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$2,500,000
3 Beds ⋅ 5 Baths
Experience authentic coastal Maine living with this remarkable waterfront home overlooking ''The Gut'' of South Bristol. This property offers a front-row seat to a vibrant working waterfront and immediate open-water access, making it the perfect spot for anyone who loves spending time on the water and on their boat. The house provides an extraordinary backdrop for entertaining family and friends on the deck or the dock while watching brilliant sunsets over the Damariscotta River and enjoying afternoon breezes over the water. The redesigned interior by the Knickerbocker Group beautifully updates the interior and seamlessly blends coastal charm with generous space to accommodate lots of guests in comfort. Frame your summer evenings amidst lush gardens, an oceanside firepit and lovely landscaping, all while enjoying peace of mind and practicality from extensive quality upgrades, including a whole-home generator, updated systems, heat pumps, fiber internet and a refreshed first floor primary suite. This turn-key sanctuary offers the perfect blend of active harbor views, effortless entertaining, and timeless coastal living.

64 John Gay Rd, South Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,100,000
3 Beds ⋅ 2 Baths
Tucked among spruce, pines and ferns on a quiet private road, this shingled Cape Cod style cottage looks out on Casco Bay's Stockman, Bangs and Eagle Islands. Built in 1980, the well-maintained home features ocean-facing screened and open porches and a large, raftered 'open concept 'Great Room with kitchen, dining and living room areas centered around a large enameled Norwegian cast iron woodstove (Jotul). An elegant spiral steel open staircase beside it leads to the second floor. The first floor features a recently added, open-rafted, wood-paneled studio wing with five triple-windows, skylights and wood and ocean views. Also on the first floor is a primary bedroom with a triple-window facing the ocean and a full bath. The second floor includes a full bathroom and two small bedrooms, one with two single beds and a woods view, the other with a double bed and ocean views. The property is over 5 acres, including a meadow and a fern-lined path from the boathouse to the beach, one of few sandy beaches on Chebeague. There is over 300 feet of shorefront land. Beside the path is a recently rebuilt boathouse. Island amenities include public-access clay tennis courts and the 100-year-old Great Chebeague Golf Club, recently placed on the National Register of Historic Places--one of the 4 in Maine. Beside the golf course is the Chebeague Island Inn, also over 100 years old, recently declared eligible for the National Register. Two ferries serve the island daily, the nonprofit Chebeague Transportation Co. with its frequent, 15-minute trips from Cousins Island; and the Casco Bay Line infrequent ferries from Portland waterfront. The fastest boat service is with Chebeague or Portland water taxis.

26 Springettes Rd, Chebeague Island

Listing courtesy of Portside Real Estate Group.

$1,425,000
5 Beds ⋅ 3 Baths
The Chimes House, believed to be a design by Gustav Stickley during the American Arts and Crafts Movement, is a distinctive Staley year-round cottage that reflects the timeless appeal of early twentieth-century craftsmanship. One of the era's celebrated homes, it embodies Stickley's philosophy of simplicity, exceptional quality, and harmony with the natural surroundings. Designed with open floor plans and family-friendly living spaces, the home features original built-in benches, cabinetry, and bookcases. Many historic details remain intact, including the original light fixtures and hardwood floors that complement this four-bedroom, two-and-one- half-bath residence. The property enjoys stunning long-water views across Townsend Gut, with seasonal winter views extending farther up the Gut. Residents enjoy access to a deeded association dock, providing convenient boating access to Boothbay Harbor and beyond. Thoughtfully updated while preserving its historic character, the home was relocated to its present site and now rests on a new foundation with steel beams. Recent improvements include updated electrical systems, a new fire and security system, a new four-bedroom septic system, new roofs on both the house and garage, a new cedar fence, fourteen new windows, and a complete exterior repaint. Additional features include an oversized basement and garage, an expansive classic wraparound porch, and a massive entertainment deck adjoining the kitchen and dining areas. Located within the Chimes Association in the highly sought-after West Boothbay Harbor area, the property offers quick access by boat to Boothbay Harbor and all that Maine's coast has to offer during the summer season.

1 Chimes Ln, Boothbay Harbor

Listing courtesy of Benchmark Real Estate.

$779,000
1 Beds ⋅ 2 Baths
Experience the best of waterfront living in this beautifully designed, open-concept cottage where light, comfort, and timeless coastal style come together. The inviting first floor features a designer kitchen with custom cabinetry, a striking soapstone island, and seamless flow into the fireplaced living and dining area--perfect for entertaining or relaxing after a day on the water. A convenient laundry room and half bath complete the main level. Upstairs, the vaulted-ceiling primary bedroom suite offers a peaceful retreat with a full bath and private second-story deck, where you can enjoy morning coffee, sea breezes, and tranquil water views. Just a short walk away, a deep-water pier provides full-tide access to a secure, protected mooring field, making this an exceptional opportunity for boating enthusiasts. Whether you're seeking a year-round residence or a charming waterfront getaway, this thoughtfully designed cottage offers an ideal blend of luxury, comfort, and coastal convenience.

32 Ocean Ridge Rd, Cushing

Listing courtesy of RE/MAX JARET & COHN. rockland@jaretcohn.com
$1,599,000
2 Beds ⋅ 2 Baths
Oceanfront living meets established rental performance at 113 Perkins Cove, with seller-reported gross income totaling 136,278 in 2025. This classic three-level, year-round cottage offers two bedrooms, two full bathrooms, and approximately 924 square feet of finished living space, plus an oceanfront deck and access to a pebble shoreline. The main level brings the kitchen and living area together around a gas fireplace, with sliding glass doors opening directly to the deck and water. Upstairs, the primary bedroom includes a second gas fireplace, generous closet space, and open Atlantic views. The lower level provides a separate bedroom, full bathroom, laundry, and storage. Set in the heart of Perkins Cove, the cottage is moments from restaurants, galleries, shops, and the Marginal Way, while maintaining a distinctly private connection to the ocean. Available individually or together with neighboring 115 and 117 Perkins Cove Road, the property offers flexibility as a second home, an income-producing property, or part of the complete three-property waterfront collection. Detailed owner-provided rental history and financial information are available upon request.

113 Perkins Cove Rd, Ogunquit

Listing courtesy of Compass Real Estate.

$3,499,000
3 Beds ⋅ 5 Baths
115 Perkins Cove is a versatile four-unit mixed-use waterfront property. It includes a three-bedroom, 2.5 bath penthouse spanning the upper two levels, a ground-level oceanfront studio, and two street-level commercial units. The Penthouse is entered on the lower of its two levels, which includes a primary suite with a fireplace, full bathroom and ocean views. A second bedroom, another full bathroom and a third bedroom currently configured as a living room complete this level. Upstairs, the kitchen, dining area, fireside sitting area and sprawling water views come together in an open-concept layout. This level provides dual outdoor spaces: a deck facing the ocean and a larger deck overlooking Perkins Cove, suitable for outdoor dining and entertaining. The studio has its own entrance, deck, and fireplace, allowing it to serve as private guest accommodations or separate rental. The two commercial spaces, which are currently leased, provide a predictable and additional source of income. While not historically operated as full-time rentals, the penthouse and studio have seller-projected annual gross ST revenue of 250k - 310k. Projections are provided for informational purposes only and should be independently evaluated. Located in the heart of Perkins Cove, the property is surrounded by galleries, restaurants, shops, boat excursions and the Marginal Way, with Ogunquit's beach, village center and the Playhouse nearby. The property may be purchased separately, or together with one or both neighboring properties at 113 and 117 Perkins Cove Road. An owner could continue using the residential and commercial spaces to generate income or occupy the main residence while renting the studio and two commercial spaces. The property also offers potential for a different configuration or use over time, subject to applicable approvals. Rental history & projections available upon request.

115 Perkins Cove Rd, Ogunquit

Listing courtesy of Compass Real Estate.

$5,195,000
3 Beds ⋅ 5 Baths
More than 380 feet of frontage on Broad Cove and nearly five private acres create an extraordinary waterfront setting in the heart of Cumberland Foreside. Beyond a winding drive, the property reveals itself gradually, where mature trees frame the shoreline and the home settles naturally into the landscape. The experience here is defined by privacy, the quiet rhythm of the tides, and ever-changing water views from nearly every principal room. The property's size and configuration also present the potential to create a separate home site with water access. Designed to celebrate the landscape, the home unfolds through a series of beautifully proportioned spaces, each taking full advantage of the surrounding water and gardens. A dramatic two-story foyer, gracious living spaces, a vaulted sunroom wrapped in glass, and a beautifully appointed primary suite are all oriented toward the water, while rich millwork, warm hardwood floors, and carefully curated details create interiors that feel enduring and quietly refined. Bluestone terraces extend naturally toward the shoreline, inviting long summer evenings, effortless entertaining, or peaceful mornings overlooking the cove. Just minutes from Cumberland Center, Falmouth, Portland, yacht clubs, golf, and some of Maine's most treasured coastal destinations, this is a home of quiet beauty, where the landscape has always been the centerpiece.

26 Lanewood Rd, Cumberland

Listing courtesy of RE/MAX By The Bay.

$1,010,000
2 Beds ⋅ 2 Baths
This beautiful waterfront end unit at Jameson Point will convey largely furnished and is ready for your immediate enjoyment. Large waterfront deck with composite decking, central air conditioning, tastefully updated kitchen and bathrooms, attached 2 car garage. The condo has been recently updated with new siding, skylights, roof shingles, and trim. There are two bedrooms and two full bathrooms on the first floor, including the first floor primary bedroom suite which includes a large and very well appointed primary bathroom. Upstairs you'll find two additional living spaces with potential as a third bedroom, or an office area. Jameson Point is a peaceful and picturesque waterfront development fronting Rockland Harbor with spectacular views of the Breakwater and out to Penobscot Bay beyond. Easy access to downtown Rockland, the Samoset Resort, and all Midcoast amenities.

71 Jameson Point Rd Unit 71, Rockland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,200,000
7 Beds ⋅ 3 Baths
Welcome to 144 Surf Street, where you don't simply visit the ocean, you live with it. With deeded ownership extending to the high tide line, opportunities like this are increasingly rare along the Maine coast. This multi-family can be converted into a single-family home or into condos. Make this view belong to you. We SEA possibilities here. Continue its legacy as a sought-after weekly rental. Make it the summer gathering place your family returns to for generations. Or create a home where children, grandchildren, friends, and future guests write the next chapter of their story. Share dinners on the deck, laughter under the stars, and evenings accompanied by nothing more than the sound of the surf gently stirring. Offering three separate units with 7 bedrooms, 3 full baths, and expansive decks that naturally extend everyday living outdoors, this is a property designed for gathering. The ocean breeze becomes part of every conversation, every meal, and every memory. Please note - Two units are side by side, with two floor living. Unit three is the owner's unit and does not include a full kitchen, making it ineligible for use as a rental. The property has an established history of weekly rentals. Showings will be available on Saturdays only from 10am-2:30pm.

144 Surf St, Saco

Listing courtesy of Maine Home Connection. 207.517.3100
$2,750,000
3 Beds ⋅ 3 Baths
Located on 5.45± private acres along the picturesque Fox Island Thorofare, this exceptional waterfront property offers 368± feet of shorefront and spectacular views of the Thorofare and the Camden Hills in the distance. The classic main house epitomizes island charm while signature Shingle-style architectural details anchor the home in its natural setting. Three-bedrooms, single floor living, and water views from every room, contribute to the comfortable and appealing character. An open great room offers living / dining space accented by timeless, white-painted walls and ceiling, and doors that open to a wraparound deck. A recently renovated gourmet kitchen includes custom cabinets, professional Viking appliances, and a large central island, making the preparation of family meals a pleasure. Additional structures enhance the property's versatility and appeal, including a separate studio guest cottage. A well-built barn offers plenty of space for storing small boats, tools, and lawn equipment, and there is also a finished office and a well-appointed one-bedroom apartment on the second floor. The landscape features natural areas of lawn and gardens, with colorful perennials and wildflowers. Walking paths meander towards the water and there is a wonderful, private, sand and pebble beach. The property includes a deep-water dock with a ramp and float on the Thorofare.

14 Kingsbury Pt, Vinalhaven

Listing courtesy of LandVest, Inc..

$1,100,000
1 Beds ⋅ 1 Baths
Lovely saltwater property with rolling fields and woods to the shore of the Saint George River. 14.93 acres with 774 feet of frontage on the Saint George River with ocean access nearby. Equestrian facility features 7 spacious stalls, including a dedicated hot-water wash stall for year-round comfort, a heated tack room which offers ample storage and climate-controlled tack room and a12,960+/- SF indoor riding arena suitable for small dressage (72' x 180'). In addition there is a large residence over the barn that boasts an expansive bedroom, bathroom and kitchen area, living room and a convenient laundry area. Whether you are looking to establish a premier training center, a therapeutic riding facility, or a private coastal horse property, this St. George River property offers a rare combination of waterfront acreage and equestrian infrastructure. There is also a 4 bedroom septic system that offers the potential for a future additional home or expandability to the existing facility.

711 Saint George Rd, South Thomaston

Listing courtesy of Camden Real Estate. info@camdenre.com
$1,100,000
2 Beds ⋅ 1 Baths
Tucked into iconic South Bristol near the harbor and the Fishermen's Co-op where you can buy lobster and fish right off the boats, this charming seasonal cottage offers front-row views of the Damariscotta River. Two bedrooms, one bath, and an additional room for an office or even a smart spot for an extra bed. 1,200 square feet of cozy, well-loved living space make it the perfect coastal retreat. Step out onto the deck and take in sweeping water views -- this is riverfront living at its finest, with 157 feet of frontage on over half an acre. The location offers exceptional potential: possibilities include a deep-water mooring and the addition of a deep-water pier, opening the door for serious boating and waterfront access. Nearby Christmas Cove and the swing bridge add to the area's Maine charm while nearby Damariscotta and Boothbay Harbor round things out with restaurants, shops, galleries and summer events. This South Bristol gem combines classic Maine charm with rare deep-water potential just steps from the working harbor.

51 Roderick Rd, South Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,500,000
3 Beds ⋅ 3 Baths
Perched on a knoll overlooking the Atlantic Ocean, this extraordinary Cliff Island retreat has been the backdrop for generations of cherished memories and is ready to welcome its next chapter. Set on a picturesque half-acre parcel, the property offers breathtaking panoramic water views, a private sandy cove perfect for swimming and wading, classic Maine rocky ledges, open lawns for games and gatherings, and a wooded perimeter that provides exceptional privacy. The 1,585-square-foot main home features two bedrooms, two bathrooms, a spacious living room, and a welcoming dining area, all designed to capture the beauty of the surrounding coastline. A charming one-bedroom, one-bath guest cottage provides comfortable accommodations for family and friends or the perfect space for extended stays. Step outside onto the expansive oceanside deck and enjoy everything from warm summer afternoons to the peaceful beauty of fog rolling across Casco Bay. Whether you're entertaining guests, enjoying your morning coffee, or simply taking in the ever-changing seascape, the setting is nothing short of spectacular. One of the property's most remarkable features is its rare deep-water access. Historically, the home was served by a private wharf that extended directly from the existing deck. As shown on the survey, the wharf may be rebuilt, offering an exceptional opportunity for direct boat access--an amenity found on very few island properties. Rich in history, this special home also served as the private retreat of legendary actress Bette Davis during the filming of The Whales of August in 1986, adding a unique piece of Maine cinematic history to an already remarkable property. Whether you're searching for a seasonal escape, a family compound, or a peaceful waterfront sanctuary, this is a rare opportunity to own one of Cliff Island's most distinctive oceanfront properties. Additional photos arriving next week.

195 Beach Rd, Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-590-6026
$1,470,000
2 Beds ⋅ 2 Baths
A rare opportunity to own one of Maine's most extraordinary waterfront properties. Set on 2.6 private acres at the very end of a country road, this remarkable peninsula-shaped lot offers over 2,000 feet of water frontage, level lot with easy dock access, providing ocean views, exceptional privacy, and endless possibilities. The existing post-and-beam home is thoughtfully designed and exceptionally well built, featuring superior insulation, a bright daylight basement, and comfortable year-round living. Whether you're looking for a peaceful waterfront retreat or a legacy property to build on and enjoy for generations, this home is ready to be appreciated as it is. The expansive lot also presents a rare opportunity to create a larger custom waterfront home while preserving the existing cabin as a guest house, studio, or private getaway. With a rugged deep water dock, protected boating access, and an unmatched setting surrounded by the sea, this is a truly one-of-a-kind coastal property where privacy, craftsmanship, and spectacular oceanfront living come together. Just 15 minutes to all amenities, this remarkable property offers it all!

131 Winding Way, Harpswell

Listing courtesy of Roxanne York Real Estate.

$3,150,000
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.

$1,950,000
7 Beds ⋅ 6 Baths
Welcome to 130 Big Tree Lane, located on the picturesque island of Islesboro. This home is truly a family compound, with 6 bedrooms, 5 full baths, and 2 half baths across three structures. The design of the living spaces is ideal, offering privacy for the homeowners and their guests. The home is located on 5 well manicured acres on protected Seal Harbor, a mid-island location that is quiet, and yet not far from everywhere you want to go. The views are spectacular; across the harbor, all the way to the Camden Hills. Enjoy watching young sailors making loops in their 420s while you have your morning coffee, and enjoy the sunset while you have supper on the deck. From the deck you can also appreciate the large dock, which affords deep water for your boat, even at low tide. The dock's float was recently replaced. The cape style house has classic Maine charm: Post and beam architecture with warm pine finishes. The open plan kitchen stretches to the family room, then out to the large deck, offering a fantastic set up both for families and also graciously entertaining larger groups. The structure and indoor finishes have been beautifully maintained. The first floor of the main house also includes a full bath, an office, a convenient mudroom, and a full size laundry. Upstairs in the main house, you'll find three bedrooms and two full baths. From the main house, it's a short walk over to the cheerful guest house, which has a great kitchen, 2 bedrooms, 1 full bath, and 1 half bath. The property boasts two garages: One attached to the main house, and one at guest house; perfect storage for cars, boats, and gear. Above the main house garage, you'll find another bedroom and full bath. This comfortable apartment has its own entrance. Use for guests, or live-in staff. All of the living structures are winterized for your year round use. The main house offers a stately fireplace, and there is a charming wood shed off the drive. Come tour this home, and fall in love!

130 Big Tree Ln, Islesboro

Listing courtesy of Warren Realty.

$525,000
3 Beds ⋅ 3 Baths
**Oceanfront Living with Stunning Sunset Views at The Village at Stockton Harbor** Enjoy the best of Maine's coast from this beautifully maintained oceanfront condominium at The Village at Stockton Harbor. Perfectly situated to capture spectacular western sunsets, this inviting home offers breathtaking water views and a peaceful coastal setting you'll appreciate year-round. The spacious layout features two private ocean-facing decks, giving you plenty of space to relax or entertain. Inside, the home has been thoughtfully updated with newer appliances, including an induction range, and newly installed heat pumps that provide efficient heating and cooling throughout the seasons. An attached private garage adds everyday convenience while keeping your vehicle protected from Maine's weather. Life at The Village offers more than just a beautiful home. Residents enjoy private beach access, scenic HOA-maintained walking trails, a solar-heated in-ground pool, and a community garden that brings neighbors together. Whether you're looking for a full-time residence or a coastal getaway, this exceptional waterfront condominium combines comfort, modern updates, and an unbeatable location. Don't miss the opportunity to own your own piece of Maine's coastline--schedule your private showing today.

18 Harbor View Dr Unit 18, Stockton Springs

Listing courtesy of Maine Country and Coast Real Estate.

$589,900
4 Beds ⋅ 4 Baths
Welcome to 61 Harbor View Drive, a beautifully updated waterfront townhome offering exceptional views, abundant natural light, and move-in-ready comfort. This desirable end unit features four bedrooms, three full bathrooms, one half bathroom, an attached garage, and a thoughtfully designed layout. Inside, soaring ceilings and expansive windows create a bright, welcoming atmosphere. The living room features a propane fireplace, while glass doors open to a spacious waterfront deck. The open-concept main level provides generous space for entertaining and includes a convenient primary suite. Recent updates include fresh paint throughout, new hardwood flooring on the first and second levels, custom closet built-ins, new blackout blinds, and four heat pumps for efficient year-round comfort. The kitchen has been upgraded with a new induction range and dishwasher, and three new toilets have also been installed. Upstairs, two additional bedrooms and a spacious full bathroom provide comfortable accommodations for family and guests. The fully finished walkout lower level adds even more living space with luxury vinyl flooring, a large family room with a second propane fireplace, a fourth bedroom, a full bathroom, and its own waterfront deck. The sellers also had a separate room built for a home gym, adding even more flexibility to the space. Additional features include an EV charger in the garage and access to community amenities, including a solar-heated swimming pool, vegetable garden, shoreline and forest walking trails, and canoe and kayak storage. Enjoy endless opportunities to experience the Maine coast. Launch a kayak into the harbor, explore nearby Sears Island's 960-acre conservation area, or visit local marinas, yacht clubs, seafood markets, state parks, museums, and other coastal attractions. Bangor International Airport is less than an hour away.

61 Harbor View Dr Unit 61, Stockton Springs

Listing courtesy of Over the Bridge & Beyond Realty.

$989,000
1 Beds ⋅ 1 Baths
The first time I visited 53 Island Ave, it reminded me of a poem by Edna St. Vincent Millay. This property describes ''Renascence,'' which the eloquent Ms. Millay poetically uses to describe how Maine's landscape evokes wilderness, sea, and sky. The property is situated in one of Maine's most beautiful settings. This rare-to-the-market offering encompasses a jewel-box home set on an acre of land with 242 feet of waterfront that shares in Maine's infamous sunsets. This one-bedroom, one-bath gem is close to Knox Regional Airport, McCloon's Lobster Shack, and the modern amenities Rockland offers. The mature gardens and careful updates have maintained the integrity of this quintessential Maine cottage.

53 Island Ave, Saint George

Listing courtesy of Legacy Properties Sotheby's International Realty.

$669,000
2 Beds ⋅ 2 Baths
Escape to the coast and discover the beauty of Casco Bay, where ever-changing tides, coastal wildlife, and sweeping water views create the perfect backdrop for unforgettable days on the water. Nestled on 50 feet of tidal waterfront, this captivating Cape Cod-style cottage blends warmth, character, and timeless Maine charm in a setting designed to embrace the coast. The open-concept main level is filled with natural light and showcases picturesque water views from the kitchen, dining area, and inviting living room. At the heart of the home, a stunning custom wood spiral staircase serves as a striking architectural centerpiece connecting both levels. The first floor also features a spacious primary bedroom with a walk-in closet, a full bath, and a versatile den ideal for guests, a home office, or additional living space. Upstairs, the loft overlooks the living area before leading to a private bedroom suite complete with a full bath and its own waterfront deck--an idyllic place to enjoy your morning coffee, the ocean breeze, or an evening overlooking the bay. Step outside and immerse yourself in the natural beauty that surrounds you. Stairs lead to the property's classic Maine shoreline, where the changing tides create a peaceful, ever-changing landscape. Beyond your own waterfront, residents also enjoy access to a shared waterfront area with a neighborhood boat ramp, making it easy to launch a kayak, paddleboard, or boat and explore Casco Bay from your doorstep. Whether entertaining on the deck, watching eagles and osprey soar overhead, or simply soaking in the tranquility of this remarkable setting, every visit feels like an escape. Just minutes from Freeport's vibrant downtown, renowned shopping, exceptional dining, and outdoor recreation, this waterfront retreat offers an extraordinary opportunity to experience the very best of coastal Maine.

91 Shore Dr, Freeport

Listing courtesy of Coldwell Banker Realty.

$2,100,000
2 Beds ⋅ 1 Baths
A truly rare offering on Great Diamond Island, 218 West Shore Drive is a year-round waterfront property where Maine island living, extraordinary history, and unforgettable sunset views converge. Part of historic Fort McKinley, a coastal defense installation constructed between 1890 and 1910 to protect Portland Harbor, the property occupies a commanding waterfront position with sweeping views toward the Portland skyline. Set on almost 3 acres with 266 feet of water frontage, and including an approved buildable house lot, it offers a meaningful connection to both the island's storied past and the surrounding seascape. The charming cottage is attached to an original mining casemate and features an inviting living area opening to a waterside patio, two bedrooms, and one bath, with the primary bedroom located within the original casemate. Additional historic structures include a renovated second bunker, currently used as a den/office and a workshop with potential for a third bedroom, as well as a rangefinder station and gun battery. Tucked along a private cove with beautiful westerly sunset views, this one-of-a-kind property offers privacy, character, and a remarkable connection to the sea. As part of the Diamond Cove Association, residents enjoy amenities including a pool, tennis and pickleball courts, a bowling alley, and a basketball court. Accessible by ferry or private boat, Great Diamond Island also offers a marina, an inn, and restaurants, creating an exceptional opportunity for year-round island living just minutes from Portland.

218 W Shore Dr, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
$1,190,000
2 Beds ⋅ 3 Baths
Experience one of Portland's most coveted waterfront settings at Chandler's Wharf, where the energy of the Old Port meets the beauty of Casco Bay. Meticulously renovated throughout, this exceptional townhouse offers 2 bedrooms, 2 full bathrooms, and a half bath. The custom kitchen features Calacatta marble countertops, bespoke oak cabinetry and paneling, and a curated collection of premium appliances including a Wolf gas range, Sub-Zero refrigerator, and Miele dishwasher. The living room, centered around an Ortal gas fireplace, opens to a private deck overlooking the harbor, where boats and Portland's iconic working waterfront create an ever-changing view. Upstairs, the primary suite offers a beautifully appointed bath with heated floors, including a heated shower floor. A versatile loft provides space for a home office, media room, fitness area, or guest accommodations. Exceptional custom millwork and thoughtful craftsmanship are evident throughout, while two covered garage parking spaces provide a level of convenience rarely found in the Old Port. Opportunities to enjoy true waterfront living just steps from Portland's acclaimed restaurants, boutiques, galleries, and marinas are exceptionally rare.

512 Chandlers Wharf, Unit 512, Portland

Listing courtesy of RE/MAX By The Bay.

$1,000,000
3 Beds ⋅ 2 Baths
Nestled on a private dead-end road, this well built 3 bedroom, 2 bath home offers over 2200 square feet of comfortable living space with more than 100 feet of private ocean frontage. While the interior reflects an earlier era and offers an opportunity for updates, the home's solid construction provides an excellent foundation to make it your own. Enjoy stunning waterfront views, a spacious deck for relaxing or entertaining, and the convenience of an attached one-car garage. Rarely does a property combine this level of privacy, direct ocean access, and exceptional coastal setting--an outstanding opportunity to create your dream waterfront retreat.

67 Mahalas Ln, Owls Head

Listing courtesy of Dwelling In Maine.

$705,000
3 Beds ⋅ 3 Baths
Immaculate and well done are two ways to describe this beautiful home. This is one of the very few detached condominiums that directly overlook Wiscasset Harbor. A variety of quaint shops and restaurants are just across the river in Wiscasset and a market is nearby. Light and airy with a screened in porch and upper deck that both overlook the water. The seller has had some nice updates done. Radiant floor heating and high efficiency heat pumps keep the home comfortable year round. The three bedrooms and 2 1/2 baths are versatile with a potential lockout unit for rental income. For boaters there is a common dock and moorings may be applied for through the town. OPEN HOUSE on 8-16-26 is cancelled.

71 Village Way Unit 506, Edgecomb

Listing courtesy of NextHome Premier Realty.

$585,000
2 Beds ⋅ 4 Baths
Imagine starting your morning on your private balcony, watching the waterfront activity on Penobscot Bay. Welcome to Ducktrap Harbor Condominiums which are Designed to maximize its idyllic waterfront setting, this beautiful condominium offers ocean views from the primary bedroom suite, two private porches and the sunlit living area. An open-concept main floor features a cozy fireplace with a wood stove insert, creating the perfect centerpiece for crisp New England evenings. There is a second bedroom suite on the upper level with private full bath. Updated heat pumps ensure energy-efficient climate control and year-round comfort. Downstairs, the lower level features a attached single-car garage and a bonus room complete with its own full bathroom--offering potential for entertaining summer guests, setting up a quiet home office, or storing all your ocean gear. Beyond your door lies one of Midcoast Maine's finest association communities. Spend summer afternoons lounging by the pool, meeting neighbors at the clubhouse, hitting the tennis court, or launching a kayak from the deepwater dock. With mooring access available, your boating adventures begin right at home.

37 Harbor Dr Unit 37, Lincolnville

Listing courtesy of Camden Real Estate. info@camdenre.com
$560,000
1 Beds ⋅ 1 Baths
A Rare Island Sanctuary in the Heart of Midcoast Maine. Rarely does a property of this caliber become available. Nestled on Bremen Long Island, just a short boat ride from the mainland, this extraordinary 27-acre estate offers a once-in-a-generation opportunity to own one of Midcoast Maine's most remarkable island properties. With only 23 homes on the entire island, Bremen Long Island is a place where privacy, tranquility, and unspoiled natural beauty have become increasingly rare. With 3,000 feet of shoreline, and its own private cove, there is an extraordinary sense of seclusion and an intimate connection with the true wildness of Maine . Whether launching a kayak at sunrise, exploring the shoreline by boat, gathering oysters along the tidal edge, or simply enjoying the ever-changing tides, the waterfront is an exceptional extension of the property's natural beauty. At the heart of the property sits a custom-built, 1,000-square-foot off-grid home, meticulously crafted by a master cabinetmaker. Every detail reflects exceptional craftsmanship, timeless design, and a deep respect for the surrounding landscape. Thoughtfully positioned to embrace sweeping views of the meadow, forest, and surrounding waters, the home provides a comfortable retreat while allowing nature to remain the centerpiece. As you step into the meadow atop the hill, the landscape unfolds in every direction. Rolling fields, towering forests, rugged granite ledges, and the sparkling waters surrounding the island create a panorama that is both inspiring and peaceful. Each sunrise brings new light across the bay, while evenings offer brilliant sunsets, star-filled skies, and a silence interrupted only by seabirds and the gentle sound of the tide at your shore. Property includes a well maintained 30' Grady White boat, a 2 year old Kubota tractor. Call today for a private showing - this stunning property will go fast!

# Bremen Long Island Rd, Bremen

Listing courtesy of Keller Williams Realty.

$3,100,000
4 Beds ⋅ 4 Baths
Exceptional opportunity to acquire two meticulously maintained waterfront properties on Moshier Island in Yarmouth, totaling 9.25 acres in the heart of Casco Bay. The offering includes two thoughtfully designed ''turn key'' cottages, approximately 2,960 feet of combined waterfront, a deep-water dock and float, two moorings, a barge landing and exceptional privacy. Located on a picturesque island just a short boat ride from the mainland, the properties provide an ideal balance of privacy and accessibility. The first property, known as the Point Cottage, is set on 3.02 acres. This contemporary cottage was offers 1,872 square feet of living space. The home includes two bedrooms, one full bathroom, and one half bathroom. Distinguished by its sleek design, superior craftsmanship, and panoramic water views from every room and the breathtaking rooftop deck, the cottage sits on a peninsula with exceptional exposure to both sunrises and sunsets. The property enjoys approximately 2,016 feet of waterfront and is powered by solar panels and serviced by a septic system and shared well. Its unique setting and modern aesthetic create a remarkable waterfront retreat in one of Casco Bay's most beautiful island locations. The second property, known as the Cove Cottage, is set on 6.23 acres. This cottage encompasses 1,144 square feet of living space. The home features two bedrooms, one full bathroom, and one half bathroom. Powered by solar panels and supported by a septic system and shared well, the cottage offers modern sustainability in a serene coastal setting. The property boasts approximately 944 feet of waterfront along two separate shorelines, featuring a protected cove, dramatic rocky coastline and expansive views of Casco Bay.

240 & 304 Moshier Is, Yarmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,650,000
3 Beds ⋅ 4 Baths
Tucked along the quiet edge of Gun Point Cove, 12 Parthas Court presents a rare opportunity for coastal ownership--featuring more than 400 feet of private deep-water frontage, a secluded pocket beach, and sweeping sunset views over Orr's Island. Recently built with care and intention, this move-in-ready home balances elegance with ease, ideal for year-round living or a peaceful seaside retreat. Inside, nearly 3,000 square feet of bright, open living space showcases water views from every room. Soaring ceilings and a seamless flow between the living, dining, and kitchen areas create a welcoming atmosphere for gatherings that stretch into the evening. Details like ash flooring, quartz countertops, durable composite siding, and a west-facing deck highlight both craftsmanship and longevity. A single-level layout--with a private en suite, guest room, laundry, and direct garage access--ensures everyday convenience, while the walkout lower level provides flexible waterfront space perfect for guests, relaxing, or watching lobster boats drift by. Outdoors, the pace naturally slows. Winding paths lead across the ledge, kayaks glide into calm, protected waters, and days are spent swimming, boating, or simply enjoying the shoreline. Evenings bring casual dinners on the deck, stargazing, and the gentle rhythm of the tide. With features like a whole-house generator, energy-efficient construction, and low-maintenance materials, the home is designed for comfort in every season. More than just a property, 12 Parthas Court is a place to experience time differently--summer swims, crisp fall boat rides, dramatic winter seas, and sunsets that never lose their appeal. A truly exceptional stretch of the Maine coast, thoughtfully brought to life.

12 Parthas Ct, Harpswell

Listing courtesy of Roxanne York Real Estate.

$1,495,000
3 Beds ⋅ 2 Baths
Charming Waterfront Home in Spectacular New Harbor, Maine! Welcome to your dream waterfront home Located on Picturesque New Harbor, Maine! Experience the enchanting lifestyle of harbor living in this delightful and well-maintained Cape-style residence, which boasts breathtaking views of the harbor, famed for scenes filmed in the movie *Message in a Bottle*. When you step into this 3-bedroom 2 Bath home, with a 2-car garage you will be greeted by an abundance of space that creates a warm and inviting ambiance throughout. This lovely home features 3 generous bedrooms with the Main Bedroom located on the first floor. The second floor has two bedrooms with a shared bath. LARGE FINISHED WALKOUT basement that could be converted (with proper permits) into a gorgeous separate suite offering comfort and convenience for families and guests alike with its own one-of-a-kind view. The layout provides the option of first floor living, with rooms that flow beautifully into one another, enhancing the sense of spaciousness while maintaining a charming coziness. Step outside onto the deck to savor stunning views of the working harbor, where the daily activities of lobstermen loading bait and returning with their catch continue the storied traditions of New Harbor, a community renowned for its tight-knit and neighborly spirit. Nestled on the picturesque Southside Road, this fabulous home is conveniently located near the Town Landing. This property is ready and waiting for you to design and redesign, bringing your own personal style and taste if you choose. A dock could be added with proper permits then all you will need is a boat to explore the incredible mid-coast waterfront. Your new home is surrounded by rich recreational opportunities and local charm. Explore breathtaking Pemaquid Point with its iconic lighthouse, relax at Pemaquid Beach, visit Fort William Henry and a best kept secret Back Cove with its footbridge and charm.

82 Southside Rd, Bristol

Listing courtesy of Reilly Real Estate.

$4,950,000
3 Beds ⋅ 5 Baths
Don't let this once-in-a-generation waterfront masterpiece pass you by. Rarely does a property combine an architect-caliber, modern-transitional residence, and an irreplaceable true deepwater dock, located within walking distance of two of the Seacoast's most beloved downtowns. Set directly on the Piscataqua River with sweeping views of Portsmouth and three iconic bridges, this approx 3,400-square-foot custom home was designed by Amy Dutton Home and built by Haven Hill Builders -- conceived from the water in. Outdoor space is the property's crown jewel. An expansive 24/7 deepwater dock is outfitted for serious entertaining and boating alike. A 40-foot float accommodates larger vessels and the Japanese-style hibachi kitchen is built for waterside cooking. A private cabana with half-bath creates a self-contained retreat right on the water. Three bedrooms and two-and-a-half baths unfold across a light-filled, open-concept layout. The kitchen is a showpiece, anchored by a Thermador range and a waterfall-edge quartz island with a built-in insert for fresh herbs or party ice. Custom lamp-black cabinetry with fluted glass inserts adds understated drama to the main living area. The primary suite is framed by custom doors that open to a rooftop-terrace with water views for effortless indoor-outdoor living. A dramatic third-floor space is wrapped in a triple-glazed curtain wall of glass overlooking the Portsmouth skyline -- the home's defining architectural feature. Above the garage, a light-filled studio with its own water-facing windows provides flexible space for work or art. Outside, a granite patio and firepit overlook the water, surrounded by coastal gardens cascading toward the shoreline. Built to a high-performance standard with a steel substructure, continuous exterior insulation, and 98%-efficient heating and cooling -- extraordinary design meets extraordinary durability. This is an extremely rare opportunity to acquire one of the Seacoast's signature propert

31 Water St, Kittery

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

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