luxury houses for sale Boothbay, United States

Located on charming and highly desirable Southport Island, this turn-key property offers a thoughtful blend of comfort, functionality, and recent upgrades in a convenient coastal setting. The four-bedroom, three-bath residence provides the option for first-floor living and features a Vermont Castings woodburning stove, granite-appointed kitchen, newer appliances, covered porch, and an open deck, ideal for both everyday living and entertaining.Notable improvements include connection to town water, a four-bedroom-designed septic system, new first floor full bathroom, rug, vinyl floors, 2021 shingled garage and house, garage doors, automatic whole-house standby generator, paved driveway, and beautifully maintained gardens and hardscape to name a few. Lots of new features and personal updates to list in this home inside and out that a new owner would not need to invest in. A standout feature is the 24' x 30' two-story barn, constructed in 2021 and connected to the home by a breezeway, complete with an adjacent paddock. This versatile space offers excellent potential for animal use, hobby farming, workshop conversion, or simply added convenience and storage. The property also boasts a large two 1/2 bay garage with space above to customize or use for storage. Southport Island is known for its welcoming community and coastal charm, offering local restaurants, shops, public beaches, and docks. Ideally located just moments from the Townsend Gut Swing Bridge, the property provides effortless access to Boothbay Harbor's renowned shops, dining, and waterfront, an exceptional opportunity to enjoy island living with proximity to premier Midcoast Maine amenities.

Situated on 7 private acres, 18 High Head blends expansive saltwater frontage with newly renovated contemporary comfort. Completed in 2024-25, this comprehensive reconstruction transformed the property into a modern four-season masterpiece. Every detail was considered to ensure beauty, performance and year-round comfort. This fully furnished home boasts 320 feet of pristine deep-water frontage and includes a charming new guest house. Enjoy the working lobster boats, harbor seals, dolphins, and bald eagles making the setting a favorite for yachts, kayakers and fishermen. The main house features exquisite design elements including 2 flights of custom floating stairs, a 30' natural stone fireplace, a new open kitchen, 3 bedrooms, 3.5 bathrooms and 12 heating/cooling zones. New doors and a wall of windows throughout capture natural light and water views at every turn. The first-floor primary suite offers a sitting room, gas fireplace, bath and bedroom, all with sweeping water views. The first level also includes a new 80' waterfront deck, dining area, kitchen island, laundry, mudroom and media room. An upper-level ensuite bedroom overlooks the courtyard. A lower-level suite includes a bedroom with bath, den and patio, all with water views. The fully furnished 2-bedroom, 2.5 bath guest house has private entry leading to a lower-level living area with half bath, gas fireplace, deck and a bedroom made private with barn doors. The second level features a well-appointed eat-in kitchen with island, living area with private waterside deck, gas fireplace, 2 full baths, laundry and bedroom. High Head has 1000' of new paved driveways, extensive stonewalls and patios, and scenic carriage path to a new deepwater dock. Enjoy the perfect balance of seclusion and accessibility to shopping, dining, botanical gardens, golf, and hiking all nearby, situated in the heart of Midcoast Maine, minutes from Boothbay Harbor, Damariscotta, Wiscasset, 70 minutes to Portland Jetport.

Perched dramatically above the bold Atlantic, this striking midcentury modern architect designed home commands breathtaking views over Johns Bay and the rugged Maine coastline. Offering 3 bedrooms and 2.5 baths, the residence is designed to capture its extraordinary setting at every turn; 367 feet of dramatic, rugged Maine coastline with views that stretch to the horizon!.A soaring great room anchors the home, featuring a floor-to-ceiling stone fireplace accented with rich copper paneling. The family room invites relaxation with expansive ocean views and a cozy wood stove for crisp coastal evenings. A separate living room with a wood-burning fireplace opens to a deck--perfect for morning coffee overlooking the crashing surf below.With two kitchens and multiple gathering spaces, this home is as functional as it is captivating. From its elevated vantage point, enjoy an ever-changing seascape that is nothing short of mesmerizing. A truly enchanting property--offering one of the finest views along the Maine coast.Additionally, there is a shed that also features great views and could easily be converted for a different use, possibly a writer's or artist's studio.This lovely property is just waiting to be reimagined by new owners who will make their own dreams come true in this spectacular setting.

Nestled in a quiet seaside subdivision in New Harbor, this Lindal Cedar Home offers timeless design and comfortable coastal living. Sited on 2.71 wooded acres, the property is just minutes from the harbor, Pemaquid Point, the lighthouse and Pemaquid Beach. Also a short drive to the shops and restaurants of downtown Damariscotta. The home features 3 bedrooms and 2 baths with the signature warmth of cedar construction, abundant natural light, and soaring ceilings that create an airy, inviting atmosphere. An open-concept living and dining area with walls of windows connects seamlessly to the outdoors, making it perfect for relaxing or entertaining. The kitchen is well-designed for everyday living, while the primary suite offers a peaceful retreat. Outdoors, the spacious lot provides room for gardens, recreation, or simply enjoying the natural setting. The seaside subdivision includes access to shared waterfront with newly constructed beach wall on John's Bay. Whether as a year-round residence or seasonal retreat, this Lindal Cedar Home is an ideal choice for those seeking comfort, privacy, and proximity to the charm of New Harbor and the Pemaquid Peninsula.

Coastal Maine Retreat Near Pemaquid Point Lighthouse. Experience the beauty of Maine's coast from this charming 3-bedroom, 1.5-bath home with ocean views and exceptional outdoor living. Nestled on a beautifully landscaped lot within walking distance to the iconic Pemaquid Lighthouse, this property offers the perfect blend of privacy, comfort, and coastal charm. The home features a spacious and inviting layout filled with natural light and scenic views of the Atlantic. Outside, enjoy mature gardens, lush lawns, and peaceful sitting areas designed to capture the sea breeze and stunning surroundings.Property highlights include: 3 bedrooms and 1.5 baths, ocean views, beautifully landscaped grounds, detached two-car garage with loft space above, additional storage shed/outbuilding, walking distance to Pemaquid Point Lighthouse, ideal year-round residence or seasonal getaway. Located in the highly sought-after Pemaquid peninsula area, this property places you close to the beach. There is an adjacent buildable lot with unlimited potential.

A rare opportunity to own a home in the highly sought-after Pumpkin Cove neighborhood in Bristol, this charming residence offers a deeded right-of-way to the picturesque shores of Pumpkin Cove. Built in 2003, the home is thoughtfully designed with an open floor plan, soaring ceilings, and dramatic floor-to-ceiling windows that fill the interiors with natural light, creating an airy and inviting atmosphere. Rich cherry flooring, a Vermont Castings gas fireplace, and a sunlit kitchen with new appliances create a warm yet refined setting ideal for both everyday living and entertaining. An expansive deck extends the living space outdoors, overlooking a private, semi-wooded landscape. The recently expanded lawn and stone patio with fire pit area provide a perfect gathering place, where the scent of ocean air and the sound of waves enhance the coastal experience. The second-floor primary suite offers a serene retreat, featuring a luxurious full bath with a custom designed oversized shower finished with artisan tile and a spacious walk-in closet by Tailored Closets. Flexible layout with 1st floor Bedroom and 2nd floor Bedroom/Office. The home has been meticulously maintained and thoughtfully updated, including fresh interior paint, new luxury carpeting in all bedrooms, and the addition of a whole-house Cummins generator. A recently constructed two-car garage with generous attic space above offers exceptional storage or potential for studio use. Equally suited as a year-round residence, vacation getaway, or investment property, the home has a strong history as a successful summer rental. Set within a small neighborhood of similarly well-kept homes, it offers an easy walk to this quiet dead end road with shared beach perfect for kayaking, picnics, or enjoying sweeping views toward Monhegan Island and sea birds. Just minutes to Pemaquid Lighthouse Park, Pemaquid Beach, a local grocer, art galleries, and restaurants. This home is truly turn-key.

Nestled on 27 private acres, this charming chalet-style home provides the quintessential Maine lifestyle in one of the Midcoast's most peaceful settings. Located in the quiet town of Edgecomb, you're just minutes from Route 1 with easy access to Wiscasset, Bath, Damariscotta, Boothbay Harbor, and Portland - the perfect balance of seclusion and convenience.The heart of the home is a sun-filled great room that draws in natural light with a loft above. Three comfortable bedrooms, one on the main floor, two on the ground floor, each floor with its own full bath, one bath off the master bedroom with a large soaking tub positioned to look out at the forest. Along with an attached two-car garage, this an ideal year-round residence for a growing family. Edgecomb is served by excellent local schools, making this a wonderful place to raise children while enjoying all that Midcoast Maine has to provide.For the out-of-state owner, this property works equally well as a lovely four-season retreat - a private escape with pond frontage, lots of acreage, and easy highway access whenever you're ready to head home. The two-car garage is not only a welcome bonus for storing vehicles, gear, and kayaks....there is a large room on the second floor ready for a simple renovation with welcoming sun through three skylights. This property delivers the kind of peace that's increasingly hard to find.

Meticulously crafted by a master builder of traditional-style homes, this high-posted half Cape offers the timeless charm of an antique Colonial with the durability, efficiency, and low-maintenance benefits of modern construction.The inviting interior showcases wide pine floors, custom window and door trim, and a beautifully detailed period-style mantel framing a remarkable 250-year-old working Franklin fireplace. A thoughtfully designed kitchen features elegant soapstone countertops and a spacious pantry.A sunroom provides a bright and versatile space, perfect for relaxing with a book, working from home, or nurturing houseplants year-round.Constructed with premium materials, the exterior features Alaskan Yellow Cedar clapboards, naturally durable and low-maintenance, and treated New Zealand Pine trim for longevity. Spray foam insulation throughout, including the basement walls, ensures exceptional energy efficiency.Additional highlights include a whole-house generator for peace of mind and a substantial 24' x 28' barn/garage offering ample storage or workshop space.A concrete foundation is already in place off the rear of the home, originally intended for an attached garage and breezeway, with lumber included. This presents a wonderful opportunity for the next owner to complete the original vision or reimagine the space as a first-floor primary suite or family room.Located in the charming village of Chamberlain, within the town of Bristol, this home is within easy walking distance to a quaint local post office at the end of Tukey Lane, overlooking Long Cove. Also nearby is Long Cove Point, where a scenic loop road invites you to enjoy coastal walks, crashing waves, and expansive ocean views. Upon joining the Long Cove Point Association one can have access to tennis courts and the club house where the local community hosts social events and pot luck dinners. Join the Long Cove Dock Association to access the dock, keep a mooring and a dinghy.

This building is full of possibilities and waits for its next chapter. Originally built as a teen center with a roller rink it was most recently used by a artist and an architect as their own center for creative projects as well as an open concept living space. The building sits on a 14.5 acre lot on the main thoroughfare of the Pemaquid Peninsula and is about 7 miles to the center of Damariscotta and a little over 8 miles to the lighthouse at Pemaquid Point. The main building is 50' wide and 80' and appears to have been originally a single large open space. Currently it is 3 separate spaces with the art studio on the bright south side of the building, a large gallery space in the center and the workshop on the north side with a 12' high garage door. The original building also has a bathroom with a shower.The living space was added on in 2004 and is a large open concept ''studio'' apartment with a full bath and a separate kitchen with lots of cabinets and counter space as well as a pantry area with removable shelving. The building offers all sorts of possibilities where 18' high ceilings, a 12' x 12' door and a 80' by 40' space might come in handy. The separate living space could be used separately as offices or a showroom for whatever you decide to create. Besides the 14.5 acre lot where the building is there is another 20 acre non-contiguous lot that is part of the package.

Beautiful water views fill nearly every room of this immaculate, sun-drenched home, perfectly situated on more than 2 private acres on a dead-end road. Complete with a deep-water dock, that has exceptional landscaping, well-built stairs to the shore, and parking areas, this property offers the ideal blend of comfort, privacy, and coastal living. Wrap around porches and spacious decks surround the home, providing stunning water views from every angle. The first-floor primary suite features private deck access, a full bath, and an adjacent laundry room. This versatile space could also serve as a home office, den, or guest suite with its own private entrance and easy access to the patio firepit area. The large, sun-filled kitchen offers beautiful water views, an oversized island, and a cozy dining area where you can watch boats pass by while cooking or entertaining. A half bath and attached oversized two-car garage are conveniently located just off the kitchen. The inviting living room features a striking stone fireplace and doors leading to the covered porch with more waterviews, the perfect place to relax and unwind. Upstairs, a spacious bonus room with dramatic windows overlooking the water creates endless possibilities for a game room, office, media room, or guest/in-law space. It has a private staircase coming up from the kitchen. There is an additional large room which provides even more versatility next to it. This level also includes a full bathroom and a smaller bedroom. There is impressive Primary suite featuring two walk-in closets, panoramic water views, and a great master bathroom. The large, dry basement offers tremendous additional space and is currently used as a home gym. Outside, you'll also find a separate tool and garden shed along with a large circular driveway with plenty of room for boats, trailers, and recreational vehicles. A peaceful waterfront retreat with breathtaking views, flexible living spaces, and exceptional amenities.

Just south of Fiddlers Reach, where the Kennebec River widens into Morse Cove, 213 Fiddlers Reach sits on a deep-water stretch of one of Maine's great working rivers. Here, sea air drifts upriver with the tides as broad river views stretch up the Kennebec.A quiet lane bordered by open fields and mature trees leads toward the river. The land feels open yet private, with space for gardens, animals, future buildings, extended family, and the rare freedom to imagine what comes next. Crossing the bridge over the winding brook below, the property unfolds toward morning light and the Kennebec beyond.Built in 1987, the classic colonial enjoys sweeping water views and the changing light throughout the day. Generous proportions, tall ceilings, a substantial brick fireplace, and a welcoming kitchen create inviting spaces for gathering, while the bright sunroom faces the river beyond.What exists here is increasingly rare along the Maine coast: a large waterfront home, greenhouse, workshop, garage with loft above, and deep-water frontage on the Kennebec River. Together, the buildings and land create a true working waterfront estate, with room to build, create, gather, and grow over time.The greenhouse is its own little world. Filled with light and connected to the workshop and garage, it showcases exceptional craftsmanship and thoughtful design. Whether growing food and flowers, starting seedlings in early spring, or simply enjoying a quiet place to work and create, it is a space that invites year-round use and a deeper connection to the land.The land slopes gently to approximately 200 feet of deep waterfront. This stretch of the Kennebec has carried shipbuilders, lobstermen, and sailors for generations, and every so often the river reminds you exactly where you are as a newly launched Bath Iron Works vessel passes Fiddlers Reach on its maiden voyage to sea - A sight that never grows old along this working river.

Perfectly situated just moments from Round Pond, one of Midcoast Maine's most charming harbor villages, this antique Cape has been lovingly held by the same family since 1865. Set on a total of 2.25 acres--including a 0.5-acre house lot and a separate 1.75-acre parcel across the street--offering abundant space. Rich in history and timeless character, this classic Maine home presents a rare opportunity to restore and reimagine a treasured gem. Bring your vision and creativity to this inviting 3-bedroom, 1-bath residence and enjoy the rewarding process of breathing new life into a beloved piece of the past.

Experience unparalleled coastal luxury on 3.7 private acres overlooking Muscongus Sound. This exceptional 5,203 sq. ft. estate combines sweeping ocean views toward Loud's Island with 180 feet of prime deep-water frontage, featuring a private dock and float, perfect for effortless boating and kayaking rightfrom your backyard. The shifting moods of the ocean are a daily delight in this exceptional home. Thoughtfully engineered for comfort, this home features a 3-story elevator servicing all levels, wide doorways, and radiant floor heat on the first two floors. The main level offers a magnificent living room with cathedral ceilings and a towering wall of windows capturing breathtaking sunrises. A chef's kitchen with custom cherry cabinetry flows seamlessly to a bright solarium and an open deck with a retractable awning. A primary suite located on the main level, serves as a waterside sanctuary with its own gas fireplace, reading nook, walk-in closet, and a spa-like soaking tub. The second story offers two guest rooms, a full bath, and a versatile bonus room over the heated, oversized garage. The lower level offers a comfortable lounge-living area looking out over the water, a split bath, laundry room, and storage area offering many possibilities for a kitchenette or a workshop. Tucked away for complete privacy, you are just minutes from the harbor village of Round Pond, local dining and coffee shop, art galleries and the historic Granite Hall Store. Enjoy easy access to the twin villages of Damariscotta and Newcastle with retail shops, restaurants, library, theater and Miles Hospital campus. A short scenic drive down the peninsula to iconic Pemaquid Point Lighthouse and accessto Pemaquid Beach.

In historic Day's Ferry, on a rise above the Kennebec River in Woolwich, stands the former Robert White Tavern, now a much-loved family home. As settlers journeyed up the coast of Maine, crossing land and rivers, one place along the Kennebec would have been a favorite crossing because of what waited on the far shore. The Robert White Tavern was a welcome stopping place for food and drink, company and news. We can imagine locals and travelers gathered on the porch or around the open hearth, conversation drifting through the evening air. What began as a simple river crossing became the village of Day's Ferry, with the tavern at its heart, a place where a community formed beside the river and where the changing tides and seasons became the rhythm of daily life. The house still carries that same spirit centuries later. Portions of the home are believed to date to the 1760s, while the elegant Federal-style residence took shape in the early 1800s. For almost twenty years, the current owners have cared for the property with deep affection and respect, giving thoughtful attention to every detail and allowing the home's character and story to shine through. The kitchen, rebuilt by the Kennebec Company, reflects the enduring craftsmanship long associated with Maine's great boatbuilders. The former tavern porch is now a sunroom and a favorite place to linger over morning coffee. Outside, a stone patio sits among beautiful gardens, shaded by an ancient apple tree with its own sheltered view of the river. Centuries later, people still gather on the river porch, watching the tides move in and out as eagles soar across the water and the evening sun slowly sets over the Kennebec, the river glowing gold at the close of day.Though Day's Ferry feels a world apart, the house is only minutes from the bustle of life: a short trip by boat to Bath's morning farmers market and an easy drive to Bowdoin College in Brunswick for summer concerts, or a visit to Portland for dinner.

This soulful 37 acre Island property with over 4600 feet of shoreline forms the northern end of Bremen Long Island. The newly built traditional center chimney cape set lightly among the trees looks like it's been a part of the landscape for generations. The home's thoughtful hand-built details reflect a deep appreciation for a sense of being in a place and for the value of craftsmanship, quality building materials and historical buildings. This is reflected in every corner of the house including the hand-planed doors, custom forged hardware, artful plaster work, and materials from a 1720's cape to name a few. An extensive list of details is available. This exceptionally private property has long views down the Medomak and endless shoreline to explore with low tide sand bars on the west side, coves on the east side, and old-growth forests with a tucked-away yurt. The island is an easy ride from the mainland, accessible by private boat only. The house has a private island dock and membership in the Flying Passage Association that includes two mainland dock slips and use of an additional island dock. Tucked into the mouth of the Medomak River, the property allows for easy access to head offshore or for fishing or cruising in the protected water of the river. This listing is an absolute paradise for peace and privacy. Bremen is a mere 1 hour and fifteen minutes north from Portland and fifteen minutes to Damariscotta.

This extraordinary waterfront residence in West Bath is a showcase of fine craftsmanship. Painstakingly finished with the best materials available, the elevated site enjoys sweeping west-facing views over Back Cove and, on a clear day, views of Mount Washington in the distance. Thoughtfully designed to embrace its coastal setting, the home offers 3 bedrooms and 2 baths, with interior spaces that balance comfort and elegance. Set on over 3.6 acres with 250 feet of private saltwater frontage along Back Cove, the property invites a true connection to the water. An additional 178 feet of common waterfront on Mill Cove provides access to a deep-water dock, offering exceptional convenience for boaters. A rare offering in a coveted Midcoast location, this property captures the essence of Maine living with craftsmanship, privacy, and breathtaking natural beauty.

Long before the farmhouse was built in 1880, the Wabanaki people knew this land well. It was the bend in the Kennebec River that brought them here, where the strong current settles and the riverbank slopes gently to the water's edge - a perfect place to lift their birchbark canoes and carry them across this meadow to Merrymeeting Bay. You can still feel it on quiet mornings when dawn breaks over the Kennebec and the mist begins to lift - something ancient lingering still, reminding you that you are not the first to love this land. Every generation leaves its mark. Here, the current owner rebuilt the ell from the foundation up and thoughtfully restored the rest of the property. Stone and wood floors, quartz counters, quality cabinetry, all-new baths, energy-efficient windows, and the original front door, restored and gorgeous. Nothing was done in haste; the whole house reflects a single, unbroken standard of care and craftsmanship.Entering through the mudroom, the Kennebec immediately commands your attention. A wall of windows fills the kitchen with views of the river and meadow below. The kitchen is the heart of the home, and everything naturally flows from here. To the right, the living room opens around a freestanding fireplace with tall ceilings, generous sunlight, and the river always within view. Patio doors lead to a deck stretching across the back of the house overlooking the water and open land beyond.The barn continues the same thoughtful approach, offering flexible space for a workshop, studio, or simply room to spread out and breathe. Above, a fitness studio and built-in sauna look out toward the river and meadow below. To the north, Butler's Head Preserve is an easy walk through old groves of trees where ravens glide overhead, and Merrymeeting Bay opens wide before you, water and sky becoming one. Standing on the deck, looking out over the Kennebec as evening light settles across the meadow, the world feels far away - exactly as it should be

Classic Coastal Charm in the Heart of NewcastleDiscover the unhurried pace of Maine's beloved midcoast in this early 19th-century home, just a short stroll from the shops, restaurants, and waterfront of Damariscotta and Newcastle.Rich in original character, this historic residence features wide plank pine floors, a brick bread oven, and period trim throughout. The first floor offers a spacious kitchen, living room with fireplace, an updated full bath, and two inviting parlor rooms at the front of the house. Upstairs, three bedrooms and a full bath provide comfortable living and additional attic space above the ell and main house for flexible storage or future expansion.Set on a .36-acre lot, the outdoor space is ideal for gardening, entertaining, or simply savoring coastal life in one of Maine's most cherished small towns.Lovingly maintained as a summer retreat since 1968, the home is ready for its next chapter. The front north-west section of the house requires structural attention--an opportunity for the right owner to restore and reimagine this enduring piece of coastal Maine.

Henry David Thoreau viewed transcendence as... a lived, daily experience achieved by immersing oneself in nature, practicing deliberateliving, and fostering solitary reflection to connect with a higher divine unity. Thoreau advocated for ''living awake'' by stripping away societal materialism to ''suck out all the marrow of life,'' finding spiritual significance in natural beauty.If this resonates with the way you would like to live, then you will fall in love with 59 Greenland Cove: set in a natural sanctuary dotted with the clarion call of birds, marine life and the deep tradition of Maine's lobster fishermen just feet from the ocean-facing deck.Like a bride on her wedding day, this property includes something old, something new, something borrowed and something blue... Traditional, old, and unspoiled Maine remains the focal point of this beautiful coastal Bremen home. Newly reimagined and rebuilt upon the borrowed (and rock-solid!)foundation of its original structure, now boasts of a beautifully designed andenergy-efficient interior that thoughtfully incorporates natural building elements like wood, steel and stone throughout. Wide, sunny windows wrap around the home maximizing views of a vast blue Maine ocean and all the wildlife that abounds. Only the brilliant canopy of stars breaks the silence, their light like a quiet conversation. A residence defined by its gentle charm and complete seclusion; equal parts sweetness and solitude.

Nestled privately on a beautifully wooded 1.2-acre lot, this thoughtfully designed Cape by renowned builder and architect Charles Tucker offers timeless character, exceptional craftsmanship, and a true sense of home. With the option of first floor living and simplicity of Shaker-like finishes, this home has been meticulously maintained and tastefully upgraded by its current owner. The property features numerous recent improvements including a new roof, a Kohler whole-house generator, mini-split heat pumps for efficient year-round comfort, new garage doors, new windows, and updated appliances. Surrounded by a peaceful, forest-like setting while remaining conveniently close to Lincoln Academy and just minutes from the vibrant year-round communities of Newcastle and Damariscotta, this inviting home seamlessly combines privacy, comfort, and convenience in one of Midcoast Maine's most desirable locations.

Build your dream home on Lessner Road with town approval while enjoying a charming cottage right on the shores of Biscay Pond. This unique property includes 3.2 wooded acres and frontage on Biscay Pond. With possible potential for beautiful water views from a future home site.The cottage sits incredibly close to the water, with the porch practically hanging over the pond. Inside, you'll find 2 bedrooms, a separate bathroom, and an open kitchen/living room. A spacious 3-season porch stretches across the front of the cottage and opens to the dock, making it the perfect spot to relax and enjoy the waterfront setting.The property extends from Beach Lane all the way up to Lessner Road, offering privacy, flexibility, and exceptional potential for future development with town approval or a peaceful seasonal retreat.Taxes to be determined.