Islesboro ME Real Estate & Homes for Sale

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Beds:
3
Baths:
1.00
Sq.Ft.:
838
Status:
NEW LISTING
MLS#:
1616075
Type:
Single Family
Subdivision:
No
Lot size:
1.51 Acres
Year built:
1925
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Northeast Real Estate 207-338-3381
View additional info

ADDITIONAL INFORMATION

This is a terrific opportunity to own a corner lot with views of the ocean from two sides. Rent out the house as an ADU and build your primary, summer, or investment residence in an open field, surrounded by apples tree and sweeping views of the Penobscot Bay and Broad Cove. Islesboro is only a 20-minute ferry ride from Lincolnville, close to Camden and Belfast, has a highly rated school, broadband, markets, community center, gym, a very active, vibrant summer community, an airport, Amazon/UPS/Fedex daily. It is so convenient to live here, you hardly know it is an island, except, of course, when you look out your window, smell the ocean air or hear the ocean waves. This is a magical place to live year round, spend summers, rent out or work from home.

Beds:
4
Baths:
3.00
Sq.Ft.:
4,500
Status:
Active
MLS#:
1619732
Type:
Single Family
Lot size:
0.28 Acres
A broker reciprocity listing Courtesy: Island Property 207-734-8809
View additional info

ADDITIONAL INFORMATION

Iconic and Historic Dark Harbor Village Prime Real Estate in the heart of summer community and activity. Peg's Giftshop with 1,700 sq ft of retail space and 2,800 sq ft of residential space upstairs with three bedrooms, kitchen, living/dining room, full bath and third level apartment with full bath, even a harbor view from the widow's walk. Cedar shingles, apple and cherry trees, pleasant side yard. Will need attention so roll up your sleeves for an excellent housing and business opportunity. $495,000.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,463
Status:
Active
MLS#:
1646221
Type:
Single Family
Lot size:
1.01 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Warren Realty 207-734-8857
View additional info

ADDITIONAL INFORMATION

Comfortable, cozy year-round home in a very convenient location. Large living room, open kitchen/dining area, great sun room. Simple, but lovely, landscaping Many extras such as whole-house generator, full basement, outbuilding suitable as guest bedroom or garden shed.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
360
Status:
Active
MLS#:
1643934
Type:
Single Family
Lot size:
10.7 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Legacy Properties Sotheby's International Realty 207-230-1003
View additional info

ADDITIONAL INFORMATION

Escape to an island, down a wooded road to this secluded seasonal cabin retreat, set on over 10 acres with sunset views. View our video for a more immersive experience!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,234
Status:
Active
MLS#:
1643729
Type:
Single Family
Lot size:
11.5 Acres
Year built:
1966
A broker reciprocity listing Courtesy: Cates Real Estate 207-701-5600
View additional info

ADDITIONAL INFORMATION

Come explore this unique opportunity encompassing 11.5+/- acre and offering western views of West Penobscot Bay, Northport and Camden Hills giving you a sense of place and privacy. A gravel driveway leads you to the house in a forest setting with remnants of gardens behind the structure. There is a large sun deck at the front of the house designed to take advantage of the view and outdoor space. The house that has been renovated to serve as offices and a nature center equipped with a kitchen, 1.5 bath and plenty of storage. A solar array on the property helps to reduce utility costs. There is a small workshop/shed alongside the driveway. The house site is elevated and positioned to provide privacy from neighbors and limited exposure to road noise. The property conveys with 100 feet of waterfront on West Penobscot Bay, allowing an owner to control the view of the water. The location is mid-island, close to the ferry, the airport and downtown area. Islesboro is just a 20-minute ferry ride from the mainland town of Lincolnville and is easily accessible by private boat or plane, making it an ideal destination for those seeking both tranquility and convenience. High speed internet with 1 gigabit upload and download connection speeds.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,614
Status:
Active
MLS#:
1643435
Type:
Single Family
Lot size:
2.1 Acres
Year built:
1880
A broker reciprocity listing Courtesy: LandVest, Inc. 207-236-3543
View additional info

ADDITIONAL INFORMATION

Discover a blend of history and modern comfort in this island farmhouse nestled on the picturesque island of Islesboro, Maine. Built in 1880, this home offers a unique opportunity to own a property steeped in local history with breathtaking views and modern comforts. Situated on 2.2 +/- acres, the property also includes a 2-car garage and multiple outbuildings, providing ample space for storage or creative endeavors. This home retains its original 1880s farmhouse charm, with stunning stained-glass windows, heart-pine flooring, and custom woodwork throughout. Surrounded by exquisite perennial gardens, the property offers a serene escape and overlooks the expansive fields of a saltwater farm with views of Ryder Cove. Each room in the house is bathed in sunlight from morning through afternoon, creating a warm and inviting atmosphere. Enjoy cozy evenings by the granite fireplace in the living room or the soapstone wood stove in the kitchen. While preserving its historical integrity, the home has been thoughtfully modernized and updated to meet today's living standards. Islesboro offers a close-knit community experience with essential amenities that make island living both comfortable and convenient. Residents have access to two grocery stores, a state-of-the-art health clinic, fiber optic internet, a library, a vibrant K-12 school, and a community center for engaging with neighbors and enjoying community events and resources. This property offers not only a home but a lifestyle, where history, natural beauty, and community come together. Don't miss your chance to own a piece of Maine's rich heritage.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,962
Status:
Active
MLS#:
1642620
Type:
Single Family
Lot size:
3.7 Acres
Year built:
1887
A broker reciprocity listing Courtesy: Cates Real Estate 207-701-5600
View additional info

ADDITIONAL INFORMATION

Discover a unique opportunity in Mid-Island Islesboro, where history and potential converge in two remarkable buildings on one property. The Schoolhouse (300 Main Road): This was formerly the Pendleton School, Islesboro's main elementary school until the early 1950s. Currently operating as the Double Door Gallery during the summer, it features two large open rooms on the first floor with curved walls, bead board, wood paneling, and a half bath. The second floor offers a studio apartment with expansion potential, providing immediate income through gallery rentals and apartment leasing. This property is a piece of history with a bright future, ready for its next chapter as a vibrant art gallery, or unique retail space. The Main House (292 Main Road): The Winfield Scott Pendleton House. Step back in time and discover the rich history of this stately 1887 Federal-style home, once owned by Winfield Scott Pendleton, a prominent ship captain and influential figure in Islesboro. This grand home with its distinctive cupola and expansive wrap-around porch is perfect for enjoying the summer breeze and watching island life unfold. French doors off the porch invite you into this elegant old home and once inside the architectural details speak to a bygone era of detailed craftsmanship. Discover an elegant staircase, bespoke built-in closets, a breakfront in the dining room, six-over-six windows, a stained-glass window, and a bespoke carved wooden mantle. Original interior trim throughout the house, along with a claw-foot tub and natural stone vanity, evoke a sense of timeless charm. Beyond the main house, you'll find recently built post and beam two-story outbuildings, offering versatile space for a workshop, storage, or other possibilities. Both properties are prominently situated, offering a mid-island location close to the library, public park and playground, island market, and post office.

Beds:
1
Baths:
2.00
Sq.Ft.:
2,553
Status:
Active
MLS#:
1642543
Type:
Single Family
Lot size:
1.7 Acres
Year built:
1887
A broker reciprocity listing Courtesy: Cates Real Estate 207-701-5600
View additional info

ADDITIONAL INFORMATION

Step into history with this remarkable property, originally the Pendleton School, Islesboro's main elementary school during the 1800's until the early 1950s. This former schoolhouse has plenty of potential. Currently operating as the Double Door Gallery during the summer months, showcasing local and regional artists, the property boasts two large open rooms on the first floor, featuring curved walls, bead board, and wood paneling on the walls and ceiling, along with a convenient half bath. The second floor presents a studio apartment with room for expansion, offering an immediate income-producing opportunity through gallery rentals and potential apartment leasing. Its mid-island location provides easy access to the library, public park and playground, island market, and post office, making it an ideal spot for community engagement. Imagine the possibilities: continue its legacy as a vibrant art gallery or transform it into whatever your imagination can dream up. This property is not just a building; it's a piece of history with a bright future, ready for its next chapter.

Beds:
5
Baths:
2.00
Sq.Ft.:
2,409
Status:
Active
MLS#:
1642544
Type:
Single Family
Lot size:
2 Acres
Year built:
1887
A broker reciprocity listing Courtesy: Cates Real Estate 207-701-5600
View additional info

ADDITIONAL INFORMATION

Winfield Scott Pendleton House: A Historic Islesboro Gem. Step back in time and discover the rich history of this stately 1887 Federal-style home, once owned by Winfield Scott Pendleton, a prominent ship captain and influential figure in Islesboro. Built shortly after Pendleton acquired the property in 1876 from his parents, the house served as a summer retreat for the Pendleton family until 1959. This grand home with its distinctive cupola and expansive wrap-around porch is perfect for enjoying the summer breeze and watching island life unfold. French doors off the porch invite you into this elegant old home and once inside the architectural details speak to a bygone era of detailed craftsmanship. Discover an elegant staircase, bespoke built-in closets, a breakfront in the dining room, six-over-six windows, a stained-glass window, and a bespoke carved wooden mantle. Original interior trim throughout the house, along with a claw-foot tub and natural stone vanity, evoke a sense of timeless charm. While the kitchen has been thoughtfully modernized, the home retains its historical integrity. This 5-bedroom residence is prominently situated, offering a mid-island location close to the library, public park and playground, island market, and post office. Beyond the main house, you'll find recently built post and beam two-story outbuildings, offering versatile space for a workshop, storage, or other possibilities. This stately 1887 home is now seeking its next steward—someone who will appreciate its beautiful history, embrace its unique character, and continue to care for and enjoy this magnificent piece of Islesboro heritage.

Beds:
2
Baths:
2.00
Sq.Ft.:
825
Status:
Active
MLS#:
1641280
Type:
Single Family
Lot size:
1.5 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Warren Realty 207-734-8857
View additional info

ADDITIONAL INFORMATION

Quintessential coastal Maine island cottage with salt water views and beach access. Cozy year-round living with open concept kitchen and living room. Two bedrooms and 1½ baths. Many new improvements including new septic system, new south roof shingles, and exterior up-dates. Tax shown is for entire property. Tax for parcel to be conveyed will be far less, to be determined by assessor.

Beds:
1
Baths:
Sq.Ft.:
96
Status:
Active
MLS#:
1633761
Type:
Single Family
Lot size:
2.9 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Northeast Real Estate 207-338-3381
View additional info

ADDITIONAL INFORMATION

Nearly 3 acres on the tranquil island of Islesboro are now available. Property conveys partially furnished with a 8X12 cabin, 30X8 camper, storage and porta potty. Structures sit on a large cleared, flat and dry field with forest behind them. Many uses allowed. Enjoy as is to get away from it all, or build a beautiful new home, farm or run a business. Easy to build on. Electricity is in place and under ground. Conduit in place for broadband, which is at the road. Lot 4B on Islesboro tax map 30 to convey. Soil test now available.

Beds:
4
Baths:
2.00
Sq.Ft.:
4,470
Status:
Active
MLS#:
1626232
Type:
Single Family
Lot size:
0.84 Acres
Year built:
1925
A broker reciprocity listing Courtesy: Island Property 207-734-8809
View additional info

ADDITIONAL INFORMATION

Little Broad Cove, Guinea, Islesboro. Easterly water views like you read about. Three bedroom yearround home with guest shore cottage across the road. Beautifully landscaped grounds, raised beds and sunny open yard with 138 feet of shorefront. Large living room and primary bedroom. Generous open decks. Both structures will need attention. Being sold ''as is''. Walk to the Historical Society, town tennis courts, and library. Short drive to town with market, post office, garage, and community center. Central to all your needs and activities. This is a handy home in a cherished enclave. $675000.

Beds:
8
Baths:
11.00
Sq.Ft.:
9,025
Status:
Active
MLS#:
1610853
Type:
Single Family
Lot size:
8.8 Acres
Year built:
1918
A broker reciprocity listing Courtesy: Island Property 207-734-8809
View additional info

ADDITIONAL INFORMATION

The Grace Cottage, Hermit's Point. This magnificent stuccoed Renaissance Revival cottage built in 1918 designed by noted Philadelphia architect, Wilson Eyre commands unsurpassed views from its 8.8 acre peninsular location and 3,570 feet of shore line. Eight bedrooms, seven fireplaces. Replete with all the requisite amenities for an elegant summer's stay including pool, dock and stone lodge. $6,500,000.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,400
Status:
Active
MLS#:
1625494
Type:
Single Family
Lot size:
15 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Island Property 207-734-8809
View additional info

ADDITIONAL INFORMATION

East Shore Drive, Islesboro. Dark Harbor Village north along the shore dotted with grand waterfront summer cottages to your private haven. You will have your breath taken away as this stunning wildflower meadow reveals an unsurpassed view of the ocean and possibilities. 15 parkland acres edged with woods and 770 feet of bold shorefront and beach comprise commanding hillside building sites, deepwater dock, immaculate five-bedroom year-round primary or guest cottage ideal for entertaining with its expansive deck and meticulously landscaped grounds and thoughtful accents anchoring your environ to the highest expectation. Enjoy views of Charlotte's Cove with abundant wildlife activity. Watch eagles, osprey, otters, seals and fish from your porch perch. $3,950,000.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,670
Status:
Active
MLS#:
1619730
Type:
Single Family
Lot size:
5.15 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Warren Realty 207-734-8857
View additional info

ADDITIONAL INFORMATION

Welcome to 228 Gooseberry Point Road on the picturesque island of Islesboro. Located on over 5 private acres with 743 feet of frontage on West Penobscot Bay, the 4-bedroom house is in excellent condition with many recent upgrades, including newly landscaped, whole-house generator, hot tub, delightful patio just 75'± from the beach. Water view from every bedroom! Fully winterized, this home is move-in ready now and will be a delightful retirement home with plenty of room for grandchildren. Come and see it and imagine your own slice of our beautiful island.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,113
Status:
Active
MLS#:
1617398
Type:
Single Family
Lot size:
1.5 Acres
Year built:
1996
A broker reciprocity listing Courtesy: Warren Realty 207-734-8857
View additional info

ADDITIONAL INFORMATION

Welcome to 1145 Moosewood Lane on Islesboro. From the moment you enter, you are enveloped by the home's warm wood walls, floors, and beams. The main living floor is on the middle level and has lots of windows, which affords views into the canopies of the trees that surround you, bringing the outdoors in. Thoughtfully designed and built by an island craftsman, the home has a very livable layout and plenty of space. The main living space is open to the kitchen, which includes a large pantry, lots of prep space and ample lighting. The primary bedroom and bathroom are on the main floor as well, smartly tucked away from the main spaces. Two bedrooms and a generous full bath are located on the second floor. The first floor/basement level has direct entry from outside as well as interior entry, full height ceilings, lots of space, a hearty wood stove, and heated floors. The front porch is covered and is large enough for gatherings and family meals in the warm weather. The structure has been well cared for, and is extremely energy efficient, with baseboard heating. Additional abutting acreage is also available. Come to Islesboro and imagine quiet island living in this cozy and practical home!

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Andrea D. Conner, License DB922721, Xome Inc., License AC90602770, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.



Islesboro Real Estate

Islesboro is located in Maine. Islesboro, Maine has a population of 600. Islesboro is more family-centric than the surrounding county with 28.81% of the households containing married families with children. The county average for households married with children is 23.46%.

The median household income in Islesboro, Maine is $67,813. The median household income for the surrounding county is $59,880 compared to the national median of $69,021. The median age of people living in Islesboro is 62.3 years.

Islesboro Weather

The average high temperature in July is 77 degrees, with an average low temperature in January of 7.7 degrees. The average rainfall is approximately 48.7 inches per year, with 59 inches of snow per year.

Islesboro Map

Islesboro Real Estate Market Conditions

  • Median sales price

    $348,936
    20.6%
    change since last quarter
  • # Active listings

    22
    30-day change

Islesboro Schools and Demographics

Education near Islesboro, ME

City County
High School Graduates 97.99 93.06
College Degree - 2 year 2.82 8.56
College Degree - 4 year 43.46 32.9
Graduate Degree 16.9 9.54
Expenditures per Student 18,107 18,107
Students per Teacher 9.8 9.8

Elementary Schools near Islesboro, ME

Grades Students P/T Ratio ZIP
Adams School PK - 08 48 6.1 04421
Edna Drinkwater School PK - 04 81 10.3 04849
Lincolnville Central School KG - 08 192 9.8 04849

Middle Schools near Islesboro, ME

Grades Students P/T Ratio ZIP
Camden-Rockport Middle School 05 - 08 388 11.1 04843

Ungraded Schools near Islesboro, ME

Grades Students P/T Ratio ZIP
Islesboro Central School KG - 12 95 7.3 04848
North Haven Community School PK - 12 67 5.2 04853

Demographics near Islesboro, ME

City County
Neighborhood Type Small Town
Population 600 39,618
Population Density 42 54
Median Age 62.3 46.5
People per Household 1.8 2.3
Median Household Income 67,813 59,880
Average Income per Capita 46,438 32,966

Real estate near Islesboro