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 Island Agency
207-367-2550
Nestled on the outskirts of quaint Deer Isle Village, this historic Farmhouse holds the distinction of being potentially the island's oldest residence, according to the local historical society. Years of careful maintenance have kept much of the original character beautifully intact. The commanding home naturally draws the eye as you round the corner from the village center-- home to the post office, gift shop, gallery, and the absolute best pastries and coffee in the area. Watch the 4th of July parade from your front yard, and catch distant glimpses of Northwest Harbor in the distance. On the first level of the proud home, you will find an eat-in kitchen, dining room, living room, an additional room that would be perfect for a den or office and half bath. On the second level, you will find 3 bedrooms as well as a laundry area. Beautiful landcaping with mature trees and walkway round out this incredible offering!
Courtesy: The Island Agency
207-367-2550
Perched on 13 private acres along the Eggemoggin Reach with 525 feet of shore frontage, this 3,208 sq ft residence is shaped above all by its setting. Pocket beaches, flat granite ledges, a dramatic point of land, and sweeping northern, western, and eastern vistas across the Reach to Sedgwick and Brooklin create an exceptional combination of privacy, shore access, and unforgettable sunsets. Approached by a winding drive through quiet woods, the cedar shingle exterior with dark green trim settles naturally into the landscape. Designed by its owners with an artist's mindset, the home unfolds as three connected cottages, each with a distinct purpose: one for private living, one for gathering, and one for creative work. Breezeways link the spaces, creating an easy and natural flow throughout the home while allowing each wing to maintain its own identity. Fifty-four custom arched windows bring in Maine light, water views, and the surrounding woods from nearly every room. The home spent eight years in the dreaming before construction began, and that patience is evident in the thoughtful design and craftsmanship found throughout. A handcrafted mahogany front door sets the tone, while a four-panel glass wall opens the garden room to ocean air. Every doorway was designed wide enough for wheelchair access, a quiet expression of the long-term thinking that defines the home throughout. The property supports both creativity and entertaining with a dedicated wood shop, a north-light studio overlooking the Reach, and a combined billiards and music room. The second-floor guest suite with its own sitting library is well suited to guests, family, or a multigenerational arrangement. Built in 2001 by master builder Prin Allen, this property sits at the northern tip of Deer Isle, a quintessential bridged island off the coast of Maine. From the shoreline and western terraces, there are sweeping views of the Eggemoggin Reach Regatta as the fleet makes its way across the water each sum
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: The Island Agency
207-367-2550
278 Sunset Road, Deer Isle- Single-level living with a fully remodeled, income-producing lower-level apartment with separate entrance-- this updated mid-century ranch offers flexibility for a range of buyers. The main level provides comfortable everyday living, anchored by a sunny living room centered around the fireplace. The kitchen features quality appliances and fresh white shaker cabinetry. The primary bedroom includes an attached second bath, while the second bedroom sits adjacent to the full bath on the main floor. An attached garage adds convenience. The lower-level apartment has its own private entrance, full kitchen, generous open living space, full bath, and fireplace -- creating a warm and welcoming space in its own right. The apartment can also be accessed directly from the main level, allowing the property to function as a larger 3-bedroom, 2.5-bath home with approximately 2,117 square feet of living space. The space works well for family, guests, or rental income, and it has recently operated as a successful vacation rental with proven income potential. Set on 1.10 acres, the property offers a lovely front yard, private backyard, paved driveway, and ample storage throughout. A small deck sits off the back of the home, and the setting would lend itself well to a larger deck to better take advantage of the quiet backyard. Situated on the western side of Deer Isle, the location offers easy access to many of the island's favorite outdoor spots. The Dunham Point loop, community garden, and Sylvester's Cove Beach are all close by, and the Island Country Club -- a public golf course with tennis courts and pickleball courts coming soon -- is just down the road. A versatile property in a convenient location with income potential built right in.
Courtesy: Legacy Properties Sotheby's International Realty
207-780-8900
Nestled in a desirable mid-island location, this well-maintained 1980 Burlington mobile home offers the perfect blend of privacy, convenience, and opportunity. Featuring three bedrooms and two full baths, the home sits on a generous 2.64-acre lot in a secluded subdivision, providing a peaceful setting just minutes from all island amenities, the country club, working waterfront, and town. You'll also enjoy close proximity to Aragosta, widely recognized as one of the top restaurants in the country. The property is equipped with its own private well, septic system, and driveway, offering independence and flexibility. Whether you're seeking a strong rental investment, a comfortable island retreat, or the ideal site to build your custom dream home, this property delivers exceptional versatility. Live in the existing home while you build, rent it out for income, or enjoy it as-is, the possibilities are endless. Don't miss this rare opportunity to own acreage in such a prime island location. Schedule your showing today.
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: NextHome Experience
207-573-7400
Huge Price Reduction! Sellers are ready to sell! Gorgeous home! Schedule your showing to see all your possibilities!! Experience coastal living at its finest in this private oceanfront oasis. Designed with an open-concept layout and soaring cathedral ceilings, this home is filled with natural light from expansive windows that frame breathtaking ocean views. The stunning chef's kitchen flows seamlessly into the living and dining areas, while the spacious front deck provides the perfect setting for outdoor entertaining or quiet relaxation. With beautiful ocean frontage, a generous yard ready for your personal landscaping vision, and exceptional storage throughout, this home offers both elegance and practicality. An ideal retreat for those who love the outdoors and the sea, located just 40 minutes to Ellsworth and just over an hour to Bar Harbor and Acadia National Park.
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 04627has a population of 2,138. Deer Isle 04627 is less family-centric than the surrounding county with 18.72% 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 04627 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 04627 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.
