, where you can spend hours watching boats pass, taking in the activity of the working waterfront, or simply listening to the sounds of the tide. Beyond the property, Bailey Island's beloved local restaurants, shops, the iconic Cribstone Bridge, and the public landing and boat launch at Garrison Cove are all within walking distance. Whether you're seeking a peaceful summer retreat, a place to gather with family and friends, or a quintessential Maine coastal escape, this waterfront cottage captures the charm and beauty of island living.

3 Beds ⋅ 2 Baths

Experience the beauty of coastal Maine from this charming 3-bedroom waterfront cottage on Bailey Island, where spectacular sunset views stretch across Harpswell Sound. Set along the water with steps leading down to a tidal beach and natural ledges, this special property offers an idyllic setting for relaxing, entertaining, and enjoying the ever-changing rhythm of the coast. Inside, the well-built and inviting cottage offers a cozy retreat with thoughtful details throughout. The kitchen features granite countertops, while the upstairs bathroom offers a classic clawfoot soaking tub and separate shower. Wake up to incredible water views from the primary bedroom, complete with its own deck and balcony—perfect for enjoying those westerly views over the Sound. The living room opens to a large covered deck, creating an effortless connection between indoor and outdoor living. Beautifully landscaped grounds feature a stone patio overlooking the waterfront, where you can spend hours watching boats pass, taking in the activity of the working waterfront, or simply listening to the sounds of the tide. Beyond the property, Bailey Island's beloved local restaurants, shops, the iconic Cribstone Bridge, and the public landing and boat launch at Garrison Cove are all within walking distance. Whether you're seeking a peaceful summer retreat, a place to gather with family and friends, or a quintessential Maine coastal escape, this waterfront cottage captures the charm and beauty of island living.

49 Garrison Cove Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

$625,000

Experience the quintessential charm of coastal Maine from this year-round 3-bedroom, 1-bath cottage overlooking the New Meadows River and the picturesque working waterfront of Cundy's Harbor. With sweeping water views with sunny first-floor spaces, this property offers a front-row seat to spectacular sunrises, highlighted by the sights and rhythms of a classic Maine fishing village. A spacious seaside deck provides the perfect spot for morning coffee, afternoon gatherings, or simply taking in the ever-changing waterfront scenery. The back lawn offers additional outdoor space for gardening or entertaining. Inside, the cottage has been used as-is yet offers an exciting opportunity for those with a creative vision. The home is a true canvas for an industrious person looking to renovate, refresh, and create a personalized coastal retreat. The first floor includes convenient laundry and inviting sun-filled spaces, while three bedrooms upstairs take advantage of the home's elevated water views. Whether you're searching for a year-round residence, a Maine getaway, or a property with renovation potential in an iconic coastal setting, this Cundy's Harbor cottage offers an opportunity to create something truly special along the New Meadows River.

3 Beds ⋅ 1 Baths

Experience the quintessential charm of coastal Maine from this year-round 3-bedroom, 1-bath cottage overlooking the New Meadows River and the picturesque working waterfront of Cundy's Harbor. With sweeping water views with sunny first-floor spaces, this property offers a front-row seat to spectacular sunrises, highlighted by the sights and rhythms of a classic Maine fishing village. A spacious seaside deck provides the perfect spot for morning coffee, afternoon gatherings, or simply taking in the ever-changing waterfront scenery. The back lawn offers additional outdoor space for gardening or entertaining. Inside, the cottage has been used as-is yet offers an exciting opportunity for those with a creative vision. The home is a true canvas for an industrious person looking to renovate, refresh, and create a personalized coastal retreat. The first floor includes convenient laundry and inviting sun-filled spaces, while three bedrooms upstairs take advantage of the home's elevated water views. Whether you're searching for a year-round residence, a Maine getaway, or a property with renovation potential in an iconic coastal setting, this Cundy's Harbor cottage offers an opportunity to create something truly special along the New Meadows River.

66 Holbrook St, Harpswell

Listing courtesy of Roxanne York Real Estate.

$490,000

Set in the sought-after Lowell Cove area of Orr's Island, this charming 3-bedroom, 2-bath seaside cottage offers a wonderful blend of historic character, coastal views, and thoughtful modern updates. Originally built in 1880, the home retains its timeless cottage charm while offering the comfort and functionality needed for today's island living. Perched on a gradual slope overlooking Lowell Cove, the property enjoys peaceful water views and a setting that invites you to slow down and savor the best of coastal Maine. Quiet back roads wind through the neighborhood, offering beautiful ocean vistas and ideal walking routes right outside your door. Numerous updates provide peace of mind, including a kitchen renovation in 2020, a remote-control awning added in 2022, a new water softener in 2024, and a new hybrid water heater, relocated electrical panel, and replacement deck in 2025. Whether you're looking for a summer escape, an investment property, or a year-round island home, this special Lowell Cove property offers an inviting opportunity to enjoy the beauty, tranquility, and character of Orr's Island.

3 Beds ⋅ 2 Baths

Set in the sought-after Lowell Cove area of Orr's Island, this charming 3-bedroom, 2-bath seaside cottage offers a wonderful blend of historic character, coastal views, and thoughtful modern updates. Originally built in 1880, the home retains its timeless cottage charm while offering the comfort and functionality needed for today's island living. Perched on a gradual slope overlooking Lowell Cove, the property enjoys peaceful water views and a setting that invites you to slow down and savor the best of coastal Maine. Quiet back roads wind through the neighborhood, offering beautiful ocean vistas and ideal walking routes right outside your door. Numerous updates provide peace of mind, including a kitchen renovation in 2020, a remote-control awning added in 2022, a new water softener in 2024, and a new hybrid water heater, relocated electrical panel, and replacement deck in 2025. Whether you're looking for a summer escape, an investment property, or a year-round island home, this special Lowell Cove property offers an inviting opportunity to enjoy the beauty, tranquility, and character of Orr's Island.

81 Lowells Cove Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

$415,000

Charming Maine cottage nestled in the highly desirable Indian Rest neighborhood, where coastal living and community amenities come together. Residents enjoy access to association-owned waterfront land featuring a deep-water dock, excellent protected mooring opportunities, and scenic walking trails that wind through the woods to the shore. Lovingly enjoyed by the same family for more than 20 years, this inviting year round cottage has been thoughtfully updated with a new furnace, newer windows, and updated flooring while preserving its original Maine charm and character. Designed for making memories, the spacious kitchen and dining area naturally flow to a large sun-filled deck and beautiful stone patio--perfect for summer gatherings, cookouts, and relaxing evenings. The living room easily accommodated overnight guests with a futon, making it a welcoming retreat for family and friends. The generous backyard offers plenty of room for games, gardening, or simply enjoying the peaceful setting. Beyond the lawn, wooded trails lead directly to the waterfront, where morning walks, swimming, kayaking, boating, and the beauty of the Maine coast become part of everyday life. Just 10 minutes to Brunswick for Shopping while enjoying all the beaches, trails, boating and seaside restaurants Harpswell has to offer!

1 Beds ⋅ 1 Baths

Charming Maine cottage nestled in the highly desirable Indian Rest neighborhood, where coastal living and community amenities come together. Residents enjoy access to association-owned waterfront land featuring a deep-water dock, excellent protected mooring opportunities, and scenic walking trails that wind through the woods to the shore. Lovingly enjoyed by the same family for more than 20 years, this inviting year round cottage has been thoughtfully updated with a new furnace, newer windows, and updated flooring while preserving its original Maine charm and character. Designed for making memories, the spacious kitchen and dining area naturally flow to a large sun-filled deck and beautiful stone patio--perfect for summer gatherings, cookouts, and relaxing evenings. The living room easily accommodated overnight guests with a futon, making it a welcoming retreat for family and friends. The generous backyard offers plenty of room for games, gardening, or simply enjoying the peaceful setting. Beyond the lawn, wooded trails lead directly to the waterfront, where morning walks, swimming, kayaking, boating, and the beauty of the Maine coast become part of everyday life. Just 10 minutes to Brunswick for Shopping while enjoying all the beaches, trails, boating and seaside restaurants Harpswell has to offer!

154 Indian Rest Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

$414,000

Discover the beauty of coastal living in Harpswell's desirable Indian Rest community. This inviting two-bedroom (possibility of expansion to 3 bedrooms), one-bath raised ranch offers an open concept eat-in kitchen and comfortable living room with a heat pump providing both heating and air conditioning. The large unfinished basement features a brick hearth for a wood stove with an exterior metal chimney, offering potential for additional living or recreational space. Step outside onto the 200-square-foot elevated deck and enjoy peaceful views of the wooded backyard. Residents enjoy the unique lifestyle offered by association-owned waterfront land, including a deep-water dock, protected mooring opportunities, and scenic woodland trails. The property also benefits from abutting an expansive fifty-six acres of neighborhood common land, providing a sense of privacy and protected surroundings. Enjoy easy access to leisurely morning walks, refreshing swims, kayaking, boating, and the natural beauty of the Maine coast. Just 10 minutes from Brunswick's shops, restaurants, and services, this home also offers convenient access to Harpswell's beaches, trails, boating, and seaside dining, while providing a peaceful lifestyle in a welcoming coastal community.

2 Beds ⋅ 1 Baths

Discover the beauty of coastal living in Harpswell's desirable Indian Rest community. This inviting two-bedroom (possibility of expansion to 3 bedrooms), one-bath raised ranch offers an open concept eat-in kitchen and comfortable living room with a heat pump providing both heating and air conditioning. The large unfinished basement features a brick hearth for a wood stove with an exterior metal chimney, offering potential for additional living or recreational space. Step outside onto the 200-square-foot elevated deck and enjoy peaceful views of the wooded backyard. Residents enjoy the unique lifestyle offered by association-owned waterfront land, including a deep-water dock, protected mooring opportunities, and scenic woodland trails. The property also benefits from abutting an expansive fifty-six acres of neighborhood common land, providing a sense of privacy and protected surroundings. Enjoy easy access to leisurely morning walks, refreshing swims, kayaking, boating, and the natural beauty of the Maine coast. Just 10 minutes from Brunswick's shops, restaurants, and services, this home also offers convenient access to Harpswell's beaches, trails, boating, and seaside dining, while providing a peaceful lifestyle in a welcoming coastal community.

54 Indian Rest Rd, Harpswell

Listing courtesy of Rob Williams Real Estate Brokers.

$340,000

Welcome to 3 Jolly Roger Road, a unique opportunity to create your own place in a wonderful island community. Set on 1.68 acres, this 1940s-era home offers 2 bedrooms, 1 bath, a beautiful lot, and glimpses of the water, along with plenty of potential for someone ready to bring new life to the property. The existing home could be a rewarding renovation project, or the property may appeal to someone looking for the perfect setting to build their future island home. The lot offers space, privacy, and flexibility, with an additional outbuilding that could make a terrific art studio, woodworking shop, workshop, or storage space. With its attractive acreage, island setting, water views, and range of possibilities, 3 Jolly Roger Road is a property where vision can truly make a difference. Renovate the existing home, reimagine the space, or start fresh and build the island home you've been dreaming of!

2 Beds ⋅ 1 Baths

Welcome to 3 Jolly Roger Road, a unique opportunity to create your own place in a wonderful island community. Set on 1.68 acres, this 1940s-era home offers 2 bedrooms, 1 bath, a beautiful lot, and glimpses of the water, along with plenty of potential for someone ready to bring new life to the property. The existing home could be a rewarding renovation project, or the property may appeal to someone looking for the perfect setting to build their future island home. The lot offers space, privacy, and flexibility, with an additional outbuilding that could make a terrific art studio, woodworking shop, workshop, or storage space. With its attractive acreage, island setting, water views, and range of possibilities, 3 Jolly Roger Road is a property where vision can truly make a difference. Renovate the existing home, reimagine the space, or start fresh and build the island home you've been dreaming of!

3 Jolly Roger Rd, Harpswell

Listing courtesy of Rob Williams Real Estate Brokers.

$310,000

Opportunity awaits at 32 Bayberry Lane in Harpswell. Set in one of Maine's most desirable coastal communities, this property offers the chance to create something special in a peaceful setting near the coast, local amenities, and everything that makes Harpswell such a sought-after place to call home. The home offers a functional layout with plenty of potential for a buyer ready to bring their own vision and updates. Whether you are looking for a year-round residence, coastal getaway, or investment opportunity, this property provides a great starting point in a location that is increasingly hard to find. Some listing photos have been digitally altered using AI to remove personal possessions for illustrative purposes only and to help buyers better visualize the space. No renovations or physical improvements are being represented. All belongings and personal property remaining at the property will convey with the sale. A great opportunity to see the potential beyond the belongings and make this Harpswell property your own. Property is being sold as-is and is subject to third party approval. Please note, the property is required to remain on the market for a minimum of 7 days. Offers are due Tuesday, October 13 at 5:00 PM. Please allow up to 48 hours for a response to all offers.

2 Beds ⋅ 2 Baths

Opportunity awaits at 32 Bayberry Lane in Harpswell. Set in one of Maine's most desirable coastal communities, this property offers the chance to create something special in a peaceful setting near the coast, local amenities, and everything that makes Harpswell such a sought-after place to call home. The home offers a functional layout with plenty of potential for a buyer ready to bring their own vision and updates. Whether you are looking for a year-round residence, coastal getaway, or investment opportunity, this property provides a great starting point in a location that is increasingly hard to find. Some listing photos have been digitally altered using AI to remove personal possessions for illustrative purposes only and to help buyers better visualize the space. No renovations or physical improvements are being represented. All belongings and personal property remaining at the property will convey with the sale. A great opportunity to see the potential beyond the belongings and make this Harpswell property your own. Property is being sold as-is and is subject to third party approval. Please note, the property is required to remain on the market for a minimum of 7 days. Offers are due Tuesday, October 13 at 5:00 PM. Please allow up to 48 hours for a response to all offers.

32 Bayberry Ln, Harpswell

Listing courtesy of On Point Realty.

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