luxury waterfront houses for sale Islesboro, United States

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.

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.

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.

Homestead Cottage - A Classic Oceanfront Retreat on Eggemoggin Reach Experience the timeless charm of coastal Maine at Homestead Cottage, a delightful direct oceanfront cottage thoughtfully designed as two distinct yet connected living spaces - Homestead East and Homestead West. Offering the perfect balance of privacy and togetherness, this unique waterfront retreat is ideal for gathering family and friends while allowing each to enjoy their own peaceful seaside sanctuary. Each side features a comfortable queen bedroom, inviting living area with a pull-out sofa, kitchenette, and full bathroom with a tub and shower. Warm knotty pine paneling and a wood- burning stone fireplace evoke the authentic character of a traditional Maine summer cottage, creating an atmosphere of relaxed coastal elegance. Connected by a hallway with two doors, Homestead East and West can be enjoyed independently or opened to create one welcoming retreat for extended family and guests. This flexible arrangement offers a wonderful opportunity for multigenerational gatherings, visiting friends, or simply enjoying additional privacy. Wake to spectacular sunrises over the water, take in captivating views toward Pumpkin Island Lighthouse, and savor the peaceful beauty of the surrounding coastline. As the day unfolds, enjoy the changing light across the ocean and the tranquility of this extraordinary waterfront setting. With its classic cottage architecture, versatile accommodations, and direct oceanfront location, Homestead captures the essence of Maine's treasured summer traditions - a special place where generations can gather, unwind, and create lasting memories along the shores of Eggemoggin Reach. Acreage is approximate will be finalized prior to closing.

Westerly Cottage is a charming oceanfront retreat nestled along the picturesque shores of Eggemoggin Reach. This inviting two-bedroom cottage offers an idyllic setting to embrace the beauty, tranquility, and ever-changing scenery of Maine's spectacular coastline. Enjoy breathtaking sunsets from the comfort of the living room, or step outside onto the deck to savor the fresh salt air and captivating waterfront views. A staircase leads to the shoreline, where a sandy beach and access to a privately shared swimming beach invite leisurely days by the sea. Recent improvements, including new cedar shakes and a new roof, complement the cottage's classic coastal character. The property will also be fully winterized for year-round enjoyment, creating an inviting retreat in every season. Included in this exceptional offering is Cathedral Field, a separate parcel of land showcasing spectacular views toward Pumpkin Island. With the potential for an additional building site, subject to applicable approvals, Cathedral Field offers an exciting opportunity to expand upon this distinctive coastal property. Together, Westerly Cottage and Cathedral Field present a rare opportunity to enjoy the natural beauty of Eggemoggin Reach while offering the flexibility and possibilities of an additional parcel. Whether envisioned as a cherished summer escape, a year-round coastal residence, or a lasting family legacy, this special offering captures the very essence of life along Maine's treasured coastline. Acreage is approximate will be finalized prior to closing.

Birch's Cottage & Acorn House - A Private Coastal Maine Retreat Set on a generously sized lot offering privacy, expansive grounds, and abundant accommodations, Birch's Cottage and Acorn House present a distinctive opportunity to enjoy the timeless charm of coastal Maine. Together, these two character-filled residences provide an inviting setting for extended family, visiting guests, and memorable gatherings. Overlooking the historic inn and picturesque gardens, Birch's Cottage is a charming one- bedroom retreat featuring expansive views, a welcoming living area with a traditional wood- burning stone fireplace, a separate bedroom, and a queen sleeper sofa. Its intimate atmosphere and classic cottage character create a peaceful escape surrounded by natural beauty. Acorn House, originally the property's ice house, offers a wonderful blend of history, character, and spacious accommodations across three levels. The first floor features two bedrooms, a full kitchen, and a comfortable living room. Accessed by a separate exterior entrance, the second level provides four generously sized bedrooms and a full bathroom, while the third level offers a delightful sitting area, ideal for quiet relaxation. With a combined seven bedrooms, versatile living spaces, and a spacious, private setting, these two residences offer exceptional flexibility for accommodating family and friends while maintaining individual privacy. Rich in history and authentic Maine character, Birch's Cottage and Acorn House present a unique opportunity to create a cherished coastal retreat with room for everyone. Acreage is approximate will be finalized prior to closing.

TWO HOMES-ONE OCEANFRONT PROPERTY: Set along the shores of beautiful Searsport Harbor, this rare oceanfront offering includes two distinct homes on a single waterfront parcel, creating exceptional flexibility for personal enjoyment, multi-generational living, guest accommodations, or income-producing opportunities.The original seasonal cottage has been part of the same family's summer traditions for generations. With 5 bedrooms, 2 baths, warm old-growth wood interiors, and a timeless coastal character, it captures the essence of classic Maine waterfront living. Days here are spent enjoying the private beachfront, launching kayaks, gathering for meals with family and friends, and watching boats pass through the harbor. Authentic and unpretentious, the cottage offers the kind of coastal experience that is increasingly difficult to find.Complementing the cottage is a newer 3-bedroom, 3-bath contemporary home designed for year-round comfort and versatility. Open living spaces, abundant natural light, and two ensuite bedrooms create a welcoming environment for owners and guests alike. The spacious lower level offers flexibility for additional living space, a media room, studio, exercise area, or in-law suite, while a separate bonus room is ideal for hobbies or workshop use. Solar panels help keep operating costs low, and the attached 2-car garage includes an EV charging station.Whether utilized as a private family compound, a combination of owner occupancy and seasonal rental income, or a property shared across generations, the possibilities are extensive. With two homes, a private beach, and a coveted Searsport Harbor setting, this is a rare opportunity to enjoy the Maine coast while benefiting from the flexibility and income potential that few waterfront properties can offer.

Waterfront on Hosmer Pond! This sweet cottage will charm you! Lovingly restored by current owners with a new roof, all new electrical, new well pump, new Rinnai heater, and other upgrades. A few touches, of your own, to complete this cute getaway spot. Add a stove for cooking or enjoy meals out in one of the many fine restaurants in the area. Light the fire for coziness or take the chill off with the rennai heater. Relax on the deck while grilling your favorite foods, looking out at the water. You have an added bonus of a large extra building, it would make a great office or Studio! Come and take a look, you will be charmed!

Occupying a privileged position along one of the most celebrated stretches of the Maine coast, this distinguished waterfront residence commands 200 ft of private frontage on Eggemoggin Reach, with an extraordinary perspective toward the iconic Deer Isle-Sedgwick Bridge. The four-bedroom, three-and-a-half-bath residence has been thoughtfully oriented to its remarkable setting, with expansive views of the Reach from nearly every room. The interiors have been thoughtfully refreshed under the direction of an interior designer, introducing a sophisticated and cohesive sensibility while preserving the warmth and ease appropriate to a Maine waterfront residence. Generously proportioned living spaces invite both intimate everyday living and larger gatherings, with ample accommodations for family and guests. A long private drive creates an immediate sense of arrival and seclusion, revealing a property that feels wonderfully removed from the outside world. The attached two-car garage and full basement provide substantial additional space and practicality for effortless year-round living. Beyond the residence, the shoreline of Eggemoggin Reach provides a vantage point from which to experience one of Maine's most storied waterways. Schooners and sailboats pass through the Reach, working vessels trace familiar routes between island communities, and the Deer Isle-Sedgwick Bridge provides an architectural landmark against the horizon. With a sense of privacy, the property is ideally positioned for enjoying the cultural, recreational, and culinary offerings of the Blue Hill Peninsula, placing some of the region's most beloved coastal villages within easy reach. More than a waterfront residence, this is a property defined by its setting: substantial shorefront, exceptional privacy, beautifully considered interiors, and a view that could not be replicated. An uncommon opportunity to own a refined year-round retreat overlooking one of the defining landscapes of the Maine coast.

This beautiful waterfront end unit at Jameson Point will convey largely furnished and is ready for your immediate enjoyment. Large waterfront deck with composite decking, central air conditioning, tastefully updated kitchen and bathrooms, attached 2 car garage. The condo has been recently updated with new siding, skylights, roof shingles, and trim. There are two bedrooms and two full bathrooms on the first floor, including the first floor primary bedroom suite which includes a large and very well appointed primary bathroom. Upstairs you'll find two additional living spaces with potential as a third bedroom, or an office area. Jameson Point is a peaceful and picturesque waterfront development fronting Rockland Harbor with spectacular views of the Breakwater and out to Penobscot Bay beyond. Easy access to downtown Rockland, the Samoset Resort, and all Midcoast amenities.

Set amid the rolling countryside of Appleton, this remarkable 142-acre property captures the core essence of Maine living. A diverse landscape unfolds across open vistas, sweeping meadows, and mixed-species forests, creating a setting rich in natural beauty, wildlife, and year-round recreational opportunities.The land stretches to approximately one-half mile of frontage along the St. George River and includes another 500 ft of frontage on Sennebec Pond--a picturesque shoreline perfect for swimming, paddling, fishing, or simply enjoying the tranquility of the water. Perched prominently above the forests and meadows is a gentleman's hunting and fishing camp, built in the 1990s. Thoughtfully sited to take advantage of the property's commanding vantage point, the camp serves as an ideal retreat for sportsmen, outdoor enthusiasts, or those seeking an escape into the natural world. The barn provides additional utility for equipment storage, agricultural pursuits, or future expansion of the property's capabilities.Whether envisioned as a private family compound, sporting retreat, working farm, or legacy estate, this extraordinary holding offers a rare combination of acreage, water frontage, recreational amenities, and scenic beauty in the Midcoast Maine rolling hills. This is a place where fields meet forest, river meets pond, and generations of memories await.

Beautiful Private Crawford Pond in UnionThis amazing energy-efficient, exquisitely designed year-round home offers peace, privacy, and tranquility on pristine Crawford Pond. Thoughtfully crafted with exceptional flow, it invites you to savor every moment - whether preparing a great meal, enjoying drinks on the screened porch, paddling or swimming in the crystal-clear water, hiking the island preserve in the middle of the pond, relaxing in the hot tub, or curling up with a good book while listening to the loons.A place that inspires deep breaths, contented smiles, and a closer connection to nature. This special home will surprise and delight you - come experience it for yourself.