Courtesy: The Island Agency
207-367-2550
Set on 8.9 acres with 1,247 feet of road frontage on Dow Road, this newly built 2024 home offers one bedroom and one full bath on each level, wood floors throughout, and a layout designed for easy year-round living or a vacation escape. A mature open meadow lies to the southwest of the house, with wooded acreage stretching along Dow Road. The land is large enough that a second building lot could potentially be split off, with road frontage and a couple of promising sites already visible. A newly graded driveway leads to the property, where a covered porch wraps the south and west sides of the home and an open-air deck sits on the north side. Inside, the main living area is anchored by a central wood stove and soaring cathedral ceilings, with generous windows bringing in natural light and views of the surrounding trees. The first-floor bedroom includes an attached sitting or dressing room just off the main living space and kitchen. The kitchen itself is outfitted with a gas range, a pantry, and a window over the sink looking out toward the meadow. A laundry closet with washer and dryer sits just off the kitchen. Upstairs, a landing overlooks the main living area below and leads to the primary suite, which includes a large closet and its own full bathroom. Outside, there's room to garden, expand, or simply enjoy the open land. A storage shed sits on the east side of the driveway. This is a place with real flexibility, whether you're looking for a full-time home, a getaway, or land with future potential.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-667-7423
Opportunity awaits on beautiful Little Deer Isle! Situated on 1.32 acres in a highly desirable location, this property offers flexibility as a year-round residence, seasonal getaway, or future redevelopment opportunity. The existing 1988 single-wide features a bright, enclosed sunroom and an exceptionally clean interior. The home has a straight exterior frame and a newer roof. Recent inspection is available upon request and identifies repairs that may include leveling the foundation, replacing the furnace and back porch, and addressing minor plumbing items. The property is equipped with an existing well, septic system, electricity, and driveway, providing an excellent foundation for either renovating the existing home, replacing it with a newer manufactured home, or building a custom residence. Enjoy the peaceful island setting, nearby ocean access, and charm of coastal Maine while remaining conveniently connected to the mainland. A rare opportunity to own a well-located property with tremendous potential in one of Maine's most picturesque island communities.
Courtesy: The Island Agency
207-367-2550
This farmhouse on 3.5 acres sits just off Sunshine Road on Deer Isle, with water views across Pickering Cove. Storybook in feel and high in quality, the house is finished throughout with white cottage nickel gap and beadboard, and the south-facing rooms stay full of light most of the day. A red front door and dooryard plantings mark the entrance, with a producing apple orchard, established perennial beds, and berry plantings that have had years to settle in beyond it. The kitchen has been rebuilt with soapstone counters, a farmhouse sink, and white shaker cabinets, and a second run of open shelving and beadboard holds the everyday dishware. The kitchen features wide pine boards that carry into the pantry. Be warmed by the wood stove in the dining room that carries leads into the, tastefully remodeled bathroom and laundry room featuring a quartz counter. The first floor holds the kitchen, dining room, living room, full bath, and laundry, along with a pantry and mudroom that connect the main house to an attached, three-season barn. Upstairs, three bedrooms and a full bath round out the second floor, the bath finished in white subway tile with a tub, and one bedroom currently set up as a den, sloped ceilings and all. A walk-in storage room off the hall handles what a farmhouse this well kept always needs somewhere to put. The barn itself has been given over to books: post and beam construction overhead, shelves built floor to ceiling, and a broad window looking out over the grounds, a warm-weather retreat rather than year-round space. A sun porch off the house, hooks lined with sun hats, rounds out the warm-weather living space. The finishes throughout are custom and well done, the kind of detail that comes from real craftsmanship rather than a quick update. It's simply a happy house, bright and easy to be in. Deer Isle's better-known spots, Nervous Nellie's, Haystack Mountain School of Crafts, and the Tennis Preserve, are all a short drive away.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-667-7423
Set on 2.6 acres in beautiful Deer Isle, this inviting 3-bedroom, 2-bath home offers plenty of space to enjoy the peace and quiet of island living. The property features a large, open yard with room for gardening, outdoor activities, pets, or simply relaxing and enjoying the surroundings. The home offers privacy while still providing convenient access to all that Deer Isle has to offer. With three bedrooms, two full baths, and generous outdoor space, this property is a wonderful opportunity for a year-round home, seasonal retreat, or Maine getaway.
Courtesy: The Island Agency
207-367-2550
Contemporary shingle-style cape on a tidal cove, in a well-located mid-island setting. This 4-bedroom, 2-bathroom home spans 1.88 acres with 219' of frontage on Inner Harbor, a tidal cove known for its bird life, clam flats, and one of the warmer saltwater swimming spots on the island at high tide. Built in 2007, this custom cape was stick-built with attention to detail and quality amenities throughout. An entry mudroom serves as a buffer for Maine winters and summers, with a second interior door leading into the main living area to help keep the heat where it belongs. From there you enter a well-laid-out kitchen with adjacent dining and living space. To the west is the standout room in the house: a screened porch with water views and salt air. A deck spans the water side of the home with direct access to the porch. The first floor also includes a bedroom and a centrally located full bathroom. Upstairs, a landing functions as a second-floor sitting area. On either side, a large bedroom with a gable roof gives each room a sense of height and openness. Multiple closets and built-in dressers and shelving in each room keep storage functional without crowding the space. The lower level has been fully remodeled with a lower level living area, a wall of water-side windows and doors, and a lower-level bedroom with water and woods views, plus a separate laundry room. The space is bright, clean, and well suited to movies, games, and everyday living. The shoreline has a gentle slope down to the water, with a 10x10 shoreside platform for sitting, campfires, or sunbathing after a swim in the cove. This year-round home is offered mostly furnished, has a strong earning history as a short-term rental, and works equally well as a full-time or part-time residence. Furnishing negotiable.
Courtesy: EXP Realty
888-439-8743
Artists, homesteaders, tradespeople, and visionaries--take notice! Discover a rare opportunity to embrace island living with privacy, room to create, and the shore just a short stroll away. Set on approximately 2.8 acres in Little Deer Isle, this distinctive property offers space to live, work, and pursue the life you have imagined. The 2½-story home is set back from the road and comprised of high-ceilinged, open spaces. Closer to the road a two-story workshop is currently used as a working forge, with workspace on the first floor and office space above. Across the drive, a separate showroom provides space to display artwork, handcrafted goods or other creative work. Surrounded by the natural beauty and unhurried rhythm of island life, this property offers a sense of seclusion while remaining connected to the community. Bring your ideas, your tools, and your adventurous spirit--this is more than a home; it is a place to live, create and thrive.
Courtesy: Saltmeadow Properties, Inc.
207-326-9116
DEER ISLE: 99 Huckleberry Point Road: A magical waterfront retreat offering exceptional privacy at the end of a private lane, with more than 1100 feet of shoreline overlooking Southeast Harbor and Long Cove. Nestled at the water's edge, this charming cottage enjoys an idyllic setting where you can watch the seals swim by and lobster boats return with the day's catch from the stone patio just steps away from the shore. The thoughtfully designed floor plan features a waterside porch with Douglas fir floors, a welcoming living room with a wood burning fireplace with granite surround, a well- appointed kitchen with granite counter tops, a first floor primary bedroom with an en-suite bath and versatile sleeping loft or home office. Fiber optic high speed internet available. Cottage is insulated and heated for cozy 3-season use. Beautifully landscaped grounds include gardens, a green house and private swimming cove. A vintage airstream provides cozy guest quarters just a few steps away from the floating dock with ramp. Easy access to kayaking among neighboring islands, swimming, fishing, and boating. Mooring possibility close by. This remarkable property offers the perfect blend of tranquility and natural beauty. No drive-bys please. 1,100,000.
Courtesy: The Island Agency
207-367-2550
This mid-island saltbox sits on a sunny, open lot just off a quiet dirt road that winds past ponds and meadows, with only a neighbor or two beyond. Spacious lawns, open fields, and surrounding woods give the 5.67 acres a real sense of privacy and space. There is room for a garage, guest house, or separate building site to the west. Built in 2005, the home has wood floors and warm interiors throughout. The main level opens to a great room with lofted ceilings, skylights, and ceiling fans; the kitchen has shaker cabinets and a peninsula with seating for four. Two bedrooms and a full bath are upstairs. A covered porch wraps two sides of the home, a good spot in any weather. Solid, newer construction and easy access off the main road.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-667-7423
Classic circa-1900 Cape offering the perfect blend of coastal convenience, timeless character, and the opportunity to restore and personalize a true piece of Maine Island charm in highly sought-after Deer Isle. Set just moments from the serene waters of the Inner Harbor, this property is a short scenic drive to the charming galleries and shops of Deer Isle Village, as well as the vibrant working waterfront, restaurants, and boating community of Stonington. The home features a spacious traditional layout awaiting your personal vision and updates. The main level consists of a kitchen, dining room, living room, primary bedroom, and full bath. The upper level features three additional bedrooms, including a flexible space ready to adapt to your changing needs--whether as a second bathroom, home office, study, or creative retreat.'' Step onto the screened covered porch to relax and enjoy peaceful views of the Inner Harbor. Surrounding the home, abundant mature perennial gardens filled with generations of established plantings, colorful seasonal blooms, just waiting to be lovingly revived. Lilacs, flowering perennials, and lush garden beds, a beautiful canvas for gardeners and nature lovers alike. Whether you envision a summer retreat, vacation rental, artist's escape, or full-time residence, this special property presents an opportunity to create something truly memorable in one of Maine's most scenic and treasured island communities.
Courtesy: The Island Agency
207-367-2550
Your opportunity to own two homes on one 5.7 acre parcel in the Sunset area of Deer Isle. The main house includes two bedrooms, many updates, a beautiful deck overlooking the back of the property, as well as energy efficient, on demand gas fired HWBB heat and a heat pump. The one bedroom apartment with a one car garage on the first floor would be ideal for a weekly or long term rental or as a private space for those overflow summer visitors. The property is a ten minute walk from a public beach and less than a mile from the Island Country Club, a popular golf course with tennis courts and soon to come pickleball courts.
Courtesy: The Christopher Group, LLC
877-350-4409
Motivated seller. 3 living spaces on one property. 2 bed 2 bath year-round home, 1 bed 1 bath seasonal cottage, and a year-round writer's studio with sleeping loft. Imagine the possibilities. More than just a waterfront property, this is an opportunity to create a lifestyle rooted in community, creativity, and connection to the Maine coast. For generations, this beloved property has been a place of gathering, growth, and inspiration -- and now it's ready for its next chapter. Whether you envision a cooperative living arrangement, a family compound, a creative retreat, or an investment shared among friends, the flexibility here invites big dreams and fresh ideas. Multiple living spaces, revenue opportunities, flourishing flower gardens, and mature peach trees create a setting that feels both abundant and welcoming. Launch kayaks from your own shoreline, gather for sunset dinners, or simply enjoy the peace and beauty of waterfront living together. Affordable Maine waterfront is still possible when approached with creativity and community in mind. Form a partnership. Build a collective. Create something meaningful together. A rare chance to live simply, beautifully, and connected -- all in one extraordinary coastal property.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-667-7423
Renovated open concept modern farm house post & beam. Features new appliances, bamboo flooring & granite counter top. First floor primary bedroom, 16x24 addition with cathedral ceiling & full bathroom ensuite, high end features, including large jacuzzi tub & carrara vanity. This 3 bedroom 2 full bath home is designed for entertaining, with a large deck & outdoor kitchen. It is beautifully landscaped with perennial gardens & mature trees. This home has been completely insulated & has new roof, under ground electricity, new plumbing and automatic generator. It is nestled in Greenlaw Cove, 5 mins to Eggemoggin Reach Beach. It is close to Deer Isle Village, also a short drive to Haystack Mountain School & downtown Stonington.
Courtesy: LandVest, Inc.
207-236-3543
Located just off Sylvester Cove and the village of Sunset, Sheephead Island offers the rare opportunity to own an idyllic Maine island in its entirety. Encompassing 65± pristine acres with two homes, the island is connected to the mainland at low tide offering a truly private island setting with the ease and accessibility of a mainland property. Buildings include a five-bedroom colonial-style main house, a four-bedroom contemporary guest home, a boathouse and an artist's studio. The island's extensive shorefront is spectacular with miles of interesting ledge, tidal pools, and broad sandy beaches. Walking paths meander through fields and forest with a special hidden swimming pond. There is a deep-water dock with a ramp, float and mooring tucked into the northeast lee of the island, providing ample space for yacht moorage and protection from most winds and prevailing seas.
Courtesy: Crescent Realty Group
207-431-1177
This log home offers partial ocean views with plenty of living space inside and out all located on a 1.77 acre parcel on a dead end road. This property is eligible under the First Look Initiative. All Owner Occupant offers will be responded to after 7 days on the market and Investor offers will be responded to after 30 days. However, all offers can be submitted during the First Look period.
Deer Isle is located in Maine. Deer Isle, Maine has a population of 2,138. Deer Isle is less family-centric than the surrounding county with 21.71% of the households containing married families with children. The county average for households married with children is 24.7%.
The median household income in Deer Isle, Maine is $58,250. The median household income for the surrounding county is $60,354 compared to the national median of $69,021. The median age of people living in Deer Isle is 52.4 years.
The average high temperature in July is 77.6 degrees, with an average low temperature in January of 6.4 degrees. The average rainfall is approximately 47.5 inches per year, with 64.1 inches of snow per year.
