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$925,000
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 Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$3,300,000
1679705 MLS
Working lobster wharf, seasonal restaurant, and income real estate offered together under one ownership. The 300-seat restaurant spans two levels: indoor dining and an open-air harborside deck above; covered open-air bar, lobster room, additional seating, and the Hardy Boat Cruises ticket booth below, with live music weekly in season. Hardy Boat Cruises leases dock space for Monhegan ferry service and puffin and seal excursions, providing lease income and steady visitor traffic. Also included: a small home on its own lot adjacent to the wharf; a lot across the street used for employee overflow parking; and a lot with two mobile homes used for employee housing, with parking leased to Hardy Boat Cruises. Restaurant, wharf, housing, and parking convey together — a turnkey hospitality business, a working commercial waterfront, and the staff housing coastal Maine operators can rarely find. A once-in-a-generation offering in New Harbor/Bristol.

81, 127, 129, 131, 132 State Route 32, Bristol

Listing courtesy of Midcoast Home/Sea Glass.

$2,500,000
1679706 MLS
On the market after 27 years! Shaw's Fish & Lobster Wharf, New Harbor — a working lobster wharf and seasonal restaurant on the Pemaquid Peninsula, offered together. The restaurant sits on the second level with indoor seating and an open-air deck over the harbor. The lower level holds the open-air covered bar, the lobster room, the Hardy Boat Cruises ticket booth, and additional seating, with weekly live music through the season. The wharf remains in active commercial use, and Hardy Boat Cruises leases dock space here for Monhegan Island ferry service and puffin and seal excursions — rental income to the owner plus steady foot traffic through the property. Few properties on the Maine coast pair a commercial wharf with a licensed restaurant and an established marine tenant under one ownership.

127 & 129 State Route 32, Bristol

Listing courtesy of Midcoast Home/Sea Glass.

$595,000
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.

$830,000
1679134 MLS
Bring your vision to life on this remarkable piece of Midcoast Maine! This expansive property provides privacy, natural beauty, and endless potential for your private residence, family compound, or future development. Bring your homebuilding dreams to this 40 +/- acre parcel with commanding views of an Atlantic Ocean inlet at the bay of Wiscasset - ''the prettiest village in Maine.'' Additional acreage with a seasonal cottage-style main residence and a separate three-season guest quarters are available for purchase--see MLS#1678739. Just 5 minutes to Wiscasset, 19 minutes to Boothbay Harbor, 22 minutes to Bath, 33 minutes to Maine Street Brunswick, 56 minutes to Portland and 2.5 hours to Boston.

61b Bay View Trl, Edgecomb

Listing courtesy of Keller Williams Realty. 2073194162
$1,225,000
2 Beds ⋅ 2 Baths ⋅ 1678741 MLS
Don't miss this rare opportunity! Quintessential Maine charm meets off-grid living at this unique Edgecomb retreat providing the perfect opportunity for a family compound, Airbnb, or future development. Set on an expansive, 42 +/- acre parcel offering panoramic water views, the property features a seasonal cottage-style main residence along with a separate three-season guest quarters providing additional living space. Inside the main residence, soaring vaulted ceilings with exposed rafters create an airy, light-filled atmosphere, while a lofted bedroom mezzanine overlooks the open kitchen, dining, and living area below. The first floor is complete with a full bath with a standing shower. Sliding glass doors frame the surrounding landscape and provide easy access to the outdoors. The separate three-season guest quarters affords even more versatility with an additional bedroom, washer, utility sink, and half bath. Powered by solar, this off-grid property provides a chance to unplug and embrace a simpler pace of life surrounded by the beauty of Midcoast Maine. Bring your dreams and experience Alta Vista with its commanding views of an Atlantic Ocean inlet at the bay of Wiscasset - ''the prettiest village in Maine.'' Just 5 minutes to Wiscasset, 19 minutes to Boothbay Harbor, 22 minutes to Bath, 33 minutes to Maine Street Brunswick, 56 minutes to Portland and 2.5 hours to Boston.

61 Bay View Trl, Edgecomb

Listing courtesy of Keller Williams Realty. 2073194162
$395,000
2 Beds ⋅ 2 Baths ⋅ 1678739 MLS
Your private getaway with panoramic water views awaits! Quintessential Maine charm meets off-grid living at this unique Edgecomb retreat providing the perfect opportunity for a family compound or Airbnb. Set on an expansive, 2-acre parcel with panoramic water views, the property features a seasonal cottage-style main residence along with a separate three-season guest quarters providing additional living space. Inside the main residence, soaring vaulted ceilings with exposed rafters create an airy, light-filled atmosphere, while a lofted bedroom mezzanine overlooks the open kitchen, dining, and living area below. The first floor is complete with a full bath with standing shower. Sliding glass doors frame the surrounding landscape and provide easy access to the outdoors. The separate three-season quest quarters provide even more versatility with an additional bedroom, washer, utility sink, and half bath. Powered by solar, this off-grid property offers a chance to unplug and embrace a simpler pace of life surrounded by the beauty of Midcoast Maine. Bring your dreams and experience Alta Vista with its commanding views of an Atlantic Ocean inlet at the bay of Wiscasset - ''the prettiest village in Maine.'' Additional acreage is available for purchase--see MLS#1678739. Just 5 minutes to Wiscasset, 19 minutes to Boothbay Harbor, 22 minutes to Bath, 33 minutes to Maine Street Brunswick, 56 minutes to Portland and 2.5 hours to Boston.

61a Bay View Trl, Edgecomb

Listing courtesy of Keller Williams Realty. 2073194162
$99,000
1678686 MLS
Nestled within the serene village of Round Pond, discover this enchanting 1-acre land parcel, a true gem of natural beauty. The surveyed property captivates with its magical atmosphere, featuring sun-dappled mossy clearings under a canopy of trees. You'll also discover the elusive & protected lady slipper orchids scattered around the land parcel. A deed ROW walking path leads you effortlessly to the shores of Muscongus Bay, offering a tranquil retreat at the water's edge. The land parcel has been prepared with soil testing completed & septic design approved for a 3-bedroom system, ensuring ease for future development. Across the street awaits the Bass Rock Preserve, an 11-acre sanctuary renowned for its 1,350 feet of deepwater frontage along Muscongus Bay. Here, the landscape is dominated by a rich tapestry of mixed hardwoods & conifers, framing picturesque trails that wind through the preserve. Nature enthusiasts will delight in the scenic loops that reveal a ledge and pebble beach and captivating views of Hog Island, Louds Island, and the expansive waters of Muscongus Bay, looking out towards Friendship. This property presents a rare opportunity to build a dream home amidst the natural splendor of Maine's coastal beauty, combining privacy, accessibility, and a deep connection to nature.

M-9,L-54C M-9 L-54c Back Shore Rd, Bristol

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

$1,750,000
4 Beds ⋅ 4 Baths ⋅ 1677407 MLS
Contemporary five-bedroom, 3 ½-bath waterfront home located in Boothbay Harbor. This exceptional property offers stunning views of Linekin Bay and is within walking distance of the East Side of the Harbor, Barrett's Park, and downtown via the footbridge. The home features a private dock and access to the Sprucewold Beach Club. The main level includes a spacious living room with cathedral ceilings, a fireplace, and four skylights, as well as an open dining area perfect for entertaining. This level also houses three bedrooms, 2 ½ baths, and a versatile loft area. The finished lower level offers a large family room, access to a large deck from the sliding glass doors, a game room, two additional bedrooms, and a full bath with laundry. Modern amenities include a propane hot water baseboard heating, two mini-splits, municipal sewer, and a drilled well. This property also maintains a strong rental history, making it an excellent investment opportunity. Please no drive-bys, tenants in residence.

18 Crest Ave, Boothbay Harbor

Listing courtesy of Tindal & Callahan Real Estate.

$465,000
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.

$6,250,000
6 Beds ⋅ 6 Baths ⋅ 1676219 MLS
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..

$1,850,000
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.

$885,000
3 Beds ⋅ 2 Baths ⋅ 1675383 MLS
Perched high above the shores of Hockomock Bay, this 12-acre waterfront property captures the quiet beauty of Westport Island with its stunning westerly views and unforgettable sunsets. Offering approximately 550 feet of deep-water frontage on Back Door Passage, the setting is both peaceful and inspiring, with an expansive deck perfectly positioned to take in the ever-changing waterfront landscape. The log home features three bedrooms, one-and-a-half baths, and embraces the warmth and character of classic Maine craftsmanship. Ready for your thoughtful personal touches, the home's authentic rustic appeal provides an inviting canvas for creating a truly exceptional waterfront getaway or year-round residence. Surrounded by mature woods and offering privacy, the property is part of a welcoming island community and is close to acres of conserved lands, providing easy access to boating, kayaking, fishing, hiking, and the natural beauty that defines the coast of Maine. Whether you preserve its timeless log home character or thoughtfully update it for the next generation, properties with this combination of acreage, privacy, extensive deep-water frontage, and spectacular sunset views are increasingly rare, so don't let this opportunity pass you by. Schedule your private showing today!

39 Plummer Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group, LLC.

$549,000
3 Beds ⋅ 1 Baths ⋅ 1674951 MLS
Some places simply call for you to slow down, and this is one of them. Tucked away at the end of a long private driveway, this charming cottage takes you down memory lane to another era. Its sweet 1970s vintage character evokes memories of simpler times, inviting you to relax, unwind, and appreciate the peaceful beauty of life along the shores of Montsweag Bay. Step onto the spacious wraparound deck, where gentle breezes drift in from the water and the rhythm of the tides sets the pace of the day. A wall of glass welcomes you as you enter the home, filling the rooms with natural light and ever-changing views. Each evening, the western sky takes center stage. As the sun slowly sinks beyond the bay, the water becomes a canvas of colors, delivering a sunset performance you'll never tire of watching. Follow the meandering staircase to the riverside deck, where a dock once welcomed boats and kayaks. Today, it remains a magical place to cast a line, launch a kayak, sip your morning coffee, or simply watch osprey soar overhead as the river quietly flows by. Whether you envision restoring waterfront access or simply embracing the tranquil setting, this special spot provides options. Are you looking for a year-round residence or a waterfront getaway? This enchanting cottage is ready for its next chapter --with you!

81 Bay Shore Rd, Westport Island

Listing courtesy of Tim Dunham Realty. 207-882-5020
$285,000
1674224 MLS
Be a part of Waldoboro's exciting growth while enjoying the peace and privacy of your own waterfront retreat. Nestled just outside the revitalized downtown, this exceptional 7 acre parcel is privately tucked away at the end of a deeded ROW, offering the perfect balance of convenience and seclusion. The property features approximately 270 feet of owned tidal frontage on the Medomak River, rolling fields, apple trees, and beautiful perennial flower beds...a lasting reminder of the property's history as a small flower farm. Whether you're envisioning a year-round residence, seasonal escape, or homestead, the setting offers endless possibilities. Much of the groundwork has already been completed with a drilled well, a professionally designed 3-bedroom septic plan, and a recorded boundary survey, giving the next owner a valuable head start. Just minutes from Waldoboro Village and approximately 15 minutes from Damariscotta, Friendship, and the coast.

679 Friendship Rd, Waldoboro

Listing courtesy of Drum & Drum Real Estate Inc..

$1,495,000
3 Baths ⋅ 1672860 MLS
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic.) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *

33 30 Taylor Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$1,350,000
4 Beds ⋅ 3 Baths ⋅ 1672693 MLS
A beautifully crafted home in the sought-after Pemaquid Trail neighborhood, prized for its community feel and sweeping western views over John's Bay. Walk the trail's dead-end road to enjoy right-of-way access to the shore and one of the few sand beaches on this rocky coast Designed for comfortable one-floor living, the home features a spacious en suite primary bedroom just off the first-floor kitchen. The kitchen with a large island opens to a continuous living and dining area, with a cozy four-season room beyond -- ideal for quiet reading, conversation, or TV. A generous pantry rewards any cook, and a west-facing deck off the kitchen extends the living space outdoors for grilling and entertaining. Upstairs, three additional bedrooms and a full bath offer plenty of room for family and guests. The large, partially finished basement is ready for a shop, hobby space, or game room, and showcases radiant floor tubing, a direct-vent furnace, water filtration, and an ERV air exchanger. In 2020, the sellers added a fully insulated, heated two-car garage and a whole-house automatic generator. Offered fully furnished. A rare coastal sanctuary -- refined, private, and ready to be enjoyed.

41 Jamesey Ct, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$749,000
2 Beds ⋅ 2 Baths ⋅ 1672528 MLS
Wake up to breathtaking views over Hockomock Channel and beyond from this charming two-bedroom retreat in the heart of Bremen. Whether you're looking for a peaceful year-round home or a seasonal getaway, this inviting property offers the perfect place to relax, unwind, and enjoy Maine's spectacular coastal beauty. Start your day with a cup of coffee on the deck as the sun rises over the water, then launch your kayak or canoe from the common property and explore the scenic shoreline. Paddle to nearby Clam Island, Oar Island, or Bremen Long Island, where quiet coves and abundant wildlife make every outing an adventure. Inside, the home is warm and welcoming, featuring 2 bedrooms, 1.5 baths, and an open kitchen, dining, and family room designed for comfortable living and effortless entertaining. The main living areas are perfectly positioned to take full advantage of the fabulous water views. If you've been dreaming of a Maine escape where nature, recreation, and relaxation come together, 15 Creek Road is ready to welcome you home.

15 Creek Rd, Bremen

Listing courtesy of Newcastle Realty. 207-633-4433
$7,850,000
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..

$695,000
1 Beds ⋅ 1 Baths ⋅ 1669798 MLS
It's all here! Beautiful coastal land, charming cottage, garage, stunning, sparkling water views. Don't miss this opportunity to own a year round waterfront property with potential for so much more! 150 feet of frontage on the Back River, 1.5 acres of developed land with driveway, well, septic all in place. Come sit on the deck and feel the ocean breezes, enjoy total privacy and open water views. Looking due west for spectacular sunsets. Use as your getaway or the ultimate guest house for your new build on this stunning stie. This home features an open floor plan, a wall of windows overlooking the bay, warm wood floors, and exposed beams that create a classic Maine cottage feel. The main level offers a full bath with tiled shower and laundry, while the loft-style second floor provides flexible space for sleeping, a home office, or reading nook with elevated water views. A full basement offers ample storage, and the oversized detached garage with loft provides additional space for vehicles, hobbies, or a workshop. Conveniently located near beaches, state parks, nature preserves, and a public boat launch, this move-in-ready property is the perfect Midcoast retreat.

91 Bay Shore Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$475,000
1 Beds ⋅ 1 Baths ⋅ 1669450 MLS
Located in the highly desirable Sprucewold Colony in Boothbay Harbor, this charming 1-bedroom ( a spacious sleeping loft), 1 bath cabin offers the perfect seasonal retreat. The expansive open floor plan and generous square footage provide the opportunity to easily converted into a two bedroom home if desired. Tastefully renovated, the inviting interior features whitwashed walls, an open concept living and dining area, and a bright , airy atmosphere that creates a warm and welcoming space to enjoy throughout the Spring, summer and fall seasons in the Boothbay Region. Situated on a large private lot with desirable westerly exposure, the property is the perfect place to relax and take in the beautiful sunset views. A detached one-car garage provides excellent space for parking, storage , or a workshop. Conveniently located just a short walk from Barrett's Park and downtown Boothbay Harbor, this property offers easy access to the restaurants, shops and all the attractions that make Boothbay Harbor one of Maine's most sought after coastal destinations.

87 Crest Ave, Boothbay Harbor

Listing courtesy of Harbor Realty.

$639,000
5 Beds ⋅ 2 Baths ⋅ 1669141 MLS
Welcome to a home where family memories are waiting to be made. Nestled in a highly sought-after neighborhood, this spacious property offers the perfect blend of coastal charm and modern convenience. Best of all, your beautiful water views won't be obstructed, as the lot directly across the street is designated as a leach field and will remain open and clear-cut. Step inside through the classic mudroom to a spacious kitchen, the heart of the home, boasting solid wood cabinetry, stunning marble countertops, a dedicated coffee nook, pantry, and newer stainless steel appliances; all flowing seamlessly into the dining and entertainment areas. The main house offers a spacious floor plan with ample storage, including versatile finished third-floor spaces perfect for guest rooms, a playroom or home office , while the detached two-car garage features an expansive, fully finished studio above, ideal for a home gym, hobbies or a quiet remote work setup. Outside, the large, flat side-yard serves as your own peaceful paradise, with ample room for gardens, a greenhouse, yard games, a fire pit, and plenty of space for kids or dogs to run. The location is truly unbeatable for anyone who loves the outdoors: you are just a three-minute walk from a pristine sandy beach on Damariscotta Lake and the local fish ladder, and only a five-minute drive from historic downtown Damariscotta's vibrant shop and restaurant scene, where you can sample world-class oysters and seafood. As a Newcastle resident, you'll also enjoy access to moorings on the Damariscotta River with usually little to no waiting list! The idyllic waterfront Maine lifestyle is right at your fingertips. For your peace of mind, a full home inspection has already been completed and is available upon request. Don't let your dream home slip away. Schedule your personal tour today and start living the lifestyle your family deserves.

8 Old Austin Rd, Newcastle

Listing courtesy of Sell 207.

$1,495,000
6 Beds ⋅ 3 Baths ⋅ 1667936 MLS
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic.) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *

33 30 Taylor Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$2,245,000
3 Beds ⋅ 3 Baths ⋅ 1667622 MLS
7 Loon Lane is a classic waterfront property in a peaceful wooded setting, with broad westerly views over the upper branch of the Damariscotta River and south towards the open ocean. Located in a desirable neighborhood enclave in South Bristol, the property includes 4.4± acres, a charming and versatile three-bedroom house, a rustic water's-edge cabin, a one-car garage, and 276± feet of shorefront with a deep-water dock, ramp, and float. The property also offers the potential to add one additional building, such as a guest house or barn, providing flexibility for future use or to create a family compound. The main house is designed for comfortable year-round use, with open living and dining spaces, a stone fireplace, built-ins, sliding glass doors, and a wraparound deck oriented toward the view. A main-floor primary suite with an adjoining office offers flexibility, while the lower level includes two additional bedrooms, a full bath, and a family room. The wooded landscape features lawn and garden areas, mature flowering shrubs, a natural sense of privacy, and a wooden walkway leading to attractive ledge shorefront where there is a rustic water's-edge cabin ready for improvement. With excellent access to the protected harbors, coves, and sailing waters of the Damariscotta River and Midcoast Maine, the property offers a rare combination of privacy, acreage, shorefront, and deep-water access in one of South Bristol's most sought-after neighborhoods.

7 Loon Ln, South Bristol

Listing courtesy of LandVest, Inc..

$4,250,000
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
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.

$425,000
1665804 MLS
Rarely does an opportunity arise to own nearly an acre of land on legendary Monhegan Island--one of Maine's most treasured and iconic island communities. This 0.97-acre parcel, located approximately 12 miles off the coast of Maine, offers a unique opportunity to create your own island retreat surrounded by rugged coastal beauty, tranquility, and the timeless character that has drawn artists, writers, and nature lovers for generations. Set in a peaceful setting with a sense of privacy that is increasingly difficult to find, the property provides an ideal canvas for a seasonal or year round getaway, artist's haven, or future investment. Monhegan is renowned for its dramatic ocean scenery, scenic hiking trails, working fishing village, and vibrant arts community, offering a lifestyle unlike anywhere else in New England. Adding to the appeal, certain commercial uses may be permissible on the property, creating intriguing possibilities for entrepreneurs and visionaries seeking to establish a presence within this unique island community. Buyers are encouraged to perform their own due diligence and consult directly with the State of Maine regarding zoning, permitted uses, and development requirements. Land includes an 8 x 12 Shed, Outhouse/Privy with a 1000 gallon septic tank, and a 16 x 16 insulated camp/building/studio with a propane hookup. Whether you're seeking a private escape, a creative sanctuary, or a property with future potential, this exceptional parcel offers a rare chance to own a piece of Maine island paradise. More pictures and video coming soon.

143 Blackhead Trl, Monhegan Island Plt

Listing courtesy of Tim Dunham Realty. 207-729-7297
$2,695,000
4 Beds ⋅ 3 Baths ⋅ 1664387 MLS
On Southport Island's western shore, this private, 2.79-acre property is beautifully oriented to the west/southwest, capturing afternoon light, prevailing sea breezes, and stunning sunsets over Sheepscot Bay. The oceanfront setting is absorbed from its bold rocky shoreline, stone firepit, open decks, balconies, and screened porch. Inside, the home features open concept living, a generous primary bedroom suite, and plenty of room for guests, an office, and hobby space. Architecturally harmonious with the coastal Maine aesthetic, this home looks the part and delivers unlimited potential for daily satisfaction, alone or gathered with loved ones.

26 Miradon Ln, Southport

Listing courtesy of Tindal & Callahan Real Estate.

$1,150,000
7 Beds ⋅ 3 Baths ⋅ 1663898 MLS
With years of careful stewardship, all mechanical systems have been brought up to modern standards, and the roof has been completely replaced within the past 4 years. The flexible layout offers comfortable options for everyday living and hosting guests. The primary living space - perfect as the main residence - is on the harbor side of the building. The first floor consists of a living/dining area, a galley kitchen, a bedroom with an original tin ceiling that has recently been painted, a full bathroom, and a laundry. Behind the main residence is a large, maintenance-free deck. The second floor has 2-3 bedrooms (2 of which face the harbor). The third serves as an additional sitting room, which can easily be converted into a bedroom. There is a second large bathroom, as well as a small kitchenette and dining area. The second floor is ideal for extended family, friends, or as an extra rental income. The third floor features a bonus room with a large window that captures spectacular views of the harbor and Manana Island. Additional storage is built into the knee walls. The bonus room has a vented skylight and a ceiling fan with light. The attached income property is a remodeled three-story Guest House. On the first floor is a full kitchen with a ceiling fan with light. The kitchen opens to the living/dining area, and a large deck and privacy fence are located outside the kitchen door. The second floor of the Guest House has a large master bedroom with a ceiling fan with light. The hall bathroom is located just outside the master bedroom. The third floor has a charming loft bedroom with a vented skylight to welcome the ocean breeze. There is another ceiling fan with light in the loft. Located behind the house is a large storage shed with a freezer chest. The metal roof was replaced in 2025.

5 Wharf Hill Rd, Monhegan Island Plt

Listing courtesy of LandVest, Inc..

$1,150,000
1663900 MLS
With years of careful stewardship, all mechanical systems have been brought up to modern standards, and the roof has been completely replaced within the past 4 years. The flexible layout offers comfortable options for everyday living and hosting guests. The primary living space - perfect as the main residence - is on the harbor side of the building. The first floor consists of a living/dining area, a galley kitchen, a bedroom with an original tin ceiling that has recently been painted, a full bathroom, and a laundry. Behind the main residence is a large, maintenance-free deck. The second floor has 2-3 bedrooms (2 of which face the harbor). The third serves as an additional sitting room, which can easily be converted into a bedroom. There is a second large bathroom, as well as a small kitchenette and dining area. The second floor is ideal for extended family, friends, or as an extra rental income. The third floor features a bonus room with a large window that captures spectacular views of the harbor and Manana Island. Additional storage is built into the knee walls. The bonus room has a vented skylight and a ceiling fan with light. The attached income property is a remodeled three-story Guest House. On the first floor is a full kitchen with a ceiling fan with light. The kitchen opens to the living/dining area, and a large deck and privacy fence are located outside the kitchen door. The second floor of the Guest House has a large master bedroom with a ceiling fan with light. The hall bathroom is located just outside the master bedroom. The third floor has a charming loft bedroom with a vented skylight to welcome the ocean breeze. There is another ceiling fan with light in the loft. Located behind the house is a large storage shed with a freezer chest. The metal roof was replaced in 2025.

5 Wharf Hill Rd, Monhegan Island Plt

Listing courtesy of LandVest, Inc..

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