luxury houses for sale Deer Isle, United States

Tucked away in complete privacy, this exceptional four-bedroom, two-bathroom home offers 435 feet of pristine freshwater frontage on the tranquil shores of Burnt Land Pond. No motorboats are allowed as it is the water supply for the town of Stonington. Built in 2002 with energy efficiency in mind, the home is a perfect blend of comfort, sustainability, and natural beauty located just a five-minute drive to downtown Stonington with restaurants and shops. The open, light-filled layout is ideal for year-round living or a serene getaway, with a spacious back deck that invites you to relax and take in sweeping water views and vibrant birdlife. A separate outbuilding offers flexible space for storage, hobbies, or a studio, while the established garden area is ready for your green thumb. There is a canoe and dock ready for exploring the beautiful shoreline. There is a wood stove for those crisps days and evenings. The fully equipped kitchen is open to the dining and sitting area. This could be a duplex as there are two separate entrances with two bedrooms on each side. A studio was added and connected to the home for the artist or hobbyist. Whether you're kayaking at sunrise, gardening in the afternoon, or unwinding by the water at sunset, this peaceful property is a rare and special find for nature lovers and privacy seekers alike.

From the moment you enter the main house, you see views of the Benjamin River and Eggemoggin Reach. These 2 beautifully landscaped homes provide rental opportunities and histories in both AIRBNB for the Cottage and local rental markets for the Main House. They were originally purchased for rentals and that lasted until the owner fell in love with them and moved in 2020 for a full-time life in Maine. The Main House has a spacious chef friendly kitchen, dining room and 4 separate sitting areas, a library, living room, sitting room and studio that allow a number of people to be in the home and find private space. 3 bedrooms, with the studio as a possible 4th, make it a wonderful place to have guests. The kitchen addition has radiant floor heating and is quite welcoming on colder days. The Cottage is also the perfect place to put family or guests so that they have their own space and can open and close their days on their own. It is a favorite on AIRBNB since 2019 with a 4.94 rating. If income is an issue, this provides a great option. The houses can be sold with most of the furnishings, excluding art, if so desired. The property is being sold 'As Is' and the homes have both been cared for by the best contractors you can find in the area. The owner has been intent old into easy.

Commanding extraordinary ocean views across the Benjamin River and Eggemoggin Reach, this newly constructed hilltop coastal residence pairs refined design with more than five private acres with flexibility for modern Maine living.Thoughtfully designed with fine finishes, high-end appliances, and energy-efficient systems, the three-bedroom, three-bath home offers generous, light-filled spaces oriented toward the surrounding landscape and water. The main level features an expansive open living, dining, and kitchen area, along with a first-floor guest bedroom and full bath. A covered porch extends the living space outdoors, providing a peaceful vantage point for watching abundant birdlife and wildlife while taking in the ever-changing river views.Upstairs, the primary suite is a private retreat with an en-suite bath and walk-in closet, complemented by conveniently located second-floor laundry.Adding to the property's appeal is the original 2017 structure, now completely transformed to incorporate a one-bedroom apartment with additional finished space into the newly finished addition. This flexible configuration allows the property to function beautifully as a single-family residence, accommodate extended family and guests, or provide the opportunity to live in one portion while generating rental income from the other.Walk to the public boat dock. The Town of Sedgwick offers mooring permits.Privately situated and designed for comfortable year-round living, this distinctive Benjamin River ocean view property brings together new construction, elevated finishes, modern efficiency, remarkable water views, and uncommon versatility.

Tucked away in a private setting on Sunset Road in Brooksville, this completely renovated and updated three-season cottage is positioned on over one acre overlooking 185 feet of stunning deep-water frontage on Eggemoggin Reach, a perfect place to launch a kayak or moor a boat.The home offers plenty of room with three first-floor bedrooms and two full baths. The second floor includes an office, along with an additional play or sleeping area. The first-floor living space features a wood stove, cathedral ceilings, and opens to a screened-in porch and deck overlooking landscaped gardens, granite tidal pools, the waterfront, and views of Pumpkin Island Light. A separate garden/work shed, along with a pad offering electricity and plumbing, provides potential for a garage, guest house, or additional living space.

Set atop the sought-after heights of Caterpillar Hill, this exceptional 20? acre estate enjoys sweeping views across Eggemoggin Reach and offers a rare combination of privacy, acreage, and timeless Maine craftsmanship. Built by acclaimed local builder Michael Hewes, the residence encompasses over 3,800? square feet of thoughtfully designed living space with 4 bedrooms, 3 full baths, and 2 half baths across three levels. The home's dramatic central staircase and soaring wall of glass frame water views and fill the interior with natural light. A large ceiling fan keeps the main living cool during the summer months. Rich wood finishes, custom built-ins, and warm architectural details create an inviting atmosphere throughout. Multiple living and entertaining spaces include formal and informal gathering rooms, a dining room, library, and lower-level recreation room, offering flexibility for both everyday living and hosting guests. The spacious primary suite provides a private retreat with elevated views, while additional bedrooms and guest accommodations comfortably welcome family and friends. Radiant heat, extensive storage, and an attached two-car garage provide year-round comfort and functionality. Outside, the landscape captures the essence of Downeast Maine with a blend of open meadows, mature forest, and established blueberry grounds. Stone walls, multiple decks, and a screened porch create inviting spaces to enjoy summer sunsets over Eggemoggin Reach, abundant wildlife, and the changing seasons. A few minute drive to the public beach and boat launch at Walker Pond offer easy access to swimming, fishing, kayaking, and boating throughout the summer season. Perched high above the coast, the property offers remarkable privacy while embracing the beauty of its natural surroundings. Located just minutes from the villages of Sedgwick, Blue Hill, and Deer Isle, this custom and private estate places world-class sailing, protected harbors, acclaimed arts communities.

Where exceptional architecture meets the timeless beauty of the Maine coast, this custom contemporary oceanfront residence offers an expression of clean design, privacy, and place with an unforgettable connection to the sea. Completed in 2017, the home was thoughtfully conceived to create a seamless dialogue between its refined interiors, the surrounding landscape, and the ever-changing beauty of the Maine coast. Clean architectural lines, expansive walls of glass, and carefully proportioned living spaces define the residence, where understated elegance is balanced by comfort. Offering three bedrooms and three full baths, the home is designed for everyday living as well as gracious entertaining, with each space embracing natural light.Engineered for year-round efficiency, the residence features radiant floor heating, energy-efficient mechanical systems, on-demand hot water, air conditioning units and a water filtration system. An attached two-car garage integrates seamlessly into the home's architectural design, while thoughtful infrastructure reflects the quality and longevity of its construction.An Endless Pool provides an exceptional wellness amenity for year-round exercise and relaxation. Rising above the landscape, the observation tower offers a vantage point, capturing sweeping views across Eggemoggin Reach and the surrounding coastal landscape.The property's 5.25-acre setting affords a level of privacy, while 365 feet of waterfront establishes a lasting connection to one of the Blue Hill Peninsula's most celebrated waterways. Modern architecture and a coastal setting come together to create a residence of unique character, an elegant retreat designed for those who value privacy, thoughtful design, and the timeless beauty of Maine's shoreline.

Perched above the waters of Penobscot Bay in the Harborside community, this architecturally designed contemporary offers an extraordinary blend of modern comfort and panoramic coastal beauty. Thoughtfully renovated during the current ownership, the main residence has been transformed to maximize its breathtaking southeastern views, while a stunning post-and-beam barn-style guest house has been completed to create an exceptional multi-generational or guest retreat. Upon entering the main home, you are immediately captivated by sweeping views of Penobscot Bay and its picturesque islands. The open-concept design is centered around a beautifully renovated gourmet kitchen, creating the perfect gathering space for family and friends. The adjoining dining area, warmed by a propane fireplace, frames the ever-changing coastal landscape through expansive windows. The spacious living room features all-new windows that flood the home with natural light while showcasing the spectacular water views and providing direct access to a spacious deck. Just beyond, the inviting library offers a second propane fireplace and its own private deck, creating a peaceful space to relax and enjoy the scenery. The first-floor primary suite is a true sanctuary, complete with a generous walk-in closet, spa-inspired bath with an oversized tiled shower, and a private balcony overlooking the bay--the perfect setting to enjoy your morning coffee as the sun rises over the water. An elevator or staircase leads to the second level, where an airy bedroom suite features vaulted ceilings, a propane fireplace, and its own private balcony with commanding coastal views. The lower level is designed for relaxation and recreation, by an indoor swimming pool, an additional bedroom with propane fireplace, a full bath, laundry area, and direct access to the oversized two car garage. Complementing the main residence a 2,393 SF Post & Beam. Beautifully finished, it offers an open-concept with 3 beds and 1.5 baths.

Welcome to 482 Falls Bridge Road in beautiful Blue Hill, Maine. This Federal-style home offers a renovated, open-concept living space with views of Blue Hill Bay from the deck. The second floor features three bedrooms, a full bath, and laundry. A new high efficiency heating system with radiant panels was installed in 2026 Set in a peaceful setting on the Blue Hill Peninsula, this property provides an inviting opportunity to enjoy Maine's coastal lifestyle, natural beauty, and close-knit community. It is a comfortable backdrop for year-round living, a seasonal retreat, or an investment opportunity. Enjoy convenient access to Blue Hill Village, local shops, restaurants, the Blue Hill Co-op, hiking trails, boating, and the area's renowned cultural offerings. The surrounding region also puts you within easy reach of the saltwater shoreline and Acadia-area adventures. Whether you envision quiet mornings surrounded by nature, gatherings with family and friends, or a home base for exploring the peninsula, 482 Falls Bridge Road offers a distinct setting in one of Hancock County's most sought-after communities.

This property offering includes an historic Arts and Craftsman-style Foursquare house - thought to be one of the first houses built in Dark Harbor - set on a sunny and open lot, as well as an additional vacant wooded lot both, just a short walk from the charm and amenities of Dark Harbor Village, Gilkey Harbor, and scenic Kissel Point. Brimming with original character and island warmth, the residence offers the best of both community connection and personal retreat. Ascend granite steps and enter through the welcoming formal front door beneath a gracious covered porch, perfect for waving to neighbors or enjoying a quiet cup of coffee. Inside, a central hall anchors the home, with a lovely parlor and dining room on one side, and a cozy study, powder room, and laundry area on the other. The kitchen, complete with pantry, is located to the center rear of the house, adjacent to a small sunlit room which leads out to a back deck, an ideal spot for relaxed outdoor dining. There is also a mudroom that opens to the covered back porch. The second floor includes three bedrooms and a full bath. An additional flexible use room has a staircase to a spacious, unfinished attic which offers expansion potential and includes glimpses of the water. The detached barn is closely adjacent to the house and is suitable for storing outdoor furniture. Located close to many of the island's year-round activities, including community center, gym, and school. Offered partially furnished.

This delightful cottage is set on a sunlit lot within walking distance of Dark Harbor Village, Gilkey Harbor, and scenic Kissel Point. Enjoy soaking up Summer days on the deck surrounded by honeysuckle, peonies, and mature rhododendrons and playing out on the lawn. Inside, are cozy living spaces with a bedroom tucked upstairs. A detached storage shed provides convenient space for garden tools and gear. Located close to many of the island's year-round activities, including community center, gym, and school. Offered mostly furnished. In addition to this property offering, if you are looking for a larger or compound-style property, consider the abutting property at 115 Babbidge Road Road which is also for sale.

East Bay is an exceptional coastal estate offering the perfect blend of a private summer retreat and a tranquil year-round residence. Set on more than five secluded acres with 430 feet of pristine, accessible waterfront, the property enjoys an elevated position above the scenic shoreline, where beautifully curated gardens and mature landscaping frame sweeping views across Penobscot Bay and its islands.The residence unfolds along a gently sloping bluff, capturing spectacular water vistas from nearly every room and outdoor living space. Originally built as a post-and-beam home around 2000, East Bay has been thoughtfully transformed over time. Its current design, inspired by the timeless coastal architecture of Royal Barry Wills, combines classic New England character with understated sophistication.Designed for both elegant entertaining and comfortable everyday living, the home offers a seamless balance of formal and informal spaces. Highlights include a first-floor primary suite with a private sitting room and office, multiple guest suites, inviting sitting rooms, a library, additional office spaces, a wine cellar, exercise room, updated mechanical systems, air conditioning, a generator, and a carport.The outdoor amenities are equally impressive. A heated swimming pool, hot tub, and sauna are perfectly positioned to maximize the breathtaking waterfront setting and views, while a custom-built staircase provides direct access to the property's private beach.Evoking the charm and grandeur of Islesboro's historic summer cottages, East Bay is a rare legacy property--an extraordinary expression of Maine's rugged coastal beauty, enduring craftsmanship, and timeless elegance.Explore the 3D tour and floor plans for a fully immersive experience of this remarkable estate.

An Island Life with Room to Create , Come to Islesboro and live a little differently. Long known for its thriving arts community, the island offers a blend of creative energy, natural beauty, and a welcoming spirit. This historic three-bedroom Maine sea captain's house features wood floors, abundant natural light, and views toward Mill Creek Cove and Gilkey's Harbor. Open living, kitchen, and dining spaces flow to a screened porch, while the kitchen features cherry countertops and a handcrafted Maine Monson slate sink. A first-floor primary suite opens to the deck. Outside, more than 60 heirloom fruit trees surround a fenced garden, spring-fed pond, firepit, and outdoor shower. Stairs lead to the shore of Mill Creek Cove, providing direct access for launching a kayak or paddleboard. A separate artist studio with electricity and loft space overlooks the pond, offering a peaceful setting for inspiration and creativity. A lovely deck extends to the water's edge, perfect for morning coffee or a quiet moment of reflection. A historic former village post office serves as a seasonal guest cottage or flexible retreat, with a full bath and screened porch. The property borders acres of undisturbed wilderness, creating a wonderful sense of privacy and connection to nature. Golf, trails, the ferry, island market, community center, seasonal farmers market, bakery, and other island amenities are all nearby. Ideal for seasonal living, with potential for year-round use with additional improvements, this is a distinctive island property with room to create, garden, gather, and enjoy life on Islesboro.

Discover a rare opportunity to own one of Brooksville's most historic waterfront properties. Known as the original Wasson's Wharf, this remarkable offering features approximately 254 feet of deep-water frontage on the Bagaduce River as it opens to Castine Harbor, where 23 clipper ships were launched during Brooksville's renowned shipbuilding era. At the water's edge sits the original boathouse, thoughtfully preserved and currently operating as a seasonal rental, providing immediate income potential while you plan your future waterfront home. Above the shore, a gently elevated homesite has been carefully positioned to capture breathtaking westerly sunsets across Castine Harbor with the Camden Hills rising in the distance. A 4-bedroom septic design has already been approved, making it easy to begin creating your dream coastal retreat. A sweeping meadow leads gracefully to the shoreline, offering a picturesque setting rich in natural beauty and maritime heritage. Whether enjoying the peaceful waterfront, launching a kayak, or simply watching boats navigate one of Maine's most scenic waterways, this property offers an exceptional connection to the coast. Brooksville's rich maritime history comes alive here, where shipbuilders, sailors, and merchants once helped shape Maine's seafaring legacy. Today, the property presents a unique opportunity to preserve that history while creating a legacy of your own. Ideally located just 20 minutes from the vibrant coastal village of Blue Hill, with its acclaimed restaurants, galleries, shops, and yacht club, and approximately one hour from Acadia National Park and Mount Desert Island, this extraordinary property offers the perfect balance of privacy, convenience, recreation, and history. Whether you envision a year-round waterfront residence, a seasonal retreat, or simply wish to own a remarkable piece of Maine's maritime past, Wasson's Wharf is truly a once-in-a-generation offering.

Rarely does a property like this become available in Islesboro's storied and much-loved summer colony, Sabbathday Harbor. Perfectly sited, up high on the shores of East Penobscot Bay, this classic cottage offers sweeping easterly water views extending to Cape Rosier and approximately 100 feet of bold, accessible shoreline. The first floor features a living room with a wood stove and doors that open to a spacious water view deck, a functional galley kitchen, and a full bath. The generous wrap-around deck provides the perfect vantage point for sunrise coffee, afternoon reading, or evening gatherings with the bay as your backdrop. Upstairs, three charming bedrooms capture the light and sea breezes. A separate simple structure could make for a fun getaway space. Steeped in tradition and rich in natural beauty, this property invites you to create lasting memories for generations to come in one of Maine's most cherished summer enclaves.

The Bluff House is a gracious 19th Century Greek Revival ship captain's house, set high on the north end of the island with inviting views over its nearly 18 private and mostly wooded acres with trails leading to over 700 feet of sandy beach on the eastern shore of Islesboro. As the back of this stately home opens to a sprawling lawn with the views over tree tops east to Penobscot Bay, the Bluff House's privacy, quiet neighborhood, and bucolic feel beckon a time long ago. Set up island, this home is in close proximity to the island's community center, places of interest, and activities. This 1800's, 4 bedroom, 3 bath property has many renovations and updates complete with new engineered European White Oak flooring, new structural support system under the kitchen, new lighting in the kitchen and bathrooms, and new plumbing stubbed and ready to go. Currently the kitchen and two of the bathrooms are ready for your own touch and completion! There are generous yet comfortable spaces to enjoy - family room, living room, dining room, library/study - at the Bluff House with its architectural elements echoing an age of simplicity and elegance, while its systems and structures have been updated during thoughtful and meticulous renovation creating a distinguished, historic home of notable character with modern convenience, including a two car garage - with sub flooring in place and could be finished as an office, studio, or other space -, 10kw generator, and high speed internet. A perfect island home ready for year round living or seasonal retreat.

Discover a private coastal escape on the quieter northern end of Islesboro, where expansive acreage, immediate waterfront access, and new construction come together in an exceptional setting. The property encompasses eleven acres with approximately 260 feet of shoreline, offering the rare convenience of level access to the beach directly from the groundsno stairs or difficult terrain required. Completed in 2025, the 2,200-square-foot log-style residence was designed to make the most of its natural surroundings. The heart of the home is an airy kitchen and living space defined by soaring cathedral ceilings and a broad expanse of windows that captures abundant daylight and views toward the water. A covered rear porch extends the living area outdoors, providing an inviting place to gather while overlooking the shoreline. Two bedrooms are located on the main level, including a generous primary suite with a walk-in closet and direct access to a screened porch. Upstairs, a spacious third bedroom and private bath provide comfortable accommodations for visitors or family members. Privacy is a defining feature of the property. The home is reached by a lengthy private drive, creating a peaceful sense of separation from the surrounding island community. A recently completed detached garage with room for two vehicles adds valuable storage and everyday functionality. Offered as a move-in-ready waterfront property, this Islesboro retreat combines contemporary comfort with the timeless appeal of island living. An expanded 13-acre purchase is also available for those interested in creating a larger family compound or multi-generational estate. That offering includes an additional four-bedroom, year-round residence, providing an uncommon opportunity to establish a substantial private coastal property.

Discover an exceptional coastal compound on the peaceful north end of Islesboro, where expansive acreage, shoreline access, and privacy come together in a truly uncommon offering. Spanning 13 acres with approximately 514 feet of open waterfront, the property provides direct, easy access to the beach without stairs. Abutting conservation land and reached by a long private drive, the setting feels secluded and removed from the everyday. At the heart of the compound is a beautifully threebedroom crafted log-style residence completed in 2025. The approximately 2,200-square-foot home combines rustic warmth with a bright, contemporary layout. Adding another dimension to the property is the original 1968 residence, a comfortable fourbedroom, two-bath home designed for year-round use. All of the living space is conveniently located on a single floor, and the home retains plenty of character. There is a separate two-car garage provides ample room for vehicles, equipment, and storage, as well as a boat house. Outdoor living is an integral part of the compound. A covered porch and waterside fire pit provide inviting places to gather, unwind, and enjoy the shoreline. Both residences have fenced yards with gated paths leading directly to the beach. For those interested in gardening or a more selfsufficient lifestyle, the property also includes a newly installed greenhouse and 10 young fruit trees. With two distinct homes, substantial acreage, protected surroundings, and rare open waterfront, this Islesboro compound offers remarkable versatility for extended family, private retreats, and generations of shared summers.

The Star of Hope Lodge, an extraordinary piece of Maine's architectural, artistic, and cultural history, offers a rare opportunity to become the next steward of a landmark property. Built in 1884 during the height of Vinalhaven's granite industry, this approximately 7,000-square-foot, 12-room Second Empire Victorian stands in the heart of the island village, with water views toward Vinalhaven Harbor from the front and across Carver's Pond from the back. Its mansard roof, central tower, and widow's walk recall an era when Vinalhaven granite and craftsmanship contributed to some of America's most celebrated landmarks.The Lodge's story extends beyond its architecture. For more than 40 years, renowned Pop artist Robert Indiana made the Star of Hope his home, studio, and museum--a place where he lived, worked, and created. This gives the property a direct, documented connection to a major American artist and exceptional cultural provenance. With commercial and residential possibilities, the Lodge offers its next owner the chance to reimagine its future while respecting its remarkable past. A significant 2020-2022 stabilization project addressed structural needs, water and pest intrusion, and three of the building's four exterior walls. Documentation of completed and recommended future work is available. Lighting and architectural details have been preserved. The Star of Hope Foundation, which supports artists and cultural initiatives in Maine and on Vinalhaven, is selling the property. Few properties combine architecture, history, art, and place in quite this way. Whether considered for residential or commercial use, or as a legacy or institutional asset, the Star of Hope offers something increasingly rare: the chance to own an important piece of Maine and American art history, preserve it, and give this landmark new life and purpose.

Experience the magic of coastal living at this seasonal camp, set on 7 acres of level land and offering 1,400 feet of accessible shoreline and beach. Whether you choose to enjoy the camp as it is or build your dream retreat, this property provides the ideal setting to enjoy island life. Imagine long summer days filled with swimming, boating, and beach combing, capped off by breathtaking sunsets over the water. When you're ready to explore, take a stroll up the beach to Islesboro Island Trust's Turtle Head Preserve, where rocky cliffs, panoramic views, and fascinating geological history await. Or head out to explore all the island has to offer. The property is being offered as is.

On an island in Maine sits this sweet cottage with room to expand or build on the elevated point looking West over Penobscot Bay. Explore 14 acres and 1,288 feet of shore front and beach.

Charming New Englander-style home with warmwood floors and timeless appeal, ideal as aseasonal coastal retreat or comfortable year-roundresidence. Conveniently located with quick access to the scenic and iconic coastal village of East BlueHill, this inviting property offers a blend of charm,functionality, and opportunity.The first floor features an open kitchen and diningarea perfect for gathering, a cozy living roomanchored by a wood stove, a convenient laundryroom, first-floor bedroom, and full bath. Upstairs,you'll find a spacious open studio or office area filled with natural light, a second bedroom with access to a small private deck, and a half bath.Adding to the property's versatility is a substantial36 x 34 detached two-story garage offering endless possibilities for workshop space, storage, hobbies, studio use, or future expansion. Whether you are seeking a peaceful getaway near the coast or a welcoming place to call home throughout theseasons, this property offers the perfect Mainelifestyle.

There are properties that sit near the water, and then there are properties like this one. With 400+ feet of direct Penobscot Bay frontage, a private deepwater mooring, and a whole-house generator, 220 Shore Road is as complete a waterfront package as the mid-coast offers.Every room has been renovated with intention. The kitchen shines with butcher block counters, a hands-free faucet, new lighting, and custom storage. The living room anchors around a fireplace with built-in shelving. The primary suite features a custom window seat and a fully updated bath with new shower, flooring, and a statement Fandelier. Downstairs, a finished lower level delivers a custom built-in den, Whirlpool laundry, and a second fully renovated bath.Outside: fresh blacktop driveway, a cedar fence with solar lighting enclosing the entire yard, and a refinished deck with new railing and 180 degree views! Whole-house generator. Private mooring. Nothing left on the to-do list.

This three-bedroom, two-full-bath property features an updated and remodeled kitchen and bathrooms. Additional highlights include a wood stove for supplemental heating, a whole-house generator, and a private deck offering peaceful field views with Blue Hill Mountain as the backdrop.The home is conveniently located near Blue Hill, Bucksport, and Castine, with numerous hiking and water recreation opportunities nearby.