Maine Island Homes Real Estate | Maine Island Homes for Sale

$455,000

Sited on the easterly shores of Islesboro Island, savor a seaside tranquility and true remoteness while being easily accessible with a twenty minute ferry to the mainland. This matchless and pristine island location offers waterfront and ocean views with a strategically sited mid-construction Den Outpost Cabin taking advantage of elevations offering views and sunrise exposure. Two lots convey with a small build envelope on the waterside lot and a cliff-side trail to the partially owned protected cove pebble beach area. The deep water shoreline is bold and inspiring. Room to build another house on the higher lot or simply finish the modern designed getaway that has been started. East Shore Drive is of the most picturesque, private and exclusive island roads with little traffic that ends just beyond this property while being close to the ferry and Dark Harbor. With so much of the ground work already done, septic designs in hand, and cabin exterior completely finished with windows and doors in place, take this distinct property as yours to the next level overlooking Penobscot Bay.

197 E East Shore Drive, Islesboro

Listing courtesy of Camden Coast Real Estate. info@camdencoast.com

$1,275,000

3 Beds ⋅ 4 Baths

Conceptualized by a renowned ship builder, this true post and beam home was crafted from timbers that were felled and milled from the property. The beams have chamfered edges and are one example of the care that was taken in every detail of the house. Set on 1.52± acres with 150 ft± of waterfront, with protected views of west Penobscot Bay, the protected lands of Turtle Head and Sears Island, this 3-bedroom, 3.5 bath home has space and elegance and comfort. The open floor plan includes a chef's kitchen, large hearth and chimney built from local island stones and offers multiple sitting areas all with water views. Radiant heat throughout the house warms the Brazilian slate floors on the first floor and wood floors of the second floor. The large deck is perfect for entertaining and offers the opportunity to watch both the sunrise and sunset. The garden level with a private entrance, offers a separate space for guests, staff or renters to have their own full bath, second kitchen, dining space, bedroom and enjoy the water views. Plenty of storage in the mechanical room and the attic. The grounds have been cared for and there is a walking path that leads you down to a pebble and stone beach. Plenty of privacy is offered by the up-island location and the thoughtfully crafted protective easements for view and vegetation. The northern side of the property abuts 24 acres of conservation land. The private dirt roads that lead you to the property are well maintained. Stay connected with fiber optic broadband internet with 1 gibibyte connection speeds. Used as a successful seasonal and year round rental in previous years, consider the opportunities with this year round home. Islesboro is a 20-minute ride from the mainland town of Lincolnville, accessed by a public car ferry, water taxi or private boat or small airplane. No drive by please.

195 Beach Drive, Islesboro

Listing courtesy of Cates Real Estate. ginnie@catesre.com

$1,160,000

4 Beds ⋅ 2 Baths

With only 15 properties sold in the last 10 years, this is a ONE in a lifetime opportunity to own your own cottage on Monhegan Island! Long known as a destination for artists and art lovers, when you hop on the ferry in Port Clyde stress just leaves your body as you know what is on the other end of your trip! This 3-4 bedroom cottage is perfect for the buyer that is looking for a place to unwind, log off, and decompress. The ocean view overlooking Lobster Cove is romantic and the sunsets are breathtaking. Enjoy the 9 miles of hiking trails, or spend your afternoons enjoying the local shops. Taking a snooze listening to the birds and sounds of passing boats is always on the menu. Cottage does come furnished for your immediate enjoyment!

142 lobster cove Road, Monhegan Island Plt

Listing courtesy of Maine Homes and Camps.

$395,000

3 Beds ⋅ 2 Baths

An incredible opportunity awaits to own a move-in ready home in a prominent downtown location with stunning views of Carvers Harbor Pond. This property also offers water access, benefiting from a deeded right of way to Carvers Harbor Pond. Situated on a large elevated lot with gardens, terraces, trees, and flat areas of lawn, this unique property provides buyers with countless options for enjoyment. Currently, the home is divided into two apartments, which have been generating income for the current owners, helping offset expenses. The first level comprises a complete 2-bedroom, 1-bathroom apartment with a bonus room and two walk-out decks. Downstairs, there is a 1-bedroom, 1-bathroom walk-out apartment, along with a spacious laundry and storage room, and a potting shed. This home can easily be converted into a larger single-family home, or alternatively, the second downstairs apartment can be expanded into a 2-bedroom unit. Recent improvements include a new heat pump/AC system installed in both apartments, fresh interior paint, and new flooring in the upstairs apartment. This property offers unlimited potential for the new owner to customize it to their preferences. Conveniently within walking distance to downtown shops and restaurants, Carvers Harbor, and the ferry boat, this one-of-a-kind property should not be missed

3 Islander Lane, Vinalhaven

Listing courtesy of Vinalhaven Realty.

$875,000

4 Beds ⋅ 3 Baths

This well maintained and very tasteful shingled home includes 8 acres and almost 2000' of cove frontage on Mill River, a protected salt water inlet just off the Fox Islands Thorofare. The residence was architect designed and built in two phases, offering flexibility for various living styles as well the option to live comfortably off season. The larger primary section includes a great room with vaulted ceiling and fireplace, dining area with doors onto the waterside deck, crisp white kitchen, two first floor bedrooms, full bath/laundry, and ensuite bedroom above with small balcony. The attached guest quarters has a full basement and includes a small kitchen, living room with wood stove, 2nd floor ensuite bedroom and living room/studio area. Wood floors, soft white walls and abundant natural light throughout, with most rooms having water views. Enjoy relaxed summer living outside under the pergola covered patio, waterside deck, or in various outside seating areas including the large sections of granite that slide into the ocean. Plenty of shoreline and acreage to explore, and enough land to possibly build a guesthouse. This is a well appointed and comfortable waterfront home in a quiet setting that is as enjoyable for a couple as it is for a family. Ramp and float transfer as do all appliances. Many furnishings can be purchased outside of closing. Occupancy can occur after September 8, 2023.

75 Boy Scout Point Road, Vinalhaven

Listing courtesy of Davidson Realty.

$950,000

3 Beds ⋅ 2 Baths

On the Island of Monhegan, surrounded by high cliffs, sea, and natural space, sits the Chadwick House, a quintessential, off-center chimney cape in the heart of the village. This house has been well looked after for many years and now is a fully-equipped, year-round home with a rich and durable history. If you want to get away to explore the miles of well-cared-for trails, geographic diversity, and a variety of food, crafts, and art, this is the place. This 3 bedroom, 2 bath house is surrounded by a fenced-in yard with extensive plantings and enjoys views of the harbor and Manana Island. Beach access is across the street on Fish Beach Ln.

240 Monhegan Avenue, Monhegan Island Plt

Listing courtesy of Legacy Properties Sotheby's International Realty.

$200,000

Unique opportunity to own your own 48 ft wharf and shop on Carvers Harbor overlooking Downtown Vinalhaven. The workshop is 14 X 20 and has a monitor heater. A second story could be added to this space for more storage/workspace. This property would make for a great workshop for a fisherman, boater, or a commercial space for marine related trades. Great access at mid & high tide. Seller would be interested in the option to lease back the space and also would be open to owner financing.

69C Clam Shell Alley, Vinalhaven

Listing courtesy of Vinalhaven Realty.

$417,000

3 Beds ⋅ 2 Baths

Centrally located on the island of Islesboro is a 3 BR 2 BA cedar shingled home that is both private and inviting. Set off of Mill Creek Road on a wooded lot, this ranch is zoned within the town center of the island and can be versatile in its use. Inside, a tubular skylight brings light into the open design of the kitchen and living room. With the large cathedral ceiling in one part of the living space, it makes the perfect spot for a large house plant or to showcase artwork. Make the most of efficient, one floor living with three bedrooms, including a primary suite, that have ample closet space and large sliding windows to bring in the sunlight. With a chimney in place, consider the installation of a wood or pellet stove for those cool winter nights. In the warmer weather, enjoy the covered porch that is accessed by sliding doors from the living room to watch the colors of the sunset each evening. With 1.105+/- acres to convey, consider your opportunities to add on to the home, build a garage, or even an additional guest suite.

132 Mill Creek Road, Islesboro

Listing courtesy of Cates Real Estate. ginnie@catesre.com

$8,500,000

3 Beds ⋅ 1 Baths

Stone Cove Farm is a classic saltwater farm with historic buildings, 267± acres of fields and woods, and spectacular views over the eastern end of the Fox Islands Thorofare, the ''Sparkplug'' lighthouse, Stimpson Island, and across East Penobscot Bay to Isle au Haut. Sited on a knoll with southerly views over the fields to the water, the house is a mid-nineteenth century extended Cape farmhouse with charming period details. The seasonal home has three bedrooms, a bunk room; and two historic barns complement the residence. Approximately 3,400± feet of varied and accessible ocean frontage includes a grassy point of land, dramatic rocky shore, and a pebble beach. A small island, ideal for picnics and children's exploration, is also included. The property offers the potential for additional residential development, a deep-water dock, and/or a return to agricultural pursuits. Extensive due diligence available.

377 S Shore Road, North Haven

Listing courtesy of LandVest, Inc..

$300,000

Mildred Grace Road Prime Waterfront Lot. Off the beaten path, 2.79 acres with 250 feet shoreline, magical elevated ledges, bold frontage, deep water, deep woods and rich fern glens, and tucked in building sites. Mixed soft and hardwood; spruce, birch. Surveyed and soils tested. Shale right of way to lot. Panoramic sunset views over West Penobscot Bay. Currently best deal on the water $350,000.

12D Mildred Grace Road, Islesboro

Listing courtesy of Island Property.

$415,000

Welcome to your dream waterfront property in Islesboro, Maine! This 3.19-acre lot boasts 550 feet of pebbly waterfront, abundant with driftwood and providing you with the ultimate opportunity to build your forever or vacation home in a serene and picturesque setting. This spectacular lot offers the perfect opportunity to immerse yourself in the everchanging seasonal beauty of living on the beach. With easterly views towards Penobscot Bay, you're sure to capture stunning sunrises and endless natural splendor. Imagine waking up to the gentle sound of waves lapping against the shore, taking a stroll along the beach with your morning coffee, or soaking up the sun as you watch sailboats glide by. With its prime location and abundant water frontage, this lot also offers endless possibilities for outdoor recreation and relaxation, from swimming and kayaking to sunbathing and stargazing. Don't miss out on the chance to make this idyllic waterfront property your very own slice of paradise! Recent Soils Test identifies suitable location for a septic system.

31-E Main Road, Islesboro

Listing courtesy of Camden Real Estate Company. info@camdenre.com

$384,900

3 Beds ⋅ 2 Baths

Ready to have a brand-new home? This to be built home is located on the Jones Brook Road, Saint George. 3 Bedroom, 2 bath, radiant floor, full basement, new appliance credit, porch. If you're ready, let us build your new home!

Jones Brook Road, Saint George

Listing courtesy of ERA Dawson-Bradford Co..

$395,000

Coastal Island Oceanfront with phenomenal views of Vinalhaven's Eastern Bay and also some southern exposure. Rocky beach, with 13.2 acres of gently sloping land to the water's edge. 325 of deep water . Three bedroom septic design has been completed .... year round road and electric part way into the property. Private, beautiful and oh so peaceful.

Smith Harbor rd Lot 2 Road SE, Vinalhaven

Listing courtesy of Vinalhaven Realty.

$279,000

3 Beds ⋅ 1 Baths

Vinalhaven's Eastside - An immaculate 3 bedroom residence with distant water views. Cozy and inviting. Workshop for a lobsterman or studio/storage space. The property includes a bonus lot with a 3 bedroom completed soil test. This extra lot promises privacy and an excellent opportunity for building a new home. Both properties are being offered as a package and listed at an attractive price of $279,000.

61 York Road Road, Vinalhaven

Listing courtesy of Vinalhaven Realty.

$949,000

2 Beds ⋅ 2 Baths

Beautifully constructed year-round home on Dyer's Island with expansive ocean views of Hurricane Sound. Built in 2000 by Shelter Institute and meticulously finished off by the owners, this post and beam home has a flexible floor plan with timeless details. 2021 white kitchen with soapstone countertops, wood floors, exposed beams, cherry staircase, and south facing windows and doors which capture the expansive ocean views. The first level includes an entry area, kitchen, dining room, living room with office area, 4-season sunroom, and full bath with laundry. Upstairs are two bedrooms and a shared bath. The sunroom could easily be converted into a first floor bedroom, making this one level living. Easy access to the oceanside Douglas Fir deck which expands the length of the house and has steps to the beautifully landscaped granite gardens below. Attached two-car garage has a workbench and stairs to an unfinished second level that could be converted into a studio space or separate living quarters. Shared ownership in a deepwater dock system on Dyer's Harbor may be included. This is a lovingly cared for property minutes from Vinalhaven's village center.

7 Blair Road, Vinalhaven

Listing courtesy of Davidson Realty.

$300,000

A great opportunity to own private ocean frontage on the beautiful island of Islesboro. This offers a quiet location and stunning ocean views to the east. Watch the moon rise and feel the earth move.

14 Bates Lane, Islesboro

Listing courtesy of Camden Real Estate Company. info@camdenre.com

$1,350,000

5 Beds ⋅ 2 Baths

This classic home and guest cottage are set on over six acres, toward the end of a private road on the western shore of Islesboro, boasting spectacular sunsets and 355 feet of shore frontage. The property is a perfect island getaway! The main home features an open concept living area opening up to an expansive porch and deck, with retractable awning, overlooking established perennial gardens out to the bay. On the first floor is the living room with fireplace, dining room, kitchen, and breakfast area. There are two bedrooms with potential for a third bedroom in a room that is currently set up as an office and craft room. There is a full bath and laundry closet. The first floor is approximately 1,566 sf. There is also an attached 2-car garage with unfinished storage space above. The second floor has approximately 1,292 sf of unfinished space with insulation and electricity, and is ready for your finishing! Across the lawn, there is a self-sufficient two story guest cottage which has a deck overlooking the water. It's just right for guest overflow or rental income. 2 bedrooms, 1 full bath. Enjoy this property's sprawling lawn, or head off over a little bridge over the creek and explore the woods. The beach is perfect for strolling, beach combing, wading. Boaters will love this home as it is an ideal spot for sailors and motor boaters. Bay Shore Lane is a private road with almost no traffic. This property has 1GB fiber optic broadband internet with booster for good coverage in both home and cottage, wired for phone (land line), TV antenna for local channels and Direct TV dish. Some accessibility features too.

246 Bay Shore Lane, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$695,000

Dreaming of the full Maine experience? Well here it is! Located at the tip of the midcoast. This 1900s colonial was transformed into a spacious commercial and multifamily space. Serving the needs of the locals and tourists. This Property boasts an apartment with ocean views, zoned for an additional apartment not yet started. Brand new roof installed in 2022 with a new septic system installed in 2020. Come see what the Maine dream really is, own your own business a stone throw away from the ocean. The perfect opportunity awaits, call today!

875 Port Clyde Road, Saint George

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$795,000

A rare offering just a 5 minute boat ride from Port Clyde. 120 acres on Hupper Island! Property features 1400 feet of ocean front which includes Clam Cove on the southern end which provides some shelter from the SW summer breeze. Nicely elevated building sites will offer fantastic views of the surrounding islands and harbor. Bring your ideas to this idyllic coastal Maine setting!

00 Hupper Island, Saint George

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,850,000

7 Beds ⋅ 7 Baths

Darling Circa 1895 Home in Quaint Dark Harbor Village. Easy stroll to shops. Handy to private club facilities. An ideal and centrally located and air conditioned home with luxurious room for family and guests and entertaining. Meticulous attention to interior detail and landscaping. Delightful paver patio and covered porch. Six bedrooms, 5.5 baths. New roof and eat-in kitchen, butler's pantry, two fireplaces in living and dining rooms, Detached post and beam playhouse with vaulted great room, custom kitchen, full bath and loft over the two-bay garage and private balcony. One of a kind opportunity. S1.85m.

119 Derby Road, Islesboro

Listing courtesy of Island Property.

$239,000

LAND! On North Haven! Currently the island's only raw land MLS posting. Drone footage available on website. Raw land perfect for new residence. Varied topography. Wooded. Driveway access to the lot, partially shared by abutting neighbor. Rural setting, neighbors nearby but out of line of sight depending on location of residence. Electric nearby. Not yet soil-tested. New deed will show Right of Way for neighbor. Easy access to South Shore Road.

M21L5 S South Shore Road, North Haven

Listing courtesy of Davidson Realty.

$395,000

3 Beds ⋅ 2 Baths

Come and see this 3 BR 2 BA ranch located between town center and Dark Harbor Village on the beautiful island of Islesboro. The elevation of the house offers the potential for western views of Camden Hills and West Penobscot Bay by clearing a few treetops. Set back from the road between Pendleton Point Road and West Shore Drive, this home offers efficient one floor living with three bedrooms and one full bath on the main level. The walk-out basement is spacious with a full bath and could be used for an entertainment room, workshop or a separate living space for extra guests or a tenant. Charming stone walls and established lilac and rhododendrons accent the property that includes a large two-story shingled barn. Located just three miles off the coast of Lincolnville in Penobscot Bay, Islesboro is accessed by a 20-minute public car ferry, water taxi or private boat or small airplane. Small white office building (311 Pendleton Point) will be moved by the owner and not does not convey.

313 Pendleton Point Road, Islesboro

Listing courtesy of Cates Real Estate. ginnie@catesre.com

$799,000

2 Beds ⋅ 1 Baths

This idyllic property feels like a magical escape from reality, as if it were lifted straight from the pages of a cherished storybook Nestled beneath a magnificent chestnut tree and overlooking the peaceful waters of Crocketts Cove, this 2 bedroom cottage and boathouse is a true gem. Built in the late 1800s, the cottage has been thoughtfully restored and updated while retaining its original charm and character. Resting on 1.8 acres of land bordering conservation land, this property offers a secluded and tranquil setting, perfect for those seeking a rejuvenating retreat. The boathouse, situated on the water's edge, provides a secure storage spot for kayaks, canoes, or a small boat, and easy access to the water. Along with the boathouse, the property has 350 feet of tidal shorefront and its own private island named Two Bush. In the cove, remnants of a granite pier still exist, which could be restored to reach deeper waters. Nature lovers will also appreciate the 40-acre Tip Toe Mountain Preserve, which is just a short walk away. The preserve offers multiple well-maintained trails and hikes leading to breathtaking sunset viewpoints that are locally renowned. This unique and captivating property is a dream come true for those seeking a truly special retreat in a serene and natural setting.

238 Tip Toe Mountain Road, Vinalhaven

Listing courtesy of Vinalhaven Realty.

$9,775,000

8 Beds ⋅ 11 Baths

Encompassing 8.8± acres on Keller Point, this historic estate enjoys spectacular views to the south down the bay, west to the Camden Hills, and east over Seal Harbor and Islesboro. The iconic 1918 Renaissance Revival stucco 'cottage' is a stately residence characterized by attractive arched doorways and windows, porches and loggia. Spacious living and dining areas, with eight en-suite bedrooms, accommodate large groups, while more intimate areas—indoors and outside—invite quiet conversation or time with a good book. The property's grounds are those of a classic Maine summer estate, artfully landscaped with lawns, flowering shrubs and specimen trees. The property also includes a lovely saltwater swimming pool, a stone guest house in need of renovation, a paddle tennis court, and additional estate-style outbuildings. Located at the end of a private peninsula, the property has 3,570± feet of shorefront with granite ledge, sand and pebble beaches, and a substantial deep-water dock.

399 Hermit's Point Road, Islesboro

Listing courtesy of LandVest, Inc..

$230,000

Nestled on Spruce Head Island is 1.68 acres of private wooded land just waiting to be built on. A summer cottage or year-round home, the water is a short distance. A boater's dream: located merely 500 ft from the ocean, you have the opportunity to buy into Merchant's Landing condo Association and have your own seasonal mooring with all the doc amenities. Don't miss this rare opportunity to buy on this highly coveted and extremely special piece of Maine.

Merchants Landing Road, South Thomaston

Listing courtesy of ERA Dawson-Bradford Co..