Islesboro ME Real Estate & Homes for Sale

19 Properties Found

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Beds:
4
Baths:
3.00
Sq.Ft.:
4,500
Status:
NEW LISTING
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 loft with full bath, even a harbor view from the widow's walk. Cedar shingles, apple and cherry trees, pleasant side yard. $525,000.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,670
Status:
NEW LISTING
MLS#:
1619730
Type:
Single Family
Lot size:
5.15 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Warren Realty 207-734-8857
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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.:
2,400
Status:
Active
MLS#:
1617578
Type:
Single Family
Lot size:
1.74 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Island Property 207-734-8809
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ADDITIONAL INFORMATION

Location, Location! Near Town Spacious Three-Bedroom Home. Walk to almost everything; store, community center, post office, town office, garage. Handy to ferry and Dark Harbor village shops and amenities, near golf course. Detached garage, shop, and office. Landscaped, wooded 1.74 acres with 425 feet of road frontage. Open concept living room, dining room, kitchen. Two full baths, laundry on bedroom level. bedroom with study area, second floor family room. Comfy radiant heat, beautiful hard wood floors, Much refurbishing and remodeling. Interior just painted, new trimwork. Kitchen floor refinished. New hot water heater 2023. A wonderful and accommodating home for any time of the year. $450,000.

Beds:
4
Baths:
1.00
Sq.Ft.:
2,680
Status:
Active
MLS#:
1617426
Type:
Single Family
Lot size:
17.19 Acres
Year built:
1830
A broker reciprocity listing Courtesy: Camden Coast Real Estate 207-236-1111
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ADDITIONAL INFORMATION

Oceanfront retreat includes 17 acres with incredible views and 700 feet of sandy beach! Seller approved special financing is available on what was once known as The Bluff House, a former Sea Captain's House. This 1800's, 4 bedroom, 3 bath property has many renovations and updates complete with new birch flooring, new structural support system under the kitchen, new lighting in the kitchen and bathrooms, and new plumbing stubbed and ready to go. Currently the kitchen and two of the bathrooms are ready for your own touch! The large two car detached garage is completely floored upstairs and could be finished to be used as an office, guest suite or artist's studio. Islesboro is a hop, skip and a jump from the mainland with just a 20 minute ferry ride. One can enjoy the serenity of island life yet still be connected to the coastal towns of Maine. The Sea Captains house is an absolute gem that sits on the north side of the island where life is quiet and peaceful. Morning walks along the trails to the shore and then a walk about on the adjoining Hutchins Island Preserve offers a certain kind of serenity. Blueberry Hill Preserve and Pripet Riding Club are only minutes away. Islesboro offers a way of life that takes one back in time while having excellent fiber optic internet, two local stores and public and private ferry services. Come enjoy amazing open water vistas, watching sailing regattas and spending time on your own private beach.

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 Meadow Pond Road 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!

Beds:
2
Baths:
1.00
Sq.Ft.:
768
Status:
Active
MLS#:
1616652
Type:
Single Family
Lot size:
1.5 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Cates Real Estate 207-701-5600
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ADDITIONAL INFORMATION

The Artist Cottage is nestled unseen from the road on 1.5± acres with 150+/- feet of tidal waterfront on Islesboro Harbor offering stunning views of Islesboro Harbor, Bounty Cove and the narrows. This charming seasonal cottage is located in the desirable and seldom available mid-island neighborhood of Hewes Point, near Maddie Dodge Field, with tennis and pickleball courts at your disposal and the town library just around the corner. The cottage features approximately 768± total square feet, including a waterside screened-in porch and open deck where you can enjoy watching the sunset. The first floor includes an entry, first floor bedroom, a full bath with washer/dryer. An open floor plan with living room and wood fire stove, wraps around to a cottage kitchen. A heat pump provides modern comfort. The second floor offers a versatile open space with beds and a sitting area for reading or watching TV. The elongated rectangular lot includes a 12' x 8' storage barn with electricity that offers the potential for additional living space. Move-in ready, the Artist Cottage exudes quintessential Maine charm and is ideal for those seeking a peaceful retreat. The sheltered cove location allows for easy kayaking, beachcombing, and wildlife viewing. The additional barn and land offer expansion possibilities. Stay connected with fiberoptic broadband internet with 1 gibibyte connection speeds. 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.

Beds:
2
Baths:
1.00
Sq.Ft.:
770
Status:
Active
MLS#:
1616264
Type:
Single Family
Lot size:
1.39 Acres
Year built:
1915
A broker reciprocity listing Courtesy: Cates Real Estate 207-701-5600
View additional info

ADDITIONAL INFORMATION

Opportunity on the island of Islesboro. This 1.39+/- acre property is slightly elevated above the road and offers many options for those with vision. On the property is a two-story Regency-style house, built in 1915, though its structural integrity is unknown. The lot itself offers an established driveway with power at the road. With its fabulous location mid-island and near the downtown and ferry, come see how this promising spot could work for you.

Beds:
3
Baths:
1.00
Sq.Ft.:
838
Status:
Active
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
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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:
5
Baths:
3.00
Sq.Ft.:
7,500
Status:
Active
MLS#:
1610869
Type:
Single Family
Lot size:
0.07 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. Two lots, two buildings in the heart of summer community and activity. Peg's Giftshop (101 Derby Road) with 1,700 sq ft of retail space and 2,800 sq ft of living space upstairs, even a harbor view from the widow's walk and the former Blue Heron Restaurant (107 Derby Road) with 3,000 sq ft retail or residential space up or down. Restaurant will need significant improvement. $760,000 together or $525,000 for 101 Derby; $265,000 for 107 Derby.

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. Enjoy these photos from sunnier times. $6,500,000.

Beds:
1
Baths:
2.00
Sq.Ft.:
2,553
Status:
Active
MLS#:
1606774
Type:
Single Family
Lot size:
1 Acres
Year built:
1887
A broker reciprocity listing Courtesy: Lone Pine Real Estate Company 207-230-8300
View additional info

ADDITIONAL INFORMATION

300 Main Rd is the former Island schoolhouse that is currently used as an art gallery. It is made up of two very large rooms - 858 and 528 square feet respectively. Both rooms have extremely high ceilings and windows almost as high that afford seasonal Atlantic Ocean views on the North side. There is a half bath on the first floor and a studio apartment with a full bathroom on the second floor and room for expansion. The school house is being separated from the Main House and will convey with 1 +/- acre, each with its own well and septic tanks but a shared leach field. The property is a piece of Maine history and waiting for your creative vision. The property is sold AS IS.

Beds:
5
Baths:
2.00
Sq.Ft.:
2,409
Status:
Active
MLS#:
1606773
Type:
Single Family
Lot size:
2 Acres
Year built:
1887
A broker reciprocity listing Courtesy: Lone Pine Real Estate Company 207-230-8300
View additional info

ADDITIONAL INFORMATION

Welcome to 292 Main Road, Islesboro, ME—a large five-bedroom summer retreat perfect for those seeking a blend of comfort and charm. This spacious house boasts an elegant new kitchen equipped for culinary adventures, and electric baseboard heat to keep you cozy during the cooler months. Imagine sipping lemonade on the expansive front porch, watching the day unfold on your picturesque front lawn with a swing in an ancient maple tree. Only a short stroll from the property, enjoy the local amenities that Islesboro has to offer, including the town library, tennis courts, and a new playground for endless family fun. Hughes Point beckons with its inviting public beach, promising sun-soaked days by the water. A convenient one-mile drive takes you to the Island Market, the Islesboro Post Office, and a gas station, ensuring all your needs are within easy reach. The community center, featuring an indoor exercise gym and delightful luncheonette, adds to the island's allure. Don't miss the exciting farmers vegetable market during July and August, where you can indulge in the freshest local produce. Call today, your idyllic island home awaits! The property is sold furnished and AS IS.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,962
Status:
Active
MLS#:
1601765
Type:
Single Family
Lot size:
3.87 Acres
Year built:
1887
A broker reciprocity listing Courtesy: Lone Pine Real Estate Company 207-230-8300
View additional info

ADDITIONAL INFORMATION

292 + 300 Main Road are comprised of an elaborate, historical, federal style, island home and the former island schoolhouse that is currently used as an art gallery. The main house has an updated kitchen, a large dining room with original built-ins, a family room that could be a first floor bedroom, a formal living room with an ornate fireplace surround with a wood stove insert, a grand front hall, a large primary bedroom on the second floor with room to expand into a primary suite, and four additional bedrooms. The front porch is over 54 feet long and provides a place for quintessential Maine summer living. The post and beam shed is just steps from the house and could be used for storage or finished for guests or a work from home space. The school house is made up of two very large rooms - 858 and 528 square feet respectively. Both rooms have extremely high ceilings and windows almost as high that afford seasonal Atlantic Ocean views on the North side. There is a half bath on the first floor and a studio apartment with a full bathroom on the second floor and room for expansion. Both buildings are set on just under four acres, each with its own well and septic tanks but a shared leach field. The property is a Maine masterpiece waiting for your creative vision. The house foundation needs repair. The property is sold furnished and AS IS.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,800
Status:
Active
MLS#:
1599996
Type:
Single Family
Lot size:
0.94 Acres
Year built:
1840
A broker reciprocity listing Courtesy: Camden Real Estate Company 207-236-6171
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ADDITIONAL INFORMATION

Welcome to your idyllic retreat on Islesboro Island, where this exceptional Cape-style farmhouse awaits. Set on the shore of Meadow Pond with 165 feet of pristine frontage, this home offers 0.94 acres of beautifully maintained grounds. Enjoy tranquil and impeccable gardens, thoughtfully designed landscaping, lush fruit trees, and charming garden walkways inviting you to explore your property. Step inside this home, which seamlessly blends vintage craftsmanship with modern comfort and amenities (GWI broadband). Special features include the kitchen with granite countertops and a large functional kitchen pantry, a living room with a gas fireplace, a sitting room, a dining area, a breakfast room, a sunroom, and an office. The sunroom, boasting a wall of glass windows, overlooks the deck and meadow leading to the pond, providing a serene spot for relaxation. The primary bedroom with a vaulted ceiling overlooks the meadow, meandering down to the pond's edge. The home has been meticulously cared for, showcasing numerous upgrades, including newer windows, an efficient heating system, updated electrical, and a recently replaced roof. The spacious deck provides a wonderful view of Meadow Pond, complemented by a large automated awning for shade and comfort. A one-car garage ensures ample storage, while low-maintenance vinyl siding keeps upkeep to a minimum. A newly built shed is ideal for a workshop or landscaping tools. This is more than just a home; it's a serene sanctuary on one of Penobscot Bay's most beautiful islands.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,300
Status:
Active
MLS#:
1599619
Type:
Single Family
Lot size:
0.66 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Island Property 207-734-8809
View additional info

ADDITIONAL INFORMATION

IMPROVED PRICE. NOW $499,000. Charming Dark Harbor Village 1940's Four-Bedroom Home on sunny .66 acre lot with large landscaped lawn and grounds. Historically welcoming, nine rooms comprise approximately 2,300 square feet of living space with primary first floor bedroom and ensuite full bath three bedrooms and full bath upstairs. Handsome beam work, rich finish trim, hardwood flooring, tiled kitchen floor and breakfast nook. Step out onto the open deck and covered porch and convenient car port and handy sheds. Just a stroll to shops around the corner and minutes from other activities.

Beds:
3
Baths:
1.00
Sq.Ft.:
618
Status:
Active
MLS#:
1595624
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Warren Realty 207-734-8857
View additional info

ADDITIONAL INFORMATION

Perfect vacation cottage right on the shores of East Penobscot Bay! Seldom does a property like this come up for sale in the historic and much-loved community of Sabbathday Harbor. Living Room with wood stove, galley kitchen, full bath on first floor with generous wrap-around porch overlooking the bay. Three bedrooms upstairs, plus a separate bunkhouse for additional guests. About 100 feet of bold frontage with a view of the bay all the way to Cape Rosier. Come and build your family memories for generations in this quintessential Maine summer colony!

Beds:
2
Baths:
2.00
Sq.Ft.:
825
Status:
Active
MLS#:
1591749
Type:
Single Family
Lot size:
1.5 Acres
A broker reciprocity listing Courtesy: Warren Realty 207-734-8857
View additional info

ADDITIONAL INFORMATION

Welcome to 522 Ferry Road, a charming home on the peaceful island of Islesboro. This 2 bedroom, one and a half bath house incorporates an efficient design, while also possessing many hallmarks of a classic Maine cottage. When you enter, you'll immediately appreciate the open floor plan, which is convenient for both a family, and entertaining. The kitchen features custom shaker style cabinetry and warm wood floors. The first floor also includes a wood stove, built-ins for all of your books, and a half bath with laundry. Upstairs you'll appreciate two bright and airy bedrooms and one full bath. Step outside and notice the cedar shingle façade, front and rear decks, and best of all: The lovely view of Broad Cove, your own piece of the Penobscot Bay! House includes right of way to the beach.

Beds:
3
Baths:
1.00
Sq.Ft.:
5,592
Status:
Active
MLS#:
1575443
Type:
Single Family
Lot size:
17.3 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Cates Real Estate 207-701-5600
View additional info

ADDITIONAL INFORMATION

Own a part of Islesboro history! Durkee's General Store has been an integral part of island life serving the community for 70+ years. Currently run as a grocery store, Durkee's General Store offers groceries, meats, a deli section, a selection of prepared foods, produce, household and automobile items, beer, wine, hard alcohol, cigarettes, and lottery. The third and current owner has run a successful business for 35+ years and is ready to pass the torch to the next owner to continue to operate as a grocery store or whatever else your imagination can dream up! The store includes a full kitchen, for take out or options for a cafe and options for a seating area inside or outback of the store on the lawn. The large basement under the store offers storage. Included with the property is a house with a 3-bedroom 1-bath apartment with a large kitchen and living room that extends to a porch in the warmer months, all on the second floor. Plus a bonus room for an office, study or exercise room. Enjoy your coffee on the deck off the kitchen looking out over fields and forest. Below on the first floor is a two bay garage that historically was the home of the fire station. Keep them as a garage or convert them to more retail or living space. Next to the garage bays is what could be a 1 bedroom 1 bath apartment or the first floor/family room for the upstairs. The bathroom plumbing has been roughed in and partially completed. The two living spaces could be combined with a staircase or kept as separate units. Set on a combined 17.3± acres, there is parking on 1± acres on the west side of the road, which also includes a fire pond. The store and house sit on 16± acres on the east side of the road, which is a mixture of field and forest. Stay connected with 1-gigabyte connection speed internet. Endless possibilities await the next owner! Also listed as commercial, see mls: 1575437. International 4700 freight truck and store equipment included with sale.

Beds:
15
Baths:
17.00
Sq.Ft.:
13,200
Status:
Active
MLS#:
1569095
Type:
Single Family
Lot size:
4.3 Acres
Year built:
1908
A broker reciprocity listing Courtesy: Legacy Properties Sotheby's International Realty 207-230-1003
View additional info

ADDITIONAL INFORMATION

For the first time in decades this prestigious incomparable estate is available. The elegance and phenomenally comfortable scale and feel of the house and grounds can not be overstated. The property has been immaculately improved and diligently maintained. All the living area rooms and bedrooms overlook Penobscot Bay. It is impossible to describe this property without featuring the irresistible and grand west-facing porch. The private west-facing deep water dock, the island water taxi, private charter services, the municipal airport, or the Islesboro ferry provide options for access. The 4+ acres includes 800+ feet of shore frontage, a beach, heated in-ground pool, carriage house with 1 bedroom year round apartment, greenhouse, cultivated gardens, landscaping, 3 car garage, robust and blazing fast internet, and countless features and amenities. 738 Pendleton Point Road, 2 acres and the location of the private well and is included in this offering. A right of first refusal may be available to negotiate for Cove Cottage also at 188 Aldrich Road. This is a year round 3 bedroom 2 bath house with 2000 sq feet living area and includes the finest finishes and details; on 2.5 acres with tidal frontage.

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Andrea D. Conner, License DB922721, Xome Inc., License AC90602770, AndreaD.Conner@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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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. © 2025 Maine Real Estate Information System, Inc. All Rights Reserved.
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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

    $350,000
    20.6%
    change since last quarter
  • # Active listings

    29
    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

Real estate near Islesboro