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22 Cragmoor Ln, Harpswell
$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.

93 Governors Point Rd, Harpswell
$3,150,000
6 Beds ⋅ 4 Baths
A truly exceptional Maine Coastal Residence. Nestled on a private 1.92 acre peninsula, this Post and Beam masterpiece offers unparalleled luxury and tranquility. With 913 feet of pristine waterfront, including your own deep water dock and float, this multi level residence boasts over 6,000 square feet of living space, featuring six bedrooms and four bathrooms. Master suite is on the main level. Some specific features and upgrades include a heated driveway, high end appliances, whole house speaker system, media/movie room, radiant heat, air conditioning, steam shower, beautiful cabinetry and finishes. Enjoy wonderfully maintained landscaped grounds as well as a convenient location to downtown Brunswick. All of this with the benefit of low Harpswell taxes. Don't miss this rare opportunity to own a piece of Maine's coastal paradise. 5 bedroom septic.

93 Governors Point Rd, Harpswell

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Keller Williams Realty.

34 Cragmoor Ln, Harpswell
$3,149,400
4 Beds ⋅ 6 Baths
Thoughtfully designed to embrace its extraordinary setting, this home captures the true beauty of the Maine coast, where the rockbound shoreline meets the sea just beyond your deck. Every detail reflects a deep connection to the natural landscape, with the home seamlessly integrated into the contours and character of the lot. Built with exceptional craftsmanship, the post-and-beam construction showcases quality and care throughout. Offering 4,520 square feet of living space, the interior blends modern design with timeless materials, including stone masonry, hardwood flooring, and radiant heat. The first-floor primary suite provides a private retreat, complete with dual bathrooms, a walk-in closet, and a dedicated laundry area. The open-concept living and dining space is anchored by an exquisite stone fireplace and framed by cathedral ceilings--creating a balance of coastal elegance and inviting comfort. A well-designed kitchen flows effortlessly into both the living and dining areas, while also featuring a cozy breakfast nook ideal for informal dining. A private office, half bath, and direct access to the attached two-car garage complete the main level. Upstairs, you'll find three additional bedrooms, a beautifully appointed office, and two full baths. The finished lower level offers a sauna, game room, additional bath, and mechanical space--perfect for both relaxation and functionality. Outdoor living is just as impressive, with approximately 3,500 square feet of exterior space, including an open deck and a screened porch designed for year-round enjoyment in any weather. The home's hip and gable rooflines, expansive windows, and classic shake-style siding enhance its coastal appeal. All of this is set on an exceptionally private lot overlooking the open ocean. It simply doesn't get better than this.

34 Cragmoor Ln, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Roxanne York Real Estate.

20 Spruce Ledge Rd, Harpswell
$2,000,000
6 Beds ⋅ 3 Baths
A once-in-a-lifetime opportunity awaits on the southeast end of Bailey Island, a rare oceanfront estate offered for the first time in over 50 years. Spanning multiple dwellings with five unique structures, this extraordinary family compound has been the heart of four generations, where summers were defined by salt air, laughter, and the rhythm of the tides. With sweeping Atlantic Ocean views, direct waterfront access, and unrivaled privacy, the property is a blank canvas for those seeking to create a legacy estate, investment property, or multi-generational retreat. Whether your vision is to preserve its timeless character or reimagine it into a world-class coastal residence, the potential here is unmatched. Wake to the sunrise over Casco Bay, spend your days swimming, kayaking, or strolling to Land's End, and end each evening watching lobster boats haul traps against the backdrop of a painted sky. Each building offers its own sense of purpose and privacy, creating endless options for guests, extended family, or future rental income. Properties of this size, setting, and history are exceedingly rare on Bailey Island. This is more than just a home, it's an heirloom property, a place where memories are made, preserved, and passed on.

20 Spruce Ledge Rd, Harpswell

Listing courtesy of Keller Williams Realty.

Selling Office: Roxanne York Real Estate.

24 Moose Aly, Harpswell
$1,950,000
3 Beds ⋅ 3 Baths
Your own little slice of heaven in one of New England's best kept secrets! Watch the sunsets from your deck or private dock with this custom built waterfront home in Harpswell. Sited on Ewin Narrows enjoy over 500 feet of shoreline with this custom built cape style home which boasts 5+ acres of privacy, plus an additional 2+ acre building lot! 24 Moose Alley offers a one-level living option with primary suite on the main floor, and expansive living and entertaining spaces to include formal living room, spacious dining room, butler's china closet, eat-in kitchen, vaulted ceiling family/sunroom and separate pantry/laundry room. Two fireplaces plus a Jotul wood stove will keep you cozy through Maine's magical winters. Upstairs you'll find two additional bedrooms with a full bath to accommodate family and friends. Need even more room? A full walk-up over the oversized garage provides an additional unfinished 1200+ sq feet waiting for your own creative touches. Other features include a full walk-out basement, on-demand generator, new roof, mature landscaping, circular driveway and a detached 2-3 car barn/garage.

24 Moose Aly, Harpswell

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

Selling Office: Better Homes & Gardens Real Estate/The Masiello Group.

205 W W Cundys Pt, Harpswell
$1,800,000
5 Beds ⋅ 4 Baths
Ultimate Privacy and Serenity on West Cundy's Point Discover the tranquility of coastal Maine at this rare retreat on West Cundy's Point. A scenic, winding road leads you through classic maritime beauty—past generational homes nestled among pine trees along the rocky shoreline—before arriving at your private sanctuary. Resting on over two acres with 300+ feet of deep-water ocean frontage, this natural-shingled home offers spacious, light-filled living with room to gather extended family and friends. Oversized windows frame sweeping views of the surrounding water and woods, while the open floor plan creates a warm, inviting atmosphere. Enjoy quiet mornings from the deck or screened porch, listening to birds singing, rustling leaves, and the gentle lap of the tide. .The deep-water dock with mooring offers access to all types of boating and fishing. Swim to Rogue Island or explore many other off shore islands by boat, kayak or canoe. Back on land, relax on the expansive lawn, host lively cookouts, or simply soak in the peaceful setting. Lovingly maintained for 27 years, recent updates include new heat pumps for air conditioning, fresh exterior paint, and dock float replacement. Each bedroom enjoys the privacy of its own bathroom, with a charming Jack & Jill suite for children—making it both a perfect family home and an ideal guest haven. This is more than a home—it's a coastal sanctuary where memories are made and peace comes naturally.

205 W W Cundys Pt, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Basin Point Real Estate.

1843 Harpswell Neck Rd, Harpswell
$1,650,000
3 Beds ⋅ 4 Baths
Stunning setting for this seaside home featuring gorgeous views from every room perched high above the ocean. This 3 bedroom, 3.5 bath home was built in 2011 with great attention to detail resulting in an open floor plan offering an expansive living room with gas FP, many custom built-ins, well-appointed kitchen with large island which opens to a spacious deck overlooking the landscaped yard and the incredible vistas beyond. The upper level features a truly magical primary suite that includes its own separate office and balcony and the other bedroom is en-suite plus another office space down the hallway. Lower level has an incredible family room with a granite kitchen/bar area plus another bedroom and full bath. Windows on the water side capture the views plus sliders open to a large patio offering more entertainment space. A truly beautiful property awaits a very fortunate new owner!

1843 Harpswell Neck Rd, Harpswell

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Legacy Properties Sotheby's International Realty.

11 Well St, Harpswell
$1,605,000
3 Beds ⋅ 2 Baths
Nestled on 1.84± private acres with sweeping westerly and sunset views, this stunning John Libby post and beam home offers the perfect blend of craftsmanship, character, and coastal beauty. Set along the tidal waterfront, the property features a large scenic yard ideal for entertaining, relaxing, or simply enjoying the peaceful surroundings. Inside, the home offers 3 bedrooms and 2 full baths with warm timber frame details and an inviting layout designed to capture natural light and breathtaking views. Step outside to the expansive wraparound deck, where you can take in spectacular sunsets and the ever-changing waterfront scenery in complete privacy. A rare opportunity to own a truly special waterfront retreat with timeless New England charm.

11 Well St, Harpswell

Listing courtesy of Rob Williams Real Estate Brokers.

Selling Office: Rob Williams Real Estate Brokers.

42 Indian Point Ter, Harpswell
$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.

42 Ferris Rd, Harpswell
$1,498,500
4 Beds ⋅ 3 Baths
The property is currently rented on the following dates. 7/1 to 7/9 10,800, 7/9 to 7/19 10,750,7/19 to 7/25 7,200,7/25 to 7/30 5700,8/1 to 8/8 7500,8/8 to 8/24 18k Perched high above the shoreline with sweeping eastern-facing ocean views, this exceptional property offers breathtaking sunrises and moonrises over the ocean. Fall asleep to the soothing sound of waves crashing against the rocky coast below. This classic turn-of-the-century Maine cottage has been thoughtfully renovated to preserve its historic charm while providing the comfort and luxury of modern living. A remarkable new window package floods the home with natural light and frames panoramic ocean vistas from nearly every room. High ceilings, expansive rooms, and original architectural character create a warm and inviting atmosphere throughout. The home's stunning bathrooms feature upscale fixtures, designer tile, and elegant finishes. Individual heating and air conditioning units throughout the house provide personalized comfort in every room. Situated on the ocean's edge along the back shore of Orr's Island in Lowell's Cove, this private coastal retreat is accessed by car and enjoys over an acre of land at the end of a quiet road. The setting offers unmatched privacy, ocean breezes, and direct access to a shore path leading to the waterfront ledges below. Large, sun-filled rooms flow seamlessly onto a wraparound porch and expansive deck, Additional highlights include two fireplaces, a spacious living room for entertaining, a cozy den for relaxing and watching television, an open sunny lawn, and garage space. Surrounded by natural beauty, the property is located near Bailey Island, Cedar Beach, Cook's Lobster & Ale House, local walking trails, and beloved ice cream and candy shops. Rarely does a property of this vintage and caliber become available. This is the quintessential Maine coastal retreat--where historic character, privacy, and spectacular oceanfront living come together.

42 Ferris Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Engel & Volkers Casco Bay.

34 Stonewall Rd, Harpswell
$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.

26 Pebble Ln, Harpswell
$1,444,000
4 Beds ⋅ 4 Baths
Stunningly sited to capture panoramic views across open fields and the ocean, this architecturally designed home, thoughtfully conceived by the owner, offers an exceptional blend of comfort, quality, and timeless character. Designed for seamless flow and to maximize the incredible views, it is equally suited to year-round living or a memorable summer retreat. Polished wood floors throughout, a first-floor primary suite, and a spacious dining room with a wood-burning fireplace create a warm and inviting atmosphere. Have fun creating memorable meals in the well-appointed kitchen, the center of the house, featuring a gas cooktop, double ovens, and pantry. Relax and take in the ever-changing scenery from the four-season sunroom or spacious living room, complete with a gas fireplace. An excellent office or den provides flexible space for working from home or quiet retreat. The large laundry room and heated shop offer endless possibilities for hobbies, or creative pursuits. Upstairs, the generous floor plan provides room for a family room, additional bedrooms, and an abundance of storage. Renovated in 2010, the entire home--including windows and doors--was thoughtfully updated with quality, low-maintenance materials. Modern comfort is assured with geothermal heating and air conditioning, radiant heat, heat pumps, and the peace of mind of a whole-house generator. A truly exceptional property where thoughtful architectural design, breathtaking views, and effortless comfort come together to create a home that is both distinctive and wonderfully inviting. Located on desirable Bailey Island, this exceptional property is just a short stroll to the island's favorite local restaurants & public beaches. Ideally situated to enjoy the very best of coastal Maine living, with beaches, boating, dining, and the unmistakable charm of island life.

26 Pebble Ln, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Benchmark Real Estate.

61 Dipper Cove Rd, Harpswell
$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.

14 Walini Way, Harpswell
$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.

37 Frost Fish Cove Rd, Harpswell
$1,300,000
3 Beds ⋅ 3 Baths
**OPEN HOUSE** Saturday 4th 11-2:00 Charming Year-Round home in Harpswell Set on a private one-acre lot, this inviting waterfront home offers expansive sunset views and the perfect Maine coast lifestyle. Thoughtfully updated with low-maintenance features including Hardy board type siding, AZAC moldings, and Trex decking, the property is designed for easy enjoyment year after year. Just steps from the water, a private dock gives you access to everything Harpswell's waterfront has to offer—swimming, kayaking, fishing, boating, or simply exploring nearby islands, beaches, restaurants, and scenic trails. Inside, a newer kitchen with a spacious dining area makes entertaining a joy. Dine while taking in the sweeping views or bring gatherings outside to the large deck overlooking the water. The 4-bedroom home, with additional living space on the lower level, provides plenty of room for family and guests. Cozy evenings are best spent by the gas fireplace, watching the brilliant fall sunsets over the ocean. Located only 15 minutes from Brunswick for shopping, dining, and amenities, this property is a rare opportunity to enjoy a true oceanfront experience in one of Maine's most desirable coastal communities.

37 Frost Fish Cove Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: Cottage & Co Real Estate.

31 Goose Ledge Rd, Harpswell
$1,300,000
3 Beds ⋅ 3 Baths
This custom home is a true coastal retreat--tucked just off the shores of Harpswell Neck and thoughtfully positioned for both privacy and connection to the water. Inside, the heart of the home is a beautifully designed chef's kitchen with high-end appliances and quartz countertops--perfect for everything from big family dinners to a quiet cup of coffee at sunrise. The open-concept layout is bright and welcoming, with clean lines and generous windows that frame those classic westerly views. Step onto the expansive covered porch and you'll catch distant sunsets and 'through the trees' glimpses of the bay. In cooler months, the fireplace makes the whole space glow as the sky turns pink and gold outside. What truly sets this property apart is the setting. The home sits on a large, private lot and directly abuts the Curtis Preserve, giving you acres of protected conservation land right in your backyard. Morning hikes, peaceful wooded walks, shoreline exploring--it's all right there, and it will remain forever preserved. And then there's the water. You'll enjoy access to a very private pebbled beach for slow walks along the shore, a common dock, and the opportunity for your own private mooring--making it easy to head out for an dinner cruise or a sunset spin around the islands. swim in the morning, hike in the afternoon, and gather on the porch to finish the day. Super insulated and energy efficient, this home was built for year-round comfort and quiet enjoyment. It offers that rare blend of natural beauty, outdoor recreation, and refined coastal living--private, protected, and perfectly Maine. It's more than a house. It's a lifestyle that lets you live outside as much as in--and create lasting memories with family and friends along the way.

31 Goose Ledge Rd, Harpswell

Listing courtesy of Engel & Volkers Casco Bay.

Selling Office: Roxanne York Real Estate.

1 Old Town Rd, Harpswell
$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.

64 High Head Rd, Harpswell
$1,225,000
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.

Selling Office: Portside Real Estate Group.

21 Spring Hill Rd, Harpswell
$1,175,000
3 Beds ⋅ 3 Baths
Welcome to 21 Spring Hill Road - overlooking Merriman Cove and Harpswell Sound. This 1954 seaside cottage has undergone a total interior makeover during the past two years. Work undertaken and completed includes a total renovation. More specifically, drywall was removed and new plumbing, electrical, and insulation was added. Heat pumps were installed. New drywall was then put in place followed by new hardwood flooring and professionally designed kitchen and bath areas completed. In addition, some examples of other work completed includes new exterior decking, whole house generator, and upgraded appliances. The completed project includes three bedrooms and bathrooms . Open concept living, dining, and sunroom areas with open water views. In addition, there is another area that could serve as an office or family room. Beautiful fieldstone fireplace highlights the living area. The kitchen and bath areas were professionally designed and show beautifully. The site is elevated and well above any flooding concerns. No flood insurance required at this location. Stairs to your owned frontage below. Enjoy swimming and boating from your oceanfront retreat. You will appreciate the low Harpswell property taxes, along with a very convenient location with close proximity to Brunswick and other mid coast Maine areas.

21 Spring Hill Rd, Harpswell

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Legacy Properties Sotheby's International Realty.

3 Mckinney Rd, Harpswell
$1,151,000
3 Beds ⋅ 4 Baths
Gorgeous fully renovated Barn-style home, with attached cottage. The fully re-created barn interior included raising the ceilings and adding dormers on the second floor to create a primary suite and second bedroom. Downstairs is fully open concept with incredible kitchen living/dining space with full water views, a gas fireplace, spacious pantry, in-island propane cook top and wall ovens. In the basement, a 2026 renovation has opened up a walk-out family room with full bath. The full ocean side is open to easterly water views, and the first floor looks onto a deck along the full back side of the home. Access to the original cottage was preserved, creating a wonderful guest space, with bedroom, small office, full kitchen and living/dining room. Outside, a paved parking area makes entry and exit a breeze. Septic was replaced with an Elgen system in 2022 87' from the high-water mark and out of the shoreland zone. Travel to this oasis of waterfront paradise is just off of Rt 123, with access to Brunswick amenities and travel routes reasonable and accommodating. All the heavy lifting is done! Make this beautiful home your own sweet retreat. Enjoy ocean breezes, waterfront sunrises and ocean recreation. Relax and enjoy the surroundings from every room. See it soon!

3 Mckinney Rd, Harpswell

Listing courtesy of EXP Realty.

Selling Office: Portside Real Estate Group.

11 Edal Hts, Harpswell
$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.

11 Tree Tops Ln, Harpswell
$1,100,000
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.

Selling Office: Tim Dunham Realty.

3 Merriconeag Ln, Harpswell
$1,000,000
3 Beds ⋅ 3 Baths
Perfectly positioned in scenic Harpswell, this well-maintained 3-bedroom, 2.5-bath Cape offers the ideal coastal lifestyle for boaters, birders, and beach lovers alike. Designed with an open floor plan, the home has abundant natural light throughout and features a kitchen with granite countertops and breakfast bar, flowing seamlessly into the dining room and living room areas. French doors lead to the sunroom and newly constructed back deck, creating ideal spaces perfect for relaxing or entertaining. The first-floor primary suite includes a stunningly renovated bathroom with Carrara marble flooring and quartz countertops. Sparkling windows, recently professionally cleaned, showcase expansive water views of Casco Bay and nearby islands, including Mark Island and Haskell Island. The newly built four-season sunroom with gas fireplace provides a cozy year-round gathering space where the water views truly abound with Halfway Rock Lighthouse in the distance. Since purchasing, the interior has been freshly painted throughout enhancing the home's bright and cheerful feel. Ideal for boating enthusiasts, the property includes space beside the garage for onsite boat storage and convenient access to marinas. Nearby amenities include Potts Point Wharf, projected for completion this summer, as well as Mitchell Field with its new boat launch, Stover's Point Beach, Potts Point Preserve, The Dolphin Restaurant, and Curtis Farm Preserve at Curtis Cove. A wonderful opportunity to experience the very best of Maine coastal living.

3 Merriconeag Ln, Harpswell

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Blue Lobster Real Estate.

42 Ridgeview Ln, Harpswell
$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.

63 Laurel Shore Dr, Harpswell
$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.

4 Osprey Ridge Rd, Harpswell
$925,000
3 Beds ⋅ 2 Baths
Welcome to 4 Osprey Ridge Road in beautiful Harpswell, Maine. This well-maintained 3-bedroom, 2-bath home offers the perfect blend of coastal living and everyday comfort. Set on a quiet private road, the property features hardwood floors, granite countertops, a detached two-car garage, and beautifully maintained landscaping with native plants and perennials that bloom throughout the seasons. One of the standout features of this home is the deeded access to a deep-water pier and float on Quahog Bay, just a short walk from the property. The association landing includes space for kayaks and canoes, a sitting area, and easy access to the floats via a gangway. With water depth maintained even at low tide, it's an ideal spot for boating, kayaking, swimming, or simply enjoying the peaceful coastal setting. The property sits on a ridge surrounded by protected land, offering privacy and a quiet environment perfect for evening walks or relaxing outdoors by the fire pit while enjoying Maine's clear night skies. The setting is both peaceful and conveniently located just about 10 minutes from Cooks Corner in Brunswick, where you'll find shopping, restaurants, Bowdoin College, and everyday amenities. Downtown Brunswick, Mid Coast Hospital, and Route 1 are all nearby, and Portland and the Jetport are approximately 45 minutes away. If you're looking for a home that offers coastal access, privacy, and convenience to Midcoast Maine amenities, 4 Osprey Ridge Road is a wonderful opportunity to enjoy the Harpswell lifestyle.

4 Osprey Ridge Rd, Harpswell

Listing courtesy of Hearth & Key Realty.

Selling Office: Basin Point Real Estate.

121 Brickyard Cove Rd, Harpswell
$924,000
3 Beds ⋅ 2 Baths
Beautiful Quahog Bay location--A 'Place' to inspire thoughts, to plan . . . Waterfront Owned combined with pretty park-like setting, gardens, tree lined privacy for that morning coffee and inspiring sunsets for those evening chats-- the way life is at 121 Brickyard Cove. Year-round, one floor living, 3 Bedroom/2 Full Bath Home with Glassed Sun Porch, a sweet Breakfast Deck and a wood burning heat stove for cosy, wintery days. Beautiful Kitchen renovation with radiant floor heating is one most recent update. History of former seller renovations and updates make for a pleasing year round home or summer cottage living. Park-like setting for outdoor family-friend get-togethers, engagement and/or wedding photos. Drop your kayak into Quahog Bay and enjoy kayaking, even out to the Atlantic Ocean. Association features are community dock, picnic area with kayak storage area, boat ramp and winter snow plowed roads. Perfect home for year round or summer cottage living. The property is two lots with the Waterfront parcel on other side of Brickyard Cove road. Therefore, the association fee is 1,000. a year for both WF lot and House lot. Come and experience a sense of surround nature's privacy within the pretty park-like setting for perfectly sited 121 Brickyard Cove. Maine coastal living at its BEST! Call today . . .

121 Brickyard Cove Rd, Harpswell

Listing courtesy of Coldwell Banker Realty. 207-773-1990

Selling Office: Keller Williams Realty.

195 Indian Rest Rd, Harpswell
$908,000
2 Beds ⋅ 1 Baths
Expansive waterfront views combined with elegant design create a serene sanctuary just minutes from downtown Brunswick and 35 minutes outside Portland. Elevated views overlook the dock and deep water mooring, the island off shore is under conservation, assuring homes only for eagles and seals. Extensive renovations inside and out include full electrical upgrade with car charger, newly constructed year round studio, cozy wood stove, professional landscaping, asphalt driveway and all new doors and windows. Bbq on the deck, fill the house with peonies from the garden, paddle to the oyster float or lounge in the wood fired hot tub - there are limitless ways to enjoy both the tranquility of the property and proximity to all needed conveniences. A true gem in coastal Maine.

195 Indian Rest Rd, Harpswell

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Keller Williams Realty.

28 Headland Rd, Harpswell
$900,000
4 Beds ⋅ 3 Baths
A new price and an incredible opportunity to be in the sought after High Head Yacht Club Association. This classic 4 bedroom, 2.5 bath Colonial offers the chance to be part of one of Harpswell's most desirable waterfront locations. Set on 2.2 wooded acres, the home has a welcoming front porch, a large multi level back deck overlooking your own private pond with plenty of wildlife passing through. Just a short walk from the house, High Head offers some truly valuable waterfront amenities, including its own association boat launch, a unique and valuable benefit. Residents also enjoy common docks, a boat mooring location, and a waterfront clubhouse for gatherings and time by the water. Inside, the kitchen with bar seating opens to a cozy den with a wood burning fireplace and connects easily to the dining room. A spacious front to back living room has a second fireplace, giving the home a classic, comfortable layout. Mechanical improvements include a TC Hafford basement system, interior and exterior perimeter drains, and a whole-house generator; valuable Maine upgrades that offer added confidence. There's also a full basement with partially finished space and an attached two-car garage. Priced below a recent appraisal, this home offers tremendous value in a beautiful coastal setting.

28 Headland Rd, Harpswell

Listing courtesy of Roxanne York Real Estate.

Selling Office: U&R Real Estate.

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