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149 Higgins Farm Rd, Bar Harbor
$5,750,000
2 Beds ⋅ 2 Baths
Indian Point, an idyllic 14.5±-acre park-like setting with 1,510± of west-facing shorefront on Western Bay, offers an unusually private setting. Peaceful and secluded, the property is framed by naturally forested areas of lush ferns, deciduous and coniferous trees, bayberry, and blueberry shrubs. Natural woodland paths meander throughout the property and along the shore. Included are a rustic traditional summer camp with fireplace, a two-bedroom bunkhouse, and a unique ocean's-edge beach house with a large deck, all advantageously sited to enjoy spectacular waterfront views and activities. The shorefront features sandy beaches, schist and granite outcroppings, as well as the peninsula known as Indian Point on area maps. This remarkable property offers a dynamic setting for a private family retreat, abutting a large conservation area and protected by a thoughtfully crafted conservation easement. Acadia National Park and the villages of Mount Desert Island are just a short drive away. They're not making these anymore.

149 Higgins Farm Rd, Bar Harbor

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.

224 Ledges Rd S, Naples
$5,695,000
9 Beds ⋅ 8 Baths
Privately nestled on over 7 acres of dramatic, unspoiled waterfront, this extraordinary family compound commands breathtaking, panoramic views of Long Lake. A rare offering, the estate combines refined comfort, timeless architecture, and lakeside charm, creating a sanctuary designed for unforgettable gatherings and multigenerational enjoyment. At the heart of the property lies a magnificent main residence, meticulously crafted to maximize the natural beauty of its surroundings. Expansive windows and open-concept living spaces invite the outside in, capturing golden sunsets and the shimmering dance of light across the water. Tucked amidst the trees, whimsical guest suites, designed like luxurious tree houses, offer guests privacy and enchantment, while a spacious detached garage features an upper-level guest apartment perfect for extended stays. Adding to the magic is a beautifully preserved waterfront cottage, seemingly suspended above the lake. A nod to a bygone era, it has been lovingly updated while retaining it's charm. An elevated outdoor kitchen and lounge area is ideal for alfresco dining, cocktail hours, and summer soirées under the stars. Lobster bakes with Maine's finest catch or pizzas in the wood-burning oven are enjoyed at the lake's edge in the gazebo. No lakeside retreat would be complete without a boathouse, large enough to accommodate all the toys, tools, and vessels that define life on the water. Whether launching kayaks at dawn, cruising at sunset, or hosting lakeside events, this property is tailor-made for making memories. This is more than a home, it's a legacy estate, a setting for celebrating life's most treasured moments with friends and family, season after season, year after year.

224 Ledges Rd S, Naples

Listing courtesy of RE/MAX By The Bay.

1197 Bay Rd, Brooklin
$5,250,000
4 Beds ⋅ 3 Baths
Privately set along one of Brooklin's loveliest stretches of Blue Hill Bay, this extraordinary four-bedroom, three-full-bath residence represents a rare union of sophisticated architecture, uncompromising construction, and an extraordinary coastal setting. The interiors are distinguished by an understated elegance and an exceptional quality of craftsmanship. Rich hardwood flooring and radiant heat extend throughout the main level, complemented by a high-efficiency heating system. Custom-crafted woodwork lends distinction to every room, while expansive Andersen windows and sliding doors frame the ever-changing panorama of Blue Hill Bay. Architectural details are particularly compelling. Each bedroom enjoys its own water view, while a gracious sitting area overlooking the bay provides a vantage point from which to watch the rhythms of the coast. Lobstermen work their traps just offshore, while Cadillac Mountain rises majestically on the distant horizon. A beautifully appointed study/library offers a serene retreat, with views that invite lingering. Beyond the house, the setting is equally extraordinary. A broad waterfront deck overlooks a remarkable coastal ecosystem where deer, wild turkeys, river otters, and other native wildlife are frequent visitors. Perhaps the property's most prized feature is its rare private beach--an increasingly coveted amenity along Maine's coast. This exceptional stretch of shoreline offers direct access to deep water and some of the region's most celebrated fishing and lobster grounds. Whether launching a kayak, exploring the shoreline, swimming with the tide, or simply sitting at the water's edge as the day unfolds, this is a level of private coastal access few properties can claim. Rarely does a property combine architectural pedigree, enduring construction, privacy, and a highly prized private beach on Blue Hill Bay.

1197 Bay Rd, Brooklin

Listing courtesy of Keller Williams Realty.

2 Maine St, Kennebunkport
$5,000,000
5 Beds ⋅ 7 Baths
Nothing was overlooked in this masterfully recreated home which is a legal duplex. Perched above and overlooking the water of Mast Cove, it is only steps from Dock Square Center and all its shops and restaurants. In addition, sellers are willing to turn this property into 2 luxury condominiums for the right purchaser or leave as a legal duplex. Unit A: Approx. 1,600 sq ft featuring three ensuite bedrooms (two on the first floor, one upstairs). Unit B: Approx. 1,200 sq ft with two ensuite bedrooms. The home showcases top tier craftsmanship, award winning coastal design (2022 Down East Home Design Award), and a proven RENTAL history. Seller's willing to allow a buyer to purchase either unit individually as well--Unit A for 3,399,000 or Unit B for 1,899,000-. Enjoy this luxury living with water views, walkability to shops and restaurants, and every advantage of Kennebunkport's most desirable location. SHOWN BY APPOINTMENT ONLY AND SELLERS ARE REQUESTING A PREAPPROVAL LETTER OF FINANCING PRIOR TO OR AT ARRIVAL OF THE SHOWING. ALL CURRENT AND FUTURE RENTALS WILL BE HONORED. TAXES REFLECT THE ENTIRE PROPERTY. Condo MLS numbers are as follows: Unit A 1654913, Unit B MLS 1654909. Strong rental history.

2 Maine St, Kennebunkport

Listing courtesy of Kennebunk Beach Realty.

190 Mills Rd, Kennebunkport
$4,999,000
4 Beds ⋅ 4 Baths
Welcome to a truly one-of-a-kind property where history, character, and opportunity come together across more than 37 acres of breathtaking coastal countryside. Ideally located between the charming fishing village of Cape Porpoise and the sandy shores of Goose Rocks Beach in Kennebunkport, this exceptional estate offers a rare chance to own a generational property with multiple residences, expansive acreage, and future potential in one of Southern Maine's most desirable coastal settings. At the heart of the property sits a charming antique farmhouse featuring 4 bedrooms, oversized living spaces, beautiful, beamed ceilings, and three fireplaces that create warmth and timeless character throughout. Rich in history and architectural detail, the home offers the perfect blend of rustic charm and comfortable living. Complementing the main residence are two separate guest cottages, ideal for extended family, guests, rental income, or caretaker accommodations. One cottage offers a cozy one-bedroom layout, while the second provides two bedrooms and additional flexibility for a variety of uses. A substantial barn adds even more possibilities, whether for agricultural pursuits, storage, workshops, events, hobbies, or future creative ventures. The 37+ acre setting is truly remarkable, featuring open fields, natural landscapes, and small development potential for those seeking to explore additional opportunities. Enjoy peaceful marsh views and distant ocean vistas that provide a stunning backdrop, and a sense of privacy rarely found in such a convenient coastal location. Whether you envision a family compound, working farm, investment property, hospitality venture, or a private retreat to be enjoyed for generations, this extraordinary offering presents a unique opportunity to create your legacy in Kennebunkport's coveted coastal corridor.

190 Mills Rd, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

257 Ocean Ave, Wells
$4,995,000
7 Beds ⋅ 3 Baths
An exceptional opportunity to create something truly your own on one of Southern Maine's most desirable stretches of beach. This prime building lot on Moody Beach offers a rare blank canvas for a custom dream home, magnificent family compound, or an exceptional income producing vehicle. The property currently includes two vintage cottages and a sizable outbuilding that have reached the end of their useful lives. Plans are already in place for an exquisitely designed enclave featuring two separate dwellings connected by an elegant catwalk, conceived by a renowned local architect. The design work has been completed and the permitting process is underway, providing a significant head start for the next owner. Adding to the possibilities, the offering includes three additional lots directly across the street, with serene vistas of the Ogunquit River and the ever changing salt marsh. These parcels create exciting potential for additional homes for family and friends, guest accommodations, or substantial off-street parking. The possibilities are extraordinary. Move forward with the thoughtfully conceived architectural plans already in hand, or engage your own architect to create a vision uniquely suited to your needs. And then there is Moody Beach itself. From your doorstep, walk the sand all the way to Ogunquit and enjoy everything this beloved Southern Maine coastal community has to offer. Nearby are countless casual and fine dining options, boutique shopping, galleries, summer theater, boating, golf, and unlimited recreational opportunities. Portland and Portsmouth are approximately 45 and 30 minutes away, respectively, while the charming seaside communities of York and Kennebunkport are each about 20 minutes in either direction. For those who have been waiting for the right opportunity to build an extraordinary summer escape or year-round waterfront retreat, this is a rare chance to create something truly special on Moody Beach.

257 Ocean Ave, Wells

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-468-7335

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

31 Water St, Kittery

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

18 Greenway Ct, Bar Harbor
$4,950,000
3 Beds ⋅ 4 Baths
Greenway Court is the romantic epitome of pre Fire of 1947 grand cottages in Bar Harbor whose property today still commands the jaw dropping views that made it so awe inspiring in the heyday. The neighborhood is one of the historic pockets of town with multiple storied homes to have existed here. The TWELVE acres maintain several buildable spots to experience all of what the Coast of Maine offers from Acadia National Park's mountains to uninterrupted ocean to the horizon to the lighthouse right off its rocky shore. Hints of the original estate are everywhere with brick patios, crumbling entry pillars and decorative landscaping walls throughout. The current house was built in the 1980s with seemingly full walls of glass reaffirming that the story of this property is what you are looking at - a mesmerizing juxtaposition of water, forest and islands. Whether the future expanse of a primary home with guest cottage(s) and recreational spaces or the potential split with planning board approval, the size and location of this property has myriad possibilities.

18 Greenway Ct, Bar Harbor

Listing courtesy of Portside Real Estate Group.

418 Lily Bay Rd, Greenville
$4,900,000
10 Beds ⋅ 6 Baths
Rare Moosehead Lake opportunity! This exceptional property combines a Maine lodge-style residence, three beautifully appointed guest cabins, and 50 acres of private wooded grounds on Lily Bay Road. Enjoy breathtaking lake views, nature trails, abundant wildlife, and privately owned Moosehead Lake waterfront with a private dock, accessed by a trail through the property. The 2,550-square-foot main residence offers 4 bedrooms, 2 full baths, a bonus room, open-concept kitchen, dining and living areas, and a spacious loft with gaming nook. The full daylight, walk-out basement features a great room currently used as a bonus room, along with a kitchenette. Three guest cabins provide comfortable accommodations, each with its own distinct character: Tomhegan Cabin offers 2 bedrooms and 1.5 baths; Seboomook Cabin offers 2 bedrooms and 1 bath with a loft for additional sleeping space; and Kineo Cabin offers 2 bedrooms and 1 bath. Each cabin features a warm, rustic atmosphere and private deck, creating an ideal retreat for guests. Direct snowmobile trail access and a location just minutes from downtown Greenville put four-season recreation at your doorstep. With an established rental history, private waterfront, dock, three guest cabins, and substantial acreage, this is a rare opportunity to own a furnished TURNKEY Moosehead Lake retreat and established lodging operation.

418 Lily Bay Rd, Greenville

Listing courtesy of EXP Realty.

15 Sturdivant Rd, Cumberland
$4,900,000
4 Beds ⋅ 4 Baths
Welcome to 15 Sturdivant Road, an extraordinary waterfront estate set on five private acres in the heart of Cumberland Foreside. Built by Wright-Ryan, this exceptional property showcases timeless craftsmanship, thoughtful design, and an unparalleled setting with 384 feet of water frontage, an expansive sandy beach, and sweeping views across Casco Bay. Designed to embrace its remarkable surroundings, the home is filled with natural light as sunrises, sunsets, and moonlit reflections illuminate the living spaces throughout the day. A harmonious blend of elegant formal rooms and relaxed gathering spaces creates an inviting atmosphere for both everyday living and entertaining. Outside, enjoy the beauty of Maine's tidal coastline, abundant birdlife, and panoramic island views from one of the Foreside's most coveted waterfront settings. Offering exceptional privacy while just 15 minutes from downtown Portland's renowned dining, shopping, arts, and cultural attractions, this is a rare opportunity to own one of Maine's truly remarkable coastal estates.

15 Sturdivant Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

16 Glidden Ledge Rd, South Bristol
$4,895,000
4 Beds ⋅ 4 Baths
Glidden Ledge - an outstanding 13.35± acre waterfront property with panoramic views over Fitch Cove, the Damariscotta River, and out to Glidden Ledge. This landholding includes a beautifully designed main residence, three-car garage, guest cottage, and a charming shed. The four-bedroom home features a refined yet comfortable layout with high-end materials and systems, centered around a dramatic timber-frame great room with a coffered ceiling and two-story stone fireplace. Additional highlights include a main-floor primary suite and a spacious screened porch with its own stone fireplace. A winding drive leads through thoughtfully cultivated grounds with over a mile of walking paths, mature gardens, and scenic outdoor spaces, including a unique point of land with a small private island as part of this estate. The property offers 2,716± feet of varied shoreline, a dock with three floats, and a mooring. Wildlife is abundant, from bald eagles to daily seal visits on the western ledges, and the fishing is excellent. This is remarkably an entire non-public peninsula with unparalleled beauty, peace and quiet spaciousness. Private yet convenient, the property is near Wawenock Golf Club, Pemaquid Beach, and Pemaquid Point Lighthouse, with the coffee shops, dining, stores and culture of Damariscotta and Newcastle just six miles up the road.

16 Glidden Ledge Rd, South Bristol

Listing courtesy of Camden Coast Real Estate. info@camdencoast.com

675 Wolfes Neck Rd, Freeport
$4,850,000
5 Beds ⋅ 8 Baths
Two hundred and twenty-three feet on Casco Bay, a deep-water dock, and views that reach Eagle Island, Egg Rock Lighthouse, Bustins Island, and Harpswell Point. An osprey pair nests on the property each year. On Wednesday evenings in the spring and summer, there are sailboat races you can view from the deck or the dock. Built in 2012, this 5-bedroom, 6-bath shingle-style Colonial sits on 2.51 acres. The main living level is anchored by a stone fireplace and hardwood floors, with windows positioned to hold the view from nearly every room. The kitchen connects openly to the living space and functions as the center of the home. Five bedrooms, including a main-floor primary suite with direct bay views. Finished lower-level adds an exercise room and flex space. Zoning allows for additional structures on the acreage. Wolfe's Neck Woods State Park is one mile away. Wolfe's Neck Farm, trails, and learning center is two miles.

675 Wolfes Neck Rd, Freeport

Listing courtesy of Legacy Properties Sotheby's International Realty.

6 East Rd, Greenville
$4,850,000
6 Beds ⋅ 12 Baths
Brambletye is an extraordinary private estate, offering a blend of historic elegance, modern amenities and recreation opportunities across 29± acres in Maine's renowned Moosehead Lake region. Set against a backdrop of forests, rolling mountains, and lake vistas, this fully restored 1938 English Tudor residence commands spectacular views extending from Moosehead Lake to Little Moose Mountain, Big Moose Mountain, Mount Kineo and beyond. The home reflects exceptional craftsmanship paired with contemporary amenities. The residence features six bedrooms, each with a private bath, including a primary suite complete with a fireplace sitting room, two dressing areas, and two baths. Throughout the home, gracious indoor and outdoor living spaces showcase architectural detail, warm gathering areas, and mountain scenery. Thoughtfully integrated, an indoor swimming pool, a tennis court, and gazebo enhance the estate's quiet sense of leisure and retreat. The Moosehead Lake Region is one of New England's most iconic wilderness destinations known for its vast forests, pristine waterways, mountain scenery, and four-season outdoor recreation. Centered around Moosehead Lake, the region combines natural beauty with a long history as a retreat for sportsmen and outdoor enthusiasts. A distinguished estate, Brambletye lends itself effortlessly to both refined entertaining and relaxed escape.

6 East Rd, Greenville

Listing courtesy of LandVest, Inc..

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

51 Woodland Dr, Kennebunkport
$4,595,000
5 Beds ⋅ 7 Baths
Exceptional new construction 4,475 square foot shingle-style home on 4.37 acre lot in Kennebunkport. Luxury at every turn. Gracious stonework on approach, custom kitchen and coffered ceiling in open concept dining area. Primary suite on each floor, second floor suite has a large walk in closet with built ins & custom island, a private balcony overlooking the yard, full bath with soaking tub framed by large sun filled windows & huge custom tile shower. The first floor has a cabana room with a kitchenette, double sliders leading out to the patio and a full bath with exterior door for easy access. Stunning back deck and patio with gas fire pit. Ducted heat and air conditioning keep the home comfortable in any season. A heated 3 car garage with direct entry into the home. Ready to move in and make it your own! Many custom details to view - come see for yourself!

51 Woodland Dr, Kennebunkport

Listing courtesy of RE/MAX Shoreline.

118 Ackley Farm Rd, Blue Hill
$4,500,000
4 Beds ⋅ 3 Baths
Attain the lifestyle you've been seeking as the new steward of the 170-acre Homewood Farm in quaint Blue Hill, Maine. Located at the end of a tranquil dead-end road on the famed 'Golden Ridge' of agriculture, this high-yield producing farm offers amazing views of the Blue Hill Peninsula, from the Camden Hills and Mt. Battie to Mt. Waldo. The land includes 28 acres of prime tillable cropland, 30 acres of pasture, and actively managed woodland. The masterfully crafted farmhouse dates to the mid-1800s, with a major expansion and update in 2021. The thoughtful restoration preserved original features, including the barroom's tin ceilings and walls and exposed ceiling beams in kitchen. An antique Kineo Supreme cookstove graces the kitchen, with large windows framing pastoral views. The home offers four bedrooms and two and a half bathrooms on a full foundation with indoor and outdoor entry. The primary bedroom features a fireplace, ensuite bath, washroom, and generous walk-in closet. Upstairs, three bedrooms retain original aesthetics. A large bathroom opens to a flexible loft for additional sleeping, workouts, or a home office. Beautiful hardwood ash stairs lead to the living room, considered the jewel of the home. This post-and-beam addition features a soaring stone chimney and surrounding windows overlooking the land, animals, and mountains through every season. Additional amenities include an antique hay barn, moved to the property and dating back several hundred years, with a dormer offering dramatic views and a quiet place to relax. The property also includes storage and produce-packing buildings, livestock-watering ponds, and much equipment. Almost all materials used for construction and additions came from the land itself. An additional buildable lot has been approved near the eastern corner. Step into Homewood Farm to tame the land and raise livestock as it has been done for over 150 years. More information and private showings available upon request.

118 Ackley Farm Rd, Blue Hill

Listing courtesy of Voyageur Signature Properties.

1 Ship St, Rockport
$4,495,000
4 Beds ⋅ 5 Baths
In one of the most extraordinary settings on Rockport Harbor, 1 Ship Street is a private harborfront enclave with two year-round residences, a private sandy beach, terraced gardens, and sweeping views across the harbor to Indian Island Lighthouse and beyond to Penobscot Bay and its islands. Offered for the first time since 1973, the property combines rare waterfront amenities, architectural distinction, and an intimate sense of privacy at the end of a dead-end street, all in the harbor Charles Kuralt once called ''the most perfect small harbor in America.'' The property comfortably sleeps up to eight guests and is especially well suited for family and guests with space to spread out and enjoy this quintessential coastal retreat. The main residence is a striking modern interpretation of a classic New England waterfront home, inspired by the owners' long admiration for renowned American architect Hugh Newell Jacobsen, with clean lines and light-filled interiors. The open main floor includes a vaulted living room with propane fireplace, a gourmet kitchen, and thoughtful custom details. The lower level offers two private bedroom suites, including a luxurious primary suite with a spa-like bath and sauna. At the water's edge, the year-round beach house, originally a 1940s boat-repair shop, provides additional accommodations with a full kitchen, two upstairs bedrooms, and one-and-a-half baths. The private sandy beach is an exceptional amenity on Rockport Harbor, creating a rare place for swimming, launching small watercraft, gathering by the water or beach fires. The Matthew Cunningham-designed grounds include terraced gardens, elegant stonework, mature plantings, and stone steps leading toward the shore. 1 Ship Street is a unique offering on Rockport Harbor in a design that honors coastal New England with fresh, sophisticated simplicity. Dead end road, absolutely no drive-bys.

1 Ship St, Rockport

Listing courtesy of LandVest, Inc..

87 Harborside Rd, Mount Desert
$4,400,000
3 Beds ⋅ 3 Baths
Privately situated on Harborside Road, Summer Place is a wonderful year-round home with unsurpassed views of Northeast Harbor and beyond. On the main level, a large living room, dining room, and sitting area open onto an expansive harbor-facing deck. The well-appointed kitchen has granite countertops, a Wolf stove, and Sub-Zero refrigerator. Next to the kitchen, a breakfast area gives access to the rear deck. Just beyond the kitchen, also on the main level, is a bathroom with laundry facilities and an attached two-car garage. The primary suite is located on the main level and looks out toward the harbor. Downstairs, the lower level has two bedrooms, each with windows overlooking the harbor. This floor also has a large den, a full bathroom, storage room, a second laundry room, and the utility room.

87 Harborside Rd, Mount Desert

Listing courtesy of Carter's Real Estate.

3 Pine Island, York
$4,400,000
4 Beds ⋅ 4 Baths
Set on coveted Pine Island, this exceptional waterfront offering presents a rare opportunity to own nearly 1,000 feet of frontage along the York River, complete with a deep-water dock. Encompassing approximately 3 acres at high tide and expanding to over 7 acres at low tide--including the unique addition of Pumpkin Island just steps offshore--the property delivers unmatched privacy, scale, and coastal character. Extensively renovated since 2017, the main residence has been thoughtfully updated inside and out, including improvements to insulation, systems, and structural components. The open-concept interior is designed to capture sweeping water views, highlighted by a beautifully appointed kitchen overlooking the river. Appointed with premium Sub-Zero refrigeration, a Wolf gas range, and a Bosch dishwasher, the kitchen blends exceptional performance with timeless design. A dramatic front-to-back living room with fireplace flows seamlessly into a sun-drenched, glass-lined sunroom, creating an ideal setting for both everyday living and entertaining. The first-floor primary suite offers comfort and convenience, featuring direct access to the deck and expansive grounds. Two additional bedrooms, well-appointed baths, and a finished lower level provide ample space for family and guests. Complementing the main home is a detached two-car garage with a one-bedroom studio above, complete with cathedral ceilings and panoramic water views--perfect for guests, extended family, or a private workspace. Located just moments from Harbor Beach and the scenic Fisherman's Walk, this is a truly rare coastal retreat offering privacy, accessibility, and the very best of Maine waterfront living.

3 Pine Island, York

Listing courtesy of CENTURY 21 Atlantic Realty.

156 High Winds Dr, Yarmouth
$4,250,000
4 Beds ⋅ 5 Baths
Set on 2.26 acres with over 300 feet of private waterfront with western views, 156 High Winds Drive captures westerly views across Broad Cove toward Casco Bay. Located within the prestigious High Winds neighborhood, with walking trails and shared access to a dock and float, this exceptional setting offers the quintessential coastal Maine lifestyle—boating, fishing, swimming, and spectacular sunsets. Custom built in 2019, the residence was thoughtfully designed to embrace its waterfront setting, with water views from nearly every room. Handcrafted millwork and 5-inch quarter-sawn oak floors showcase the quality throughout. The beautifully appointed kitchen features Thermador appliances, a generous island, and walk-in pantry, opening to a spacious family room with gas fireplace and a light-filled dining area overlooking the lawn and waterfront. Four ensuite bedrooms offer exceptional flexibility. A first-floor suite with fireplace can serve as a primary bedroom, private guest quarters, or home office. Upstairs, three additional suites include a second primary option. Both primary suites feature fireplaces, walk-in closets, and beautifully appointed baths with radiant heat. A finished daylight lower level adds flexible space for media, recreation, fitness, or entertaining. Custom landscaping and hardscaping lead toward the waterfront, while a detached heated barn with private guest suite above provides additional space for visitors, extended family, or a studio. On-demand generator serve both buildings. Remarkably private yet just 10 minutes from Yarmouth Village and convenient to Portland, 156 High Winds Drive combines substantial private waterfront, coveted western exposure, and exceptional craftsmanship in an extraordinary coastal Maine setting.

156 High Winds Dr, Yarmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

8 West St, Kennebunkport
$4,250,000
4 Beds ⋅ 4 Baths
Rich in history and beautifully reimagined for modern coastal living, this exceptional riverfront property, set on nearly two acres and 829'± of waterfront along the Kennebunk River, occupies one of the largest and most distinguished parcels in the village, just a short stroll from Dock Square, Mast Cove, boutique shopping, and acclaimed dining. Originally built during Kennebunkport's storied maritime era, when merchants, shipbuilders, and sea captains shaped the town's character, the residence seamlessly blends historic New England charm with sophisticated contemporary comforts. Thoughtfully restored and expanded, the home showcases a versatile floor plan with a first-floor primary ensuite option. At the home's heart is a sun-filled chef's kitchen with premium appliances, opening to inviting outdoor living spaces, lush gardens, and captivating river views. Elegant gathering rooms, rich architectural details, an oversized fireplace, and a stunning sunroom celebrate the home's heritage while embracing a refined coastal aesthetic. Three luxurious ensuite bedrooms with marble baths, along with additional guest accommodations, provide comfort and privacy for family and visitors alike. Outside, meticulously landscaped grounds create a private waterfront sanctuary. A spacious riverside terrace invites al fresco dining and sunset entertaining, while a firepit overlooking the water lends the perfect setting for relaxed evenings beneath the stars. Expansive lawns sweep toward the river, creating a sense of space and tranquility rarely found so close to the heart of town. A remarkable blend of timeless elegance, historic significance, and waterfront beauty, this extraordinary Kennebunkport property provides a lifestyle that is both deeply rooted in New England heritage and effortlessly suited to modern living.

8 West St, Kennebunkport

Listing courtesy of Landvest, Inc..

150 & 153 Deep Cove Rd, Raymond
$4,250,000
5 Beds ⋅ 6 Baths
Discover an extraordinary waterfront retreat where luxury, comfort, and the natural beauty of Sebago Lake unite. This exceptional two-property compound offers elegant entertaining, peaceful relaxation, and effortless living in every season. 150 Deep Cove Road | Main Residence: Spanning 3,654 square feet across three levels, this beautifully appointed home showcases stunning lake views through a dramatic wall of glass. The chef's kitchen features a generous island, wine refrigerator, and walk-in pantry, while a grand stone, wood-burning fireplace anchors the living and dining areas. The expansive deck offers covered and open-air spaces, enhanced by a clever rain-capture system for comfortable outdoor enjoyment even in inclement weather. Upstairs, three private en-suite bedrooms provide exceptional comfort. The luxurious primary suite features panoramic lake views, a private stargazing deck, and a spacious California Closet with a large island. The walk-out lower level is perfect for entertaining, with a family room, custom wet bar, enclosed sunroom, and full bath. Outside, enjoy a saltwater hot tub, sprawling lawn, private firepit, and dock system—ideal for sunlit days and magical evenings beneath the stars. Modern comforts include high-efficiency construction, a whole-house generator, multi-zone irrigation, central air, two surround-sound systems, and exquisite landscaping. 153 Deep Cove Road | Carriage House: The detached carriage house features a heated two-car garage and an approximately 900-square-foot, two-bedroom apartment with a spacious kitchen, full bath, living area, and water views. Perfect for guests, extended family, or a private retreat. Beyond Ordinary - from tranquil mornings on the lake to fireside gatherings and starlit evenings, this remarkable compound transforms everyday living into a year-round escape. A rare blend of luxury, practicality, and waterfront magic.

150 & 153 Deep Cove Rd, Raymond

Listing courtesy of Dream Home Realty LLC.

107 Barrows Point Rd, Newport
$4,250,000
6 Beds ⋅ 7 Baths
Welcome to an extraordinary waterfront estate nestled on one of Newport's most coveted peninsulas. Surrounded by breathtaking water views on nearly every side, this remarkable property offers the perfect blend of privacy, elegance, and Maine's natural beauty. Set among mature trees and beautifully landscaped grounds, the custom home is designed to maximize its stunning waterfront setting. Expansive windows fill the home with natural light while showcasing panoramic lake views throughout. The impressive architecture is complemented by spacious outdoor living areas, including a lakeside deck and beautifully manicured lawn--ideal for entertaining, relaxing, or simply enjoying spectacular sunsets. Boating enthusiasts will appreciate the private dock system with ample space for multiple watercraft, providing direct access to the lake for endless days of fishing, kayaking, paddleboarding, and cruising. This exceptional property offers the rare opportunity to own a private waterfront retreat while remaining just minutes from downtown Newport, local amenities, and convenient access to I-95. Whether you're searching for a year-round residence, luxury vacation home, or one-of-a-kind family retreat, 107 Barrows Point Road is a property that truly captures the essence of Maine waterfront living.

107 Barrows Point Rd, Newport

Listing courtesy of Trundy & Company Real Estate. Trundyre@midmaine.com

24 Shore Rd, Southwest Harbor
$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..

15 Sleepy Hollow Rd, Windham
$4,200,000
7 Beds ⋅ 5 Baths
This is a rare opportunity to experience luxury lakefront living in this extraordinary, furnished waterfront residence on pristine Sebago Lake. Take in spectacular Mt. Washington views, breathtaking sunsets, abundant natural light and 113 feet of private shoreline.This area of Sebago's Jordan Bay is closest to the airport, the arts, world class restaurants and the ocean. Also just five minutes from local coffee shops, supermarkets, shopping and local restaurants. Multiple premier ski destinations are within an easy drive making this a true four season gem. Share what you will come to love about the Lakes Region with friends and family. Two attached guest suites/apartments seamlessly expand the home's living space for larger gatherings. Each has its own entrance and parking.The main level features a great room, an expansive kitchen, large island with seating for 6, a private office or formal dining room, and a luxurious primary suite complete with a walk-in closet and laundry. The spa-inspired ensuite bath includes a spacious steam shower with dual shower heads and jetted soaking tub. The fully finished walk-out lower level expands the home's possibilities with a dedicated media/theater room, an additional family room with kitchenette, bedroom and full bath--ideal for guests or extended family. Upstairs, you'll find another comfortable living area, two large bedrooms, a full bath, and an expansive deck where you can relax while enjoying panoramic views.Situated on 2.1 acres, the property features mature landscaping with fruit trees, an expansive lawn, playground, outdoor speakers, and a spacious patio with a fire pit--perfect for entertaining family and friends. Exceptional waterfront amenities include a permanent lakeside deck with seating, storage, and direct swimming access. The deep-water dock features a generous 12 x 20 ft seating area, Jet Ski lift, storage for lake toys, and a boat mooring with room for additional moorings.

15 Sleepy Hollow Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

10 Haverhill Ave, Kennebunkport
$4,195,000
6 Beds ⋅ 4 Baths
HAVERHILL HIDEAWAY-Set on one of Cape Arundel's most desirable locations, this charming 6 bedroom coastal cottage is a rare combination of character, water views, generous land, and incredible potential. Nestled among a neighborhood of magnificent homes, the property enjoys a wonderful sense of place and the timeless appeal of classic Maine coastal living. The large lot provides room to enjoy the outdoors, with space for expansion and possibilities to create your own vision. A screened porch and multiple decks invite you to relax and take in the water views throughout the seasons. Inside the home features include: a living room with built ins and fireplace, separate dining room with windows galore filling the room with light, cozy den, and updated eat in kitchen. The second and third floors offer 6 bedrooms and 3 baths including gas fireplace inserts on each level. This is an opportunity to restore...add modern touches, and make it your own."Haverhill Hideaway"is a special property in a highly sought after Cape Arundel location!

10 Haverhill Ave, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

7 Camp Relief Ln, Rome
$3,995,000
7 Beds ⋅ 6 Baths
Exceptional south-facing lakefront compound on a private promontory with 700'+ of pristine north-shore frontage on Great Pond. This breathtaking property on 2.66 acres perfectly blends timeless elegance with serene waterfront living, offering sweeping lake views throughout with over 5,000 total sq. ft. of living space. This property is truly a rare opportunity in the Belgrade Lakes. The main cottage has a grandfathered footprint right on the lake, and features a dramatic living room with cathedral ceilings and a cozy fireplace, leading to a stunning lakeside screened porch. Cleverly tucked behind the fireplace, a staircase rises to a bright loft office/study overlooking the water. Entertain in the inviting dining room (complete with its own fireplace) and cook in a kitchen equipped with modern high-end conveniences plus a charming, functional antique wood stove. The main house includes a primary ensuite and a second large bedroom suite with a loft, full bath, and custom closets, both of which face the lake. A spacious mudroom offers extensive built-in gear storage. Two separate guest cottages (one 3BR/1BA, one 2BR/1BA) provide premium comfort for visitors, bringing the total count to 7 bedrooms, 4 full baths, 2 half baths, and 2 refreshing outdoor showers. Additional amenities include a carriage house media/game room with a half bath and oversized 2-car garage, two private docks (front and cove, protected by a jetty), and three waterfront outbuildings: one for boat storage, a large dedicated workshop, and a custom golf simulator room. Outdoor living shines with stone walkways, a lakeside fire pit, and expansive flat grassy areas. Relax to the sound of loons or explore the nearby award-winning golf club and Kennebec Hiking Trails, with the Mount Phillip trail head a short walk down the private road.

7 Camp Relief Ln, Rome

Listing courtesy of Lakehome Group Real Estate. info@lakehomegroup.com

Lot 7 Whispering Pines, Boothbay
$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.

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