Refine Search
Map
Sort by
$4,250,000
5 Beds ⋅ 4 Baths
Dartholm sits along quiet Shore Road in Southwest Harbor, overlooking a picturesque harbor and offering a rich coastal heritage. Once the summer residence of a Dartmouth College president--lending the home its distinctive name--it has been thoughtfully updated into a gracious shingle-style cottage suited for comfortable year-round living. Expansive views stretch across Somes Sound, the Cranberry Islands, and Acadia's mountains, with yachts and lobster boats passing by. Beautifully restored, the home blends classic charm with modern amenities, featuring five bedrooms, including two on the first floor, along with inviting living and dining spaces, a chef's kitchen, and den. A newer, fully winterized addition includes the kitchen, dining area, and primary suite with geothermal heat, while other sections remain seasonal. A one-bedroom guest house, private dock, moorings, landscaped grounds, and proximity to Southwest Harbor's shops and dining complete this exceptional waterfront offering.

24 Shore Rd, Southwest Harbor

Listing courtesy of LandVest, Inc..

$4,200,000
6 Beds ⋅ 5 Baths
A rare beachfront gem at South Point in Biddeford Pool. Embracing clean lines with expansive walls of glass. This stunning contemporary home's design frames breathtaking, unobstructed views from every vantage point. This ultra-efficient home features high performance heat pumps powered by a private solar array and backed up by Tesla power banks for seamless energy independence. Spanning 3,851 Square feet of living space, with a additional 1456 Square feet below grade. The thoughtfully executed floor plan accommodates 6 Bedrooms and 5 bathrooms, offering unparalleled space for family and guests. The finished basement offers potential for a gym, movie theatre, or game room with fireplace. Situated on a .24-acre lot, the property features exquisitely landscaped grounds that transition into the pristine sandy Beach. Views span the Biddeford coastline south to Kennebunkport. Experience coastal luxury living redefined in one of Southern Maine's most coveted seaside communities. The existing home was re-Designed by Kaplan Thompson and masterfully constructed by Bowley Builders in 2018. Featured in Maine Home+Design December 2021.

1 Bay St, Biddeford

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,995,000
3 Beds ⋅ 4 Baths
Distinctive opportunity to live at the renowned Boothbay Harbor Country Club, recognized as the best golf and country club experience in Maine. This exceptionally designed and appointed home will be built with supreme quality and luxury, including a ground floor ensuite bedroom, and a spectacular primary bedroom suite upstairs with his & hers bathrooms, closets, and a study that could serve as an extra bedroom. The open concept kitchen and great room makes for satisfying everyday use, as does the abundanta outdoor living space, be it the screened porch, veranda, open deck, and granite patios. Sumptuously comfortable, the home offers owners an effortless club lifestyle, with golf cart access to Club amenities that feature the 18-hole course, lavish spa, family pool, fitness center, tennis & pickleball courts, dining facilities, and more. Club-maintained gardens & landscaping, municipal water & sewer, and other attributes make for ''lock and leave'' convenience, just up the hill from downtown Boothbay Harbor.

Lot 7 Whispering Pines, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$3,995,000
7 Beds ⋅ 9 Baths
Nestled within Cape Elizabeth's desirable Cross Hill neighborhood, 19 Tiger Lily Lane is a remarkable estate property. Built by renowned Maine custom builder Russ Doucette, this exceptional residence showcases timeless craftsmanship, architectural elegance, and meticulous attention to detail throughout. Privately situated on 1.65 acres of beautifully landscaped grounds, the home offers thoughtfully designed living spaces featuring six bedrooms, multiple gathering areas, and luxury amenities designed for both comfortable family living and sophisticated entertaining. The shingle-style architecture reflects classic New England charm, while the interior blends warmth and refinement with truly custom millwork, expansive living spaces, and high-end finishes. The backyard is a private oasis, its deck overlooking an in-ground gunite pool and spa, surrounded by beautiful hardscaping and mature landscaping creating a secluded retreat. A charming carriage house further enhances the property, offering guests a private residence complete with a full kitchen, living room, and separate bedroom. Thoughtfully designed with one-of-a-kind finishes, every element of this exceptional property reflects a commitment to quality, comfort, and privacy. Ideally located just minutes from Cape Elizabeth's scenic beaches, the Portland International Jetport, and Portland's acclaimed culinary, arts, and cultural destinations, this home offers the perfect blend of convenience and coastal elegance. A rare offering in one of Southern Maine's most sought-after communities, this is an extraordinary place to call home.

19 Tiger Lily Ln, Cape Elizabeth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,995,000
6 Beds ⋅ 5 Baths
This custom-built ski-in/ski-out residence offers a rare opportunity to own a true Sugarloaf family compound, ideally sited on a double lot with direct access to the ski-way leading to the new Bucksaw Express chairlift. Thoughtfully designed for both gathering and privacy, the home features six bedrooms, four and a half bathrooms, two generous primary suites, and separate guest quarters with a full kitchen—perfect for hosting family and friends in every season. A spacious ski-room entry provides seamless slope access, while two laundry rooms, a dedicated exercise room, and a large two-car garage add everyday ease. Crafted with exceptional attention to detail, the home showcases custom timber joinery and exposed beams throughout, blending refined mountain character with timeless design. Interior living spaces are anchored by two fireplaces, including a striking wood-burning fireplace in the main living room and a propane fireplace near the breakfast nook. The gourmet kitchen is equally suited for casual mornings and après-ski entertaining. Outdoor living is a standout feature, with a wraparound deck, hot tub, and an inviting fireplace seating area offering western exposure and breathtaking sunsets over Crocker Cirque, along with simultaneous views of the Crocker and Bigelow mountain ranges. Two independent propane-fired heating systems provide radiant and baseboard hot-water heat, ensuring year-round comfort in this exceptional slopeside home.

6003 Sandy River Cir Unit 6003, Carrabassett Valley

Listing courtesy of Mountainside Real Estate.

$3,995,000
5 Beds ⋅ 7 Baths
Situated on 7 private acres, 18 High Head blends expansive saltwater frontage with newly renovated contemporary comfort. Completed in 2024-25, this comprehensive reconstruction transformed the property into a modern four-season masterpiece. Every detail was considered to ensure beauty, performance and year-round comfort. This fully furnished home boasts 320 feet of pristine deep-water frontage and includes a charming new guest house. Enjoy the working lobster boats, harbor seals, dolphins, and bald eagles making the setting a favorite for yachts, kayakers and fishermen. The main house features exquisite design elements including 2 flights of custom floating stairs, a 30' natural stone fireplace, a new open kitchen, 3 bedrooms, 3.5 bathrooms and 12 heating/cooling zones. New doors and a wall of windows throughout capture natural light and water views at every turn. The first-floor primary suite offers a sitting room, gas fireplace, bath and bedroom, all with sweeping water views. The first level also includes a new 80' waterfront deck, dining area, kitchen island, laundry, mudroom and media room. An upper-level ensuite bedroom overlooks the courtyard. A lower-level suite includes a bedroom with bath, den and patio, all with water views. The fully furnished 2-bedroom, 2.5 bath guest house has private entry leading to a lower-level living area with half bath, gas fireplace, deck and a bedroom made private with barn doors. The second level features a well-appointed eat-in kitchen with island, living area with private waterside deck, gas fireplace, 2 full baths, laundry and bedroom. High Head has 1000' of new paved driveways, extensive stonewalls and patios, and scenic carriage path to a new deepwater dock. Enjoy the perfect balance of seclusion and accessibility to shopping, dining, botanical gardens, golf, and hiking all nearby, situated in the heart of Midcoast Maine, minutes from Boothbay Harbor, Damariscotta, Wiscasset, 70 minutes to Portland Jetport.

18 High Head Rd, Edgecomb

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,995,000
7 Beds ⋅ 7 Baths
Luxurious oceanfront property on 9.4 acres with 562 ft of deep-water ocean frontage. This estate is adorned with cedar shake siding creating a timeless yet classic design to complement the rocky shoreline and coastal landscape. Step inside to the 17-room estate, sit by the fireplace in the Great Room, and relax as you gaze upon the cobalt blue waters of Blue Hill Bay. Granite countertops, new stainless-steel appliances, Six-burner gas stainless steel stove with griddle and butler's pantry create a delightful workspace for the family chef. Breakfast/sunroom, Dining Room, and Great Room all flow nicely creating a most tranquil space. The Dining Room features an open ceiling, showcasing a drop-down crystal chandelier from the second floor, embellishing the space below while allowing a peek at the cozy library above on the second level. The second floor has five bedrooms, sitting area and an entrance to the unfinished 1,000 sq ft top floor of the newly constructed attached garage. The master bedroom suite has several sitting areas, two baths, and a large garden tub. Unwind and be lulled to sleep by the sound of the waves gently lapping the shore. The third-floor gallery, with an open floor concept, is a hidden sanctuary for much privacy and peaceful tranquility. The four-point elevator provides accessibility from the basement to the third level. New roofing on home in 2025, Central Air, Home Standby Generator, and Central Vacuum. This sprawling estate boasts a ''pet haven'' room for the family pet with a built-in access door to the outside fenced in area. With 6,260 square feet of living space, there is much to embrace and love with this exquisite property that creates a place to relax and retreat with friends and family. This property features a guest house with two dormers on the second floor allowing your guests to take in breathtaking ocean views. Owner Financing with Right Terms.

684 Falls Bridge Rd, Blue Hill

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$3,950,000
5 Beds ⋅ 3 Baths
Perched along the shoreline of coveted Biddeford Pool, 12-14 Bayview Avenue presents a rare unobstructed bold ocean view opportunity with private access to the shores of the Atlantic - a front-row seat to rolling tides, vibrant marine life, and an endless horizon. This exceptional property, comprised of two residences, is set within the desirable coastal hamlet of Biddeford Pool, known for its timeless charm and understated elegance. Just moments away, the historic Abenakee Club - a private, seasonal golf and social club established in 1898 - provides a classic seaside course, tennis, and a long-standing tradition enjoyed by generations of families. Nearby, the Biddeford Pool Yacht Club and marina provide access to moorings, dockage, fueling, and launch service, along with clubhouse dining and a full complement of boating amenities, enhancing an active coastal lifestyle. Whether embraced as a private seaside retreat, legacy compound, or reimagined into a custom oceanfront estate, the property provides remarkable flexibility and potential. The dual-residence parcel lends itself to a variety of future uses, investment opportunities, or redevelopment possibilities, all within one of southern Maine's most sought-after seaside communities. A truly special opportunity to own a meaningful piece of Maine's iconic coastline.

12-14 Bayview Ave, Biddeford

Listing courtesy of Landvest, Inc..

$3,950,000
3 Beds ⋅ 3 Baths
Rare opportunity to own one of Higgins Beach's most iconic oceanfront residences, offering breathtaking panoramic views stretching from Cape Elizabeth and Richmond Island to Biddeford Pool. Featured in Maine Home + Design, this exceptional coastal retreat was thoughtfully reimagined to blend timeless New England architecture with sophisticated seaside living. Perfectly positioned on a rare double lot in one of Maine's most coveted beachfront communities, the home captures the beauty of the Atlantic from nearly every room. Expansive walls of glass frame ever-changing ocean vistas, flooding the interiors with natural light and creating a seamless connection to the surrounding landscape. Custom millwork, carefully curated finishes, and impeccable craftsmanship are showcased throughout, while multiple gathering spaces provide the perfect setting for both relaxed family living and effortless entertaining. Step outside to enjoy the sights and sounds of the ocean, with direct access to Higgins Beach and endless opportunities for swimming, surfing, beach walks, and coastal exploration. Whether enjoying sunrise over the water, watching boats pass along the coastline, or entertaining guests against a backdrop of spectacular ocean views, this home offers a lifestyle that is truly unparalleled.. A once-in-a-generation offering, this extraordinary property combines privacy, architectural significance, and an irreplaceable oceanfront setting in one of Maine's most treasured seaside neighborhoods.

3 Morning St, Scarborough

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,950,000
3 Beds ⋅ 3 Baths
Available for the first time in a quarter century, this rare coastal retreat encompasses 51 private acres with nearly a mile of frontage along the Sheepscot River. Step back in time as the meandering dirt drive, lined with mature oak trees and vintage stone walls, draws you to the meadow's edge and sweeping views of the river. Over 40 acres of your own private, magical wooded trails wander down the peninsula to a rocky point where seals frolic offshore and bald eagles perch above the water. Heading toward the water, you will pass the writing cottage, saltwater pool, and pool house. Next is the 3-bedroom, 3-bath antique Cape house from the 1800s, thoughtfully updated to honor its heritage while providing modern amenities. Exercising judicious design restraint, the owners added a new kitchen, upgraded the pantry, and refreshed all three bathrooms. The new heated saltwater pool and its pine-scented pool house offer hours of entertainment for all ages. The second writing studio, designed by Snyder and Cheng, sits at the water's edge, offering a quiet space for music, writing, storage, or creative retreat. The deepwater dock, a coveted feature for boaters, offers 8 to 9 feet of depth at mean low water and will welcome most boats. Vessels requiring more depth can swing on the mooring at 28 feet. The protected waterfront also invites quieter days on the water, offering easy access for kayaking, canoeing, and exploring the Sheepscot River at your own pace. Boaters can enjoy a remarkable network of rivers, coves, and island passages, with easy access to open water and the sea beyond. A true legacy offering with thoughtful conservation easements to ensure its quality for generations. The current owners chose understated simplicity, allowing the natural setting to remain the defining luxury: woods, wildlife, salt air, and the ever changing tides of the saltwater river. This coastal sanctuary is just an hour from the Portland, Maine airport and 2.5 hours from B

45 Bradley Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$3,900,000
7 Beds ⋅ 10 Baths
A Luxury Residence inspired by Nature: Sited on 16.1 private acres in the heart of Cape Elizabeth, Great Woods Lodge at 3 Canter Lane offers a rare blend of seclusion and convenience. Bold architecture meets warm, livable elegance throughout. The home unfolds with a gourmet kitchen, refined library, living and sitting rooms, four bars, six bedrooms, two offices, a gym, sauna, steam room, and a private movie theater. Thoughtfully appointed baths, multiple fireplaces, and a detached carriage house complete the estate. Outside, curated grounds feature exquisite hardscaping, fountains, and lush landscaping, along with deeded access to a peaceful pond. Canter Lane connects directly to sidewalks leading to village shops, schools, dining and abutting preservation land trails bring you to the Atlantic Ocean. This extraordinary estate offers endless exploration opportunities! Just moments from Portland International Jetport (PWM) and the celebrated dining, art, and music scene of Portland, Maine - this is a lifestyle of both retreat and refinement!

3 Canter Ln, Cape Elizabeth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,900,000
3 Beds ⋅ 4 Baths
Nestled in the heart of iconic Dock Square, this exceptional antique riverfront residence offers a truly rare opportunity to own one of the area's most distinctive and coveted properties. Rich in character and timeless charm, this 3,200± square foot home seamlessly blends historic architectural details with spacious, comfortable living. The residence features three generously sized bedroom suites, expansive gathering spaces, and two fireplaces that create warmth and ambiance throughout the seasons. Antique craftsmanship and period details are showcased throughout the home, while two inviting sunporches and rear deck provide the perfect vantage point to enjoy river views and changing tides. Outside, a quaint riverside backyard offers a peaceful retreat overlooking the water, while the property's private dock provides direct access to the river--a remarkable amenity rarely found in Dock Square. Beautiful curb appeal, mature landscaping, and a one-car attached garage further enhance this special offering. Leave your car behind and enjoy an easy stroll to Dock Square's renowned shops, galleries, restaurants, and waterfront attractions. Combining an unparalleled location, private waterfront access, and authentic antique charm, this is a one-of-a-kind property that seldom becomes available. An extraordinary opportunity to own a landmark riverfront home with a private dock in one of Maine's most sought-after coastal destinations.

49 Ocean Ave, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$3,895,000
5 Beds ⋅ 5 Baths
There's a quiet rhythm to life at 4 Cole Farm Drive--where mornings begin with soft light rising over the water and days unfold in spaces designed as much for gathering as they are for retreat. Set on over two private acres, this custom shingle-style home feels grounded, with ocean views that gently anchor you to place, well appointed living spaces, serene outdoor living, and deeded access to 50 ft of ocean frontage. Inside, natural light fills the home, illuminating the great room and its double-sided stone fireplace, the defining centerpiece of the home. Off the great room on the first floor and off the primary suite on the second floor is a dramatic turret room wrapped in windows that gives the home a storybook coastal feel. Ten-foot ceilings, warm red fir floors, and thoughtfully selected finishes create a sense of understated elegance, while both formal and informal living spaces offer room to come together or spread out. The kitchen is as functional as it is inviting with a generous island, walk-in pantry, and high-end appliances that make everyday living and entertaining feel effortless. Outdoors, the experience continues. The backyard unfolds as a private, tree-lined retreat--designed for long afternoons and unhurried evenings. A three-season porch invites you to stretch the seasons, while the expansive deck, saltwater pool and hot tub, and pool house create a setting that feels equal parts relaxed and refined. As the day winds down, gather around the fire pit or simply take in the stillness of the landscape as it settles into evening. There is an ease to living here--enhanced by modern systems like geothermal heating and cooling--that allows the focus to remain on what matters most: the setting, the light, and the feeling of being exactly where you want to be.

4 Cole Farm Dr, Scarborough

Listing courtesy of Portside Real Estate Group.

$3,850,000
5 Beds ⋅ 3 Baths
This iconic coastal landmark is being offered for the first time in a quarter of a century. Historic Gilbert Head, at the southern end of Long Island, stands sentry at the mouth of the Kennebec River, overlooking Sequin and Pond Islands, Bay Point, and Fort Popham. This property, formerly the home of renowned artist Stephen Etnier, features a meticulously maintained, 4 - 5 bedroom Federal home, a substantial Deer Isle-granite deep water pier, an large separate artist's studio, boathouse, old stonework, perennial gardens, an ancient orchard, waterfront meadows, mainland parking/access and wonderful woodland walking trails over 25 acres - all protected under thoughtful conservation. Access by water only.

012 Long Is, Georgetown

Listing courtesy of Vitalius Real Estate Group.

$3,800,000
4 Beds ⋅ 4 Baths
Nestled within a sought-after neighborhood where the ocean breezes whisper through meticulously landscaped perennial gardens, this custom-built luxury residence represents the pinnacle of sophisticated coastal living. Here, architectural excellence converges with an unparalleled location mere moments from the legendary Marginal Way, Perkins Cove, and the pristine shores of Ogunquit Beach. This distinguished ranch-style home spans nearly four thousand square feet of thoughtfully designed living space, where superior craftsmanship reveals itself in every carefully considered detail. The main level welcomes you with oversized windows that flood the interior with luminous natural light, while a striking gas fireplace anchors the living room with warmth and understated grandeur. The chef's kitchen stands as a culinary sanctuary, complemented by an adjacent butler's pantry that seamlessly facilitates both intimate gatherings and grand entertaining. Two generously proportioned bedrooms grace the main level, including a primary suite that transcends ordinary luxury—featuring a custom tile walk-in shower, split double vanities, soaking tub and spa-like tranquility. A dedicated office provides the perfect retreat for professional pursuits, while a sun room transitions effortlessly to an outdoor patio and sparkling Gunite pool—your private oasis for endless summer afternoons. The finished lower level, accessible via a convenient elevator, reveals additional living quarters complete with a fourth bedroom, full bathroom, comfortable living area, workshop, and abundant storage. This versatile space adapts brilliantly to accommodate guests, extended family, or creative endeavors. The oversized 2 car garage is not to be overlooked. Spacious and expertly situated to allow ease of access to the elevator as well as the mechanical room and all lower level accommodations. This extraordinary property offers the rare opportunity to embrace Maine's coastal lifestyle without compromi

67 Cherry Ln, Ogunquit

Listing courtesy of The Aland Realty Group.

$3,795,000
3 Beds ⋅ 3 Baths
Perched high above Southport Island's east shore with panoramic views of the Townsend Gut, Boothbay Harbor, and outer islands, this extraordinary 3,300+/- sq ft. Scandinavian-inspired retreat delivers a seamless blend of modern luxury and Maine's scenic beauty. Water views are ever-present, welcomed into living spaces by 9' windows & doors for truly breathtaking vantages. Designed to encourage gatherings, the home features open concept living, with a great room that includes 10' ceilings and a wood-burning fireplace, a woodsy screened porch above the waterfront, and a large waterfront lawn with 6' x 6' granite slab fire pit. Built for year-round use, the property includes advanced systems such as closed-cell insulation, Mitsubishi heating & cooling, public water supply, and a 42kW, whole-house generator. Set on 1.2-acres with 350' of deep-water ocean frontage, the property ensures an unparalleled waterfront lifestyle, with a private pier & oversized float, a multitude of outdoor living spaces, cooling sea breezes, and quick access to area amenities, by car or by boat.

6 Harbor Ledge Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$3,750,000
2 Beds ⋅ 2 Baths
Situated overlooking Somes Sound, this unique, Bob Patterson-designed cottage offers stunning views of the Acadia National Park mountain peaks, located on a protected cove with a private dock. The property features 1,262 feet of waterfront frontage across 7.44 acres. The main cottage provides convenient one-floor living with two bedrooms, two bathrooms, a fireplace, and cathedral ceilings. Additionally, the lower level includes office space with views of the Sound. The property's footprint comprises the main cottage and a small guest house both surrounded by a shared deck. Being Sold As Is.

562 Sound Dr, Mount Desert

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,750,000
8 Beds ⋅ 6 Baths
'Birchcroft', a c.1920 classic Fred Savage shingle style cottage encompassing 4.07+/- private acres high on Asticou Hill Trail above Northeast Harbor, with 8-bedrooms, 4-baths, and vast porches overlooking gardens and an expansive lawn. Renovated over the years to modern times and comfort, while still embracing graceful antiquity. With expansive porches front and back, an elegant living room, library, and a grand dining room with diamond mullions windows, all together are perfect for friends and family gatherings throughout the seasons. Abutting Land Garden Preserve conservation areas and gardens to the South, Asticou Gardens moments away, and Acadia's mountains to the North, outdoor enjoyment is endless! 'Birchcroft ' offers timeless elegance and comfort fostering precious time together, coupled with the joys of Acadia by land and sea.

3 Asticou Hill Trail-Northeast Hbr, Mount Desert

Listing courtesy of The Knowles Company. 207 276-3322
$3,750,000
5 Beds ⋅ 3 Baths
Great Pond Waterfront -- Unmatched Location & Sunset Views Rare opportunity to own a premier waterfront property on Great Pond with highly sought-after western exposure for stunning sunsets every evening. Just minutes to Belgrade Village by boat or car. Enjoy a level lakeside lawn with sandy beach area, deep water frontage, private boat launch, and two docks--ideal for boating, swimming, and all your water activities. This well-built home offers a rare grandfathered footprint just steps from the water, providing endless potential to renovate or create your dream lake retreat. Features include a dramatic great room with wood-burning fireplace and lake-view balconies, a lakeside den with fireplace, kitchen with dining area, and ample storage for boats and gear. Upstairs offers four bedrooms plus a spacious primary suite with private balcony, ensuite bath, sitting area, and generous closet space. Bring your vision and make this exceptional waterfront property your own.

60 Abena Shr, Belgrade

Listing courtesy of Portside Real Estate Group.

$3,750,000
5 Beds ⋅ 5 Baths
A rare coastal gem on one of Maine's most iconic stretches of sand. This fully remodeled beachfront home rests along 45 feet of pristine shoreline on beloved Drakes Island -- where ocean breezes, soft light, and effortless luxury define every day. Meticulously maintained and thoughtfully upgraded, the home reflects a deep commitment to structural integrity, energy efficiency, and storm readiness. Every improvement has been made with long-term durability and peace of mind in mind, creating a retreat that feels both refined and resilient. Inside, the home offers remarkable space for gathering. With 5 bedrooms plus a loft, it comfortably sleeps 14, making it ideal for hosting family, friends, and unforgettable seaside escapes. The layout is designed for comfort and privacy: - A first-floor en suite bedroom provides easy accessibility and a private haven for guests. - Upstairs, the primary en suite offers elevated ocean views and a serene, spa-like retreat. With 5 full bathrooms, everyone has room to unwind without ever feeling crowded. Nearly every room captures sweeping ocean views, giving the home that relaxed, always-on-vacation feel. A large deck with privacy fencing faces the generous off-street parking area -- perfect for grilling, outdoor dining, or enjoying the afternoon sun. On the ocean side, an expansive screened-in porch invites you to settle in with the sound of the waves, complete with roll-down screens that let the sea breeze drift through. Just beyond, a brand-new patio sits steps from the sand, offering a front-row seat to sunrise, surf, and star-filled nights. This home has a proven history of weather resilience, no storm damage, and transferable flood insurance, underscoring its exceptional preparedness and care. If you've been searching for a true beachfront oasis -- where casual luxury meets the laid-back rhythm of the Maine coast -- this Drakes Island retreat is ready to welcome you home.

163 Island Beach Rd, Wells

Listing courtesy of Portside Real Estate Group.

$3,725,000
5 Beds ⋅ 4 Baths
Welcome to 397 Cape Monday Road, a luxury lakefront retreat nestled on 1.2 private acres. This custom timber-frame masterpiece is perfectly positioned on the eastern shores of Long Lake, offering 226 feet of pristine waterfront, and an exceptional blend of rustic elegance and craftsmanship. Step inside the foyer, where floor-to-ceiling windows immediately showcase stunning lake views. Soaring cathedral ceilings are accented by exposed Southern Yellow Pine timbers. The expansive great room seamlessly connects the dining area and kitchen, while a stone gas fireplace serves as the centerpiece. Wide-plank oak flooring flows throughout the main level. The chef's kitchen features a Thermador refrigerator, Wolf gas range, electric wall oven, custom cabinetry, expansive granite countertops, and an impressive walk-in butler's pantry complete with granite counters and an additional sink, dishwasher, Advantium wall oven and freezer. The first-floor primary bedroom suite features a private bath with an oversized vanity and dual sinks, a spacious tiled steam shower, water closet, and walk-in closet. A three-season sunroom with a gas fireplace and half bath complete the first level. Upstairs, you'll find a lofted sitting area, three additional bedrooms, full bath, versatile bonus space, and ash flooring throughout. Above the heated oversized car garage, 900 square feet of unfinished space with a separate entrance is sheet rocked and ready for your vision. The expansive 2,000-square-foot walkout lower level offers 8.5 ft ceilings, an epoxy floor with radiant heat, soundproofed movie theater, fitness room with built in steam sauna and full bath. Outside, exceptional stonework is showcased throughout, from the paver driveway to the oversized lakeside patio with built-in fire pit. Set on a private lot with deep-water frontage, the property also features lake-drawn irrigation, full-house generator, 50-foot dock system, and boat mooring.

397 Cape Monday Rd, Harrison

Listing courtesy of Landing Real Estate. 207-838-9199
$3,700,000
6 Beds ⋅ 3 Baths
An estate prominently positioned on the banks of the York River and overlooking York Harbor. Sunset Cottage is a special place that makes it easy to feel a connection to the late 19th century Maine Summer Cottage Colony boom. Designed by renowned, and self taught, local architect EB Blaisdell. This home with bold lines and stunning views is a rare find. Once part of The Harmon Park & Cottages resort this property enjoys deep water access, a large yard, stunning views, and walkable to the all the neighborhood has to offer. Beaches, restaurants, fishing, and so much more are at your finger tips with this amazing location all tucked away and protected behind the point with quick access to the Atlantic Ocean. Inside the the house you'll find the majority of the space is designed to constantly bring your focal point back to the river, and it certainly does just that. Enjoy it as a home, vacation spot, or explore its other potential uses with its favorable zoning. 45-75 minutes from 3 local airports. Schedule your private showing today.

23 Harmon Park Rd, York

Listing courtesy of CENTURY 21 Atlantic Realty.

$3,650,000
4 Beds ⋅ 5 Baths
Discover an extraordinary opportunity to own a newly constructed waterfront home offering breathtaking views and exceptional deep-water access. Thoughtfully designed to embrace its coastal setting, this stunning residence combines modern craftsmanship with the beauty and tranquility of life on the water. The light-filled interior features an open-concept design that maximizes both comfort and scenery. Expansive windows showcase ever-changing waterfront vistas, while the spacious living and dining areas flow effortlessly into a beautifully appointed kitchen complete with premium finishes, custom cabinetry, and an oversized island ideal for gathering with family and friends. The primary suite provides a peaceful retreat, highlighted by panoramic water views, a luxurious ensuite bath, and generous storage. Additional bedrooms and flexible living spaces offer versatility for guests, a home office, or extended family. Outside, enjoy direct access to the waterfront and endless opportunities to embrace the coastal lifestyle. Spend your days boating, fishing, paddleboarding, or simply unwinding while taking in the sights and sounds of the harbor. From morning coffee overlooking the water to spectacular evening sunsets, every day feels like a getaway. The property's exceptional waterfront location offers not only breathtaking daily views but also remarkable vantage points for Fourth of July celebrations, with dazzling fireworks illuminating the harbor and surrounding shoreline. Ideally situated, the property is within walking distance of downtown Portsmouth's acclaimed restaurants, boutique shopping, galleries, and vibrant waterfront attractions, including Prescott Park with its all of its wonderful summer entertainment. The property's boat dockage enhances its appeal,, offering exceptional flexibility for boating, entertaining, and enjoying life on the waterfront.

21 Badgers Island W Unit 1, Kittery

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty.

$3,645,000
5 Beds ⋅ 8 Baths
In a peaceful setting on the Damariscotta River in South Bristol, this exceptional waterfront property offers 5.7± acres, 422± feet of shorefront, and broad river views. Designed to be cherished for generations, the expansive custom-built residence is exceptionally well constructed, with fine finishes, elaborate woodwork and paneling, luxurious materials, and top-of-the-line systems throughout. Thoughtfully conceived and carefully built in collaboration with the owners and the area's top professionals, the house combines high-end craftsmanship with distinctive details, including five wood-burning fireplaces and a gourmet kitchen with butler's pantry. The versatile layout features three levels of living space, five bedrooms, six full baths, and two half baths, with elegant spaces designed for comfortable year-round use, from winter meals beside a roaring fire to summer evenings on the screened porch overlooking the pool. A bright, open main living room offers generous space for casual dining and two seating areas, along with two fireplaces, a wet bar, curved windows overlooking the property and water, and doors to the wraparound deck. The property also includes a two-car garage, professionally landscaped grounds with established gardens, stone paths, a heated swimming pool, and a dock with a ramp and float providing access to the protected waters of the Damariscotta River. The town of Damariscotta, with its broader amenities, is just a short drive away.

397 State Route 129, South Bristol

Listing courtesy of LandVest, Inc..

$3,550,000
4 Beds ⋅ 6 Baths
Welcome to 19 Cavendish Way, where exceptional architecture and state-of-the-art technology combine to create a truly one-of-a-kind luxury residence set on nearly two private acres. This striking estate offers beautifully proportioned rooms, soaring cathedral ceilings, abundant natural light, and seamless indoor-outdoor living centered around extraordinary resort-style amenities. A dramatic double-height foyer with sweeping staircase introduces elegant interiors, including formal living and dining rooms, a private study, and a stunning gourmet kitchen - Viking appliances, marble counters, an oversized island, Butler's Pantry, and a sun-filled breakfast area opening to a beautiful four-season room. The main level is completed by an elegant primary suite with bespoke walk-in closet and luxurious en-suite bath. Upstairs are three additional bedrooms, two beautifully appointed baths, a spacious family room, and a world-class private cinema featuring Dolby acoustics, Barco projector, Stewart screen, and Lucas calibration. The lower level offers a guest suite, fitness room, lounge and half bath. Outdoors, a spectacular private retreat rivals a boutique resort with a heated gunite saltwater pool, custom pool house with a gourmet kitchen with EVO and Napoleon grills, changing room, half bath, and outdoor shower. Coastal Source audio, a sunken fire-pit lounge, bespoke architectural lighting, mature landscaping, and exceptional privacy create an unforgettable setting. Completing this remarkable home are an integrated smart home system, commercial-grade network infrastructure, whole-house generator, illuminated driveway, and immaculately refurbished four-car garage. Ideally located just 15 minutes from downtown Portland's acclaimed dining, arts, and waterfront, 20 minutes to the Portland International Jetport, and moments from golf, tennis, nearly 200 acres of conservation land, and one of Maine's most sought-after communities with nationally recognized schools. Remarkable.

19 Cavendish Way, Falmouth

Listing courtesy of Keller Williams Realty.

$3,549,000
5 Beds ⋅ 6 Baths
Surrounded by beautifully landscaped grounds with glimpses of Casco Bay beyond, this custom shingle-style residence offers a fresh interpretation of a classic Falmouth Foreside estate. Completed in 2016, the home offers more than 5,700 square feet where natural light, generous proportions, and exceptional craftsmanship define each space. The foyer opens to a series of beautifully scaled rooms, including a chef's kitchen, formal dining room, and a striking living room framed by a soaring wall of windows overlooking the private grounds. Nearby, a comfortable den with a fireplace offers a quieter place to gather. The home includes five ensuite bedrooms, highlighted by a first-floor primary suite with a private deck and laundry. An attached three-car garage connects to a generous mudroom, an oversized bonus room, and a temperature-controlled wine cellar. Outside, terraced lawns, mature landscaping, and perennial gardens surround a heated pool and fire pit, while glimpses of Casco Bay add to the home's peaceful setting. Exceptional millwork, balanced proportions, and carefully considered finishes create a home that feels equally welcoming for everyday living and entertaining. Thoughtfully built and beautifully maintained, it reflects the timeless character that has long defined Falmouth Foreside.

109 Foreside Rd, Falmouth

Listing courtesy of RE/MAX By The Bay.

$3,500,000
4 Beds ⋅ 4 Baths
Built in 2024 by renowned Shoreline Construction, this exceptional 3,790-square-foot custom residence showcases thoughtful craftsmanship, high-end finishes, and modern amenities for effortless coastal living. This York Harbor property catches the eye of many passersby with its stunning curb appeal highlighted by expertly curated landscaping, accent lighting, circular drive, welcoming front porch and beautiful façade featuring high-quality siding, doors and windows. The open-concept floorplan is ideal for both everyday living and entertaining featuring a designer kitchen with custom cabinetry, quartz countertops, stainless appliances, and an enviable walk-in pantry. The spacious dining and living rooms are accented by a gas fireplace and a wall of bi-fold doors that open completely to the well-appointed rear deck, outdoor kitchen and patio, firepit, and the expansive screened in porch perfect for hosting warm weather gatherings. The luxurious first floor primary bedroom suite offers comfort and privacy boasting a spa-like custom tiled bathroom, soaking tub and a custom walk-in closet. Completing the first floor of this magnificent home is a flex-room ideal as a guest suite with access to a full bathroom, a private office off the foyer and convenient first floor laundry, mudroom and powder room. Three additional guest rooms are located on the home's second floor with another full bathroom and a theatre room equipped with full surround sound, a 120-inch wall-mounted television, and professionally insulated soundproof construction. Additional home amenities include an attached heated and cooled two-car garage with ceiling-mounted storage rack system, whole house stand-by generator, lawn irrigation, four-zoned gas heating and electric heat pump system for central air and an on-demand gas fired water heater. Ideally located to enjoy coastal living at its finest just a short stroll to Harbor Beach, Fisherman's Walk, and several area restaurants and shops.

565 York St, York

Listing courtesy of Anne Erwin Sotheby's International Realty. 207-363-6640
$3,500,000
8 Beds ⋅ 6 Baths
This unique lakefront setting provides convenient access to the pristine waters of Sebago Lake's Jordan Bay. The Sebago Lake Region is well known for its four-season recreational activities that include outstanding boating, swimming, fishing, golfing, and winter downhill skiing, all within 25± miles. This special lakefront property embraces everything that is Maine from the cry of loons on the lake's clear water to spring peepers. Encompassed within the 1.03± acres of land are expansive/level grass lawns & mature landscaping. The protected 300'of waterfrontage and substantial 96' docking system is located on a canal/channel providing convenient access to the lake's exceptional boating, swimming, and fishing opportunities. In addition, the 390' association sand beach & boat launch is a short distance away. Originally built in 1987 with a substantial renovation in 2018, the year-round residence offers 4,800± sq ft of spacious lakeside living with eight bedrooms, five full bathrooms, one half bathroom, and four fireplaces. The centerpiece of this home is the great room with a high ceiling, stone fireplace, and custom built-in book/display cabinetry. A dining room with fireplace opens to the family room and waterside screened porch. The gourmet kitchen features custom cabinets, stone counters, a center island, walk-in pantry, and top of the line appliances. Also located on the first level is a spacious guest bedroom suite with a fireplace. The second level features a primary bedroom suite with an open waterside deck, three bedrooms, two baths, a large game/entertainment room with a fireplace & bar, and laundry facilities. Three additional bedrooms, a bath, and an office are located on the third level. Other property features include an inground heated swimming pool, open waterside/poolside decks, and a firepit area. Portland is just 20± miles away & offers nationally recognized restaurants, shopping, artisan galleries & cultural events, and Boston is 130± miles sou

12 Bayview Dr, Raymond

Listing courtesy of LandVest, Inc..

$3,499,900
7 Beds ⋅ 3 Baths
So many property descriptions begin by typifying homes as 'quintessentially Maine', 'unique', or somehow 'special' - so when a truly quintessentially Maine property is launched to market - it has no option but command attention through it's sheer beauty, outstanding features or breathtaking location, location, location. In this case - rare, prime, owned Pine Point Oceanfrontage sets the stage. Bittersweet Cottage - as fondly known to both locals & tourists visiting this picturesque, coveted Beach community & as named after the lush, salt air specie - presides majestically on the shores of 7 miles of some of the most desired & infamous stretches of fine, white sand beaches in the world. It's soft, dove grey cedar shingled exterior, Dutch Colonial inspired architecture & elegant, sloping rooflines speak quietly of refined, bygone eras by the Sea & grand, Classic Beach estates, while modern interior features such Wifi, snow white quartz/ebony granite kitchen accents & modern, practical exterior upgrades such as an irrigation system to keep the expansive, manicured grounds & superbly designed gardens gracing the periphery of the home, looking their best - speak to just some of the many ways this timeless property brings both worlds together, on it's Shores. With private, direct, owned access from the home to Pine Point Beach - little more is needed for this spectacular, Grand beachouse to command attention, but for it's 7 bedrooms, some still adorned with gorgeous, original wood ceilings, stunning Ocean views spanning Biddeford Pool to Black Point from all levels of the home, magazine grade gardens, elaborate outdoor stonework/landscaping, decks, patios, porches, charming, dedicated outdoor shower area, gas fireplace & Great Room framed by French doors & windows - all - conspiring to blend indoor/outdoor living while drenching the home in airiness, serenity & natural light. A true, must-see Maine quintessential.

1 Longwave Pl, Scarborough

Listing courtesy of Keller Williams Realty.

$3,495,000
5 Beds ⋅ 4 Baths
Perched above the shores of Charlotte's Cove on Islesboro's east shore, this exceptional waterfront property offers 15± acres, 770± feet of shorefront, and spectacular views over East Penobscot Bay to the islands beyond. The setting is bucolic and pristine, with rolling meadows full of wildflowers, old stone walls, walking paths, lawn and gardens, and a small pond filled with trout. Fully renovated two years ago, the year-round contemporary cottage offers five bedrooms, a relaxed open floor plan, and wraparound decks on two levels that invite easy indoor-outdoor living. A new deep-water dock with ramp, float, and two moorings provides outstanding access to boating throughout Penobscot Bay, with convenient access to the mainland by water. Several excellent building sites create the opportunity to establish a significant family compound or waterfront estate, while a portion of the property is protected by a conservation easement that helps preserve the natural character, views, and privacy of the setting. Just minutes from Dark Harbor and the Island Market, this is a rare island offering with exceptional privacy, natural beauty, waterfront access, and development potential.

118 E Shore Dr, Islesboro

Listing courtesy of LandVest, Inc..

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.