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

9 11 Orion Point Way, Harpswell

Listing courtesy of EXP Realty.

37 Alliquippa Rd, Phippsburg
$4,690,000
6 Beds ⋅ 5 Baths
A rare and truly generational opportunity to own an extraordinary piece of Maine's coastline, this exceptional oceanfront estate offers the chance to create a lasting legacy for years to come. Perched high above the rugged rocky shore, the property commands glorious southwesterly views and unforgettable sunsets over the water. Encompassing nearly 8 acres of remarkable privacy, the setting is nothing short of extraordinary, with a sandy beach, deep-water dock, and sweeping ocean vistas. The magnificent shingle-style residence is a timeless expression of Maine coastal architecture, distinguished by impeccable craftsmanship and enduring materials. Stucco and hand-selected stonework lend character and distinction to the façade, while a grand stone chimney anchors two wood-burning fireplaces, creating inviting spaces for gathering in every season. With six bedrooms and five beautifully appointed bathrooms featuring custom tilework and refined finishes, the home is thoughtfully designed for comfortable living and entertaining. The main-floor primary suite offers a private retreat, while expansive living spaces are filled with natural light and framed by panoramic ocean views. Here, the true luxury extends beyond the home itself. It is the opportunity to spend summers on the beach, launch a boat from your own deep-water dock, gather around the fire on cool coastal evenings, and create cherished memories and traditions that endure for generations. Every detail reflects a commitment to quality, from the exceptional construction and bespoke finishes to the seamless connection between indoor living and the spectacular natural surroundings. Despite its extraordinary privacy, the estate is just minutes from the restaurants, shops, and amenities of Bath, with the treasured Small Point community and Popham Beach nearby. Properties offering this rare combination of oceanfront beauty, acreage, privacy, and a legacy-quality residence seldom come to market.

37 Alliquippa Rd, Phippsburg

Listing courtesy of Town & Shore Real Estate. 207-773-0262
66 Dans Cottage Rd, Bristol
$1,900,000
2 Beds ⋅ 2 Baths
Stunning ocean front property! Watch fishing boats work and enjoy views out to Monhegan Island. At night you'll see lighthouses in the distance and stars in the sky over the ocean. This beautiful summer cottage is at the end of a peaceful road on ''the jagged edge of America''. Included is deeded access to a deep water dock in protected Back Cove and a quarter interest in Little Island just off shore. Completely updated and refurbished in 2014, the interior has been simply and tastefully decorated and is designed to accomadate gatherings but at the same time comfortable for when you don't have company. The Primary Suite has ocean views to wake up to as does the open concept Living/Dining Room and Kitchen. The second bedroom and office are at the back of the cottage. There is a large garage for cars or boat storage and a delightful outdoor shower. Although the property shares a driveway with a neighboring cottage, privacy is almost complete. Very well maintained and ready for you to enjoy this season.

66 Dans Cottage Rd, Bristol

Listing courtesy of Keller Williams Realty.

33 30 Taylor Rd, Westport Island
$1,495,000
6 Beds ⋅ 3 Baths
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic.) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *

33 30 Taylor Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

715 Chandlers Wharf, Unit 715, Portland
$775,000
1 Beds ⋅ 2 Baths
Located in Portland's historic Old Port, this sun-filled corner unit at Chandler's Wharf offers sweeping harbor and city views with eastern, southern, and western exposures. The one-bedroom, 1.5-bath residence has been thoughtfully updated with a remodeled kitchen and baths, new windows, a heating and cooling mini-split system, and new appliances. Enjoy the private deck overlooking the waterfront - an ideal spot to relax and take in the scenery. Property includes garage parking for owner and guest, and is located in a gated community. Experience a walkable urban lifestyle in the heart of Portland, just steps from the city's vibrant restaurants, shops, and waterfront attractions.

715 Chandlers Wharf, Unit 715, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
1159 Main Rd, Islesboro
$799,000
4 Beds ⋅ 3 Baths
The Bluff House is a gracious 19th Century Greek Revival ship captain's house, set high on the north end of the island with inviting views over its nearly 18 private and mostly wooded acres with trails leading to over 700 feet of sandy beach on the eastern shore of Islesboro. As the back of this stately home opens to a sprawling lawn with the views over tree tops east to Penobscot Bay, the Bluff House's privacy, quiet neighborhood, and bucolic feel beckon a time long ago. Set up island, this home is in close proximity to the island's community center, places of interest, and activities. This 1800's, 4 bedroom, 3 bath property has many renovations and updates complete with new engineered European White Oak flooring, new structural support system under the kitchen, new lighting in the kitchen and bathrooms, and new plumbing stubbed and ready to go. Currently the kitchen and two of the bathrooms are ready for your own touch and completion! There are generous yet comfortable spaces to enjoy - family room, living room, dining room, library/study - at the Bluff House with its architectural elements echoing an age of simplicity and elegance, while its systems and structures have been updated during thoughtful and meticulous renovation creating a distinguished, historic home of notable character with modern convenience, including a two car garage - with sub flooring in place and could be finished as an office, studio, or other space -, 10kw generator, and high speed internet. A perfect island home ready for year round living or seasonal retreat.

1159 Main Rd, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

2319 Harpswell Island Rd, Harpswell
$2,390,000
5 Beds ⋅ 2 Baths
Privately tucked away on coveted Bailey Island, this exceptional waterfront retreat captures the essence of refined coastal living. Set on a rare parcel with its own beach and extensive ocean frontage, the property enjoys breathtaking 180-degree water views across a protected cove and out to the Atlantic beyond. From its elevated vantage point, the ever-changing seascape becomes the backdrop to daily life, offering a remarkable sense of privacy and connection to the Maine coast. Thoughtfully renovated to blend timeless cottage charm with modern comfort, the home is designed to embrace its extraordinary surroundings. A wraparound porch provides the perfect setting for morning coffee, afternoon sea breezes, and spectacular sunsets over the water. Inside, the residence offers a versatile and inviting floor plan featuring a first-floor bedroom and three additional bedrooms on the second level, including a spacious primary suite with a private balcony overlooking the water--an ideal perch for taking in the coastal scenery. Enhancing the property's appeal is the detached Sea Shed, a charming and flexible space well suited for guests, a studio, home office, recreation room, or additional sleeping quarters. With private beach ownership, direct access to the shoreline, and panoramic coastal views from nearly every angle, this is a rare opportunity to experience one of Maine's most treasured island settings.

2319 Harpswell Island Rd, Harpswell

Listing courtesy of Legacy Properties Sotheby's International Realty.

7 Loon Ln, South Bristol
$2,245,000
3 Beds ⋅ 3 Baths
7 Loon Lane is a classic waterfront property in a peaceful wooded setting, with broad westerly views over the upper branch of the Damariscotta River and south towards the open ocean. Located in a desirable neighborhood enclave in South Bristol, the property includes 4.4± acres, a charming and versatile three-bedroom house, a rustic water's-edge cabin, a one-car garage, and 276± feet of shorefront with a deep-water dock, ramp, and float. The property also offers the potential to add one additional building, such as a guest house or barn, providing flexibility for future use or to create a family compound. The main house is designed for comfortable year-round use, with open living and dining spaces, a stone fireplace, built-ins, sliding glass doors, and a wraparound deck oriented toward the view. A main-floor primary suite with an adjoining office offers flexibility, while the lower level includes two additional bedrooms, a full bath, and a family room. The wooded landscape features lawn and garden areas, mature flowering shrubs, a natural sense of privacy, and a wooden walkway leading to attractive ledge shorefront where there is a rustic water's-edge cabin ready for improvement. With excellent access to the protected harbors, coves, and sailing waters of the Damariscotta River and Midcoast Maine, the property offers a rare combination of privacy, acreage, shorefront, and deep-water access in one of South Bristol's most sought-after neighborhoods.

7 Loon Ln, South Bristol

Listing courtesy of LandVest, Inc..

866 Pendleton Point Rd, Islesboro
$5,750,000
6 Beds ⋅ 9 Baths
East Bay is an exceptional coastal estate offering the perfect blend of a private summer retreat and a tranquil year-round residence. Set on more than five secluded acres with 430 feet of pristine, accessible waterfront, the property enjoys an elevated position above the scenic shoreline, where beautifully curated gardens and mature landscaping frame sweeping views across Penobscot Bay and its islands. The residence unfolds along a gently sloping bluff, capturing spectacular water vistas from nearly every room and outdoor living space. Originally built as a post-and-beam home around 2000, East Bay has been thoughtfully transformed over time. Its current design, inspired by the timeless coastal architecture of Royal Barry Wills, combines classic New England character with understated sophistication. Designed for both elegant entertaining and comfortable everyday living, the home offers a seamless balance of formal and informal spaces. Highlights include a first-floor primary suite with a private sitting room and office, multiple guest suites, inviting sitting rooms, a library, additional office spaces, a wine cellar, exercise room, updated mechanical systems, air conditioning, a generator, and a carport. The outdoor amenities are equally impressive. A heated swimming pool, hot tub, and sauna are perfectly positioned to maximize the breathtaking waterfront setting and views, while a custom-built staircase provides direct access to the property's private beach. Evoking the charm and grandeur of Islesboro's historic summer cottages, East Bay is a rare legacy property--an extraordinary expression of Maine's rugged coastal beauty, enduring craftsmanship, and timeless elegance. Explore the 3D tour and floor plans for a fully immersive experience of this remarkable estate.

866 Pendleton Point Rd, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

120 Webhannet Dr, Wells
$2,395,000
4 Beds ⋅ 3 Baths
Oceanfront retreat on Wells Beach with direct sand access to a 2 mile stretch of beach and a rare private marsh front with its own dock across the street. Sweeping water views in both directions - wake up to a glorious sunrise in front of the house and relax with a stunning sunset over the marsh in back of the house. Head down the beach stairs to enjoy the sand or your daily walk. Kayak and paddleboard from your own dock during high tide. Open-concept interior has been thoughtfully renovated and offers views of the ocean or marsh from almost every window. Four bedrooms, two and a half baths, plus a bonus basement give the whole family space. A detached garage with home office area offers a quiet spot to work remotely. Great for young families or grandparents gathering everyone together. Nestled between Ogunquit and Kennebunkport with top restaurants and quaint shopping. Close enough for a weekend and far enough to feel like a true escape. Just 90 minutes from Boston and 35 minutes from the Portland Jetport with daily nonstop flights to New York, Washington, Chicago, etc. The Amtrak Downeaster makes it easy to commute to Boston for the day. It's a coastal lifestyle few properties can offer. And it's in Wells, the friendliest town in Maine. This will be your happy place!

120 Webhannet Dr, Wells

Listing courtesy of Coldwell Banker Realty. 207-967-9900
230 Ocean Gate Rd, Southport
$995,000
2 Beds ⋅ 2 Baths
This updated two-bedroom, two-bath seasonal cottage sits on a 2.16-acre lot with 290' protected deep water frontage on the Townsend Gut. Prominent water views are enjoyed from many spaces, including its long waterside porch and adjacent deck. A short walk through the scenic woods leads to a dock that is shared with one neighbor and features a freshly rebuilt pier and ramp. For those seeking a more substantial, year-round home, the lot encourages the construction of a new home, with level ground and soils testing that supports the addition of a four-bedroom home. The property is being sold with access to the Ocean Gate Inn's amenities, including tennis & pickleball courts and a swimming pool. Serious boaters covet the Gut's protected deep water, and everyone appreciates this location's proximity to the Southport Bridge and Boothbay Harbor amenities, as well as Southport Island's low property taxes.

230 Ocean Gate Rd, Southport

Listing courtesy of Tindal & Callahan Real Estate.

5 Seymour Rd, Harpswell
$895,000
3 Beds ⋅ 2 Baths
This 3-bedroom 2 full bath Contemporary home is perched close to Tower Hill on Orr's Island. Totally renovated, this home features an open concept kitchen, living and dining area overlooking Harpswell Sound. Enjoy the beautiful sunsets from your living area or from one of two patio areas. The primary suite is located on the second floor with a private full bathroom. sitting area and ocean views. Two other bedrooms are located on the first floor with a shared full bathroom & laundry. A 1 car garage offers direct entry into the home, with an additional 2 parking spaces. Located on a 1.59-acre parcel of land enjoys a rolling lawn area down to 50' of ocean frontage with a newly built staircase access to a pebbly beach for sunbathing, kayaking or small boating. Come enjoy what Harpswell has to offer. Close to area restaurants, hiking trails & all of the coastal amenities. Just a short ride to downtown Brunswick & Bowdoin College. Come take a private viewing. By appointment only.

5 Seymour Rd, Harpswell

Listing courtesy of Rob Williams Real Estate Brokers.

823 Popham Rd, Phippsburg
$3,600,000
3 Beds ⋅ 4 Baths
Beach Life Starts Here at 832 Popham Road. 'Welcome to 832 Popham Road, where the salt air and the sound of the Atlantic are your daily companions. Nestled in the heart of the historic Phippsburg peninsula, this property offers an unparalleled gateway to Maine's most stunning coastline. Just minutes from the rolling dunes of Popham Beach State Park and the storied granite walls of Fort Popham, this home is a sanctuary for those who love the sea. Whether you're spending your days exploring the sand bars at low tide or enjoying the locally caught seafood at nearby West Point, 832 Popham Road isn't just an address--it's a front-row seat to the best of Mid Coast Maine.' The potential to make this truely an oceanfront estate for generations is amazing. If you are inclined to have rental income the current owners rent this property part time and average 140,000 in revenue.

823 Popham Rd, Phippsburg

Listing courtesy of Kre Brokerage Group.

274 Beach Ave, Kennebunk
$2,595,000
4 Beds ⋅ 2 Baths
Experience the charm of coastal Maine in this quintessential 4-bedroom, 2-bath cottage, ideally situated directly on the beach. Enjoy breathtaking water views, spectacular sunsets, and the soothing sound of the ocean just steps from your door. The home's inviting wraparound porch provides the perfect setting for morning coffee, afternoon relaxation, or evening gatherings while taking in the stunning coastal scenery. Offered fully furnished, this turnkey property presents a rare opportunity to begin enjoying the Maine lifestyle! Conveniently located near the Webhannet Golf Club, KBIA, Edgecomb Tennis Club, and the area's most beloved beaches, including Mother's Beach and Gooch's Beach, this exceptional property offers the perfect blend of recreation, relaxation, and coastal living. Whether you're searching for a cherished family getaway, or an exceptional investment opportunity, this beach cottage combines timeless charm, updates, and an unbeatable waterfront setting. Rarely does a property with this location, character, and convenience become available.

274 Beach Ave, Kennebunk

Listing courtesy of Pack Maynard and Associates.

239 Mill Creek Rd, Islesboro
$895,000
4 Beds ⋅ 4 Baths
An Island Life with Room to Create | Come to Islesboro and live a little differently. Long known for its thriving arts community, the island offers a blend of creative energy, natural beauty, and a welcoming spirit. This historic three-bedroom Maine sea captain's house features wood floors, abundant natural light, and views toward Mill Creek Cove and Gilkey's Harbor. Open living, kitchen, and dining spaces flow to a screened porch, while the kitchen features cherry countertops and a handcrafted Maine Monson slate sink. A first-floor primary suite opens to the deck. Outside, more than 60 heirloom fruit trees surround a fenced garden, spring-fed pond, firepit, and outdoor shower. Stairs lead to the shore of Mill Creek Cove, providing direct access for launching a kayak or paddleboard. A separate artist studio with electricity and loft space overlooks the pond, offering a peaceful setting for inspiration and creativity. A lovely deck extends to the water's edge, perfect for morning coffee or a quiet moment of reflection. A historic former village post office serves as a seasonal guest cottage or flexible retreat, with a full bath and screened porch. The property borders acres of undisturbed wilderness, creating a wonderful sense of privacy and connection to nature. Golf, trails, the ferry, island market, community center, seasonal farmers market, bakery, and other island amenities are all nearby. Ideal for seasonal living, with potential for year-round use with additional improvements, this is a distinctive island property with room to create, garden, gather, and enjoy life on Islesboro.

239 Mill Creek Rd, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

148 Waterman Farm Rd, North Haven
$14,500,000
10 Beds ⋅ 8 Baths
Set on 177± acres of exceptional island landscape, Waterman Farm offers spectacular panoramic views to the south and east toward the Fox Island Thorofare and Penobscot Bay. Perched on a secluded point of land, this classic saltwater farm features 8,582± feet of shorefront with access to both the protected Cubby Hole and Waterman Cove. The quintessential island setting is stunning, with open fields, woods, gardens, orchards, and five historic and distinguished residences, each fully renovated with year-round living space. Requisite estate infrastructure includes a historic barn, a sawmill where much of the wood for the property was harvested and milled, a versatile Quonset hut, and more. A dock with ramp, float, and mooring on Waterman Cove offers access to world-class boating around the island, along the Fox Island Thorofare, and throughout Penobscot Bay. Suitable for agricultural pursuits, residential living, or a family compound, Waterman Farm's significant contiguous acreage, sensitive restoration, and thoughtful stewardship present a rare opportunity to own a true piece of North Haven's legacy.

148 Waterman Farm Rd, North Haven

Listing courtesy of LandVest, Inc..

9 Elwell Pt, South Thomaston
$1,795,000
3 Beds ⋅ 4 Baths
Perched on the edge of the Penobscot Bay w/ over 298± feet of dynamic waterfront, this exquisite coastal home offers a front-row seat to the ever-changing seascape of the Muscle Ridge Islands, North Haven, Vinalhaven, and beyond. The sounds of crashing waves provide the perfect soundtrack to your days, while two private beaches & boat launch area make coastal living idyllic! Inside, the home boasts three luxurious bedroom suites, each designed w/ comfort & views in mind. The first-floor primary suite offers the ease of single-level living. The open-concept first floor is designed to impress, featuring a spectacular designer kitchen with quartz countertops, high-end stainless steel appliances, a large center island with soft-close drawers, and sweeping water views. The adjacent living room is anchored by a stunning stone fireplace with a gas insert and opens directly onto the waterfront deck--perfect for soaking in the coastal breeze and scenery. Also on the 1st floor is a mudroom with coat closet, 1st floor laundry room w/ ample storage cabinetry and convenient half bath for guests. Upstairs, you'll find two spacious junior bedroom suites, each with its own full bath, ideal for guests/extended family. Each bedroom shares a large family room area, offering a cozy space to unwind, play games, or accommodate extra guests w/a sleeper sofa--making this level as functional as it is inviting. The exterior of the home boasts durable construction with its oceanfront setting in mind - low-maintenance exterior featuring HardiePlank siding, Azek trim, composite decking, and high-wind rated shingles. Professionally landscaped and set against one of the most iconic backdrops in Maine, this property is a rare blend of fine craftsmanship, thoughtful design, and unmatched natural beauty. A true oceanfront sanctuary just waiting to welcome you home. Convenient to Downtown Rockland, Owls Head Airport (private/public flights), local beaches & Quintessential Maine lobster pounds!

9 Elwell Pt, South Thomaston

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

Lot 8 Sturdivant, Cumberland
$1,000,000
2 Beds ⋅ 1 Baths
Island Cottage getaway in Casco Bay. This solar powered quintessential log cabin offers 2 bedrooms, living room, dining area, kitchen, and bath with shower and a second floor loft with ample sleeping quarters. A large yard with fire pit and stairs to a private beach. An amazing nature experience - deer, ducks, geese, wild turkeys, and much more wildlife abound the property. Ideal for swimming, fishing, birdwatching and relaxation with privacy and pure tranquility. An Island property with no public landing, stores, nor roads. The only way to the Island is by private boat and is a short distance from the Mainland. A rare offering.

Lot 8 Sturdivant, Cumberland

Listing courtesy of RE/MAX Shoreline.

1446 Meadow Pond Rd, Islesboro
$499,999
2 Beds ⋅ 1 Baths
Experience the magic of coastal living at this seasonal camp, set on 7 acres of level land and offering 1,400 feet of accessible shoreline and beach. Whether you choose to enjoy the camp as it is or build your dream retreat, this property provides the ideal setting to enjoy island life. Imagine long summer days filled with swimming, boating, and beach combing, capped off by breathtaking sunsets over the water. When you're ready to explore, take a stroll up the beach to Islesboro Island Trust's Turtle Head Preserve, where rocky cliffs, panoramic views, and fascinating geological history await. Or head out to explore all the island has to offer. The property is being offered as is.

1446 Meadow Pond Rd, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

1317 Trim Ln Unit -1, Islesboro
$975,000
1 Beds ⋅ 1 Baths
On an island in Maine sits this sweet cottage with room to expand or build on the elevated point looking West over Penobscot Bay. Explore 14 acres and 1,288 feet of shore front and beach.

1317 Trim Ln Unit -1, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

92 Spruce Point Rd, Yarmouth
$8,500,000
4 Beds ⋅ 5 Baths
On the coveted backshore of Cousins Island, this extraordinary deepwater estate captures a rare vision of coastal Maine living. Designed by noted architect Joe Waltman and masterfully built by Anastos & Nadeau, the residence is perfectly positioned to embrace sweeping southern views across Casco Bay toward the Portland skyline, with deepwater access, private dock, mooring, and sandy beach offering an exceptional boating lifestyle. Classic shingle-style architecture, soaring 10-foot and 25-foot ceilings, and walls of glass create a home that feels both grand and welcoming. Brazilian cherry and natural stone floors, custom millwork, crown molding, built-ins, and an open interior balcony add warmth and craftsmanship throughout. The living and family rooms flow seamlessly together, framed by expansive water views and designed for both quiet evenings and effortless entertaining. The kitchen and dining area feature a substantial island, professional-grade appliances, dual wall ovens, walk-in pantry, wet bar alcove, and generous dining space overlooking the bay. A private den and first-floor office offer additional flexibility. Upstairs, the primary suite serves as a peaceful retreat with a reading nook overlooking the water, walk-in closets, and a marble bath with soaking tub and walk-in shower. Three additional bedrooms, full bath, laundry room, and a daylight lower level provide flexible space for guests, recreation, or fitness. Outdoor living is equally compelling with an expansive Ipe deck and sun-filled stone patio overlooking the shoreline. Though the setting feels private and serene, the property is just minutes from Yarmouth Village, Portland, marinas, restaurants, and some of Maine's most desirable coastal communities. A rare opportunity to own a remarkable waterfront estate combining architectural pedigree, deepwater access, and the enduring beauty of Casco Bay.

92 Spruce Point Rd, Yarmouth

Listing courtesy of RE/MAX By The Bay.

26 Miradon Ln, Southport
$2,695,000
4 Beds ⋅ 3 Baths
On Southport Island's western shore, this private, 2.79-acre property is beautifully oriented to the west/southwest, capturing afternoon light, prevailing sea breezes, and stunning sunsets over Sheepscot Bay. The oceanfront setting is absorbed from its bold rocky shoreline, stone firepit, open decks, balconies, and screened porch. Inside, the home features open concept living, a generous primary bedroom suite, and plenty of room for guests, an office, and hobby space. Architecturally harmonious with the coastal Maine aesthetic, this home looks the part and delivers unlimited potential for daily satisfaction, alone or gathered with loved ones.

26 Miradon Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

31 Eastward On The Ocean, Rockport
$1,650,000
4 Beds ⋅ 3 Baths
Experience coastal living at its finest in the highly sought-after Eastward on the Ocean waterfront community. Residents enjoy exceptional amenities including tennis courts, a heated outdoor swimming pool, scenic walking trails along 2,500 feet of shoreline, and shared access to the Manor House for private gatherings and events. Perfectly positioned with east-southeast exposure, this beautifully maintained home captures stunning water views from nearly every room. From the moment you enter, the expansive views create a striking first impression. The thoughtfully designed first floor offers inviting spaces for both everyday living and entertaining, including a beautifully updated kitchen with bar seating, formal dining room, spacious living room - all with a central two sided fireplace - sunroom, and screened sun porch, opening up to decks facing the water, and propane grill hook-up. Also on the main level are an office, guest bedroom or flexible use room, full bath, and laundry room. Upstairs, the primary suite provides a peaceful retreat. Two additional bedrooms share a full bath. All with access to a rooftop deck overlooking the water. Mini-split heat pumps provide air conditioning in the bedrooms for added comfort. Additional features include a two-car garage with studio space above, beautifully landscaped grounds, and a large mostly unfinished basement offering excellent storage. Updates since 2008 include Maine ash flooring and tile throughout, a remodeled kitchen, renovated bathrooms and laundry room, custom built and handcrafted details including stairwell bannister, Maine ash built-ins, and numerous thoughtful improvements. Ideally located just steps from the pool and Manor House, this property offers an exceptional blend of comfort, craftsmanship, and coastal charm. Be sure to explore the immersive 3D tour and floor plans for a complete look at this remarkable home.

31 Eastward On The Ocean, Rockport

Listing courtesy of Legacy Properties Sotheby's International Realty.

367 East, Boothbay
$674,000
2 Beds ⋅ 2 Baths
Presenting the charming home of Sweet Windruff Farm on East Side Road, Barters Island -- a timeless 1860s New England Cape offering warmth, character, and waterfront living on The Back River. Whether you're seeking a summer retreat or a year-round coastal home, this beautifully maintained property captures the essence of Maine living. Enter through the gate into a welcoming mudroom-style entryway featuring original brick flooring and classic built-ins. Beyond, the heart of the home opens into a warm dining and kitchen area centered around a cozy woodstove, with peaceful views stretching toward the cove and your waterfront frontage on The Back River. Rich in old-style charm and thoughtfully designed living space, the home offers two bedrooms and two baths, including a first-floor primary bedroom suite and laundry room for convenient one-level living. Upstairs provides additional privacy with flexible space ideal for guests, a sewing room, studio, or home office. The inviting living room and den feature built-in bookcases and a beautiful fireplace -- perfect for gathering with friends or simply taking the chill off a cool coastal evening. Every room reflects the care and personality of its current owners, blending comfort, craftsmanship, and timeless New England character. Outside, the property continues to impress. Set back from the road, the home enjoys a fenced yard with mature fruit and maple trees, sitting areas, a greenhouse, and a charming potter's shed. A lovely screened front porch offers the perfect place to relax and enjoy water views after a day exploring the Maine coast. The two-story barn, built in 1999 by a local craftsman along with the kitchen addition, provides exceptional versatility with garage space for vehicles or boats, a workshop, and an attached separate work area ideal for hobbies, storage, or a home-based business. This special waterfront property offers comfort, privacy, and authentic coastal charm in one of Maine's island communities.

367 East, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

44 Harbor View Dr Unit 44, Stockton Springs
$569,000
4 Beds ⋅ 3 Baths
Welcome to 44 Harbor View Drive, a beautifully positioned oceanfront end-unit condominium in The Village at Stockton Harbor. With broad west-facing views over Penobscot Bay, this home captures incredible natural light & sunsets from multiple rooms. Main level offers convenient first-floor living with a primary bedroom and private bath, living room with propane fireplace, kitchen with new LG appliances, half bath with laundry, direct garage entry, and access to a full-length waterside deck. As an end unit, the additional windows make the living spaces feel bright, open, and connected to the view. Upstairs are two additional bedrooms and a full bath while downstairs provides a fourth bedroom, storage, and a spacious family room that opens to a second full-length deck and the beautifully maintained grounds leading toward the water. The HOA covers exterior maintenance, landscaping, road maintenance, trash removal, and access to the heated pool. Community features include shared gardens, kayak storage, and oceanside walking trails. Updates include three heat pumps, a heat pump water heater, updated lighting, new circulation pump, alarm system, smart lighting, sunshade, radon mitigation system, and a new roof. An exciting opportunity for low-maintenance waterfront living, waking up daily to the captivating view of Stockton Harbor.

44 Harbor View Dr Unit 44, Stockton Springs

Listing courtesy of Two Rivers Realty, LLC. tworiversdougb@gmail.com
275 Harriman Rd, Waldoboro
$2,450,000
3 Beds ⋅ 3 Baths
Set between the timeless coastal communities of Waldoboro and Bremen, this remarkable 167-acre saltwater farm offers a rare and enduring connection to Maine's unspoiled past. Held and thoughtfully cared for by the one family for more than half a century, the land reflects a legacy of stewardship, enriched through traditional oxen-powered farming. At its center stands a classic antique Cape Cod farmhouse, rich in character and authenticity, featuring three bedrooms, three baths, a formal dining room, and multiple working fireplaces that evoke the warmth and simplicity of an earlier era. Supporting structures include a garage, a charming carriage house, and a substantial pole barn, offering flexibility for agricultural pursuits, livestock, or inspired new uses. The landscape is both diverse and harmonious, unfolding across open organic fields, a serene stretch of old-growth forest alive with wildlife, and a private peninsula extending into the waters of Broad Cove. Here, sweeping views, tidal access, and exceptional privacy create a setting that is breathtaking. Whether envisioned as a working farm, a private coastal retreat, or a legacy family compound, 275 Harriman represents a truly rare opportunity to own a meaningful piece of Maine's coastal heritage.

275 Harriman Rd, Waldoboro

Listing courtesy of L&S Realty.

78 West St, Boothbay Harbor
$950,000
2 Beds ⋅ 2 Baths
Classic Maine waterfront cottage with breathtaking sunsets and sparkling ocean views. This beautiful setting offers 2 cottages on the water! The main cottage is bright and airy with a great room and master bedroom. The guest house is perched at the edge of the pier and offers sleeping for four more guests. Both have exceptional views for the quintessential Maine waterfront getaway! This retreat features an expansive south-facing deck perched directly over the water, offering front-row seats to passing tall ships and ever-changing harbor scenery. Launch from your private dock and explore the harbor, cruise through Townsend Gut, or venture onto the Sheepscot River and beyond. Thoughtfully renovated in 2021, this turnkey property is being offered fully furnished, providing an effortless opportunity to enjoy the very best of Maine waterfront living. Come stand on the deck, soak in the salt air and the view, you won't want to leave!!

78 West St, Boothbay Harbor

Listing courtesy of Vitalius Real Estate Group.

76 West St, Boothbay Harbor
$950,000
2 Beds ⋅ 2 Baths
Experience the charm of a classic Maine waterfront cottage, where breathtaking sunsets and shimmering coastal views create an unforgettable setting. This beautifully updated two-bedroom retreat features an expansive south-facing deck perched directly over the water, offering front-row seats to passing tall ships and ever-changing harbor scenery. Launch from your private dock and explore the harbor, cruise through Townsend Gut, or venture onto the Sheepscot River and beyond. Nestled within a protected cove, enhanced by lush landscaping, vibrant gardens, and a secluded private beach that create your own peaceful coastal oasis. Thoughtfully renovated in 2021, this turnkey property is being offered fully furnished, providing an effortless opportunity to enjoy the very best of Maine waterfront living.

76 West St, Boothbay Harbor

Listing courtesy of Vitalius Real Estate Group.

34 Langsford Rd, Kennebunkport
$2,845,000
4 Beds ⋅ 2 Baths
Offered for the first time in more than a century, this storied summer cottage in Cape Porpoise presents a once-in-a-generation opportunity to own a timeless piece of the Maine coast. Lovingly held by the same family for decades, the residence embodies the understated elegance and enduring charm of New England's classic seaside retreats. Set on a remarkable .97-acre parcel with more than 300 feet of water frontage, the property commands sweeping harbor views and distant vistas that stretch to the iconic Goat Island Light, where spectacular sunrises unfold across the water each morning. Thoughtfully positioned to capture both privacy and panorama, the cottage enjoys a rare sense of seclusion along a quiet dead-end lane, just moments from the village center of Cape Porpoise and a short drive to Kennebunkport. Inside, the home evokes the romance of a bygone era, with four inviting bedrooms, beadboard-clad walls, and two full baths, including one appointed with a classic clawfoot tub. A warm and intimate kitchen flows into sunlit sitting and dining spaces designed to frame the ever-changing coastal scenery, while expansive wraparound porches invite long summer afternoons overlooking the harbor. Whether preserved and restored as a legacy family compound or reimagined for a new chapter, the property offers extraordinary potential. The generous lot, substantial road frontage, and detached garage present ample opportunity for thoughtful expansion or redevelopment, all within one of coastal Maine's most treasured enclaves. Rarely does a waterfront offering of such provenance, scale, and possibility come to market. This is a property to be cherished for generations to come.

34 Langsford Rd, Kennebunkport

Listing courtesy of Keller Williams Realty. 207-650-6176
5 Fairbourne Ln, York
$11,700,000
4 Beds ⋅ 6 Baths
Welcome to Sea Haven, a breathtaking oceanfront estate where modern luxury meets the raw beauty of the Atlantic coastline. Perched majestically above dramatic rocky cliffs, this extraordinary residence commands over 2.5 acres, offering panoramic ocean views & an unparalleled sense of tranquility & seclusion. From the moment you arrive, Sea Haven captivates with its architectural elegance & seamless integration into the natural landscape. Designed to maximize views, the estate features walls of glass that blur the line between indoor & outdoor living, bathing every room in sunlight & framing sweeping vistas of the Atlantic Ocean. At the heart of the property lies the infinity-edge pool, seemingly spilling into the sea below--an awe-inspiring centerpiece that provides a front-row seat to the ever-changing tides, morning sunrises, and coastal wildlife. Multiple balconies, patios & an expansive outdoor dining area invite you to soak in the salt air & savor the coastal lifestyle, whether you're entertaining guests or enjoying a peaceful evening. Inside, no detail has been overlooked. The home boasts custom finishes throughout, from custom-crafted cabinetry, soaring sloped ceilings & designer lighting to natural stone surfaces & premium appliances that reflect the highest standards of contemporary luxury. Sea Haven features four spacious bedrooms, each thoughtfully positioned for privacy & ocean views. The primary suite is a true retreat, complete with a spa-inspired bath, private balcony, and floor-to-ceiling glass walls that invite the sea indoors. Additional amenities include a home office with ocean views--perfect for remote work or creative pursuits - and theatre room, designed for cinematic experiences in the comfort of your home. Whether you're seeking a serene personal retreat or a show-stopping setting for unforgettable coastal events, Sea Haven is the epitome of refined oceanfront living.

5 Fairbourne Ln, York

Listing courtesy of Anchor Real Estate.

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

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

Privacy Policy

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

How much is your home worth?

Get instant property value now!

Valuation data provided by Black Knight EasyValue