luxury real estate for sale Brooksville, United States

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.

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.

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.

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.

Perched above the timeless beauty of Snow's Cove, this exceptional one-acre homesite offers an opportunity to create a bespoke coastal Maine retreat in a truly captivating setting. Fully surveyed and soils tested, the property is thoughtfully prepared for future development and enjoys sweeping views across iconic blueberry barrens, with the potential for seasonal water vistas beyond. Just minutes from the village of Blue Hill, one of Maine's most cherished coastal communities, residents will enjoy convenient access to fine dining, local markets, art galleries, boutique shopping, healthcare services, and a vibrant year-round cultural scene. Whether envisioned as a private sanctuary or a legacy property for generations to come, this offering embodies the tranquility, natural beauty, and authentic character that define Downeast Maine. Build your dream home and experience a lifestyle shaped by open skies, coastal breezes, and the enduring charm of Blue Hill Peninsula living.

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.

Experience coastal Maine living at its finest in this beautifully maintained, move-in-ready home with 300 feet of spectacular frontage on Penobscot Bay including a private beach. Enjoy sweeping, unobstructed water views from the spacious deck or relax on the screened porch while taking in the ever-changing scenery. Designed for both comfort and convenience, the home features four bedrooms and three-and-a-half bathrooms, including a desirable first-floor primary suite, and everything nicely in place for one living as desired. A large wood-burning fireplace creates a warm and inviting gathering space, while the finished basement offers a workshop, abundant storage, and room to expand to suit your needs. Additional highlights include an attached two-car garage, standby generator, generous lawn areas, established gardens, and a quiet neighborhood setting. Located just minutes from Stockton Harbor, where you can keep a boat and enjoy easy access to Penobscot Bay.Well cared for throughout, this exceptional waterfront property also includes most of the furnishings, making this a convenient home to move right into.

This rare and exceptional waterfront parcel is located on Golf Club Road, just a short stroll from the Tarrantine Club's golf course. Spanning 1.9 private acres, the property boasts stunning westerly views across the cove and bay, along with 320 feet of accessible shoreline. It is also ideally positioned up and outside of the flood zone.

Nestled in a serene countryside setting, this expansive 10 acre parcel of land offers the perfect blend of tranquility and convenience. Located just a short drive away from the charming towns of Brooklin, Blue Hill, and Deer Isle, this property provides easy access to a variety of amenities while still maintaining a sense of seclusion. As you step onto the land, you'll be greeted by a picturesque landscape that showcases its natural beauty. Towering trees create a peaceful and private atmosphere, making it an ideal retreat for those seeking solace. Imagine waking up to the gentle sounds of nature, sipping your morning coffee on a sun-drenched porch, and enjoying views of the surrounding landscape. The property boasts ample space for various outdoor activities, whether you're looking to build your dream home, set up a garden, or simply enjoy the great outdoors. With its generous size, this land presents endless possibilities for building your dream home or creating a serene getaway. If you're looking to escape the city permanently or seeking a peaceful retreat for weekends and holidays, this 10 acre parcel of land offers the perfect canvas for creating your own slice of paradise. Don't miss out on this opportunity to own a piece of tranquility in this sought-after location.

Discover a rare coastal offering at this beautifully restored circa-1815 Saltwater Estate overlooking the protected waters of Benjamin River Harborage. Featuring 551 feet of protected waterfront with direct access to the renowned Eggemoggin Reach, celebrated worldwide for its legendary sailing waters, this remarkable property captures the very essence of coastal Maine living.Meticulously renovated and thoughtfully updated, the iconic Greek Revival Cape and its impressive two-story attached barn are gracefully situated on 17.3 acres of rolling pasture and woodland, offering privacy, tranquility, and breathtaking water views from multiple vantage points.Inside, the home blends historic character with modern comfort. Five spacious bedrooms, three full baths, two half baths, and a generously sized laundry room provide ample space for family and guests alike. Sun-filled living spaces, inviting fireplaces, and carefully curated finishes create a warm and timeless atmosphere throughout. Every detail has been thoughtfully considered, resulting in a turnkey residence ready for immediate enjoyment.Outside, the expansive farmer's porch overlooks your protected harbor anchorage, the perfect setting for morning coffee or evening sunsets. Launch a kayak directly from your private shoreline or set sail from the existing mooring, which will convey with the property.Ideally located between Blue Hill and Deer Isle, this peaceful coastal retreat offers convenient access to exceptional dining, shopping, galleries, and outdoor recreation.Properties of this caliber, with such a rare combination of history, acreage, protected waterfront, and refined renovation, seldom come to market. Consider the opportunity to make this stunning Saltwater Estate your family's next Maine retreat.

Welcome to 239 Mill Creek Rd - A classic island Cape overlooking Mill Creek and Broad Cove, featuring 3 bedrooms, 2 full baths, and 2 half baths in a setting that captures the essence of coastal Maine living. Open living, kitchen, and dining spaces are filled with natural light and ocean breezes, flowing seamlessly onto a screened porch with water views. Wood floors run throughout the home, while the kitchen showcases warm wood countertops and a beautiful Monson slate sink handcrafted in Maine. The first-floor primary suite offers direct deck access, a wall of closets, and a private bath with a stall shower. A second full bath on the main floor includes a soaking tub with distinctive brick surround and convenient laundry area. Upstairs, a waterside guest bedroom enjoys creek views, while a charming half bath and separate clawfoot tub room add character. A second guest bedroom, accessed by the rear staircase, features built-ins and abundant natural light. Outside, discover a private duck pond with its own viewing deck, a firepit gathering area overlooking the pond, an artist studio with power, storage, and loft space, and a seasonal sleeping cottage with full bath complete with a screened porch overlooking the creek. Stairs lead to the shoreline along Mill Creek, while fenced gardening spaces, water views, and thoughtfully designed outdoor living areas create a truly special island retreat and an ideal family getaway.

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.

TWO HOMES-ONE OCEANFRONT PROPERTY: Set along the shores of beautiful Searsport Harbor, this timeless seasonal cottage offers the kind of coastal experience that feels increasingly difficult to find. For generations, it has quietly stood watch over family gatherings, beach picnics, sunrise coffees, and long summer evenings spent listening to the tide roll in. Rooted in simplicity and connection, it is a place where memories have been made for decades and where the pace of life naturally slows. Inside, the home features 5 bedrooms and 2 baths, with warm old-growth wood interiors that immediately transport you to another era. The spaces feel authentic and unpretentious, shaped more by laughter, storytelling, and salt air than by trends. Every room carries a sense of history and comfort, inviting time together after long days spent outdoors. The ever-changing beachfront offers a rare and treasured stretch of shoreline, perfect for swimming, launching kayaks, searching for shells, or simply sitting quietly by the water's edge as boats pass through the harbor. More than just a cottage, this is a true generational retreat; a place to reconnect with family, with nature, and with the enduring rhythm of the Maine coast. Included with this remarkable property is a newer 3-bedroom, 3-bath contemporary home offering open, airy living spaces filled with natural light and a sense of volume throughout. Two of the three bedrooms feature ensuite baths, adding comfort and flexibility for guests or multi-generational living. Designed with adaptability in mind, the layout easily suits a variety of lifestyles. The spacious lower level can serve as an in-law suite, exercise or artist studio, media room, or additional living space. A separate bonus room provides the perfect setting for a workshop or hobby area. Energy-conscious features include solar panels for low monthly electric costs and a 2-car attached garage with EV charging station. Modern, versatile, and filled with possibility.

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.

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. Owner financing may be available.

Experience the pleasure of owning your private waterfront home (only 10 minutes from Belfast). Enjoy your favorite beverage on the screened-in porch while gazing out to the water of Penobscot Bay, watching osprey hunt for fish and boats glide by. Spend time relaxing in the hot tub under a star-filled sky or take the stairs down to the water to launch a kayak or explore the ocean's edge. This home accommodates easy one-floor living with plenty of additional room on the second floor for family and friends. The features include an exquisite stone fireplace, cathedral ceilings, and gorgeous wood floors throughout. Natural light fills each room with warm sunshine. Upgrades include wainscoting in the living room, an inviting entryway, and a master bath remodel. The dry basement has plenty of room for storage and a personal gym. You could use the bonus room above the garage as an office or hobby area. Buy with confidence knowing you are getting a home warranty. Schedule your showing today and enjoy the beauty of the Maine coast! Please do not do drive-bys, as you cannot see the house from the road.

This exceptional waterfront property showcases quality craftsmanship and thoughtful design throughout. Set along the shores of Penobscot Bay, the custom modern farmhouse is designed for convenient one-level living, featuring a first-floor primary bedroom and full bathroom. There is also an inviting loft, and a spacious finished lower-level. Distinctive interior details, beautiful sunlight filled living spaces, and sweeping ocean views from throughout. Architectural details include leaded-glass transom windows, a compass rose inlay, and custom built-ins. There is an attached and heated garage, and an additional detached and heated two-car garage featuring an indoor/outdoor kennel and a dedicated cat boarding area which could be easily adapted as a home-based business or workshop/ studio space. The landscape is equally inviting, with an expansive deck, backyard firepit, and shared access over an existing set of steps to the beach below, ideal for relaxing or entertaining. Set on approximately 3.5 acres with 300? feet of waterfrontage, the property features vibrant plantings, mature trees for privacy, and panoramic bay views. Conveniently located with great proximity to Camden, Belfast, Bangor, and the Acadia region.

Set within the desirable Highfields at Catching Cove subdivision, this surveyed 1.38-acre ocean-view lot offers a rare opportunity to build in a thoughtfully planned coastal neighborhood. Residents enjoy access to shared amenities, including a 2-acre common area, a tennis court, and a deep-water dock with access to Penobscot Bay. Carefully maintained neighborhood standards help preserve the quality and character ofthe setting, creating a compelling backdrop for a primary residence or seasonal retreat.

Nestled on the serene shores of Belfast's outer harbor, Day Lily Cottage is a historic gem from 1920, beautifully restored to capture both timeless charm and modern elegance. This elevated waterfront haven boasts original stone and clapboard architecture, with a spacious covered porch with a screened-in area, perfectly positioned to take in the stunning southern views over the harbor. Inside, the cottage is filled with character: relax by the cozy stone fireplace, prepare meals in a delightful kitchen with granite counters and modern appliances, and enjoy two exquisitely updated bathrooms with oversized glass showers. With three comfortable bedrooms, this year-round retreat balances the simple allure of a classic New England cottage with the comforts of contemporary living. Outside, the grounds are a lush oasis, landscaped with native that blend seamlessly into the natural surroundings. The property includes a charming barn for storage, a spacious yard for outdoor games, and a versatile, stand-alone studio perfect for creative pursuits-be it writing, painting, yoga, or additional guest accommodations. Stairs to the shoreline allow easy access for kayaking, walking and swimming. A strong rental history makes this meticulously maintained property a good choice for investment. Day Lily Cottage offers a rare blend of historic beauty, modern amenities, and enchanting waterfront vistas.

Nestled along the scenic coast of Belfast, this well-maintained 5-bedroom, 3.5-bath waterfront home offers spacious living, sweeping views, and the ease of a stand-alone residence within a quiet residential condominium community -complete with a deep-water dock for boating and kayaking on Penobscot Bay. Designed with flexibility and comfort in mind, the main level allows for true one-floor living with a sun-filled open layout, well-appointed kitchen, laundry, half bath, and a serene primary suite opening onto the deck. The generous water-facing deck extends the living space outdoors, ideal for entertaining or peaceful morning coffee. Upstairs are two additional bedrooms and a full bath - one of which lends itself perfectly to a bunk room, office, studio, or media room. The lower level offers a fantastic in-law or guest setup, with two bedrooms, full bath, spacious great room with kitchen, and easy walk-out access to a private patio and the beautifully landscaped grounds. Central air-conditioning keeps hot weather at bay, and the living room gas fireplace makes cooler days feel cozy. Sweeping ocean views grace nearly every room, and thoughtful touches throughout offer comfort, light, and versatility. Plenty of storage on each level and an oversized 2-car heated garage accommodates modern lifestyles with ease. Little to no work is required to maintain this beautiful property, thanks to the condominium association amenities. Furnishings could convey for an easy, turnkey move. Close to downtown Belfast for shopping, dining, and entertainment, only a short drive to Lincolnville Beach, Camden, and the Camden Hills State Park for hiking/biking trails. With its blend of privacy, coastal beauty, and community amenities, this is an exceptional opportunity to enjoy year-round living or seasonal retreat in one of mid-coast Maine's most desirable locations.