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$6,850,000
2 Beds ⋅ 2 Baths
Abenaki, located on the western shores of Mount Desert Island, occupies 24.8± acres of lush, naturally wooded land with an open meadow and small stream running through it. A winding drive meanders through the woods providing privacy and seclusion before arriving at a potential residence site, likely sited high on a bluff overlooking Pretty Marsh Harbor with western views of Folly, Bartlett, Hardwood and John's Islands. The property includes outcroppings of shatter-zone granite, beautifully marbled with quartz and basalt, as well as a long, sandy stretch of beach, totaling approximately 2,000' of coveted shorefront. There is also a deeply carved cove to the south of the property, and a private, deep-water dock with moorings accessed by a moss covered, pine needle path. Originally the site of a rustic cabin, the property has been prepared with all new infrastructure to support a large 'to be built' residence. A recently constructed contemporary two-bedroom, year-round guest house of sophisticated design and materials exists on site. A new well, septic system, generator, underground power, and enlarged driveway entrance are all supportive of a six-bedroom main residence and the existing guest house. Additionally, there is a 12' x 22' water's edge Boathouse with barn doors used for storage but with great potential for many more uses. Abenaki is perfect for a family compound or private kingdom property centrally located on Mount Desert Island and nearby to all the island villages and the airport. This remarkable setting is singularly captivating and must be seen.

441 Pretty Marsh Rd, Mount Desert

Listing courtesy of LandVest, Inc..

$6,800,000
7 Beds ⋅ 5 Baths
Cliffhanger rises above the village of Seal Harbor as one of Mount Desert Island's most extraordinary private estates. Designed by renowned architect Douglass Fitch and built in 1928, this residence is sculpted from pink granite, crowned with a slate roof, and positioned to capture sweeping views of the harbor, outer islands, and the mountains of Acadia National Park. This exceptional residence blends timeless coastal architecture with thoughtful modern renovations designed for effortless multigenerational living, entertaining, or peaceful retreat. At the heart of the home is a dramatic great room featuring soaring vaulted and beamed ceilings, fireplaces at each end, and direct access to both a covered outdoor sitting area and an expansive terrace overlooking the harbor. The bright, open kitchen flows naturally into a welcoming family room, formal dining room, and butler's pantry, creating an ideal setting for relaxed gatherings and elegant entertaining alike. The home offers seven bedrooms, including a spacious bunk room tucked into a separate wing above the attached two-car garage, perfect for guests, family, or private accommodations. Throughout the property, granite pathways wind through beautifully landscaped grounds filled with perennial gardens, flowering shrubs, and wooded privacy. An outdoor hot tub, discreetly nestled among the trees and overlooking the water, provides a serene place to unwind. Meticulously maintained and exceptionally private, Cliffhanger is a rare offering in one of Mount Desert Island's most coveted enclaves - a remarkable property that must be experienced to be fully appreciated.

6 Cliffhanger Ln, Mount Desert

Listing courtesy of Legacy Properties Sotheby's International Realty.

$6,800,000
5 Beds ⋅ 6 Baths
Starboard Ledge is a stunning 5-bedroom York Harbor home that blends classic elegance with modern comfort and spectacular ocean views. Privately set at the end of a quiet lane, it offers peace and seclusion surrounded by beautifully manicured landscaping. Inside, spacious, light-filled rooms are thoughtfully designed to highlight the sweeping ocean vistas. Recent updates include energy-efficient windows and connection to town sewer. The layout is ideal for both everyday living and entertaining, featuring a well-appointed kitchen, open-concept living areas, and multiple fireplaces. First-floor bedrooms provide convenience for guests or single-level living. Outdoor spaces are equally impressive, offering breathtaking views and a serene coastal atmosphere.

21 Starboard Ln, York

Listing courtesy of Legacy Properties Sotheby's International Realty.

$6,500,000
Corporate-backed Walgreens located at 210 Main Street in Waterville, Maine. The 14,673-square-foot building was constructed in 2009 and sits on a 2.23-acre parcel along a primary commercial corridor. The tenant has multiple extension options, offering long-term occupancy stability backed by a nationally recognized operator. Waterville serves as a regional hub for Central Maine, supported by ongoing investment, downtown revitalization, and expanding healthcare and education sectors. The presence of Colby College and Thomas College contributes to a stable workforce and consistent consumer demand. The property's strategic location and strong tenancy position it as a dependable, long-term investment opportunity.

210 Main St, Waterville

Listing courtesy of CORE.

$6,500,000
8 Beds ⋅ 11 Baths
The Grace Cottage, Hermit's Point. This magnificent stuccoed Renaissance Revival cottage built in 1918 designed by noted Philadelphia architect, Wilson Eyre commands unsurpassed views from its 8.8 acre peninsular location and 3,570 feet of shore line. Eight bedrooms, seven fireplaces. Replete with all the requisite amenities for an elegant summer's stay including pool, dock and stone lodge. $6,500,000.

399 Hermits Point Rd, Islesboro

Listing courtesy of Island Property.

$6,225,000
6 Beds ⋅ 4 Baths
Located in a spectacular setting at the end of the desirable Beauchamp Point peninsula, this 3± acre waterfront property features panoramic views to the west across Rockport Harbor towards the Camden Hills, and also east towards Penobscot Bay and its many islands. Originally built in 1960 and thoughtfully expanded over the years, the home has served as a cherished summer retreat for generations. The Contemporary-style residence features two distinct sections - a year-round house and an attached seasonal wing - and the entire home benefits from charming architectural details such as wide-board wood floors, grand fireplaces, and exposed wood beams. Six bedrooms and four baths are spread out over both sections of the home and there is also a sleeping loft and an office that doubles as a bunk room. The grounds are exceptional, featuring lovingly cultivated gardens, manicured lawns, stone walls, natural rock outcroppings, and several private pocket beaches that have hosted decades of lobster bakes and bonfire evenings. Accessed by a long, winding driveway through gently rolling fields and mature trees with sweeping water views, there is 1,477± feet of shorefront on two sides. The property is the sole abutter to 2± acres of conservation land with a beach, at the very end of Beauchamp Point, only accessible to the public by small boat or kayak. This unique offering is a rare opportunity to own a legacy property in one of Maine's most coveted locations. This Beauchamp Point property is accessible only by a private road that runs through, and is owned by, neighboring properties. Therefore, for reasons of courtesy & privacy, the Beauchamp Point property can be viewed only in the company of a broker and by appointment only.

80 Hayfield Way, Rockport

Listing courtesy of LandVest, Inc..

$6,000,000
Tut Hill is a stunning 40-acre property with 19 buildings, including a Greek Revival-style home and a restored 1825 church. It offers limitless potential for events and businesses. The grounds are ideal for outdoor weddings, with ample space for ceremonies and receptions. The versatile indoor spaces, such as multi-bay garages and barns, can be customized for various needs. The picturesque setting, featuring mature plants and apple trees, is perfect for lasting photos. Tut Hill is also great for corporate retreats, with a serene atmosphere and rustic charm for team-building exercises and meetings. It has accommodations for overnight guests in apartments and homes. Car enthusiasts will appreciate the multi-bay garages, mechanic's garage, and spacious grounds for showcasing car collections. Tut Hill offers endless possibilities for events and businesses, with natural beauty, historic buildings, and versatile spaces. It can be tailored to suit your dreams, whether for weddings, retreats, starting a business, creating a campus, or simply calling it home.

1090 Pittston School St, Pittston

Listing courtesy of Summit Real Estate.

$6,000,000
4 Beds ⋅ 3 Baths
Tut Hill is a stunning 40-acre property with 19 buildings, including a Greek Revival-style home and a restored 1825 church. It offers limitless potential for events and businesses. The grounds are ideal for outdoor weddings, with ample space for ceremonies and receptions. The versatile indoor spaces, such as multi-bay garages and barns, can be customized for various needs. The picturesque setting, featuring mature plants and apple trees, is perfect for lasting photos. Tut Hill is also great for corporate retreats, with a serene atmosphere and rustic charm for team-building exercises and meetings. It has accommodations for overnight guests in apartments and homes. Car enthusiasts will appreciate the multi-bay garages, mechanic's garage, and spacious grounds for showcasing car collections. Tut Hill offers endless possibilities for events and businesses, with natural beauty, historic buildings, and versatile spaces. It can be tailored to suit your dreams, whether for weddings, retreats, starting a business, creating a campus, or simply calling it home.

1090 Pittston School St, Pittston

Listing courtesy of Summit Real Estate.

$5,995,000
5 Beds ⋅ 4 Baths
Located directly on Scarborough Beach, one of Maine's most beautiful stretches of coastline, this is a rare opportunity to own in the sought after enclave of Prouts Neck. Originally built in 1960 with thoughtful updates over time, this classic coastal residence spans 3,029 square feet with 5 bedrooms, 3 ½ baths and private beachfront access. The southeast orientation features stunning sunrises over the ocean and sunlight throughout the day. Large picture windows and sliding doors open to a spacious beachfront deck, creating easy indoor-outdoor living. The property offers a private boardwalk for beach access with 144 feet of sandy beachfront on almost half an acre. With miles of gorgeous white sand beaches and dramatic rugged rocky coastline, Prouts Neck is an area of intense natural beauty. Steeped in history, the community is renowned as the setting for Winslow Homer's iconic seascapes. An exceptional offering of beachfront living in one of New England's most desirable summer communities.

25 Massacre Ln, Scarborough

Listing courtesy of Doris Homer Real Estate, Inc.. lcraig@proutsneckre.com
$5,995,000
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.

$5,995,000
4 Beds ⋅ 4 Baths
Situated amidst breathtaking granite landscapes and spanning 44.35 acres of preserved land in Lovell, Maine, this expertly designed lakefront retreat showcases the region's natural beauty. Created by the Boston firm Dimella Shaffer, the home features reclaimed wood, natural stone elements, and metal roofing. Inside, you'll find a chef's kitchen equipped with high-end appliances, an inviting elevated deck, and a bright, open-concept living area that boasts a double-sided stone fireplace and views of Lake Kezar. The main level includes a spacious primary suite filled with natural light, a luxurious bathroom, and an additional bedroom suite. A floating staircase leads to a family and game room on the lower level, which also houses two more guest bedrooms and a full bathroom. At the water's edge, there's a charming cottage with sliding doors that open to a dock and swim platform. Additional amenities include a security system and HVAC for comfort and peace of mind. Enjoy countless recreational activities in the picturesque landscape, just minutes away from the delightful community of Center Lovell. This is a unique opportunity for exceptional waterfront living in Western Maine.

242 Dragon Fly Rd, Lovell

Listing courtesy of Anne Erwin Sotheby's International Realty. 207-363-6640
$5,975,000
2 Beds ⋅ 5 Baths
118 Wescott Battery is a spectacular waterfront estate in Castine, encompassing 40.3± acres, 915± feet of shorefront on the Bagaduce River, and stunning panoramic views. The main residence is an exceptional, custom-designed contemporary farmhouse with handsome proportions and a wraparound porch. Perfectly orientated to capture views of the water from every room, the main home's aesthetic blends contemporary and historic details in a pleasing combination. The formal living room is surrounded by doors and windows that open directly to the porch while exposed wood beams, wide-board wood floors, and a granite, wood-burning fireplace complement the surrounding natural landscape. There is a formal dining room with custom millwork and a charming 'game room' that could be an additional bedroom. The second floor of the home is dedicated entirely to the primary bedroom suite with a his/her bath, an office or sitting room, and good closet space. An in-law apartment over the garage and a substantial finished basement offer versatility. Accessed by a long, winding drive through open meadows dotted with small ponds, the bucolic landscape unfolds in rolling fields to the water, with mature trees and an apple orchard. A dock with ramp and float on the Bagaduce River completes this unique offering. The property contains the remnants of the historic habitat of Castine's namesake, Baron Saint-Castin and a portion of the property is subject to a Preservation and Conservation Easement held by the Castine Conservation Trust, Inc.

118 Wescott Battery, Castine

Listing courtesy of LandVest, Inc..

$5,950,000
Big Moose Mountain Ski Area & Development Opportunity Located in the heart of Maine's Moosehead Lake, Big Moose Mountain Ski Area presents a unique opportunity to own and develop a historic, year-round outdoor destination. With 1,200 mountainside acres and a remarkable 1,700-foot vertical drop, this mountain caters to all levels of skiing, from relaxed family runs to advanced, challenging steeps. Alongside its expansive slopes, the property includes an additional 500 acres along the main access road, ideally suited for residential development. The chance to build a vibrant mountain community, coupled with private access to a 12-acre peninsula on the shores of Moosehead Lake, enhances this offering, making it a prime investment in a setting rich with natural beauty and outdoor allure. Moosehead Lake and Big Moose Mountain hold a storied past in Maine's outdoor heritage. Known for its pristine waters and vast wilderness, Moosehead Lake has attracted adventurers since the early 1900s, serving as a haven for boating, fishing, snowmobiling, and more. Originally named Big Squaw Mountain Ski Resort, this ski area has provided recreation to the region's residents and visitors for decades, transitioning through phases of ownership but remaining true to its roots as a community-oriented resort. For the last 12 years, Friends of the Mountain has operated the resort, investing over $1,000,000 in capital improvements and maintenance, keeping it open to the public and preserving its legacy. Another local group, The Moosehead Outdoor Alliance has further expanded the area's offerings by adding 14 miles of mountain biking trails with additional trails to be built, enhancing the mountain's appeal as a multi-season adventure hub. For investors, this development opportunity offers a chance to contribute to the enduring legacy of Moosehead Lake while capitalizing on its growth potential.

447 Ski Resort Rd, Big Moose Twp

Listing courtesy of The Folsom Realty Group.

$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.

$5,500,000
123,359± SF on 72.67+ AC Well-located within Maine's manufacturing, warehousing, and distribution hub off Exit 75 of I-95 Versatile tenant mix with flexibility for new ownership Features a 7.5MW substation and rail access Excess land provides expansion potential and long-term upside

586 Lewiston Junction Rd, Auburn

Listing courtesy of The Boulos Company.

$5,495,000
7 Beds ⋅ 6 Baths
Turnip Island is an exceptional waterfront estate on North Haven with 4.2± acres and sweeping panoramic views over Southern Harbor, Penobscot Bay, the Camden Hills, and the Fox Island Thorofare. Located at the end of a winding private road in the desirable Ames Point community, the property is unique in offering the character of a private island retreat with vehicle access. The estate includes a thoughtfully rebuilt and expanded seasonal historic house with a fully renovated annex, and a newly constructed Rockport Post & Beam barn with year-round living space. The main house retains its classic summer-cottage charm while offering updated interiors, including inviting living and dining rooms, a gourmet kitchen, and three bedrooms. The annex, connected by a covered breezeway, adds a living room with kitchenette and two additional en-suite bedrooms, including a waterside primary suite with private deck. The barn provides heated and insulated guest or overflow accommodations with two bedrooms, open living and dining space, kitchen, bath, laundry, loft, and extensive storage below. The quintessential island setting includes rolling lawn, ledge, native plantings, attractive coves, and 3,000± feet of varied shorefront with a deep-water dock, ramp, float, mooring, and access to outstanding boating throughout North Haven and Penobscot Bay.

194 Ames Point Rd, North Haven

Listing courtesy of LandVest, Inc..

$5,490,000
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.

$5,200,000
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..

$5,195,000
4 Beds ⋅ 6 Baths
Offering an elegant lifestyle without compromise, this property spans 1.24 acres and boasts stunning ocean views, perfect for both grand celebrations and serene retreats. An array of five-star amenities enhances the private compound: an outdoor heated pool, a cabana bar with a television and grill, a putting green, an elevator, and an ocean-viewing platform with a private staircase to rugged Pint Cove. The first floor boasts open living areas that offer breathtaking views framed by expansive walls of windows. French doors lead to the covered seating and to the open sun deck, perfect for alfresco dining. The coastal ambiance is highlighted throughout the living area, with maple flooring, elegant, coffered ceilings, and a gas fireplace surrounded by handsome built-ins, raised paneling, and polished stone slabs. Ideal for gourmet cooking, the kitchen showcases an island with bar seating, a brushed stainless-steel refrigerator, an oversized gas range with double ovens, and custom cabinetry. Additional features on the first floor include a billiard room with bar, a screened-in seaside porch, a private entry guest suite, and an office with a nearby bathroom. The grand turret staircase, featuring elegant, twisted balustrades and a custom wood tray ceiling, leads to the generous primary suite. It includes a spacious living area with a wet bar and beverage refrigerator, a gas fireplace, and a door leading to a romantic balcony overlooking the sea. Double vanities, a large, jetted tub, and a separate custom-tiled shower define the primary bath. This level offers two additional guest suites and a gym nook. Downstairs, the media room features tiered theater seating, a wet bar with two beverage refrigerators, and a bar island. The temperature-controlled wine cellar features backlit wine storage and a tasting table, as well as a bathroom and ample storage. The garage offers custom closets for additional organization. Sandy Cape Neddick beach is a stroll away.

1 Cove Rd, York

Listing courtesy of Anne Erwin Sotheby's International Realty. 207-363-6640
$5,195,000
6 Beds ⋅ 6 Baths
Experience the pinnacle of luxury living with this breathtaking waterfront estate on Long Lake. Nestled on an expansive private lot with 800 feet of pristine shoreline, this extraordinary property offers a sandy beach, private dock, and a stunning boardwalk, creating the ultimate lakeside retreat. The 5,122 sq. ft. custom-designed main home features 4 bedrooms and 4.5 bathrooms, showcasing impeccable craftsmanship and high-end finishes throughout. Step into the grand living room, where cathedral ceilings and a dramatic floor-to-ceiling stone fireplace set the tone for elegant relaxation. Walls of floor-to-ceiling windows frame breathtaking panoramic lake views, bathing the home in natural light. A gourmet chef's kitchen, adorned with rich stonework and premium appliances, makes entertaining effortless. The luxurious primary en-suite offers a serene escape with a double-sided fireplace, spa-inspired bath, and a private balcony overlooking the water. Beautiful multi-functional den/office/bedroom with full bath, floor to ceiling windows and built-ins. This property includes an attached 3-car garage and a detached 3-car carriage house topped with a 1,384 sqft, 2 bedroom open concept in-law suite with a beautiful full kitchen and center island, perfect for guests or multi-generational living. Blending timeless elegance with modern luxury, this Long Lake masterpiece offers an unparalleled waterfront lifestyle. Ideal for both private enjoyment and lavish entertaining.

3 & 4 Trestle Ln, Harrison

Listing courtesy of Landing Real Estate.

$5,150,000
5 Beds ⋅ 6 Baths
Thirteen Foreside Road is a classic Falmouth Foreside estate designed by revered Maine architect John Calvin Stevens. Built in 1925 as a summer residence and historically known as ''Fairways,'' the home is set on over 4 acres beside the Portland Country Club, with views across the Donald Ross-designed golf course toward Casco Bay. A long, winding, tree-lined gravel road creates a memorable sense of arrival, setting the tone for the property's old-world charm and quiet sense of seclusion. Thoughtfully updated by Palm Beach-based Stephanie Rae Interiors and Bloom Construction, the residence blends historic architectural character with a refined, modern sensibility. The home offers 5 bedrooms, 5 full bathrooms, and 1 half bathroom, including a first-floor bedroom suite and four additional bedrooms on the second level. Generous room proportions, wood floors, natural light, and a comfortable flow create a sense of ease throughout. The first floor includes a gracious living room with a wood-burning fireplace, a formal dining room with French doors, and a beautifully appointed kitchen centered around a marble island with a handmade butcher block. A butler's pantry adds function and style, while the four-season sunroom offers southern exposure and views across the fairways toward Casco Bay. Upstairs, the primary suite includes a soaking tub and walk-in closet, with additional bedrooms, baths, office space, and flexible bonus areas for guests, work, and everyday living. The former three-car garage has since been rebuilt into a finished office space and home gym. Outside, mature landscaping, wooded surroundings, and established grounds create a timeless setting in the heart of Falmouth Foreside. Just moments from Portland Country Club, Falmouth amenities, Route 1, and downtown Portland, Thirteen Foreside Road offers a rare combination of architectural pedigree, acreage, privacy, and convenience.

13 Foreside Rd, Falmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$5,100,000
A once-in-a-generation chance to own and transform over 2.75 acres on the shores of Rockland Harbor. This property includes a historic granite pier and shoreline frontage, creating endless possibilities for visionary redevelopment. Envision The Wharf on Rockland Harbor as a vibrant mixed-use shopping district - a destination where restaurants and boutique shops line the waterfront, with residential units or condos above, all overlooking the scenic harbor. The property's expansive layout allows for ample parking, outdoor gathering spaces, and additional infrastructure, making it ideal for large-scale projects. Other potential uses include: Waterfront condominiums or personal residential development. Working waterfront or marina operations. Mixed-use commercial hub with retail, dining, and residential. Currently on-site is a warehouse structure, offering immediate utility or a foundation for redevelopment. This is more than a property - it's a chance to revolutionize Rockland's North End and Harborfront, creating a landmark destination that will shape the city's future.

779 Main St, Rockland

Listing courtesy of Lone Pine Real Estate Company. info@lonepinere.com
$5,100,000
A once-in-a-generation chance to own and transform over 2.75 acres on the shores of Rockland Harbor. This property includes a historic granite pier and shoreline frontage, creating endless possibilities for visionary redevelopment. Envision The Wharf on Rockland Harbor as a vibrant mixed-use shopping district - a destination where restaurants and boutique shops line the waterfront, with residential units or condos above, all overlooking the scenic harbor. The property's expansive layout allows for ample parking, outdoor gathering spaces, and additional infrastructure, making it ideal for large-scale projects. Other potential uses include: Waterfront condominiums or personal residential development. Working waterfront or marina operations. Mixed-use commercial hub with retail, dining, and residential. Currently on-site is a warehouse structure, offering immediate utility or a foundation for redevelopment. This is more than a property - it's a chance to revolutionize Rockland's North End and Harborfront, creating a landmark destination that will shape the city's future.

779 Main St, Rockland

Listing courtesy of Lone Pine Real Estate Company. info@lonepinere.com
$5,100,000
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.

$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.

$5,000,000
Plains Road Land & Buildings Package offering approximately 1,750 ± contiguous acres comprised of twenty-one municipally assessed parcels with an impressive 28,180 ± feet of combined road frontage on Plains Road, Merrill Mills Road, General Turner Hill Road, Tidswell Road, and Pleasant Pond Road. This former agricultural facility includes a single-family residence, office buildings, warehouse space, manufacturing building, loading dock, 3-phase power, on-site wells, and some septic systems. The land features good soils, predominantly level terrain, and established internal roadways. Multiple large barns offer excellent potential for adaptive reuse. Current zoning is a mix of Agricultural, Industrial, Rural I, and Resource Protection. Parcels may be purchased individually or as a complete package. Taxes to be determined. See available documents for parcel breakdown, acreage details, and tax map references. The lines shown use Google Maps© and are estimates for reference purposes only as they may not accurately reflect the true boundaries of a property. Buyers should consult municipal tax maps and deeds for accurate and up-to-date information regarding property boundaries, easements, zoning regulations, and other pertinent details. Relying solely on these lines without verifying information through official channels could lead to misunderstandings or legal issues down the line.

2 Plains Rd, Turner

Listing courtesy of Spectrum Real Estate.

$5,000,000
Plains Road Land & Buildings Package offering approximately 1,750 ± contiguous acres comprised of twenty-one municipally assessed parcels with an impressive 28,180 ± feet of combined road frontage on Plains Road, Merrill Mills Road, General Turner Hill Road, Tidswell Road, and Pleasant Pond Road. This former agricultural facility includes a single-family residence, office buildings, warehouse space, manufacturing building, loading dock, 3-phase power, on-site wells, and some septic systems. The land features good soils, predominantly level terrain, and established internal roadways. Multiple large barns offer excellent potential for adaptive reuse. Current zoning is a mix of Agricultural, Industrial, Rural I, and Resource Protection. Parcels may be purchased individually or as a complete package. Taxes to be determined. See available documents for parcel breakdown, acreage details, and tax map references. The lines shown use Google Maps© and are estimates for reference purposes only as they may not accurately reflect the true boundaries of a property. Buyers should consult municipal tax maps and deeds for accurate and up-to-date information regarding property boundaries, easements, zoning regulations, and other pertinent details. Relying solely on these lines without verifying information through official channels could lead to misunderstandings or legal issues down the line.

2 Plains Rd, Turner

Listing courtesy of Spectrum Real Estate.

$4,995,000
5 Beds ⋅ 5 Baths
Meticulously designed and maintained with stylish decor and furnishings, Little Acorns creates an attractive haven of privacy in the village of Northeast Harbor. The five-bedroom, year-round residence was built in 1990 with a discerning eye to specific detail, with many nautical or shingle style touches, accomplished by talented craftsmen to the highest standards. The spacious residence provides many options for a busy family, with a large living room, family room, den, dining room and sunroom. The fully furnished residence also includes many additional amenities, including an open exterior deck, attached four-car heated garage with living space above, mudroom, full generator, large outbuilding suitable for a studio, office or guest house and gardener's shed. Surrounded by lush organic landscaping with flowering trees and shrubs, Little Acorns is conveniently located on 2.55 acres nearby several of the clubs in a prestigious area of Northeast Harbor, yet fully private from the street and neighbors. Little Acorns is an unusual offering with many attributes that must be seen.

77 Manchester Rd, Mount Desert

Listing courtesy of LandVest, Inc..

$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.

$4,950,000
6 Beds ⋅ 5 Baths
A truly exceptional oceanfront estate, this legacy property is perched high above Maine's rugged rocky coastline, commanding glorious southwesterly views and unforgettable sunsets over the water. Encompassing nearly 8 acres of exceptional privacy, the setting is nothing short of extraordinary, with a sandy beach, deep-water dock, and sweeping vistas that stretch in every direction. The magnificent shingle-style residence is a masterful blend of timeless coastal architecture and impeccable craftsmanship. Stucco and hand-selected stonework grace the façade, creating a striking first impression, while a grand stone chimney serves as the heart of the home, anchoring two wood-burning fireplaces that invite year-round enjoyment. Designed to embrace its spectacular surroundings, the residence offers six bedrooms and five beautifully appointed bathrooms, each featuring custom tilework and refined finishes. The main-floor primary suite provides a luxurious private retreat, while expansive living and entertaining spaces are flooded with natural light and framed by panoramic ocean views. Every detail reflects a commitment to quality, from the high-end construction and bespoke finishes to the thoughtful integration of indoor and outdoor living. Whether enjoying morning coffee overlooking the water, launching a boat from the deep-water dock, or gathering with family and friends beside the fire, every moment here is elevated by the beauty of the setting. Despite its remarkable sense of seclusion, the property is just minutes from the restaurants, shops, and amenities of Bath, with the Small Point community and Popham Beach nearby. Rarely does a waterfront estate of this caliber become available-an enduring coastal sanctuary, crafted for generations to come, a home for the ages.

37 Alliquippa Rd, Phippsburg

Listing courtesy of Town & Shore Real Estate. 207-773-0262

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