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$925,000

Welcome to a beautifully constructed coastal retreat in the heart of East Boothbay, tucked into a private setting with peaceful water views and an inviting sense of Maine charm. Thoughtfully positioned to capture warm southerly light, this three-bedroom home features en suite accommodations throughout, including a spacious first-floor primary suite for easy living. Floor-to-ceiling windows, wood floors, and a dramatic cathedral ceiling create an airy, sun-filled gathering space anchored by a massive stone fireplace—perfect for cozy evenings after a day by the water. Offered furnished, the home is ready to enjoy from the moment you arrive. Located close to the local store and boat launch, and surrounded by an idyllic enclave of well-built homes, this is a special East Boothbay setting where comfort, craftsmanship, and coastal living come together beautifully.

3 Beds ⋅ 4 Baths ⋅ 1680262 MLS

Welcome to a beautifully constructed coastal retreat in the heart of East Boothbay, tucked into a private setting with peaceful water views and an inviting sense of Maine charm. Thoughtfully positioned to capture warm southerly light, this three-bedroom home features en suite accommodations throughout, including a spacious first-floor primary suite for easy living. Floor-to-ceiling windows, wood floors, and a dramatic cathedral ceiling create an airy, sun-filled gathering space anchored by a massive stone fireplace—perfect for cozy evenings after a day by the water. Offered furnished, the home is ready to enjoy from the moment you arrive. Located close to the local store and boat launch, and surrounded by an idyllic enclave of well-built homes, this is a special East Boothbay setting where comfort, craftsmanship, and coastal living come together beautifully.

27 Stone Cove, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$825,000

Situated on a private 2.65 acre lot, with 417' of tidal frontage on Sherman Cove, this 3 bedroom, 2 bath Cape has many amenities to offer. Natural light floods the house, with many large windows and doors; open living/dining/kitchen with hardwood flooring, woodstove and access to a full length waterside deck; the front to back family room has a gorgeous stone fireplace, cathedral ceiling and access to the deck and gardens; the full daylight basement provides garage space for 3+ cars and plenty of storage. The property is beautifully landscaped and is located halfway between Boothbay Harbor and Route 1, providing easy access into town or off the peninsula.

3 Beds ⋅ 2 Baths ⋅ 1679992 MLS

Situated on a private 2.65 acre lot, with 417' of tidal frontage on Sherman Cove, this 3 bedroom, 2 bath Cape has many amenities to offer. Natural light floods the house, with many large windows and doors; open living/dining/kitchen with hardwood flooring, woodstove and access to a full length waterside deck; the front to back family room has a gorgeous stone fireplace, cathedral ceiling and access to the deck and gardens; the full daylight basement provides garage space for 3+ cars and plenty of storage. The property is beautifully landscaped and is located halfway between Boothbay Harbor and Route 1, providing easy access into town or off the peninsula.

29 Wiscasset Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$595,000

Located at Murray Hill in East Boothbay. This classic, well-restored 1890s cottage, perched on a forested hillside offers a fantastic opportunity to spend your summer overlooking Linekin Bay. It comes with convenient access to a town dock and a boat launching ramp, perfect for enjoying the water. One of the highlights of this property is its large wraparound porch, a perfect spot to relax and take in the beautiful sights of the bay. The cottage features three bedrooms, one bathroom, and a living room with a cozy fireplace. New 3-bdroom septic system has been installed as well as a new parking area. Additionally, you'll be able to enjoy a short walk to the East Boothbay General Store for your morning coffee.

2 Beds ⋅ 1 Baths ⋅ 1679618 MLS

Located at Murray Hill in East Boothbay. This classic, well-restored 1890s cottage, perched on a forested hillside offers a fantastic opportunity to spend your summer overlooking Linekin Bay. It comes with convenient access to a town dock and a boat launching ramp, perfect for enjoying the water. One of the highlights of this property is its large wraparound porch, a perfect spot to relax and take in the beautiful sights of the bay. The cottage features three bedrooms, one bathroom, and a living room with a cozy fireplace. New 3-bdroom septic system has been installed as well as a new parking area. Additionally, you'll be able to enjoy a short walk to the East Boothbay General Store for your morning coffee.

5 Massachusetts Ave, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$2,500,000

Set in the historic village of East Boothbay, on the scenic and sought-after Murray Hill Road, this exceptional estate combines historic New England character, modern comfort, and remarkable versatility. At its heart is a beautifully restored 1769 Georgian residence, featuring five working fireplaces—including the original cooking fireplace with beehive oven—thoughtfully updated for contemporary living. Sun-filled rooms overlook Mill Pond, where the property enjoys its own private beach and opportunities for kayaking and swimming. A substantial multi-purpose barn offers three parking bays, including space capable of accommodating a 36-foot yacht for winter storage, plus a workshop, generous storage, and an artist's studio or private office. A nearby boat launch & pier, approximately 350-yards away, provides convenient access to Linekin Bay. The distinctive guest cottage provide exceptional accommodations. A charming two-story waterfront cottage on Mill Pond, it features a large waterside deck, kitchen, laundry, and private living quarters. The grounds are equally impressive, with fruit trees, gardens, and sweeping lawns. An idyllic setting for recreation, entertaining, and memorable gatherings. Offering privacy, history, water access, and guest accommodations, this is a rare opportunity to enjoy classic coastal Maine living in one of the Boothbay Region's most desirable settings. To enjoy a special, estate-like experience, additional acreage is available, including the 11+ acre conserved meadow, vegetable plot & blueberry patch, and Marsh pond with private island. To complete the package, the renovated, elegant 1-bedroom carriage house is also available--see MLS #1671005.

3 Beds ⋅ 3 Baths ⋅ 1679354 MLS

Set in the historic village of East Boothbay, on the scenic and sought-after Murray Hill Road, this exceptional estate combines historic New England character, modern comfort, and remarkable versatility. At its heart is a beautifully restored 1769 Georgian residence, featuring five working fireplaces—including the original cooking fireplace with beehive oven—thoughtfully updated for contemporary living. Sun-filled rooms overlook Mill Pond, where the property enjoys its own private beach and opportunities for kayaking and swimming. A substantial multi-purpose barn offers three parking bays, including space capable of accommodating a 36-foot yacht for winter storage, plus a workshop, generous storage, and an artist's studio or private office. A nearby boat launch & pier, approximately 350-yards away, provides convenient access to Linekin Bay. The distinctive guest cottage provide exceptional accommodations. A charming two-story waterfront cottage on Mill Pond, it features a large waterside deck, kitchen, laundry, and private living quarters. The grounds are equally impressive, with fruit trees, gardens, and sweeping lawns. An idyllic setting for recreation, entertaining, and memorable gatherings. Offering privacy, history, water access, and guest accommodations, this is a rare opportunity to enjoy classic coastal Maine living in one of the Boothbay Region's most desirable settings. To enjoy a special, estate-like experience, additional acreage is available, including the 11+ acre conserved meadow, vegetable plot & blueberry patch, and Marsh pond with private island. To complete the package, the renovated, elegant 1-bedroom carriage house is also available--see MLS #1671005.

29 & 39 Murray Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$289,000

2 Beds ⋅ 1 Baths ⋅ 1678677 MLS

368 Dover Rd, Boothbay

Listing courtesy of Harbor Realty.

$799,000

Exceptional Boothbay opportunity! Meticulously and comprehensively renovated, this distinctive home has been thoughtfully transformed with an emphasis on quality craftsmanship, attention to detail, and preserving its character while providing the comfort and functionality of a thoroughly updated property. The extensive rehabilitation offers buyers the rare opportunity to enjoy a beautifully finished home without taking on the uncertainty and expense of a major renovation. Ideally located on the Boothbay Peninsula, 978 Wiscasset Road puts you within easy reach of the area's many amenities, including shopping, acclaimed restaurants, galleries, marinas, beaches, the ocean and the renowned Coastal Maine Botanical Gardens. Golf enthusiasts will appreciate the convenient proximity to Boothbay Harbor Country Club, while downtown Boothbay Harbor and its vibrant waterfront are just minutes away. The property has also quickly proven itself as an appealing short-term rental, attracting bookings soon after being introduced to the market. This early rental activity offers compelling potential for buyers seeking a Maine getaway that can generate income when not personally enjoyed. A rare combination of high-quality rehabilitation, coastal Maine lifestyle, convenient location and demonstrated short-term rental demand, this property is equally well suited as a year-round residence, vacation retreat or investment opportunity.

4 Beds ⋅ 3 Baths ⋅ 1678398 MLS

Exceptional Boothbay opportunity! Meticulously and comprehensively renovated, this distinctive home has been thoughtfully transformed with an emphasis on quality craftsmanship, attention to detail, and preserving its character while providing the comfort and functionality of a thoroughly updated property. The extensive rehabilitation offers buyers the rare opportunity to enjoy a beautifully finished home without taking on the uncertainty and expense of a major renovation. Ideally located on the Boothbay Peninsula, 978 Wiscasset Road puts you within easy reach of the area's many amenities, including shopping, acclaimed restaurants, galleries, marinas, beaches, the ocean and the renowned Coastal Maine Botanical Gardens. Golf enthusiasts will appreciate the convenient proximity to Boothbay Harbor Country Club, while downtown Boothbay Harbor and its vibrant waterfront are just minutes away. The property has also quickly proven itself as an appealing short-term rental, attracting bookings soon after being introduced to the market. This early rental activity offers compelling potential for buyers seeking a Maine getaway that can generate income when not personally enjoyed. A rare combination of high-quality rehabilitation, coastal Maine lifestyle, convenient location and demonstrated short-term rental demand, this property is equally well suited as a year-round residence, vacation retreat or investment opportunity.

978 Wiscasset Rd, Boothbay

Listing courtesy of Gallant Real Estate.

$465,000

Set in a quiet and private Boothbay neighborhood, 23 Nichols Road offers the simple pleasures of Maine living with an especially appealing natural setting. This inviting one-level home is tucked away on a private dead-end road and enjoys a wooded landscape, a level yard, and common access to the water. The home itself offers comfortable one-floor living with 2 bedrooms, and office/den, one full bath with laundry, a sunny living area, kitchen and dining space, and an attached one-car garage. Two decks and level yard provide an easy place to enjoy the outdoors, while the wooded surroundings create a peaceful sense of privacy. With close proximity to some of the Boothbay region's treasured conserved lands, the nearby Pine Tree Preserve of 144 acres of forest, provides access to trails for walking and exploring. The Linekin and Burley Preserves add another 138 acres of protected woodland and nearly three miles of trails, extending from Route 96 toward the Damariscotta River. Conveniently located for enjoying all that the Boothbay region has to offer, with downtown Boothbay Harbor, Ocean Point, golfing, boating, and coastal trails all within easy reach. A special opportunity to own a comfortable, turn-key home in a wonderful neighborhood.

2 Beds ⋅ 1 Baths ⋅ 1677242 MLS

Set in a quiet and private Boothbay neighborhood, 23 Nichols Road offers the simple pleasures of Maine living with an especially appealing natural setting. This inviting one-level home is tucked away on a private dead-end road and enjoys a wooded landscape, a level yard, and common access to the water. The home itself offers comfortable one-floor living with 2 bedrooms, and office/den, one full bath with laundry, a sunny living area, kitchen and dining space, and an attached one-car garage. Two decks and level yard provide an easy place to enjoy the outdoors, while the wooded surroundings create a peaceful sense of privacy. With close proximity to some of the Boothbay region's treasured conserved lands, the nearby Pine Tree Preserve of 144 acres of forest, provides access to trails for walking and exploring. The Linekin and Burley Preserves add another 138 acres of protected woodland and nearly three miles of trails, extending from Route 96 toward the Damariscotta River. Conveniently located for enjoying all that the Boothbay region has to offer, with downtown Boothbay Harbor, Ocean Point, golfing, boating, and coastal trails all within easy reach. A special opportunity to own a comfortable, turn-key home in a wonderful neighborhood.

23 Nichols Rd, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

$1,895,000

Situated on over 9 acres of mature pastoral grounds with more than 400 feet of tidal water frontage on the Back River, this estate offers endless possibilities. The property features a beautifully renovated late-1700s original cape seamlessly integrated with well-designed high end quality finished additions, totaling over 4,000 square feet of living space. Key features of the home include: 4 to 5 updated bedrooms and 4.5 updated bathrooms, a dedicated in-law/guest wing, a modern kitchen with cathedral beamed ceilings, Bosch appliances, and a tiled backsplash, multiple living areas and dedicated office spaces, stunning west-facing water views and an original two-story barn, perfect for a workshop, studio, or hobbies.

4 Beds ⋅ 5 Baths ⋅ 1675946 MLS

Situated on over 9 acres of mature pastoral grounds with more than 400 feet of tidal water frontage on the Back River, this estate offers endless possibilities. The property features a beautifully renovated late-1700s original cape seamlessly integrated with well-designed high end quality finished additions, totaling over 4,000 square feet of living space. Key features of the home include: 4 to 5 updated bedrooms and 4.5 updated bathrooms, a dedicated in-law/guest wing, a modern kitchen with cathedral beamed ceilings, Bosch appliances, and a tiled backsplash, multiple living areas and dedicated office spaces, stunning west-facing water views and an original two-story barn, perfect for a workshop, studio, or hobbies.

586 Back River Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$1,850,000

Experience the beauty of waterfront living in this classic shingle-style home overlooking Linekin Bay. Spectacular westerly views provide unforgettable sunsets, while the changing tides reveal a pebble beach perfect for exploring and play. At high tide, the protected waters invite swimming just steps from your door. Inside, a dramatic wall of windows frames the ever-changing views, creating the feeling of living aboard a boat while filling the home with natural light. Custom high-paneled wainscoting and thoughtful architectural details add timeless elegance throughout. The home offers a first-floor primary suite with a private sunroom overlooking the bay, an updated kitchen that opens seamlessly to the living and dining areas, and two additional bedrooms with a full bath on the second floor. A separate family room, featuring a vaulted ceiling and a stone fireplace provides room for gathering with family and friends. Completing the property is a detached garage with a studio space, ideal for creative pursuits or a home office. Plus, a shared deepwater dock is just a short walk away. This exceptional waterfront property captures the very best of the Maine coast.

3 Beds ⋅ 3 Baths ⋅ 1675402 MLS

Experience the beauty of waterfront living in this classic shingle-style home overlooking Linekin Bay. Spectacular westerly views provide unforgettable sunsets, while the changing tides reveal a pebble beach perfect for exploring and play. At high tide, the protected waters invite swimming just steps from your door. Inside, a dramatic wall of windows frames the ever-changing views, creating the feeling of living aboard a boat while filling the home with natural light. Custom high-paneled wainscoting and thoughtful architectural details add timeless elegance throughout. The home offers a first-floor primary suite with a private sunroom overlooking the bay, an updated kitchen that opens seamlessly to the living and dining areas, and two additional bedrooms with a full bath on the second floor. A separate family room, featuring a vaulted ceiling and a stone fireplace provides room for gathering with family and friends. Completing the property is a detached garage with a studio space, ideal for creative pursuits or a home office. Plus, a shared deepwater dock is just a short walk away. This exceptional waterfront property captures the very best of the Maine coast.

749 Ocean Point Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$399,000

This newly constructed home on 6.2 private wooded acres in Boothbay is an ideal setting for a year-round or summer get away. Located just a few miles from Boothbay Harbor's stores, waterfront, and dining, this unique setting is tucked off a country woods road that allows for privacy, nature, and relaxation. Currently configured with one bedroom, the floor plan offers easy expansion into two bedrooms. The cathedral ceiling and open layout for the living, dining, and kitchen areas has southerly exposure and plenty of sunlight. Wood floors and walls add warmth throughout, while the spacious private deck extends the living space outdoors. Heat with the hot-air furnace or unwind by the pellet stove. A generous attached 32' x 26' garage provides added convenience. With no restrictive covenants, the property can be enjoyed as one large parcel, a future house site, or expand the current use.

1 Beds ⋅ 1 Baths ⋅ 1674128 MLS

This newly constructed home on 6.2 private wooded acres in Boothbay is an ideal setting for a year-round or summer get away. Located just a few miles from Boothbay Harbor's stores, waterfront, and dining, this unique setting is tucked off a country woods road that allows for privacy, nature, and relaxation. Currently configured with one bedroom, the floor plan offers easy expansion into two bedrooms. The cathedral ceiling and open layout for the living, dining, and kitchen areas has southerly exposure and plenty of sunlight. Wood floors and walls add warmth throughout, while the spacious private deck extends the living space outdoors. Heat with the hot-air furnace or unwind by the pellet stove. A generous attached 32' x 26' garage provides added convenience. With no restrictive covenants, the property can be enjoyed as one large parcel, a future house site, or expand the current use.

48 Matthews Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$1,800,000

Winterized cottage with seasonal guest cottage is sited on the front of Ocean Point where Ocean Point got its name. Absolutely stunning views from this location of crashing surf, rolling waves lulling you to sleep at night, 4 lighthouses, lots of boating traffic to watch all day long and skies so clear at night you can see all the stars. The main cottage was originally built in 1878 and has had many updates over the years. This cottage consists of 4 bedrooms, 2 baths, living room/dining area, renovated kitchen, sunroom and a 2nd floor deck. The guest cottage is a studio with bathroom, small kitchen with enclosed porch and small deck. The guest cottage has a great rental history. Ocean Point is also known for its vibrant summer community, which includes a ''casino building'' that hosts a variety of activities for all ages throughout the summer months, a beach at Grimes Cove and dingy shares are available to buy if you want to have a boat on a mooring in Card Cove.

4 Beds ⋅ 2 Baths ⋅ 1672679 MLS

Winterized cottage with seasonal guest cottage is sited on the front of Ocean Point where Ocean Point got its name. Absolutely stunning views from this location of crashing surf, rolling waves lulling you to sleep at night, 4 lighthouses, lots of boating traffic to watch all day long and skies so clear at night you can see all the stars. The main cottage was originally built in 1878 and has had many updates over the years. This cottage consists of 4 bedrooms, 2 baths, living room/dining area, renovated kitchen, sunroom and a 2nd floor deck. The guest cottage is a studio with bathroom, small kitchen with enclosed porch and small deck. The guest cottage has a great rental history. Ocean Point is also known for its vibrant summer community, which includes a ''casino building'' that hosts a variety of activities for all ages throughout the summer months, a beach at Grimes Cove and dingy shares are available to buy if you want to have a boat on a mooring in Card Cove.

113 Shore Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$7,850,000

Sited on the coveted waters of Linekin Bay, Three Flags is an exceptional property comprised of 3.85± acres, 225'± of waterfront, private deepwater dock, boat mooring, and a custom-built 5,100± square foot residence. Thoughtfully designed for comfort and gathering, the residence features five bedrooms, six baths, and an open-concept floor plan that flows effortlessly from one space to the next. Expansive porches, well-appointed exterior doors, and large windows blur the line between indoors and out, creating outstanding spaces for entertaining, relaxing, and simply enjoying Maine summers. With soaring ceilings and abundant natural light, the great room opens through oversized doors to a spectacular 100-foot porch, while a pass-through kitchen window serves the screened dining porch, complete with a wood-burning fireplace, infrared heaters, and motorized weather screens for extended seasonal enjoyment. Behind the home's understated elegance lies extraordinary craftsmanship and attention to detail. A sculptural staircase with continuous helical white oak handrails serves as a striking architectural centerpiece, while the luxurious primary bath features a custom precast concrete soaking tub supported by specially engineered structural framing. The waterside primary suite opens through a folding NanaWall to a private screened porch with gas fireplace, overlooking an expansive green roof. This peaceful retreat is an exceptional setting and creates the feeling of being immersed in nature while capturing sweeping views to the sea. With architecture and construction by Knickerbocker Group, the home showcases a refined palette of natural materials and handcrafted details, including custom walnut cabinetry by local artisan Greg Zoulamis, wide-plank oak floors, and integrated steel and concrete accents. Curated by Annie K Designs, the home's sophisticated yet inviting atmosphere allows the surrounding landscape and ocean views to remain a defining feature.

5 Beds ⋅ 7 Baths ⋅ 1671763 MLS

Sited on the coveted waters of Linekin Bay, Three Flags is an exceptional property comprised of 3.85± acres, 225'± of waterfront, private deepwater dock, boat mooring, and a custom-built 5,100± square foot residence. Thoughtfully designed for comfort and gathering, the residence features five bedrooms, six baths, and an open-concept floor plan that flows effortlessly from one space to the next. Expansive porches, well-appointed exterior doors, and large windows blur the line between indoors and out, creating outstanding spaces for entertaining, relaxing, and simply enjoying Maine summers. With soaring ceilings and abundant natural light, the great room opens through oversized doors to a spectacular 100-foot porch, while a pass-through kitchen window serves the screened dining porch, complete with a wood-burning fireplace, infrared heaters, and motorized weather screens for extended seasonal enjoyment. Behind the home's understated elegance lies extraordinary craftsmanship and attention to detail. A sculptural staircase with continuous helical white oak handrails serves as a striking architectural centerpiece, while the luxurious primary bath features a custom precast concrete soaking tub supported by specially engineered structural framing. The waterside primary suite opens through a folding NanaWall to a private screened porch with gas fireplace, overlooking an expansive green roof. This peaceful retreat is an exceptional setting and creates the feeling of being immersed in nature while capturing sweeping views to the sea. With architecture and construction by Knickerbocker Group, the home showcases a refined palette of natural materials and handcrafted details, including custom walnut cabinetry by local artisan Greg Zoulamis, wide-plank oak floors, and integrated steel and concrete accents. Curated by Annie K Designs, the home's sophisticated yet inviting atmosphere allows the surrounding landscape and ocean views to remain a defining feature.

30 Edgewater Way, Boothbay

Listing courtesy of LandVest, Inc..

$399,900

4 +/- acres. Welcome to 332 Back River Road. A peaceful, relaxing place to call home. A flexible floor plan that blends classic Maine style with modern function-inside and out. The main level offers easy one-floor living. An open kitchen with an island and a breakfast bar flows nicely into the living room, making it perfect for entertaining. It's rounded out with 2 bedrooms, master with access to a full bath, and a laundry room with storage. The upstairs surprises and delivers with a sun-filled sprawling loft and a cozy reading nook. Flex space for a home office, studio or guest room, plus a bonus room and a second full bath. Outside, you're private oasis awaits with room to roam, spread out, and stake your claim. It has a bright and level backyard for games and gardens. The detached 2-car garage comes with untapped space above and below, ready for a workshop or an ADU. A 5 minute ride to Knickercane Boat Launch and Park, and 6 minutes to Trevett's Store or Coastal Maine Botanical Gardens. All within an amazing community and great schools. Classic Maine character, modern flexibility, and space to grow. Schedule your showing today. Part of a larger parcel. Taxes TBD. Lot will be divided. See also MLS#1677388 +/- 2.75 acre lot

2 Beds ⋅ 2 Baths ⋅ 1671436 MLS

4 +/- acres. Welcome to 332 Back River Road. A peaceful, relaxing place to call home. A flexible floor plan that blends classic Maine style with modern function-inside and out. The main level offers easy one-floor living. An open kitchen with an island and a breakfast bar flows nicely into the living room, making it perfect for entertaining. It's rounded out with 2 bedrooms, master with access to a full bath, and a laundry room with storage. The upstairs surprises and delivers with a sun-filled sprawling loft and a cozy reading nook. Flex space for a home office, studio or guest room, plus a bonus room and a second full bath. Outside, you're private oasis awaits with room to roam, spread out, and stake your claim. It has a bright and level backyard for games and gardens. The detached 2-car garage comes with untapped space above and below, ready for a workshop or an ADU. A 5 minute ride to Knickercane Boat Launch and Park, and 6 minutes to Trevett's Store or Coastal Maine Botanical Gardens. All within an amazing community and great schools. Classic Maine character, modern flexibility, and space to grow. Schedule your showing today. Part of a larger parcel. Taxes TBD. Lot will be divided. See also MLS#1677388 +/- 2.75 acre lot

332 Back River Rd, Boothbay

Listing courtesy of EXP Realty.

$3,995,000

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

3 Beds ⋅ 4 Baths ⋅ 1671349 MLS

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

Lot 7 Whispering Pines, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$2,995,000

Distinctive opportunity to live at the renowned Boothbay Harbor Country Club, recognized as the best golf and country club experience in Maine. This exceptionally designed and appointed home will be built with supreme quality and luxury, including one-floor living with two ensuite bedrooms, an open concept kitchen & great room, and abundant outdoor living spaces. Sumptuously comfortable, the home offers owners an effortless club lifestyle, with golf cart access to Club amenities that include the award-winning 18-hole course, lavish spa, family pool, fitness center, tennis & pickleball courts, dining facilities, and more. Club-maintained gardens & landscaping, municipal water & sewer, and other features make for ''lock and leave'' convenience, just up the hill from downtown Boothbay Harbor.

2 Beds ⋅ 3 Baths ⋅ 1671348 MLS

Distinctive opportunity to live at the renowned Boothbay Harbor Country Club, recognized as the best golf and country club experience in Maine. This exceptionally designed and appointed home will be built with supreme quality and luxury, including one-floor living with two ensuite bedrooms, an open concept kitchen & great room, and abundant outdoor living spaces. Sumptuously comfortable, the home offers owners an effortless club lifestyle, with golf cart access to Club amenities that include the award-winning 18-hole course, lavish spa, family pool, fitness center, tennis & pickleball courts, dining facilities, and more. Club-maintained gardens & landscaping, municipal water & sewer, and other features make for ''lock and leave'' convenience, just up the hill from downtown Boothbay Harbor.

Lot 10 Whispering Pines, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$989,000

Imagine the charm of Old World with all the modern conveniences of today. This amazing Carriage House was totally renovated in 2021 without giving up its soul. Drenching light, from sunrise to sunset, through immense french doors with views of a five acre Marsh Pond and Island across ten acres of open meadow protected by a conservation trust. The open floor plan encompasses a custom kitchen, dining and living area before entering a stylish bedroom and master bath. What is presently a one car garage and storage area could be developed into an additional bedroom and a garage. Sited on nearly a half acre, it is just steps away from Linekin Bay and boat launch and looks across to Mill Pond which draws and releases water from the Damariscotta River. You are just minutes away from the beautiful village of Boothbay Harbor and the luxurious Boothbay Harbor Country Club voted the number one club and golf course in New England. As you awaken each day, the morning sun seems to push you towards the famed East Boothbay General Store at the end of the road where delightful coffees, breakfast foods and freshly baked delights welcome you each morning.

1 Beds ⋅ 1 Baths ⋅ 1671005 MLS

Imagine the charm of Old World with all the modern conveniences of today. This amazing Carriage House was totally renovated in 2021 without giving up its soul. Drenching light, from sunrise to sunset, through immense french doors with views of a five acre Marsh Pond and Island across ten acres of open meadow protected by a conservation trust. The open floor plan encompasses a custom kitchen, dining and living area before entering a stylish bedroom and master bath. What is presently a one car garage and storage area could be developed into an additional bedroom and a garage. Sited on nearly a half acre, it is just steps away from Linekin Bay and boat launch and looks across to Mill Pond which draws and releases water from the Damariscotta River. You are just minutes away from the beautiful village of Boothbay Harbor and the luxurious Boothbay Harbor Country Club voted the number one club and golf course in New England. As you awaken each day, the morning sun seems to push you towards the famed East Boothbay General Store at the end of the road where delightful coffees, breakfast foods and freshly baked delights welcome you each morning.

32 Murray Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$739,000

A village gem, this classic 1862 New Englander, built by Captain Linekin Race, has been tastefully updated while preserving the distinctive details and charm old-house enthusiasts love. Set on a beautifully landscaped corner lot with stone walls and perennial gardens, the home offers 5 bedrooms and 3 baths, including a first-floor primary ensuite bedroom, an updated kitchen with granite countertops, wood floors, original trim, and a fireplace insert. The heated wraparound porch is an inviting place to enjoy every season. Seasonal water views. Nearby, walk to the Mill Pond Land Trust parcel, launch a boat or kayak from two public launches, or picnic by the water on Ocean Point Beach. A detached 2-car garage and outbuilding shed/workshop complete this special offering.

5 Beds ⋅ 3 Baths ⋅ 1670664 MLS

A village gem, this classic 1862 New Englander, built by Captain Linekin Race, has been tastefully updated while preserving the distinctive details and charm old-house enthusiasts love. Set on a beautifully landscaped corner lot with stone walls and perennial gardens, the home offers 5 bedrooms and 3 baths, including a first-floor primary ensuite bedroom, an updated kitchen with granite countertops, wood floors, original trim, and a fireplace insert. The heated wraparound porch is an inviting place to enjoy every season. Seasonal water views. Nearby, walk to the Mill Pond Land Trust parcel, launch a boat or kayak from two public launches, or picnic by the water on Ocean Point Beach. A detached 2-car garage and outbuilding shed/workshop complete this special offering.

4 Meadow Cove Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$565,000

Discover the perfect blend of privacy, comfort, and creativity on 6.48 picturesque acres. This charming three-bedroom, log-sided home offers plenty of room to gather with family and friends, pursue your favorite hobbies, or simply enjoy the beauty of the outdoors with gardens, open space, and peaceful surroundings. Take in distant views of the Damariscotta River, especially from the second-floor office--a serene setting for working from home. The welcoming kitchen is designed for everyday living, featuring a center island with breakfast seating, a spacious pantry, and a sunny box bay window above the sink that's perfect for growing fresh herbs year-round. The walkout lower level includes a versatile room with its own private deck. Formerly a pottery studio, it's ready to become your art studio, workshop, home office, fitness room, or whatever inspires you. Outside, you'll find a detached garage/workshop with storage above, a garden shed, and endless opportunities to enjoy the expansive property. If you've been looking for a home that offers space, character, and room to create the lifestyle you've always wanted, this is one you won't want to miss--all for $565,000.

3 Beds ⋅ 4 Baths ⋅ 1670367 MLS

Discover the perfect blend of privacy, comfort, and creativity on 6.48 picturesque acres. This charming three-bedroom, log-sided home offers plenty of room to gather with family and friends, pursue your favorite hobbies, or simply enjoy the beauty of the outdoors with gardens, open space, and peaceful surroundings. Take in distant views of the Damariscotta River, especially from the second-floor office--a serene setting for working from home. The welcoming kitchen is designed for everyday living, featuring a center island with breakfast seating, a spacious pantry, and a sunny box bay window above the sink that's perfect for growing fresh herbs year-round. The walkout lower level includes a versatile room with its own private deck. Formerly a pottery studio, it's ready to become your art studio, workshop, home office, fitness room, or whatever inspires you. Outside, you'll find a detached garage/workshop with storage above, a garden shed, and endless opportunities to enjoy the expansive property. If you've been looking for a home that offers space, character, and room to create the lifestyle you've always wanted, this is one you won't want to miss--all for $565,000.

82 Back Narrows Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$3,395,000

In the midst of grand renovation, this custom waterfront home will transfer with a ground-floor primary suite, premium kitchen with walk-in pantry, an expansive Red Balau and cable rail deck, and a multitude of other updates and improvements. Enjoy end of the road privacy on this 1.95-acre waterfront lot in the small and well-kept Western Ledge subdivision. Comprising a peninsula, the property features 900'+ of protected frontage with a deep water dock and outstanding Damariscotta River views. Satisfying everyday living awaits new owners, with three guest bedrooms, each with its own bathroom. A short drive to downtown Boothbay Harbor, the Boothbay Harbor Country Club, and other area attractions.

4 Beds ⋅ 5 Baths ⋅ 1669184 MLS

In the midst of grand renovation, this custom waterfront home will transfer with a ground-floor primary suite, premium kitchen with walk-in pantry, an expansive Red Balau and cable rail deck, and a multitude of other updates and improvements. Enjoy end of the road privacy on this 1.95-acre waterfront lot in the small and well-kept Western Ledge subdivision. Comprising a peninsula, the property features 900'+ of protected frontage with a deep water dock and outstanding Damariscotta River views. Satisfying everyday living awaits new owners, with three guest bedrooms, each with its own bathroom. A short drive to downtown Boothbay Harbor, the Boothbay Harbor Country Club, and other area attractions.

83 Western Ledge Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$789,000

Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. Offering the space, quality, and flexibility rarely found in today's market, 39 Shackleton's Way presents a unique opportunity to enjoy coastal Maine living in one of the region's most desirable locations.

5 Beds ⋅ 4 Baths ⋅ 1668144 MLS

Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. Offering the space, quality, and flexibility rarely found in today's market, 39 Shackleton's Way presents a unique opportunity to enjoy coastal Maine living in one of the region's most desirable locations.

39 Shackletons Way, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$849,000

On the coveted, seaside Murray Hill Road, this 2.27-acre waterfront lot is one of the Boothbay Region's most scenic, with level grounds and 833' frontage on the historic Mill Pond. Enjoy privacy and outdoor recreation in a ''cottage community'' neighborhood, a short walk to the East Boothbay General Store and the public boat ramp and pier on Linekin Bay. The three-bedroom, two-bath bungalow features one-floor living, including a private primary bedroom suite, two guest rooms with shared bath, a light-filled sunroom with water views, and cozy spaces for dining, living, and office use. The property has received recent improvements to its roofing and heating system, and is a quintessential Maine coast retreat in any season.

3 Beds ⋅ 2 Baths ⋅ 1667740 MLS

On the coveted, seaside Murray Hill Road, this 2.27-acre waterfront lot is one of the Boothbay Region's most scenic, with level grounds and 833' frontage on the historic Mill Pond. Enjoy privacy and outdoor recreation in a ''cottage community'' neighborhood, a short walk to the East Boothbay General Store and the public boat ramp and pier on Linekin Bay. The three-bedroom, two-bath bungalow features one-floor living, including a private primary bedroom suite, two guest rooms with shared bath, a light-filled sunroom with water views, and cozy spaces for dining, living, and office use. The property has received recent improvements to its roofing and heating system, and is a quintessential Maine coast retreat in any season.

49 Murray Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$1,487,000

This one-of-a-kind home encompasses 35 total acres, combining 6.75 acres of land with 800 feet of waterfront on a pristine 28-acre pond. Newly renovated with low maintenance and efficiency in mind, high end elements are showcased in this warm, light filled residence. Vaulted ceilings with exposed beams frame the open living space, while the chef's kitchen welcomes gatherings. The 3-bedroom, 2.5-bath layout includes an office that could easily serve as a first-floor bedroom. Step outside and discover a true four-season paradise. The timber frame porch is a sanctuary that includes an outside kitchen, living space including a porch swing, and a dining area that overlooks a rich wildlife meadow leading to the pond. The impressive two-story garage measures 50' x 30' and has all the elements in place for a guest house, workshop or climate-controlled storage. Spend summer days paddling, casting a fishing line from shore, or sharing a sunset on the platform next to the firepit. Come winter, the frozen pond invites snowshoeing, skating, and more fireside evenings. Private yet just minutes to Boothbay Harbor's waterfront, dining, shops, marinas, and golf--this is a rare opportunity to own a Maine retreat that blends modern comfort with timeless natural beauty. Dock access is available by association membership.

3 Beds ⋅ 3 Baths ⋅ 1667488 MLS

This one-of-a-kind home encompasses 35 total acres, combining 6.75 acres of land with 800 feet of waterfront on a pristine 28-acre pond. Newly renovated with low maintenance and efficiency in mind, high end elements are showcased in this warm, light filled residence. Vaulted ceilings with exposed beams frame the open living space, while the chef's kitchen welcomes gatherings. The 3-bedroom, 2.5-bath layout includes an office that could easily serve as a first-floor bedroom. Step outside and discover a true four-season paradise. The timber frame porch is a sanctuary that includes an outside kitchen, living space including a porch swing, and a dining area that overlooks a rich wildlife meadow leading to the pond. The impressive two-story garage measures 50' x 30' and has all the elements in place for a guest house, workshop or climate-controlled storage. Spend summer days paddling, casting a fishing line from shore, or sharing a sunset on the platform next to the firepit. Come winter, the frozen pond invites snowshoeing, skating, and more fireside evenings. Private yet just minutes to Boothbay Harbor's waterfront, dining, shops, marinas, and golf--this is a rare opportunity to own a Maine retreat that blends modern comfort with timeless natural beauty. Dock access is available by association membership.

98 Meadow Cove Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$795,000

Nestled away in a peaceful neighborhood with views of Pleasant Cove is this uniquely designed 2323 sq. ft. home has 3 bedrooms plus a separate 900 sq.ft 1-bedroom in-law apartment, with both interior and exterior access. Designed and built by the owner over the last 20 years this is truly a one-of-a-kind labor of love. From the impressive stone fireplace to the handcrafted cabinetry and custom details, this could not be easily duplicated at this price point. Set on a beautifully landscaped one-acre lot, the property is adorned with fruit trees, flowering shrubs, and even a private vineyard, creating a picturesque setting in every season. Residents also enjoy access to a common pathway leading to Pleasant Cove, located at the end of Neighba Lane.

4 Beds ⋅ 3 Baths ⋅ 1667442 MLS

Nestled away in a peaceful neighborhood with views of Pleasant Cove is this uniquely designed 2323 sq. ft. home has 3 bedrooms plus a separate 900 sq.ft 1-bedroom in-law apartment, with both interior and exterior access. Designed and built by the owner over the last 20 years this is truly a one-of-a-kind labor of love. From the impressive stone fireplace to the handcrafted cabinetry and custom details, this could not be easily duplicated at this price point. Set on a beautifully landscaped one-acre lot, the property is adorned with fruit trees, flowering shrubs, and even a private vineyard, creating a picturesque setting in every season. Residents also enjoy access to a common pathway leading to Pleasant Cove, located at the end of Neighba Lane.

33 Neighba Ln, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$4,250,000

Located on the coveted Ocean Point peninsula in Boothbay, Edgewater is a remarkable waterfront estate with sweeping southern & western views across Linekin Bay & out to the Gulf of Maine. Encompassing 3.52 acres with deepwater frontage, the property is approached by an 800'±- private, winding drive through a beautiful grove of mature trees. The striking contemporary residence was designed to capture water views from nearly every room in the house. At the heart of the residence is a vibrant, impeccably maintained kitchen & a living room anchored by a fireplace & framed by captivating views of the bay. Expansive windows throughout create a seamless connection to the surrounding landscape & waterfront scenery. A beautiful primary suite with sweeping views across the bay & an adjacent office creates a private retreat. The second level features two bedrooms, while a guest bedroom on the main level provides comfort & privacy for visitors. Two additional rooms provide generous space for offices, studios, or creative pursuits. Outside, the property features a two-car garage & beautifully landscaped grounds. Exceptional amenities include an oversized two car garage, a deepwater dock, pier & float system, and two private moorings, providing direct access to some of Maine's most celebrated waters. Whether exploring nearby islands, fishing areas, or enjoying an afternoon on the bay, Edgewater provides an unparalleled waterfront lifestyle. Boothbay retains all the charm & maritime heritage of a classic New England coastal village, with art galleries, specialty shops, boatyards, and marinas. Nearby Boothbay Harbor is home to the largest fleet of excursion vessels in Maine providing trips to view islands, lighthouses, seals, whales, puffins, and spectacular foliage. The region is home to the acclaimed Coastal Maine Botanical Gardens & the Boothbay Harbor Country Club, further enhancing the area's appeal as one of Maine's premier coastal destinations

4 Beds ⋅ 3 Baths ⋅ 1667251 MLS

Located on the coveted Ocean Point peninsula in Boothbay, Edgewater is a remarkable waterfront estate with sweeping southern & western views across Linekin Bay & out to the Gulf of Maine. Encompassing 3.52 acres with deepwater frontage, the property is approached by an 800'±- private, winding drive through a beautiful grove of mature trees. The striking contemporary residence was designed to capture water views from nearly every room in the house. At the heart of the residence is a vibrant, impeccably maintained kitchen & a living room anchored by a fireplace & framed by captivating views of the bay. Expansive windows throughout create a seamless connection to the surrounding landscape & waterfront scenery. A beautiful primary suite with sweeping views across the bay & an adjacent office creates a private retreat. The second level features two bedrooms, while a guest bedroom on the main level provides comfort & privacy for visitors. Two additional rooms provide generous space for offices, studios, or creative pursuits. Outside, the property features a two-car garage & beautifully landscaped grounds. Exceptional amenities include an oversized two car garage, a deepwater dock, pier & float system, and two private moorings, providing direct access to some of Maine's most celebrated waters. Whether exploring nearby islands, fishing areas, or enjoying an afternoon on the bay, Edgewater provides an unparalleled waterfront lifestyle. Boothbay retains all the charm & maritime heritage of a classic New England coastal village, with art galleries, specialty shops, boatyards, and marinas. Nearby Boothbay Harbor is home to the largest fleet of excursion vessels in Maine providing trips to view islands, lighthouses, seals, whales, puffins, and spectacular foliage. The region is home to the acclaimed Coastal Maine Botanical Gardens & the Boothbay Harbor Country Club, further enhancing the area's appeal as one of Maine's premier coastal destinations

637 Ocean Point Rd, Boothbay

Listing courtesy of LandVest, Inc..

$645,000

Tastefully renovated and meticulously maintained, this three bedroom, two bath home. This home offers a Serene view of Linekin Bay. The home offfers an attached garage is ideally located in the heart of Linekin Neck in East Boothbay , just minutes from Ocean Point and Grimes Cove. Thoughtfully updated throughout, the home features custom cabinetry, beautiful soapstone countertops, and numerous high quality finishes that blend comfort and coastal charm. Enjoy year round views of Linekin Bay from this inviting property. where mornings are accompanied by the familiar sounds of local lobsterman hauling their traps. The home's thoughtful improvements provide modern convenience while preserving the relaxed character of Maine's waterfront communities. Additional features include a Kohler whole-house standby generator, offering piece of mind and reliable comfort for every season. This exceptional property offers and ideal combination of location, craftsmanship, and scenic beauty.

3 Beds ⋅ 2 Baths ⋅ 1666060 MLS

Tastefully renovated and meticulously maintained, this three bedroom, two bath home. This home offers a Serene view of Linekin Bay. The home offfers an attached garage is ideally located in the heart of Linekin Neck in East Boothbay , just minutes from Ocean Point and Grimes Cove. Thoughtfully updated throughout, the home features custom cabinetry, beautiful soapstone countertops, and numerous high quality finishes that blend comfort and coastal charm. Enjoy year round views of Linekin Bay from this inviting property. where mornings are accompanied by the familiar sounds of local lobsterman hauling their traps. The home's thoughtful improvements provide modern convenience while preserving the relaxed character of Maine's waterfront communities. Additional features include a Kohler whole-house standby generator, offering piece of mind and reliable comfort for every season. This exceptional property offers and ideal combination of location, craftsmanship, and scenic beauty.

538 Ocean Point Rd, Boothbay

Listing courtesy of Harbor Realty.

$695,000

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

2 Beds ⋅ 2 Baths ⋅ 1664222 MLS

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

367 East, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$865,000

Freshly updated multi-family, comprised of two 2-bedroom apartments and three efficiency units. Recent improvements include interior finishes, rock wool insulation, siding, roofing, and more. An income property, it has been popular for short-term rentals, but would also lend well to mixed use, employee housing, and/or owner occupancy with the ability to expand and contract space based on family need. Positioned opposite the Boothbay Harbor Country Club, the property is centrally located and benefits from municipal water and sewer services.

7 Beds ⋅ 6 Baths ⋅ 1656924 MLS

Freshly updated multi-family, comprised of two 2-bedroom apartments and three efficiency units. Recent improvements include interior finishes, rock wool insulation, siding, roofing, and more. An income property, it has been popular for short-term rentals, but would also lend well to mixed use, employee housing, and/or owner occupancy with the ability to expand and contract space based on family need. Positioned opposite the Boothbay Harbor Country Club, the property is centrally located and benefits from municipal water and sewer services.

8 Country Club Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$369,000

This Boothbay home is conveniently located near Boothbay Harbor, Damariscotta, and Wiscasset. It features two bedrooms, two full baths, hardwood floors, a sunroom, and easy one-floor living. A detached garage with additional carport and shed provide extra space for vehicles and storage. Set on 1.9 acres, the property offers a spacious backyard, established gardens and perennials, and beautiful westerly views and sunsets. A new three-bedroom septic system also allows room for future expansion, making this an ideal year-round home.

2 Beds ⋅ 2 Baths ⋅ 1661801 MLS

This Boothbay home is conveniently located near Boothbay Harbor, Damariscotta, and Wiscasset. It features two bedrooms, two full baths, hardwood floors, a sunroom, and easy one-floor living. A detached garage with additional carport and shed provide extra space for vehicles and storage. Set on 1.9 acres, the property offers a spacious backyard, established gardens and perennials, and beautiful westerly views and sunsets. A new three-bedroom septic system also allows room for future expansion, making this an ideal year-round home.

447 Wiscasset Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$1,395,000

In one of the Boothbay Region's premier neighborhoods, this Sawyer's Island home features stunning west/southwest water views, protected dock access with mooring, and one-floor living. Sited on a 0.85-acre lot with 157'+ frontage at the north end of Ebenecook Bay, the house benefits from a grandfathered location near the shore, and is elevated outside the flood zone. A truly magnificent perspective, views reach as far as Seguin Island and open ocean, but also include the Isle of Springs summer community, other islands, and the fish, seal & avian activity in this protected cove. The neighborhood is friendly and social, with an extensive network of scenic roads for walking and nearby land trust preserves. With abundant sunshine and prevailing summertime sea breezes, this location is certain to reward owners and guests, day after day.

3 Beds ⋅ 3 Baths ⋅ 1661987 MLS

In one of the Boothbay Region's premier neighborhoods, this Sawyer's Island home features stunning west/southwest water views, protected dock access with mooring, and one-floor living. Sited on a 0.85-acre lot with 157'+ frontage at the north end of Ebenecook Bay, the house benefits from a grandfathered location near the shore, and is elevated outside the flood zone. A truly magnificent perspective, views reach as far as Seguin Island and open ocean, but also include the Isle of Springs summer community, other islands, and the fish, seal & avian activity in this protected cove. The neighborhood is friendly and social, with an extensive network of scenic roads for walking and nearby land trust preserves. With abundant sunshine and prevailing summertime sea breezes, this location is certain to reward owners and guests, day after day.

23 Indian Hill Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$435,000

On 1.25-acres at the gateway to the Boothbay Region, this two-unit New Englander offers many possibilities in a mixed-use zoning district. Both units were recently updated, including the kitchens, bathrooms, flooring, and more. The first floor features a spacious 1-bedroom, 2-bath apartment, with vaulted ceilings and a propane heat stove in the living room, a cheerful kitchen with adjacent laundry, and an ensuite bedroom and bath. At the south end, there is a storage room that could be converted to a second bedroom. Upstairs, an open concept kitchen/living/dining includes cathedral ceilings and a propane heat stove, with two bedrooms and a bathroom beyond. Outside, the property includes a private back yard with storage shed, long front porch, and extensive road frontage. Served by public utilities and roads, this property is easy to manage and provides convenient access to major roads for commuters.

3 Beds ⋅ 3 Baths ⋅ 1660683 MLS

On 1.25-acres at the gateway to the Boothbay Region, this two-unit New Englander offers many possibilities in a mixed-use zoning district. Both units were recently updated, including the kitchens, bathrooms, flooring, and more. The first floor features a spacious 1-bedroom, 2-bath apartment, with vaulted ceilings and a propane heat stove in the living room, a cheerful kitchen with adjacent laundry, and an ensuite bedroom and bath. At the south end, there is a storage room that could be converted to a second bedroom. Upstairs, an open concept kitchen/living/dining includes cathedral ceilings and a propane heat stove, with two bedrooms and a bathroom beyond. Outside, the property includes a private back yard with storage shed, long front porch, and extensive road frontage. Served by public utilities and roads, this property is easy to manage and provides convenient access to major roads for commuters.

934 Wiscasset Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.