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$670,050
2 Beds ⋅ 3 Baths
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.

19 Hugh Ave, Harpswell

Listing courtesy of Engel & Volkers Casco Bay.

Selling Office: Engel & Volkers Casco Bay.

$649,000
2 Beds ⋅ 2 Baths
Set within the iconic Merritt House on Orrs Island, Unit 21 offers the rare combination of effortless condo living and timeless coastal charm. With recent renovations and finishings through exceptional craftsmanship and attention to detail, this stunning residence blends historic character with modern comfort in one of Harpswell's most treasured landmark buildings. Enjoy breathtaking western-facing oceanfront views and unforgettable sunsets from your private balcony or while resting easy on the deep-water dock that provides easy access for boating, kayaking, swimming, or simply jumping off the dock on warm summer days -- the quintessential Maine waterfront lifestyle. Surrounded by some of Harpswell's most beloved landmarks and scenic destinations, this exceptional property provides convenient access from your doorstep. Soak in the local beaches and hiking trails to renowned seafood, marinas, and quiet coastal villages. Whether you're seeking a seasonal retreat or year-round seaside living, Merritt House delivers a unique opportunity to experience the best of Maine's island coast with ease and elegance. SHOWINGS BEGIN FRIDAY MAY 22.

6 Merritt House Rd Unit 21, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Keller Williams Realty.

$375,000
2 Beds ⋅ 1 Baths
Rare Coastal Opportunity with Unmatched Casco Bay Views Wake up to sweeping panoramic views of Casco Bay and the iconic Cribstone Bridge from this exceptional seasonal waterfront retreat. This charming 2-bedroom, 1-bath cottage offers a setting that simply cannot be duplicated--a front-row seat to Maine's rugged coastline, breathtaking sunrises, passing boats, and the ever-changing beauty of the tides. While the cottage sustained significant storm damage during the 2023 coastal storms and will require extensive repairs or redevelopment, the true value lies in its extraordinary location. Opportunities to own a property with views like these are increasingly rare in Bailey Island. Whether you choose to restore the existing seasonal cottage or explore future possibilities, this is a chance to create your own coastal escape in one of Maine's most sought-after waterfront settings. Bring your vision, your contractor, and your imagination--because locations like this are truly irreplaceable.- NO DRIVE- BYS- Parking is very limited for showings. Deadline is Sunday 8/23 5pm with seller response time Monday 8/24 at 1pm.

1949 Harpswell Islands Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: RE/MAX Shoreline.

$173,200
This beautiful 1.7-acre parcel in Harpswell offers a great opportunity to build your dream home in a peaceful, scenic setting. The land is a nice mix of open space and wooded areas, giving you flexibility depending on your vision--build in the open to take advantage of southern exposure and distant views, or tuck your home into the trees for added privacy. An old farm road leads to a sunny building spot overlooking the fields, making it easy to picture a home that fits naturally into the landscape. Adding to the property's charm is a beautiful, gently flowing stream along the back of the lot, creating a serene backdrop and a perfect spot to relax, unwind, or enjoy the natural surroundings year-round. The peaceful sound of the water enhances the sense of privacy and makes this setting truly special. A 4-bedroom soil test is already in place, so it's ready for your plans. Just around the corner you'll find Clark's Cove, a State-owned beach, along with a nearby trail off Allen Point Road that brings you right to the water. A great chance to build in a location known for its natural beauty and coastal charm. Private property--showings by appointment only.

Lot 45-1 Allen Point, Harpswell

Listing courtesy of Fontaine Family-The Real Estate Leader. 207-784-3800

Selling Office: Meservier & Associates.

$700,000
3 Beds ⋅ 1 Baths
Some places don't just become your summer getaway, they become the backdrop for your favorite and most precious memories. At 59 Intervale Road in Harpswell, that lifestyle awaits. Slow mornings overlooking the ocean, afternoons kayaking along the shoreline and the gentle sound of the waves rolling in. Appraised in 2025 for a value of 835,700 this true turnkey cottage offers bold ocean views and direct access to your 145 feet of private water frontage. The property conveys fully furnished offers two queen bedrooms, a sleeping loft, an outdoor shower, two kayaks, an inflatable motorized boat and your own dedicated mooring. Just arrive, unpack, and enjoy the alluring coast of Harpswell Maine. The only thing missing is you.

59 Intervale Rd, Harpswell

Listing courtesy of Keller Williams Realty. 207-576-8771

Selling Office: Keller Williams Realty.

$375,000
Welcome to Orrs Island! This lot is what dreams are made of. Cleared and prepped for TWO different building sites-choose your favorite, or build a compound immersed in all the best parts of Maine. This property has roughly 300' of private, old growth, waterfront in a long, secretive bay. It also has deeded access to the western side of the island (and two public paths for neighborhood residents) where you are allowed a mooring if you don't want your own private dock. If you're not ready to build, with over 3.5 acres, you can expand the labyrinthine walking paths through your own woods, build tree forts or tent platforms, and make this your escape from the hustle of city life as you watch the seedling birch, red spruce, white cedar, oak, and white pine trees grow up around you. The previous owner worked on trails and planted more than 150 Red Spruce seedlings. If you're a landscape architect at heart, imagine a native garden of your dreams. Plant sweet fern to make an olfactory haven amongst the ferns that unfold each spring; or steward a glorious vegetable garden or curated flower beds to soothe the stomach and the soul respectively. Just down the street is Bowdoin College's Schiller Coastal Studies Center, with over four miles of public trails-catch the tide right and walk out to Wyer Island while you're there. Don't miss Devil's Back and other Harpswell Land Trust walking trails a stone's throw away too. Zach's Country Store stocks all the necessities a 10 minute drive away, or grab a meal at Iris Eats Maine or Gurnet Trading Company. Cooks Lobster House, Sundrenched, and Fishnet Cafe are more dining options on your way to the Giant Stairs at the southern tip of Bailey Island. Just north is the burgeoning Brunswick Landing, the retired naval base where startups and eateries (like Wild Oats and Flight Deck) shine. Not to mention all the culture and opportunity that awaits at Bowdoin College and in Brunswick...And you can still get to Portland in 45 minutes!

Bayview Rd Unit 2, Harpswell

Listing courtesy of RE/MAX Shoreline. 207-406-0063

Selling Office: Portside Real Estate Group.

$3,800,000
6 Beds ⋅ 7 Baths
Exquisite Coastal Retreat on Bailey Island, Maine Escape the hustle of city life and immerse yourself in the true Maine experience with this magnificent home, reminiscent of turn-of-the-century cottages found along the Maine coast and in Newport. Nestled among rock-bound coasts and towering pine trees, this residence offers breathtaking ocean views from every window, making it the perfect summer sanctuary.About the Home: Single family ownership. Built in 2003, yet exuding a timeless beauty that feels remarkably contemporary, this abode is a masterpiece of craftsmanship. The builder's meticulous attention to detail is evident in every corner, from the customized kitchen to the elegantly designed banisters, all harmoniously fitting the exquisite decor. Key Features: Main Residence: 3,922 square feet of thoughtfully designed living space.Guest Cottage: An additional 865 square feet, perfect for accommodating family and friends.Bedrooms & Baths: 6 spacious bedrooms and 7 baths, ensuring comfort for all occasions.Elegant Living Areas: Open concept spaces feature both wood-burning and gas fireplaces, allowing for cozy gatherings.Large Windows: Expansive windows invite the natural beauty of the outdoors inside, creating a seamless connection with nature.Additional Amenities: High ceilings and stone fireplaces contribute to the warm ambiance, reminiscent of a lodge with the ocean at your doorstep.A separate garage and storage building provide ample space for recreational equipment.A screened-in porch and a sunny open deck are perfect for enjoying the Maine sunshine.A finished basement adds extra versatility for leisure or guest accommodations.This exceptional property is not just a home--it's a lifestyle, offering a serene escape with luxury and comfort in harmonious balance with nature.

22 Cragmoor Ln, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Legacy Properties Sotheby's International Realty.

$1,360,000
3 Beds ⋅ 4 Baths
Experience the best of Coastal Maine living in this exceptional Harpswell home, perfectly situated in one of the area's most desirable locations and just 10 minutes from downtown Brunswick. Beautifully maintained and move-in ready, this inviting property offers a spacious primary suite, four full bathrooms, a finished lower level, and a versatile bonus room above the garage. Designed for both relaxation and entertaining, the home features a stunning new stone patio and fire pit overlooking Back Cove, creating the perfect setting to enjoy peaceful coastal evenings. Extensive recent improvements include a new furnace, new generator, new Azek trim, new high efficiency water treatment system, and all-new stonework and landscaping. Outdoor enthusiasts will appreciate the easy access to the water--walk less than five minutes to a deep water dock where a mooring is included, providing endless opportunities for boating, swimming, fishing, kayaking, and exploring Maine's beautiful coastline. A large barn/shop offers exceptional space for hobbies, storage, marine gear, or workshop needs, while the beautiful level lot provides plenty of room to enjoy the outdoors. With low Harpswell taxes, thoughtful updates throughout, and an unbeatable coastal lifestyle, this remarkable property is ready for its next chapter. Showing start at **OPEN HOUSE** Saturday 13th 10-1:00, Sunday 14th 11-1:00

14 Walini Way, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Roxanne York Real Estate.

$1,125,000
3 Beds ⋅ 3 Baths
Offers will be reviewed on Friday May 22. Set on an elevated lot on Bailey Island, this property offers sweeping, unobstructed ocean views and stunning sunsets over the water. Tucked away off the beaten path, it delivers a rare sense of privacy without feeling isolated. Connected to the mainland by the iconic Cribstone Bridge, Bailey Island combines accessibility with the charm of true island living. Just 2.1 miles long, its narrow geography provides remarkable water views from nearly every vantage point. Enjoy easy access to walking trails, beaches, and Maine's rugged rocky coastline--all part of the island's natural beauty. Despite its peaceful setting, the island offers everyday conveniences including a general store, post office, and several local restaurants--creating a lifestyle that feels intentionally rural, not remote. Property Highlights: Located on a quiet private dead-end road shared by only ~7 homes First-floor bedroom and full bath allow for convenient single-level living Two spacious second-floor bedrooms with an additional full bath A cozy living room with fireplace Newly updated kitchen and dining area overlooking a large deck and lawn Beautifully landscaped grounds Bonus Features: Detached garage with a charming in-law apartment above Apartment includes new stairs, decking, and water views Ideal for hosting guests or generating additional rental income This property has been professionally managed as a rental by Your Island Connection, and existing rental agreements will transfer to the new owner at closing. Income history and contracts will be provided, and the management company is available to assist with a smooth transition. Most furnishings in both the main home and apartment are included, making this a turnkey opportunity. Whether you're looking for a personal coastal retreat, an income-producing investment, or both--this is a rare opportunity.

11 Edal Hts, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Roxanne York Real Estate.

$499,000
2 Beds ⋅ 1 Baths
Enjoy the simplicity of Bailey Island living in this charming ranch-style home set on a sunny .26-acre lot with partial views of Casco Bay. Offering 2 bedrooms, 1 bath, and 816± square feet of living space, this home provides comfortable one-floor living in one of Maine's most picturesque coastal communities. Features include a bright and inviting interior, heat pump, full basement for storage, attached garage, and private deck for relaxing or entertaining. Conveniently located near local restaurants, public waterfront access, working harbors, and all the natural beauty that makes Harpswell and Bailey Island a sought-after destination. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this property offers a wonderful opportunity to enjoy island living. OPEN HOUSE 7/11 11:00-1:00.

2027 Harpswell Islands Rd, Harpswell

Listing courtesy of Greene & Shaw Real Estate.

Selling Office: Redfin Corporation.

$440,000
3 Beds ⋅ 1 Baths
Leave the roads, traffic, and everyday noise behind. Located on Long Island in Harpswell, this private 3-bedroom cottage is only accessible by boat, making the ride part of what makes this property special. You arrive at your own private dock, step ashore, and follow the path to a classic Maine island cottage set above the water. The setting is private, wooded, and authentic Maine in all the right ways, with rocky shoreline, expansive water views, and plenty of room to enjoy boating, kayaking, fishing, swimming, hiking the island trails or simply sitting on the porch and watching the boats go by. Inside, this is not a polished ''rustic-inspired'' house trying to look like an old Maine camp. It is the real thing, with warm wood walls and ceilings, exposed beams, skylights, a wood stove, and the kind of character that only comes from years of being enjoyed by family and friends. The screened porch is likely where you will spend much of your time, whether it is morning coffee, reading in the afternoon, or winding down after a day on the water. The cottage is solar powered, allowing you to enjoy the off-grid island experience without giving up the basics. Phones, laptops, and the things needed to stay connected can still be charged and used when necessary. You can step away from the mainland without being completely out of touch. This is not for someone looking for a quick drive to the store or a traditional coastal setting. There are no roads, no bridge, and no shortcut to getting here. It is for someone who wants a true island retreat, privacy, waterfront living, and a place that feels like you have stepped back in time without giving up everything that makes life comfortable. Young or old, this is a rare chance to own a private piece of Harpswell where the cottage, dock, water views, and off-grid lifestyle all come together.

Lot #7 Long Island, Harpswell

Listing courtesy of Keller Williams Realty.

Selling Office: Keller Williams Realty.

$1,275,000
3 Beds ⋅ 3 Baths
This well cared for 3- bedroom, 2.5-bath residence spans 3107 square feet and is nestled on a private 1.7-acre lot, offering privacy and tranquility. With water views from every room, this home boasts 300 feet of direct waterfront with a tidal dock, ramp and float, great for launching kayaks or docking a Boston Whaler style boat. As the sun warms the clay and the tide rises, the water is perfectly tempered for a refreshing swim. The tidal profile ensures abundant wildlife, with osprey and eagles diving for fish during high tide, and egrets, blue herons, and various gulls gracing the shore at low tide. Beautifully landscaped with easy-care perennials, the property offers outdoor spaces that invite relaxation and enjoyment. The multiple decks are ideal for unwinding while watching kayaks and paddle boards glide by, and the sun-room with its gorgeous fir flooring offers additional entertaining or relaxing space. The living room with its floor-to-ceiling windows is flooded with natural light, enhancing the elevated water views. The first-floor master suite is thoughtfully separated from the guest bedrooms, ensuring privacy and comfort for all. There is separate 2 story garage modified with a third bay for boat storage and an expansive second floor offering endless possibilities. Embrace the natural beauty of Maine right at your doorstep.

1 Old Town Rd, Harpswell

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Tim Dunham Realty.

$236,000
2 Beds ⋅ 2 Baths
At just $236,000, this is an opportunity to own 1.7 acres in Cundy's Harbor without stretching your budget. Affordable properties in Harpswell are becoming increasingly difficult to find, making this an attractive option for buyers looking to put down roots, simplify, or invest in their future. With the westerly boundary approximately 150+/- feet from Quahog Bay, buyers considering future redevelopment should conduct their own due diligence regarding the potential for water views, sunset views, and any applicable building restrictions or approvals. The 2-bedroom, 2-bath home offers single-level living with all major systems functioning as they should. While the home could benefit from some cosmetic updates, including flooring and bathroom improvements, the basics for affordable homeownership are already here. Situated on a large, private 1.7-acre lot, the property provides plenty of room for gardening, outdoor activities, storage, or simply enjoying the privacy and natural surroundings. Mature trees and a peaceful setting create a sense of seclusion while still being conveniently located near everything that makes Cundy's Harbor special. Public waterfront access, boating, fishing, kayaking, and the working waterfront are all just a short drive away, allowing you to enjoy many of the amenities that make Harpswell such a desirable place to live. Whether you're searching for your first home, a place to downsize, an investment opportunity, or an affordable way to enjoy coastal Maine, this property offers something that is becoming increasingly difficult to find: value. Bring your ideas and your vision. With some updating and personal touches, this property has the potential to become your year-round home, seasonal escape, or investment property in one of Harpswell's most desirable communities.

15 Wissman Point Rd, Harpswell

Listing courtesy of Keller Williams Realty.

Selling Office: Keller Williams Realty.

$1,400,000
3 Beds ⋅ 3 Baths
This exceptional Timberpeg contemporary home in Dipper Cove offers the ease of one-floor living with 3 bedrooms and 2.5 baths in a thoughtfully designed, light-filled layout. The open-concept kitchen and dining area flow seamlessly into a sunken living room featuring soaring cathedral ceilings, creating a warm and inviting space for everyday living and entertaining. Quality finishes throughout include hardwood and tile flooring, a newly added pantry, automatic backup generator, and a heat pump for summer cooling. The spacious primary suite features a private bath, walk-through closet, and its own water-view deck--an ideal retreat for enjoying morning coffee or evening sunsets. A covered breezeway connects the three-car garage to the home's front entrance, providing convenient all-weather access. Additional storage space above the garage offers room for seasonal items and recreational gear. Set on a beautifully landscaped lot accented by stone walls, the property also features a newly created outdoor gathering area with a firepit overlooking the ocean, perfect for relaxing and taking in the coastal scenery. Residents of Dipper Cove enjoy access to outstanding community amenities, including a waterfront clubhouse with a kitchen, deep-water dock, protected mooring field, and storage for kayaks and canoes. The clubhouse is available for private gatherings, meetings, and events. The association also maintains designated open space, roads, and snow plowing, allowing homeowners to enjoy a carefree coastal lifestyle.

61 Dipper Cove Rd, Harpswell

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

Selling Office: Keller Williams Realty.

$750,000
3 Beds ⋅ 2 Baths
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

943 Cundys Harbor Rd, Harpswell

Listing courtesy of Engel & Volkers Casco Bay.

Selling Office: Roxanne York Real Estate.

$168,000
Come and build your home or cottage getaway on this surveyed 0.58 acre building site, nestled in a quiet, dead-end neighborhood, with deeded access to the tidal waterfrontage of the New Meadows River. The septic system, including the tank, is already in place and the driveway access has been mostly cleared. Laurel Shore Road is maintained by an association. Just a quick drive to the village of Cundy's Harbor featuring Holbrook's Wharf and General Store. Also close to Cook's Corner amenities as well as downtown Brunswick.

146 Laurel Shore Dr, Harpswell

Listing courtesy of Rob Williams Real Estate Brokers.

Selling Office: Portside Real Estate Group.

$940,000
3 Beds ⋅ 3 Baths
Tucked along the shores of the New Meadows River, this well-maintained Cape-style home offers the perfect mix of comfort, privacy and waterfront living. Set on 0.86 acres with 130 feet of water frontage, the property is conveniently located just 6.5 miles from Cook's Corner yet feels like a peaceful getaway. Inside, the home features 3 bedrooms, 2-1/2 bathrooms, gas fireplace, and comfortable livings spaces filled with natural light. Enjoy water views from the wraparound deck or relax in the screened-in gazebo overlooking the river. With easy access to Casco Bay and the open ocean, boating enthusiasts will appreciate the existing dock and ramp already in place. A new float will need to be installed. An automatic generator provides added peace of mind and convenience in every season. Whether you're entertaining guests, enjoying quiet mornings on the water, or heading out for a day on the river, this property delivers the best of Maine waterfront living.

63 Laurel Shore Dr, Harpswell

Listing courtesy of Rob Williams Real Estate Brokers.

Selling Office: Portside Real Estate Group.

$430,000
3 Beds ⋅ 2 Baths
Harpswell homes at this price point don't come along often, and fewer with a peek of idyllic Cundy's Harbor. With a bank of south-facing windows, the sun shines directly in as it tracks from port to starboard. Harbor breezes will refresh the spaces and make the sunny deck the place to be. The main rooms are filled with natural light and have a cozy, cottage feel. The arrangement of the upper and lower-level rooms allows the ability to repurpose spaces or combine for better usage. With some vision and thoughtfulness, the home could adopt a more modern floor plan. Cundy's Harbor is a sweet working village with lobster boats and buoys dotting the landscape. Be sure to drive down through and see the cutest library, general store and wharves.

20 Holbrook St, Harpswell

Listing courtesy of Basin Point Real Estate.

Selling Office: Portside Real Estate Group.

$435,000
2 Beds ⋅ 1 Baths

13 Oceanside Rd, Harpswell

Listing courtesy of Keller Williams Realty.

Selling Office: Keller Williams Realty.

$800,000
4 Beds ⋅ 2 Baths
Set high on a granite ledge along the storied coastline of Harpswell, with 180 feet of uninterrupted ocean frontage, this property captures the natural beauty of Middle Bay from every level. Water views carry through the home, with nearly every rear-facing window framing shifting tides, passing boats, and steady western sunsets. Offered below appraised value, this is a rare opportunity to secure a well-positioned coastal property with long-term potential. Positioned close to the shoreline, the home's existing footprint near the water is not something easily achieved today, offering a connection to the coast that feels immediate and lasting. Inside, the home offers 4 bedrooms and 1.5 baths, with a layout that works as-is while allowing room for future updates. A functioning fireplace anchors the living space, while generous closet space in each bedroom adds practicality. The first-floor half bath includes a washer and dryer for convenient main-level laundry, and a new furnace installed in 2025 adds efficiency and peace of mind. A spacious deck extends the living space outdoors, and a garden bed out back offers space for planting. Just beyond, deeded beach access and mooring rights provide a direct connection to the water. Set on a private road, the property also benefits from a nearby lookout point at the end of the road, offering an additional vantage point to take in the coastline and surrounding views. The home has never been offered for sale, marking a rare transition to its next owner. Additional features include a two-car garage and Generac whole-house standby generator powered by propane with an automatic transfer switch, offering reliability year-round. Some properties are easy to replace. This isn't one of them.

12 Wood Landing Rd, Harpswell

Listing courtesy of Maine Real Estate Co.

Selling Office: Maine Real Estate Co.

$1,000,000
3 Beds ⋅ 3 Baths
Elevated on nearly 3 private acres with distant ocean views, this refreshed chalet looks towards a beautiful southeasterly sky. The cathedral ceiling living room floods with light through a wall of windows and centers around an exposed rock chimney with a gas fireplace. An open concept soapstone/cherry kitchen flows to the dining area, and has plenty of room to cook and gather. The main floor primary suite is peaceful and private, with a tile shower, walk-in closet and access to a flexible bonus room ideal for a home gym, office, or hobby space. Radiant heat throughout the first floor provides even warmth. Bright and dry daylight walkout basement features 8'+ ceilings and an efficient Viessmann boiler, giving excellent utility and expansion potential. Durable Hardie Plank siding, an attached two-car garage and a large canvas hut offer ample storage for vehicles, boats, or equipment. Established plantings, mature trees, beach plums and wild blueberries compliment rock garden beds and a crushed bluestone driveway. The wraparound porch overlooks a fire-pit and grill patio for extending living space outdoors. Located in Harpswell with low property taxes and easy access to beaches, trails and coastal recreation.

42 Ridgeview Ln, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: RE/MAX Shoreline.

$371,000
1 Beds ⋅ 1 Baths
Tucked away in the heart of picturesque Harpswell, this rare double-lot property that has been combined to one, offers two charming seasonal cottages filled with generations of family memories. One Cottage will most likely be a tear down. These cottages come with a desirable right of way to the water of Gun Point Cove. These special coastal retreats invites you to enjoy simple summers by the sea, whether relaxing on the property, exploring the shoreline, or gathering with family and friends. These two cottages will give the next owner a wonderful opportunity for restoration, rental potential, or creating your own family home/cottage in one of Maine's most beloved coastal communities- Orrs Island. Surrounded by the natural beauty and peaceful character of Harpswell, this property is ready for its next chapter. Cottages are being sold in as-is condition and have been priced accordingly . A unique chance to own a piece of classic Maine summer living. - DO NOT ENTER BLUE COTTAGE or GO on DECKS- NOT SAFE.

28 & 36 Ledgemere Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Roxanne York Real Estate.

$1,452,000
4 Beds ⋅ 4 Baths
A rare opportunity to enjoy the quality of newer construction with thoughtful design, exceptional craftsmanship, and modern comfort. This beautifully maintained home was thoughtfully built to last , providing effortless living in a private, peaceful setting. The spacious, open floor plan features sun filled cathedral ceilings, a stunning two-story stone fireplace, and an inviting kitchen designed for gathering, complete with a large center island, generous workspace, pantry and expansive views overlooking the stunning backyard retreat. The outdoor living area is truly exceptional, showcasing natural stone ledges seamlessly blended with custom stone patio work surrounding the pristine heated pool and dining area. Designed for both entertaining and relaxation, this private oasis provides the perfect backdrop for gatherings, quiet enjoyment, and making lasting memories. The heated pool, installed by Premier Pools in 2021, includes an automatic cover for easy maintenance and year-round peace of mind. The luxurious primary suite offers two oversized walk-in closets and a spacious private bath with a comfortable oversized shower, creating a peaceful retreat at the end of the day. Laundry room and 3 other rooms on the 2nd floor make your evening routine a breeze! An exceptional 3 car attached, garage is ideal for your busy lifestyle and year round living in ME! Lightly lived in and truly move-in ready, this exceptional home offers the perfect combination of privacy, quality, and convenience--located in desirable Harpswell with incredibly low taxes, but minutes to Rt 1 and Brunswick amenities. A distinctive opportunity to enjoy exceptional construction, and easy coastal living! showing start *OPEN HOUSE+ Saturday 20th, 10-12:00

34 Stonewall Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Portside Real Estate Group.

$399,000
2 Beds ⋅ 2 Baths
Charming year-round coastal cottage on Orr's Island! Tucked perfectly back from the road on a lovely , grassy lot. Just the right size for simple, easy Island living. Thoughtfully updated throughout, this cozy retreat captures the relaxed charm of the coast with comfortable, low-maintenance living in mind. Featuring two bedrooms and both first- and second-floor bathrooms. Easy 1st floor living. The home is perfect for year-round enjoyment or an effortless getaway walking distance to the ocean. Recent improvements include a beautifully updated kitchen, new windows, metal roof, newer septic system, and a new gas heat stove. Just a short stroll to local beaches, waterfront restaurants, and all the simple pleasures of coastal living. This inviting cottage is the perfect place to unwind and enjoy your best life in this desirable seaside setting!

1841 Harpswell Islands Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Keller Williams Realty.

$380,000
3 Beds ⋅ 1 Baths
At the heart of one of Harpswell's most beloved island communities, this turn-of-the-century cottage offers a rare opportunity to create your own coastal escape on charming Orr's Island. Whether you're searching for your next investment project, dreaming of a seasonal getaway, or envisioning a year-round island home, the potential here is undeniable. Located steps from the beloved Orr's Island Candy Company and within walking distance of the iconic Cribstone Bridge, this property places you in one of Maine's most picturesque coastal settings, with partial water views on both sides of the home. The home is ready for renovations and fresh vision, with important improvements already completed including a new roof and septic system in 2022. The front porch is waiting to be restored into the charming welcome it was meant to be--perfect for rocking chairs, a porch swing, and long summer evenings filled with salty coastal air. Inside, an inviting entry leads to a dedicated laundry room and a spacious kitchen waiting to be transformed into the breezy island kitchen of your dreams. Sliding doors open to the back deck, while a comfortable living room and full bathroom complete the first floor. Upstairs offers three bedrooms with flexibility for family and guests. The oversized garage provides excellent storage, workshop, or recreational potential with power already connected. Offered as-is, this is your chance to restore and reimagine a classic Maine island cottage in an exceptional location.

1807 Harpswell Islands Rd, Harpswell

Listing courtesy of Portside Real Estate Group.

Selling Office: Roxanne York Real Estate.

$869,000
3 Beds ⋅ 2 Baths
Waterfront living with unforgettable sunsets awaits at 132 Harpswell Neck Road in Harpswell. Thoughtfully renovated from the inside out, this coastal home blends modern comfort with the timeless beauty of Maine's shoreline. Set along the protected waters of Middle Bay, the property offers exceptional views from nearly every room, where colorful evening skies and glistening water create a backdrop that changes by the hour. Designed for both entertaining and everyday living, the home features a spacious living room centered around a natural wood-burning fireplace and framed by sweeping water views. The open-concept kitchen and dining area invite friends and family to gather with a generous island, updated finishes, and ocean views. Step outside to relax on your oceanfront deck, enjoy the protected waterfront ideal for kayaking, paddleboarding, or simply enjoying the calm coastal setting, or walk to Skolfield Shore Preserve a waterfront park with over a mile of maintained trails. Located just minutes from Brunswick's vibrant Main Street, the home offers convenient access to Portland, Bath, Lewiston, and Auburn while still feeling worlds away. Restaurants, marinas, trails, and Harpswell's working waterfront villages are all nearby, making this an exceptional opportunity to enjoy the very best of coastal Maine living.

132 Harpswell Neck Rd, Harpswell

Listing courtesy of Engel & Volkers Casco Bay.

Selling Office: Compass Real Estate.

$139,000
A rare buildable lot in Harpswell. This lot is a wooded 1.34-acre parcel that has a common area and tidal dock. Keep your larger boat on a deep-water mooring or just use the dock for kayaking, canoeing or small boating. Bring a picnic down to the water and sunbath or enjoy a swim. New soils work, new septic design to be completed by buyer. Seller shall install a 100' rough driveway prior to closing. Make Harpswell your home and enjoy the low taxes. A wetland area on the roadside of the lot has been delineated. DEP has approved the lot as buildable, see permit.

Lot 49 Heron, Harpswell

Listing courtesy of Rob Williams Real Estate Brokers.

Selling Office: Breakwater Realty Group, LLC.

$649,000
3 Beds ⋅ 2 Baths
Perched above the shores of Harpswell Sound, 37 Thorburn Cottage Road is the kind of coastal Maine retreat that has quietly grown more rare with time. Rustic, authentic, and wonderfully untouched, this quintessential cottage captures one of Harpswell's finest views -- sweeping south down the Sound and outward to the open Atlantic beyond. From sunrise coffee to evenings washed in salt air and ocean light, the setting is simply unforgettable. The grounds are thoughtfully manicured without feeling formal, blending naturally into the surrounding landscape and shoreline. A highly desirable association dock and float system offers easy access for boating, kayaking, swimming, or simply enjoying life on the water. Whether heading out to fish, explore the islands, or watch the tide roll through the cove, the waterfront lifestyle here feels timeless and deeply rooted in Maine tradition. Located in the heart of Harpswell, this special property is surrounded by endless recreational opportunities including hiking trails, protected coves, beaches, marinas, and some of Midcoast Maine's most scenic waters. Despite its peaceful and tucked-away feel, the cottage remains convenient to downtown Brunswick, Bowdoin College, and an easy drive to Portland and the Portland Jetport. A rare Harpswell beauty -- genuine, unspoiled, and rich with the character of the Maine coast.

37 Thorburn Cottages Rd Unit 3, Harpswell

Listing courtesy of Engel & Volkers Casco Bay.

Selling Office: Coldwell Banker Realty.

$1,545,000
3 Beds ⋅ 2 Baths
This beautifully maintained custom saltbox-style home, built in 1976, is set on a private 1.4-acre lot with stunning westerly views overlooking the New Meadows and a picturesque tidal cove. Designed to capture both comfort and scenery, the home features expansive double decks--perfect for relaxing or entertaining while enjoying breathtaking sunsets. Inside, a gorgeous fireplace anchors the living space, creating a warm and inviting atmosphere. The home offers three bedrooms, a four-season sunroom filled with natural light, and an attached garage for added convenience. Surrounded by mature landscaping, the property provides a peaceful retreat while remaining ideally located in Harpswell, Maine. Enjoy easy access to the Mid Coast region and Interstate 295, close to Maine Health Mid Coast Hospital, restaurants, shopping, and intown Brunswick amenities,as well as proximity to a deep-water marina--perfect for buyers who wish to keep a larger boat nearby.

42 Indian Point Ter, Harpswell

Listing courtesy of RE/MAX Shoreline. 207-725-1967

Selling Office: RE/MAX Shoreline.

$850,000
3 Beds ⋅ 1 Baths

134 Sage Rd, Harpswell

Listing courtesy of LandVest, Inc..

Selling Office: LandVest, Inc..

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