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$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.

$6,499,500

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.

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.

$6,250,000

Highfields is an exceptional saltwater farm, offering an extraordinary sense of privacy and seclusion, with long views over rolling fields towards Parsons Creek, Back River, and the Sheepscot River. Set on 37.56± acres with 2,508± feet of varied shorefront, the property includes a Knickerbocker built Shingle-style main residence, a charming guest cabin, a detached bunkhouse, and a substantial barn/garage. Sited on a scenic knoll, the three-bedroom main house combines fine craftsmanship, antique architectural elements, maritime influences, comfortable living spaces, and top-quality systems. Inviting spaces open to waterside decks and a screened porch with a fieldstone fireplace. Located in a meadow with broad water views, the charming two-bedroom cabin includes an open living and kitchen area and a deck. Thoughtfully developed over several decades, the idyllic landscape features open lawn and fields, mature woodland, a pond, old stone walls, and maintained walking paths, with virtually no neighboring houses in sight. A private deep-water dock with a ramp and float provides protected access to the outstanding boating of Back River, the Sheepscot River, and beyond, while the shops, restaurants, and amenities of Wiscasset, Damariscotta, and Boothbay are easily reached by boat or car.

6 Beds ⋅ 6 Baths

Highfields is an exceptional saltwater farm, offering an extraordinary sense of privacy and seclusion, with long views over rolling fields towards Parsons Creek, Back River, and the Sheepscot River. Set on 37.56± acres with 2,508± feet of varied shorefront, the property includes a Knickerbocker built Shingle-style main residence, a charming guest cabin, a detached bunkhouse, and a substantial barn/garage. Sited on a scenic knoll, the three-bedroom main house combines fine craftsmanship, antique architectural elements, maritime influences, comfortable living spaces, and top-quality systems. Inviting spaces open to waterside decks and a screened porch with a fieldstone fireplace. Located in a meadow with broad water views, the charming two-bedroom cabin includes an open living and kitchen area and a deck. Thoughtfully developed over several decades, the idyllic landscape features open lawn and fields, mature woodland, a pond, old stone walls, and maintained walking paths, with virtually no neighboring houses in sight. A private deep-water dock with a ramp and float provides protected access to the outstanding boating of Back River, the Sheepscot River, and beyond, while the shops, restaurants, and amenities of Wiscasset, Damariscotta, and Boothbay are easily reached by boat or car.

378 Mill Rd, Edgecomb

Listing courtesy of LandVest, Inc..

$6,225,000

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.

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

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.

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

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.

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

$5,995,000

Set amid sweeping pastoral views, 200 Woodville Road is a distinguished residence of exceptional scale, artistry and enduring elegance. Meticulously crafted details define every space, beginning with a sculptural suspended stairway that creates an unforgettable first impression. Beyond it, a magnificent gathering room rises dramatically overhead, offering an extraordinary setting for elegant entertaining as the evening sky unfolds across the horizon. This home will exceed your expectations. The kitchen, dining, and family room wing features impressive chef-style updates and expertly designed and truly customized amenities as well as a walk in pantry room. The first floor Primary Suite feels like a sanctuary & with with direct access to the manicured grounds this is your private space to retreat. The Primary bathing area includes a massive dressing room created with luxury style customizations. With six en-suite bedrooms, there is privacy and space for all! A billiards and game suite round out the second floor with impressive woodworking, view over the manicured grounds, a gas fireplace, a fully appointed kitchen and a full bathroom become the epic entertaining space like no other. The right wing of the home offers three en-suite bedrooms and a theater room. A fully equipped gym/exercise studio, and sauna are set just off the four car garage with direct access into the main house. As you walk the tastefully manicured grounds, you will be delighted by the extensive hardscaping, flawless pool, grand stone fireplace & chef-style outside kitchen. Enjoy your evening under overlooking the stars from the hot tub. Just beyond the heated driveway, a custom barn with two additional garage bays for your play cars as well a half-court basketball gym. This extraordinary home is an absolute show stopper with exceptional privacy on one of Maine's most magnificent estates. It's rich history and style are a one-of-a-kind opportunity, just minutes to Portland International Airpo

6 Beds ⋅ 9 Baths

Set amid sweeping pastoral views, 200 Woodville Road is a distinguished residence of exceptional scale, artistry and enduring elegance. Meticulously crafted details define every space, beginning with a sculptural suspended stairway that creates an unforgettable first impression. Beyond it, a magnificent gathering room rises dramatically overhead, offering an extraordinary setting for elegant entertaining as the evening sky unfolds across the horizon. This home will exceed your expectations. The kitchen, dining, and family room wing features impressive chef-style updates and expertly designed and truly customized amenities as well as a walk in pantry room. The first floor Primary Suite feels like a sanctuary & with with direct access to the manicured grounds this is your private space to retreat. The Primary bathing area includes a massive dressing room created with luxury style customizations. With six en-suite bedrooms, there is privacy and space for all! A billiards and game suite round out the second floor with impressive woodworking, view over the manicured grounds, a gas fireplace, a fully appointed kitchen and a full bathroom become the epic entertaining space like no other. The right wing of the home offers three en-suite bedrooms and a theater room. A fully equipped gym/exercise studio, and sauna are set just off the four car garage with direct access into the main house. As you walk the tastefully manicured grounds, you will be delighted by the extensive hardscaping, flawless pool, grand stone fireplace & chef-style outside kitchen. Enjoy your evening under overlooking the stars from the hot tub. Just beyond the heated driveway, a custom barn with two additional garage bays for your play cars as well a half-court basketball gym. This extraordinary home is an absolute show stopper with exceptional privacy on one of Maine's most magnificent estates. It's rich history and style are a one-of-a-kind opportunity, just minutes to Portland International Airpo

200 Woodville Rd, Falmouth

Listing courtesy of Century 21 North East.

$5,975,000

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 Blue Hill Heritage Trust.

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 Blue Hill Heritage Trust.

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 1,191 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 425+/- 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

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.

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..

$5,750,000

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.

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.

$5,695,000

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.

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.

$5,500,000

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.

$5,500,000

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. Newly priced at 5.5M.

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. Newly priced at 5.5M.

399 Hermits Point Rd, Islesboro

Listing courtesy of Island Property.

$5,250,000

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.

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.

$5,200,000

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.

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

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

3 Beds ⋅ 5 Baths

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

26 Lanewood Rd, Cumberland

Listing courtesy of RE/MAX By The Bay.

$5,150,000

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.

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

$5,000,000

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.

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.

$4,999,000

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.

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.

$4,995,000

Now a Worldbid Auction for October 14th with starting bid $4,995,000. Pre-Auction Bids Possible! See attachments for Auction details. Eastern Watch, located just outside of downtown Bar Harbor, evokes a sense of the by-gone Rusticator Era of the town's Gilded Age near the old estates of the Vanderbilts, Kennedys and Acadia's founder George Dorr. The classic New England cottage perched high above Frenchman Bay on Sols Cliff has views from the Porcupine islands to the Egg Rock lighthouse and beyond. Enjoy watching cruise ships and whale watch boats passing just below the oversized 130-foot granite and bluestone terrace with outdoor kitchen and granite fireplace. The 4 bedroom main house is a John Libby timber frame with a three story cathedral living area that boasts a granite fireplace and stonework. Built in 1995, the home was totally remodeled in 2006. Beautiful master suite with views of the bay and islands; master bath with walk-in shower area with soaking tub and just around the corner is your own gym area. The second floor of the carriage house is a two bedroom apartment with a kid's bunk room and play loft above. This beautiful estate sits high on a bluff that is over 100' above the ocean so you'll always have the same shoreline and view. You can walk into town or connect on to hiking or biking trails right from the house to access Acadia National Park

7 Beds ⋅ 6 Baths

Now a Worldbid Auction for October 14th with starting bid $4,995,000. Pre-Auction Bids Possible! See attachments for Auction details. Eastern Watch, located just outside of downtown Bar Harbor, evokes a sense of the by-gone Rusticator Era of the town's Gilded Age near the old estates of the Vanderbilts, Kennedys and Acadia's founder George Dorr. The classic New England cottage perched high above Frenchman Bay on Sols Cliff has views from the Porcupine islands to the Egg Rock lighthouse and beyond. Enjoy watching cruise ships and whale watch boats passing just below the oversized 130-foot granite and bluestone terrace with outdoor kitchen and granite fireplace. The 4 bedroom main house is a John Libby timber frame with a three story cathedral living area that boasts a granite fireplace and stonework. Built in 1995, the home was totally remodeled in 2006. Beautiful master suite with views of the bay and islands; master bath with walk-in shower area with soaking tub and just around the corner is your own gym area. The second floor of the carriage house is a two bedroom apartment with a kid's bunk room and play loft above. This beautiful estate sits high on a bluff that is over 100' above the ocean so you'll always have the same shoreline and view. You can walk into town or connect on to hiking or biking trails right from the house to access Acadia National Park

62 Sols Cliff Rd, Bar Harbor

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

$4,950,000

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

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

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.

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.

$4,950,000

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.

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.

$4,900,000

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.

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.