Courtesy: The Island Agency
207-367-2550
This well-maintained three-bedroom doublewide sits on a one-acre lot along quiet Sunset Cross Road and offers a great opportunity for homeownership. The layout includes three bedrooms, with a newer addition that works well as a home office or comfortable sitting area connected to one of the bedrooms. Open living spaces feature a large kitchen with dining area and room for everyday meals and gatherings. A covered porch on the back side of the home provides a nice outdoor extension, while the lot offers ample space for gardens and additional storage. A storage shed on the north side of the home adds extra functionality.
Courtesy: The Island Agency
207-367-2550
PLEASANT VIEW FARM- Tucked near the end of Dow Road, this multi-building property offers privacy, flexibility, and a setting that feels connected to both land and water. With mature cedar trees, minimal through traffic, and access to Penobscot Bay, the property is well suited for those looking for space to gather, host, or live comfortably year-round. The contemporary chalet-style main house is designed with a natural flow and well-defined living spaces. The ground floor includes a primary bedroom, a second bedroom, two full baths, a study, and a spacious living room. A laundry closet is conveniently located off the study and entry area. A sunroom with a propane stove provides additional living space, while both the living room and primary bedroom offer direct access to expansive northwest-facing decks. A covered porch on the south side adds shaded outdoor space. A loft level in the main house serves as an inviting entertaining lounge. Cedar-clad ceilings add warmth and character throughout the living spaces. A large full attic provides additional storage. Two propane stoves offer added warmth and ambiance, complemented by on-demand hot water for efficiency and comfort. A full basement spans the entire home, offering ample storage, utility, and workspace. The home is also equipped with an automatic generator. Abundant closet space and built-in storage are found throughout the home, adding to its overall functionality. The grounds feature mature landscaping, a farm pond, and a custom firepit area surrounded by granite benches, creating a natural outdoor gathering space. A separate building includes a two-bedroom apartment with a full bath above the two-bay garage, well suited for guests, extended family, or potential rental use. The property includes a 10-foot-wide right-of-way to Penobscot Bay; the path would benefit from some clearing and provides access to the western-facing shoreline.
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: The Island Agency
207-367-2550
This updated one-story home offers easy living with an open design, wood floors, and granite countertops. It features two bedrooms and one bathroom, including a spacious master with a walk-in closet that could be reconfigured into two separate bedrooms if desired. A full basement, new septic system (2024), newer well (2018), full-house automatic generator, and paved driveway provide comfort and peace of mind. Set on 0.9 acres, the property includes a fully fenced-in yard, deck with a built in hot tub, and a heated three car garage with an additional rear bay. Conveniently located near the bridge, local schools, and Stonington, this home blends practicality and efficiency, with convenience, perfect for anyone looking for quality and space in a great location. Full house inspection (May 2025) available upon request. House is broker owned and occupied.
Courtesy: The Christopher Group, LLC
877-350-4409
41 Church Street Deer Isle, Maine Well-maintained and thoughtfully updated, this Mansard-style 1860 home sits on 1.1 acres just outside Deer Isle Village. The 3-bedroom, 1.5-bath layout features tall ceilings, original wood floors, and generous room sizes throughout, with seasonal views of Mill Pond through the trees. The first floor includes an eat-in kitchen with newer appliances and updated countertops, a formal dining room, a living room with a Jøtul propane stove and painted brick chimney, a half bath, and a laundry room that was added to the main level during recent improvements. Upstairs are three large bedrooms—two currently furnished with king beds and one with two queens—a full bath with tub/shower combination, and a small reading nook at the top of the stairs. Wide-board pine floors run throughout the second level. Recent updates include new plumbing supply and drainage lines, updated bathroom fixtures (including toilets, faucets, and shower trim), new ceiling fan/light fixtures in multiple rooms, a new well pressure tank, new water heater, and a new deck completed in 2024. See full list of improvements. Outdoor living spaces include a sunny front deck with room for dining and grilling, and a shaded backyard bordered by mature hardwoods. A fire pit sits at the edge of the lawn, and there is room for gardening or play. The home has reliable high-speed internet and a successful history as a short-term rental. It is offered fully furnished, creating a turnkey opportunity for year-round use, seasonal enjoyment, or investment. Additional features include a full walk-out basement with workshop space, attic storage, private well and septic, and ample parking. A comfortable island home within easy reach of the village, restaurants, shops, and the shoreline.
Courtesy: Legacy Properties Sotheby's International Realty
207-780-8900
Architecturally distinctive and inspired by Trelleborg design, this Danish-influenced home showcases the clean lines, balanced proportions, and natural materials characteristic of classic Scandinavian architecture. The style emphasizes simplicity, strength, and harmony with the surrounding landscape, reflected in the home's welcoming form, efficient layout, abundant natural light, and warm wood accents. This rare architectural approach creates living spaces that feel both contemporary and timeless, blending elegance with exceptional functionality. Ideally located near Southwest Harbor, the property offers the unique ability to walk to Sheephead Island at low tide and encompasses 5.4 acres of beautifully landscaped grounds, open meadow, and mixed-growth woods. Total privacy is assured with frontage on Dunham Point Road, yet the home remains just a short walk from the public landing with its sandy beach, perfect for swimming, kayaking, and seaside recreation. Inside, the thoughtfully redesigned floor plan includes 4 bedrooms and 4 baths, filled with warmth, charm, and architectural character. A noted architect transformed the interior, highlighted by a stunning gourmet kitchen with top-tier appliances, stainless steel and granite finishes, custom cabinetry, and chef-inspired amenities. Numerous upgrades include energy-efficient systems, a newer roof, and a whole-house Generac generator. The flexible layout offers excellent potential for a vacation rental, in-law suite, or multi-generational living, with two kitchens, separate living areas, and bedrooms and baths on each side, each supported by its own walk-out basement. Gather by the cozy fireplace or enjoy the tranquil surroundings from the spacious deck or large screened-in gazebo. Completing the property is an oversized three-bay garage with a substantial second floor, ideal for storage, studio space, or future expansion. A true island oasis, combining Trelleborg design and modern comfort in a coastal setting.
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.
Courtesy: NextHome Experience
207-573-7400
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: Legacy Properties Sotheby's International Realty
207-780-8900
Welcome to the Captain Hardy House, a beautifully preserved 1900 island cottage steeped in character and coastal charm. Nestled on 2.5 scenic acres in North Deer Isle, this special property features a lovely blend of open lawn, mature trees, and wild blueberry bushes creating a peaceful and picturesque setting. Inside, the home retains much of its original charm, with thoughtfully preserved antique features. A more modern touch comes from the fully reimagined first floor, now a bright, open-concept space filled with natural light thanks to expansive picture windows and a sliding glass door that opens to a generous south and west-facing deck, perfect for relaxing or entertaining. There are numerous updates with new furnishings, Bosch dishwasher, new washer and dryer, new stove, updated first floor bathroom, fresh paint and other updated and touches. Upstairs, three spacious bedrooms, along with a newly updated half bath, offer partial views of Penobscot Bay, the Camden Hills, and the Eggemoggin Reach to the north. On cooler days, the enclosed north-side porch provides a comfortable, glassed-in retreat where you can enjoy the outdoors sheltered from the ocean breeze. Adding versatility and potential, a separate outbuilding, formerly home to Once Upon an Island gift shop, offers endless possibilities: convert it into a workshop, artist's studio, garage, or even guest quarters. Ideally located at the top of the island, the property offers quick access to both the Deer Isle peninsula and the mainland, making it as convenient to reach Blue Hill and surrounding towns as it is to get to Stonington. Enjoy three nearby public beaches. Ferry Landing, Causeway Beach, and Bridge End Park, plus a variety of local hiking trails. Lovingly maintained by its current owners and offered fully furnished, this coastal retreat is ready to welcome you to your year-round island home.
Courtesy: Compass Point Real Estate, Inc.
207-374-5300
Don't let this opportunity slip away! This Saltbox with plenty of extras is located in Pressy Village, just minutes from the wide variety of activities the Island has to offer, Beautiful Beaches, walking trails, shopping, dining, golf, art and so much more all at your fingertips! This home boasts a large light filled open living area, 3 bedrooms and 2.5 bathrooms. A delightful sunroom to enjoy all of Maine's seasons! A comprehensive basement layout with built-in bar and half bath, offering the ultimate entertaining experience for guests! There is a 2+ car detached garage with room to expand above, tared driveway, auto generator and heat pumps! It's a must see!
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.
