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$595,000
1 Beds 1 Baths
Tucked away at the end of a private dirt road and surrounded by miles of walking trails and conservation land, this meticulously crafted coastal cottage offers luxury off-grid living in one of Downeast Maine's most breathtaking settings. Set on 10.4+/- private surveyed acres with approximately 400'+/- of frontage on Cobscook Bay, this custom-built retreat blends thoughtful craftsmanship, privacy, and natural beauty. Known for its dramatic tides, rich marine life, birdwatching, fishing, and rugged coastal scenery, Cobscook Bay provides an ever-changing landscape right outside your door. Enjoy your own private cove with a pebble beach that transforms to sand as the tide recedes - perfect for beachcombing, wildlife watching, and soaking in the views. Positioned atop a knoll to capture ocean breezes and stunning views, yet only steps from the shoreline, the cottage is beautifully landscaped and cradled by forest. A welcoming farmer's porch invites quiet mornings and peaceful evenings. Inside, rich oak woodwork, expansive windows, and custom finishes reflect exceptional craftsmanship throughout. The open-concept first floor offers a seamless flow between the kitchen, dining, and living areas, highlighted by granite countertops and abundant natural light. A full bathroom and spacious laundry/utility room complete the first floor. Upstairs, enjoy a cozy reading nook or office space and a spacious bedroom with captivating ocean and treetop views plus clever storage. Though currently a one-bedroom, one-bath home, there is room to expand with a septic design for two bedrooms. Fully off-grid with owned solar and backup generator, the home offers modern self-sufficiency. The roof and solar system were both newly installed in Spring 2026. Complete with a storage shed, pristine natural surroundings, and an unmatched sense of peace and privacy, this exceptional coastal retreat is approximately 20 minutes to Eastport and 30 minutes to Calais.

44 Cobscook Dr, Perry

Listing courtesy of Bold Coast Properties.

$465,000
3 Beds 2 Baths
Enjoy the quiet charm of Bass Harbor in this inviting home designed for comfortable coastal living. The home offers a great layout, with plenty of room for family and guests with three bedrooms and two baths. A sitting room as well as a living room, a dining room, galley style kitchen, a laundry room, and a full bath complete the first floor. The second floor has three bedrooms and a full bath. The basement is very dry and contains a wine cellar. Outdoor living is a highlight, with a large covered porch & a 480 sq ft back deck w/ a masonry propane fire pit. Relax, entertain, & enjoy the beauty of the Quietside. Additionally there is a 340 sq ft modern barn w/ loft & a concrete floor. Barn can also be used as garage space. Close proximity to Bass Harbor Light, Ships Harbor, Wonderland, the Swan's Island ferry & only a 5 minute walk to the water edge!!!! Don't miss out on this gem. Septic inspection report available.

220 Harbor Dr, Tremont

Listing courtesy of Quietside Realty.

$399,900
2 Beds 2 Baths
Wake up to ocean views in the heart of Lubec village, the easternmost town in the United States. Overlooking Johnsons Bay with views of Globe Cove, Popes Folly, and extending toward Eastport, this beautifully renovated 2-bedroom, 2-bathroom home offers coastal charm, stunning views, and in-town convenience. Thoughtfully renovated between 2012 and 2013, the home was updated inside and out, including but not limited to siding, roof, windows, insulation, wiring, plumbing, and interior finishes, offering peace of mind and move-in-ready living. Designed to take full advantage of the scenic setting, the first floor features an open-concept layout with a kitchen, dining area, living room, and full bathroom. French doors lead to a spacious deck, creating a seamless indoor-outdoor flow and the perfect place to enjoy ocean breezes and passing fishing boats. The second floor offers two bedrooms and a second full bathroom. Each bedroom features French doors opening to a large second-story deck, where you can enjoy panoramic water views and peaceful mornings overlooking the bay. Set on a double in-town lot, the property provides additional space, flexibility, and opportunity - preserve your view, enjoy added privacy, or explore the potential for future development. A one-car garage adds convenience and storage. Located within walking distance to restaurants, the grocery store, post office, and downtown amenities, while also just minutes from West Quoddy Head State Park, Campobello Island, and the rugged beauty of Maine's Bold Coast, this property offers an exceptional opportunity for year-round living, a vacation getaway, or investment property in one of Downeast Maine's most scenic coastal communities.

7 Hobson St, Lubec

Listing courtesy of Bold Coast Properties.

$395,000
2 Beds 3 Baths
Set on 2 private acres along the shores of beautiful Long Lake, this custom built waterfront home was thoughtfully crafted in 2022 with comfort, style, and year round living in mind. Tucked away in a peaceful setting, the property offers the perfect balance of privacy and breathtaking lakefront scenery. Inside, expansive living spaces, soaring vaulted ceilings, and abundant natural light create an inviting atmosphere with a warm yet modern feel. Large windows capture tranquil water views and bring the outdoors in from nearly every angle. The spacious open concept design lends itself beautifully to entertaining, relaxing weekends at the lake, or comfortable everyday living. Step onto the oversized deck overlooking the water and enjoy quiet mornings, summer gatherings, or evenings taking in the sounds of nature and shimmering lake views. An attached garage provides convenience and additional storage for outdoor gear and seasonal equipment. Large heated room above garage adds to the desirability. Full Basement has another living area along with a full bathroom and two additional rooms for guests. Long Lake connects to an extensive watershed system, making the area a sought after destination for boating, kayaking, canoeing, and excellent bass fishing. The surrounding lakes and waterways offer endless opportunities for outdoor recreation and exploring the natural beauty of Down East Maine. Whether you are searching for a year-round residence, vacation retreat, or strong income producing rental investment, this property offers outstanding versatility in one of the area's most scenic waterfront locations. Homes of this quality and setting rarely come available in this special lakefront setting.

15 Crowe Ln, Princeton

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$1,595,000
6 Beds 5 Baths
LANDMARK PROPERTY in the heart of Winter Harbor! Five buildings on three-quarters of an acre right in town. 2,775-square-foot beautifully maintained and upgraded HOUSE with two-bay, two-story GARAGE housing two studio spaces on the second level. Guest COTTAGE new in 2004 is artistically designed and furnished and will be sold turn-key. Retail SHOP with another garage bay is ready for your imagination. An additional small antique STUDIO is adorable! So many possibilities for all this wonderful space! Directly across from well-known Hammond Hall, performing arts center of Schoodic Arts for All, this cluster of unique buildings has been known for decades as the the beloved Works of Hand Gallery and Giftshop. The in-town style house has almost 3,000 square feet of amazing layout--even a surprise hidden workshop/studio behind an upstairs door. New kitchen, old wood floors, many built-ins, quality cabinetry, new appliances, whole-house generator. Landscaped with lovely perennial beds, fruit trees and hardscaping--with a sizable potting shed for the gardener! The guest cottage is a dream--so many artistic touches only these owners could have created. Wood floors, new appliances. This property is a perfect place to live and enjoy so many amenities, or a wonderful spot to live out your dream of having shops, spaces for multiple artists, or let your imagination lead you! Room count and square footage includes both the Main House and Cottage. Year Built is for Main House.

430 Main St, Winter Harbor

Listing courtesy of The Christopher Group, LLC.

$295,000
4 Beds 2 Baths
A coastal opportunity just minutes from Tidal Falls and Acadia! This 4-bedroom, 2-bath, 1,500 sq ft home on 0.45 acres in Sullivan, Maine offers comfort, character, and room to grow--all in an unbeatable Down East location. Recent improvements include an additional bathroom and several interior updates that enhance functionality. The home is move-in ready yet still offers the chance to bring your own finishing touches, making it ideal for buyers looking to personalize or add value. Inside, enjoy a bright, easy-flow layout with a welcoming living area, an eat-in kitchen, and four well-sized bedrooms that work perfectly for family, guests, or a home office. The two bathrooms--one recently added--make daily living convenient and comfortable. Outside, the property offers something truly unique: a former functioning crab shack now serving as a versatile bonus space. Whether you imagine it as storage, a workshop, a hobby area, or a coastal-themed hangout, this additional structure adds flexibility and charm you won't find elsewhere. The nearly half-acre lot provides ample outdoor space for gardening, relaxing, or taking in the fresh Maine air. Plus, you're perfectly situated just minutes from Tidal Falls Preserve, Acadia National Park, and the Schoodic Peninsula, giving you instant access to world-class recreation, hiking, dining, and sightseeing. Whether you're looking for a year-round home, a vacation getaway, or an investment property with potential, this Sullivan gem delivers location, character, and opportunity. Bring your vision and make this coastal home your own!

136 Taunton Dr, Sullivan

Listing courtesy of Keller Williams Realty.

$499,000
3 Beds 2 Baths
Welcome to 89 Wickett Farm Road, a unique opportunity to own a newly built 3-bedroom, 2-bath home on 135 private acres at the end of a dead-end road. Built in 2024, this property offers the perfect blend of modern comfort, outdoor recreation, and rural tranquility. Enjoy a year-round stream, established trails throughout the property, direct snowmobile trail access, and abundant wildlife including deer and turkeys. Whether you're looking for a private homestead, hunting property, or recreational retreat, this land offers endless opportunities to explore and enjoy the outdoors. Additional features include multiple well heads on the property, raised garden beds, a chicken coop, sap evaporator, and Tesla vehicle charger. Also included is a separate 2.5-acre surveyed lot with Route 46 frontage, featuring a gravel pad and a 45' shipping container for storage or future development. A rare offering with modern construction, exceptional acreage, valuable infrastructure, and unmatched privacy.

89 Wickett Farm Rd, Bucksport

Listing courtesy of Two Rivers Realty, LLC.

$439,000
3 Beds 2 Baths
Motivated Sellers! Welcome to your well maintained ranch-style home tucked into one of Ellsworth's most convenient locations. Built in 2008 and thoughtfully updated, this 3-bedroom, 2-bath home offers the ease of single-level living with the bonus of a FULLY finished basement that expands your options well beyond the main floor. Inside, the recently updated primary suite impresses with full bath soaking tub and a spacious walk-in closet. Outside of the main living area and kitchen you'll find the covered screened porch, overlooking a private backyard oasis -- the kind of outdoor space that makes summer in Maine something special. Lower level, the finished basement delivers serious versatility with a dedicated home theater area, bar, woodstove and a private office - ideal for movie nights, remote work, or hosting guests. Two car garage attached with a covered breezeway. Location is where this home really shines! Less than 10 minutes to the shops/restaurants, and services of downtown Ellsworth; under 15 minutes to several freshwater ponds and lakes; 30 minutes to the iconic trails and carriage roads of Acadia National Park; and just 45 minutes to Bangor International Airport. Whether you're a year-round resident, a remote worker, or looking for a four-season Maine escape, 79 Bridgetwin Road checks every box, come see for yourself!

79 Bridgetwin Rd, Ellsworth

Listing courtesy of Portside Real Estate Group.

$549,000
2 Beds 2 Baths
Welcome to Jonesport, a traditional New England village on the Moosabec Reach. This well-maintained farmhouse-style home combines 1860s charm with modern conveniences, including a high-efficiency heating system and updated wiring and plumbing. Situated directly on the shores of the Moosabec Reach, the property features a sandy beach and a protected mooring, perfect for boating and exploring the area. Inside, the kitchen provides an excellent workspace , a place to gather and a bright, airy breakfast nook with scenic views. A front glassed-in porch leads to a formal dining room and a living room, complemented by a first-floor bathroom. The second floor offers two bedrooms and a full bath. Additionally, a large barn-style garage provides ample space for storage or future expansion. Enjoy coastal village living with convenient access to all local amenities.

153 Main St, Jonesport

Listing courtesy of Legacy Properties Sotheby's International Realty.

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

6 Cliffhanger Ln, Mount Desert

Listing courtesy of Legacy Properties Sotheby's International Realty.

$125,000
Set on 6.5 picturesque acres, this property features a two-story, 35x35 barn with an attached 35x12 shed, offering abundant space for storage, workshop projects, or livestock. The land includes grassy fields, blueberry patches, and wooded areas, providing a peaceful, rural atmosphere. Conveniently located on a quiet lane, the property is close to local amenities such as shopping, medical services, and the University of Maine in Machias. Nearby ocean access and an array of lakes, streams, and rivers make this area an outdoor playground, perfect for activities like kayaking, boating, hunting, and fishing. With its natural beauty and versatile layout, this location offers a wonderful opportunity to build your dream home and enjoy the best of coastal Maine's outdoor lifestyle.

Lot 48B Getchell, Marshfield

Listing courtesy of Points East Real Estate.

$325,000
6 Beds 1 Baths
Step into history with this charming Cape-style farmhouse, set on 9.5 open acres that include fields and maturing blueberry patches. Built in the 1800s, this 1,725-square-foot home features 10 rooms, including 6 bedrooms, offering plenty of space and potential. While it would benefit from some updates and improvements, the structure is solid, preserving its old-world character, including some beautiful wide wood flooring. The house offers ridge and possible water views from select rooms, adding a scenic touch to this rural setting. A large, three-story barn (39x51) with an additional single-story section (12x39) provides ample space for storage, workshops, or agricultural use, enhancing the property's versatility. Located just a short drive from services such as shopping, medical facilities, and the University of Maine at Machias, the property offers a perfect balance of convenience and country living. Explore the abundant natural beauty of coastal Maine with easy access to public lakes, hiking trails, and the ocean, making it an ideal spot for those who appreciate outdoor recreation and the serenity of rural life.

22 Getchell Ln, Machias

Listing courtesy of Points East Real Estate.

$435,000
3 Beds 2 Baths
Tucked into more than 2 acres of mature forest and overlooking a quiet pond alive with wildlife, this classic cedar-shingled Cape offers a peaceful retreat where nature takes center stage. The property feels worlds away from the rush, yet provides about 1,500 square feet of comfortable living space with three bedrooms and two full bathrooms, including a first-floor bedroom with its own bath. Hardwood floors run throughout, and a distinctive fireplace anchors the living room with the warmth and character of an earlier time. A dining room, study, and family room offer flexible space for work or leisure. Outside, the landscape is defined by forest, water, and wildlife. The home faces west with views of nearby Eastern Harbor through the trees, and a separate outbuilding offers useful storage or space for tools and gear. The pond and surrounding woods attract deer, waterfowl, and songbirds, creating a setting rich with natural beauty and quiet privacy. Here, the best of Maine's bold coast is close at hand. Beals Island and the Great Wass Island Preserve offer scenic trails, rugged shoreline, and salt-spray vistas just minutes away. Launch a kayak, cast a line, or spend the day exploring the working harbors that define this region's character. Despite its wild, secluded feel, the property is closer than many Down East locations to Ellsworth and Bar Harbor, where Acadia National Park, shopping, dining, and cultural attractions await. Whether you dream of a year-round home, seasonal retreat, or a place to live close to the land, this peaceful property offers a rare chance to embrace the wilder side of coastal Maine.

366 Mooseneck Rd, Addison

Listing courtesy of Points East Real Estate.

$384,900
2 Beds 2 Baths
Nestled along Orcutt Mountain Road, this private ranch home offers the perfect blend of comfort, space, and outdoor living. Situated on a surveyed 2.87-acre lot, this 2003 Maple Leaf home provides a peaceful setting surrounded by nature. The interior features an open-concept layout, wood flooring throughout, and a spacious living area that flows seamlessly to the expansive covered front porch. Offering 2 bedrooms and 2 full baths, the home includes a primary suite complete with a walk-in closet and private bath. Modern conveniences include a heat pump providing efficient heating and air conditioning. The finished walkout lower level expands the living space with a large family room, wood stove, office, recreation room, utility room with laundry, built-in storage shelving, and direct access through double doors to a covered stone patio. Outside, you'll find a fenced area, small pond and lawn area. Oversized 4+ car garage is a standout feature, boasting high ceilings and an attached side carport. If you're seeking privacy, flexibility, and a move-in ready home in a beautiful rural setting, this property is a must-see.

40 Orcutt Mountain Rd, Bucksport

Listing courtesy of Two Rivers Realty, LLC. tworiversdanb@gmail.com

$139,000
This 21.4-acre mountain property in Orland, Maine is a rare opportunity to bring your dream home to life. Wide-open skies and the peaceful sounds of the natural world set the tone, while sweeping views of Mount Desert Island, Upper Patten Pond, and the surrounding mountain ranges stretch out before you. The land connects directly to the Great Pond Mountain Wildlands through the subdivision, putting miles of wilderness right at your doorstep. Dramatic rock formations, trickling streams, and a rich mix of trees make this a true nature lover's paradise. Properties like this don't come along often. If you're looking for the perfect place to get away from it all and put down roots, this is it. The property connects directly to the Great Pond Mountain Wildlands through the subdivision, putting miles of wilderness right at your doorstep. With several prime building sites, each offering remarkable views in every direction, this is a rare chance to bring your dream home to life. Properties like this don't come along often!

2 Grande View Rd, Orland

Listing courtesy of Keller Williams Realty.

$655,000
3 Beds 2 Baths
Perched high on a scenic bluff, this private artist's retreat encompasses 7.9± acres with an impressive 938 feet of owned ocean frontage, including a rare 300-foot private beach. Enjoy sweeping views of Passamaquoddy Bay and spectacular sunsets from the expansive wraparound porch or the shoreline below. Whether you're seeking a family compound, homestead, vacation getaway, or year-round residence, this exceptional property offers endless possibilities. The home features three bedrooms, two baths, a spacious living room, and a large family room, providing plenty of space for gatherings with family and friends. Experience the peace and privacy of coastal living while remaining just a short drive from town conveniences. This is a truly rare opportunity to own a remarkable waterfront property in an unforgettable setting. Most furnishings will convey.

45 Kendall Head Rd, Eastport

Listing courtesy of HomeSmart.

$2,150,000
5 Beds 4 Baths
Osprey and Gull Cottages, the inspirational oceanfront retreat for famed Southern author Anne Rivers Siddons, has all the charm and character you expect from a classic Brooklin, Maine summer home. The main house has five cozy bedrooms and three full bathrooms, a lovely dining room for memorable dinner parties, and an intimate living room with a large fireplace. ''Throughout the waterfront side of Osprey Cottage, when gazing out the windows, one has the sense of being on the ocean.'' The primary suite overlooks the lawn straight to the ocean's edge. Enjoy lobster bakes and watching boats go by on 551 feet of shorefront on the Eggemoggin Reach, home to some of the best sailing on the East Coast. The guest cottage has three bedrooms, a full bathroom, and a kitchenette. Guests can sit out on the screened in balcony or stay warm by the woodstove. The cottages sit on two private acres and have shared ownership in the 8 acres across the lane with beautiful walking trails to the waterfront on Wells Cove. Discover the charm of this classic cottage and the opportunity to build lasting memories of summertime in Maine.

40 Wells Cove Ln, Brooklin

Listing courtesy of Maggie McGaw Real Estate PLLC.

$43,900
Own Your Own Island on Meddybemps Lake, Maine, USA! Have you ever wanted to say you own your own island? Well, here is your chance. Pike's Island is a rare opportunity to own approximately one-half acre of land in the heart of beautiful Meddybemps Lake. Properties like this are exceptionally uncommon, offering the unique distinction of island ownership on one of Maine's more than 6,000 lakes and ponds--and on one of the 223 lakes found in scenic Washington County. While the island is not buildable, it ofers an incredible private retreat for camping, stargazing, fishing, relaxing, and reconnecting with nature. Imagine spending your days surrounded by sparkling water and towering trees, listening to frogs croak, fish jump, and birds sing and then enjoying a peaceful evening of celebrating the Milky Way. This special piece of land provides the exclusivity and serenity that only island ownership can offer--a place to escape, unwind, and appreciate the simple beauty of Maine's great outdoors. Meddybemps Lake is also home to an active and engaged community. The Meddybemps Lake Association and the Meddybemps Lake Land Trust are dedicated to protecting and preserving the lake, its surrounding lands, and its valuable natural resources, helping ensure that this remarkable environment can be enjoyed for generations to come. Don't miss this unique opportunity to own your own island and a truly special piece of Maine lakefront property.

018 Pike Is, Meddybemps

Listing courtesy of Realty of Maine.

$325,000
2 Beds 1 Baths
A weekend getaway or full time retreat, this cabin compound whispers Maine's nostalgic beauty. Nestled on over five acres with multiple buildings. A vintage log cabin offering open concept living room with fireplace woodstove insert, kitchen, and dining area. It has two bedrooms and full bath with a welcoming front porch. It is heated with a propane wall unit, wood stove, and a Daikin Pump for heating and air conditioning. An awesome bunk house built in 2011+-, insulated and heated, featuring soaring cathedral ceiling in the living room area, first floor bedroom plus a spiral staircase leading to the sleeping loft. Oversized garage with a dedicated workshop plus large enough to store a motorhome, boats, snowmobiles, or ATV's. Another couple of storage sheds for more needed space. Property is easily accessible by a town maintained paved road. The compound is being sold furnished whispering history and character. Amenities are 40 minutes away in Calais or 60 minutes away in Lincoln or Houlton. Near the Grand Lake Stream Region and West Grand Lake plus several other lakes in the area along with recreational trails for snowmobiling and ATVing out your door.

22 Old Mill Rd, Talmadge

Listing courtesy of Realty of Maine.

$29,995
Discover the possibilities at 346 Main Street in East Machias. This 2.15-acre parcel offers the perfect blend of privacy, convenience, and Downeast Maine charm. Mature trees provide a natural buffer, while seasonal views of the East Machias River add to the property's appeal. Whether you're dreaming of building a year-round home, a seasonal getaway, or making a smart land investment, this property offers plenty of potential. Conveniently located just minutes from local amenities, you'll enjoy the best of both worlds--a peaceful setting with easy access to shopping, dining, schools, and services. Outdoor enthusiasts will love being close to the rugged beauty of Maine's Bold Coast, scenic hiking trails, public water access, sandy beaches, and iconic lighthouses. If you've been searching for an affordable piece of Downeast Maine to make your own, this property is ready for your vision.

346 Main St, East Machias

Listing courtesy of NextHome Experience.

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