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Islesboro, ME Homes for Sale with Acreage

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  • /9

    $269,000

    • Land
    • 1.18 Acres
    • $227,966 per Acre

    Lot # 3 Ocean Ridge Rd, Northport, ME 04849

    Embrace the beauty of coastal living at Ocean Ridge Subdivision, a unique opportunity to experience both the breathtaking sunrise over the ocean and the beautiful sunset over the mountains. Ideally situated between Belfast and Camden, providing the perfect balance of tranquility and accessibility. Less than a mile from Saturday Cove boat landing and on the doorstep of the charming Bayside

    Agent Photo

    Jillian Hovey

    RE/MAX JARET & COHN

    (207) 672-1114

    Lot # 3 Ocean Ridge Rd, Northport, ME 04849
  • /72

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,805 Sq Ft

    1025 Douglas Dr, Northport, ME 04849

    Perched on the scenic side of Caswell Hill, this inviting home offers breathtaking, ever-changing ocean views overlooking Searsport and Sears Island—just 5 miles from vibrant Belfast, 2 miles to Bayside (Northport) with the rocky Maine coastline and 7 miles to Lincolnville Beach, with its beautiful stretch of sand perfect for summer days. A wide open view of the bay maintained annually since

    Mary Holmes Camden Real Estate Company

    1025 Douglas Dr, Northport, ME 04849
  • /50

    $975,000 New Construction

    • 4 Beds
    • 4 Baths
    • 2,500 Sq Ft

    185 Glenwood Ln, Northport, ME 04849

    Newly built 2,500 sq. ft. custom home is in the desirable Woodside at Saturday Cove subdivision. This 7-room single-family residence offers 4 bedrooms and 4 baths, featuring energy-efficient systems including a heat pump, solar power, and radiant in-floor heating. Amenities include a covered porch, detached 2-car garage, and first-floor primary bedroom with en-suite bath. Quality craftsmanship

    Bill Pickford Camden Real Estate Company

    185 Glenwood Ln, Northport, ME 04849
  • /67

    $925,000

    • 3 Beds
    • 3 Baths
    • 3,256 Sq Ft

    2813 Atlantic Hwy, Lincolnville, ME 04849

    Magical, one-of-a-kind, Maine farmhouse / cottage with sweeping ocean views from every room. Artistic, whimsical, creative, and playful are just a few adjectives that help describe this most unusual and unique home overlooking Penobscot Bay and the islands beyond. Spectacular deck with views of lush grounds & garden area filled with lupine and handsome, mature plantings. Oversized picture

    Alex Cohen Camden Real Estate Company

    2813 Atlantic Hwy, Lincolnville, ME 04849
  • /26

    $899,000

    • 3 Beds
    • 3 Baths
    • 3,801 Sq Ft

    135 Rebel Hill Rd, Islesboro, ME 04848

    Slip away to Seabox Cottage, your ideal summer retreat or year-round haven. Reminiscent of the gracious turn-of-the-century summer homes of Dark Harbor, Seabox blends timeless craftsmanship with modern comfort. A long gravel drive winds through the wooded property and opens to sunny, landscaped gardens, arriving at a circular turnaround that welcomes you to the home's charming wraparound covered

    Michael Lynch Legacy Properties Sotheby's International Realty

    135 Rebel Hill Rd, Islesboro, ME 04848
  • /17

    $1,200,000

    • 1 Bath
    • 360 Sq Ft

    181 Oregon Rd, Islesboro, ME 04848

    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!

    Michael Lynch Legacy Properties Sotheby's International Realty

    181 Oregon Rd, Islesboro, ME 04848
  • /49

    $1,695,000

    • 5 Beds
    • 6 Baths
    • 7,200 Sq Ft

    78 Bayview Dr, Northport, ME 04849

    This exceptional private one-of-a-kind estate overlooking Penobscot Bay blends natural materials and custom architecture throughout. Massive tree trunk timbers and exposed supporting beams rise to meet curved archways, while custom cherry, rosewood, maple and oak flooring showcase the exquisite craftsmanship throughout this magnificent home. Floor to ceiling windows reaching 26 feet high and a

    Aaron Crossman Legacy Properties Sotheby's International Realty

    78 Bayview Dr, Northport, ME 04849
  • /29

    $2,000,000

    • 1 Bed
    • 1 Bath
    • 936 Sq Ft

    1317 Trim Ln, Islesboro, ME 04848

    On an island in Maine sits this sweet cottage perched up from the water's edge with stunning westerly views. There is room to expand or build another dwelling. Explore 50 plus acres and over 2,000 feet of shore front and accessible beach. A portion of land abuts Islesboro Island Trust land. This property is also available as 3 separate parcels. See MLS 1633636, 1633637 & 1633638 for other

    Michael Lynch Legacy Properties Sotheby's International Realty

    1317 Trim Ln, Islesboro, ME 04848
  • /29

    $975,000

    • 1 Bed
    • 1 Bath
    • 936 Sq Ft

    1317 Lot 1 Trim Ln, Islesboro, ME 04848

    On an island in Maine sits this sweet cottage with room to expand or build on the elevated point looking West over Penobscot Bay. Explore 14 acres and 1,288 feet of shore front and beach. Additional property available. See MLS 1633635, 1633637 & 1633638 for other property offerings.

    Michael Lynch Legacy Properties Sotheby's International Realty

    1317 Lot 1 Trim Ln, Islesboro, ME 04848
  • /45

    $1,195,000

    • 3 Beds
    • 1 Bath
    • 1,390 Sq Ft

    8 Beech Hill Rd, Northport, ME 04849

    Nestled in the charming coastal community of Northport, Maine, this three-bedroom, one-bath Cape sits on an expansive 57.53-acre parcel with 2,650 feet of prime frontage along highly traveled U.S. Route 1. Beautiful Shaw Brook winds through a portion of the property, adding natural beauty and tranquility to an already rare offering.Zoned for a wide range of uses—including residential,

    Gregg Imus Lone Pine Real Estate Company

    8 Beech Hill Rd, Northport, ME 04849
  • /33

    $1,388,000

    • 4 Beds
    • 3.5 Baths
    • 4,064 Sq Ft

    351 Mill Creek Rd, Islesboro, ME 04848

    The Farrow-Farnsworth Home is an historic gem on about 40 acres overlooking Broad Cove and Gilkey Harbor on Islesboro island in Penobscot Bay, one of Maine's top cruising grounds. Two distinct homes are joined together seamlessly. One is a lovingly restored 1790's home and the other a spacious 1970's house. The original house, built by Revolutionary War soldier Josiah Farrow and home to

    Michael Lynch Legacy Properties Sotheby's International Realty

    351 Mill Creek Rd, Islesboro, ME 04848
  • /48

    $1,595,000

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft

    286 Atlantic Hwy, Northport, ME 04849

    Overlook is a truly remarkable ocean view property aptly named for its panoramic views across Penobscot Bay and nearby islands. The property features an exquisitely restored antique Cape-style home and is set on 15 acres with access to the water. This timeless Cape overlooking Penobscot Bay represents the best of quintessential New England architecture. The multi-year renovation completed by

    Michael Lynch Legacy Properties Sotheby's International Realty

    286 Atlantic Hwy, Northport, ME 04849
  • /51

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 2,670 Sq Ft

    228 Gooseberry Point Rd, Islesboro, ME 04848

    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

    William Warren Warren Realty

    228 Gooseberry Point Rd, Islesboro, ME 04848
  • /66

    $385,000

    • 2 Beds
    • 1.5 Baths
    • 1,234 Sq Ft

    376 W Bay Rd, Islesboro, ME 04848

    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.

    Virginia Hess Cates Real Estate

    376 W Bay Rd, Islesboro, ME 04848
  • /35

    $630,000

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    938 Main Rd, Islesboro, ME 04848

    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

    Lewis Wheelwright LandVest, Inc.

    938 Main Rd, Islesboro, ME 04848
  • /50

    $850,000

    • 5 Beds
    • 4 Baths
    • 4,962 Sq Ft

    292 & 300 Main Rd, Islesboro, ME 04848

    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

    Virginia Hess Cates Real Estate

    292 & 300 Main Rd, Islesboro, ME 04848
  • /40

    $499,000

    • 5 Beds
    • 1.5 Baths
    • 2,409 Sq Ft

    292 Main Rd, Islesboro, ME 04848

    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

    Virginia Hess Cates Real Estate

    292 Main Rd, Islesboro, ME 04848
  • /11

    $425,000

    • 1 Bed
    • 1.5 Baths
    • 2,553 Sq Ft

    300 Main Rd, Islesboro, ME 04848

    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

    Virginia Hess Cates Real Estate

    300 Main Rd, Islesboro, ME 04848
  • /71

    $349,000

    • 2 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    10 Harbor Dr Unit 10, Lincolnville, ME 04849

    Welcome to 10 Harbor Drive in beautiful Lincolnville, Maine! This stunning 2-bedroom, 2.5 bath condominium is located in the sought after Ducktrap Condominium community, where coastal living meets comfort and convenience. Inside you'll find an inviting open-concept living and dining area featuring a cozy wood burning fireplace - perfect for relaxing after a day by the water. The well designed

    Rebecca Lowe The MidcoastHome Real Estate Co.

    10 Harbor Dr Unit 10, Lincolnville, ME 04849
  • /15

    $700,000

    • 2 Beds
    • 1 Bath
    • 500 Sq Ft

    1446 Meadow Pond Rd, Islesboro, ME 04848

    Experience the magic of coastal living at this seasonal camp, set on 7 acres of level land and offering 1,400 feet of accessible shoreline and beach. Whether you choose to enjoy the camp as it is or build your dream retreat, this property provides the ideal setting to enjoy island life. Imagine long summer days filled with swimming, boating, and beach combing, capped off by breathtaking sunsets

    Michael Lynch Legacy Properties Sotheby's International Realty

    1446 Meadow Pond Rd, Islesboro, ME 04848
  • /50

    $9,975,000

    • 6 Beds
    • 8 Baths
    • 10,000 Sq Ft

    230 Keller Point Rd, Islesboro, ME 04848

    Located on 22.21± secluded acres up-island on Islesboro, Longmeadow Farm is an exceptional waterfront estate with southwesterly views across Seal Harbor and Penobscot Bay towards the Camden Hills. Custom-designed by the current owners in collaboration with top professionals, the main residence blends the understated elegance of Shingle-style architecture with meticulous, modern craftsmanship.

    Joseph Sortwell LandVest, Inc.

    230 Keller Point Rd, Islesboro, ME 04848
  • /35

    $185,000

    • 1 Bed
    • 96 Sq Ft

    1027 Meadow Pond Rd, Islesboro, ME 04848

    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

    Wendy Huntington Berkshire Hathaway HomeServices Northeast Real Estate

    1027 Meadow Pond Rd, Islesboro, ME 04848
  • /30

    $650,000

    • Land
    • 27.5 Acres
    • $23,636 per Acre

    1317 Trim Ln, Islesboro, ME 04848

    Large west facing waterfront parcel with 235 feet of beach and 27.5 acres. Lots of acreage to explore! Additional property available. See MLS 1633635, 1633636 & 1633638 for other property offerings.

    Michael Lynch Legacy Properties Sotheby's International Realty

    1317 Trim Ln, Islesboro, ME 04848
  • /17

    $450,000

    • Land
    • 10 Acres
    • $45,000 per Acre

    1317 Trim Ln, Islesboro, ME 04848

    Beautiful west facing waterfront parcel with 540 feet of beach and 10 acres. Cleared with driveway base with turn around in place. Electric pole on site. Additional property available. See MLS 1633635, 1633636 & 1633637 for other property offerings.

    Michael Lynch Legacy Properties Sotheby's International Realty

    1317 Trim Ln, Islesboro, ME 04848
  • /7

    $249,000

    • Land
    • 38 Acres
    • $6,553 per Acre

    381 Atlantic Hwy, Northport, ME 04849

    38-Acre Wooded Lot with Route 1 Address — Northport, MaineA rare opportunity to own 38 acres of unspoiled woodland in Northport with a Route 1 address and access via a deeded right-of-way. This expansive, undeveloped parcel has not been harvested in several years, offering a mature forest setting and a true blank canvas for your vision—whether residential, recreational, or investment. An

    Rachael Umstead Lone Pine Real Estate Company

    381 Atlantic Hwy, Northport, ME 04849
  • /5

    $280,000

    • Land
    • 4 Acres
    • $70,000 per Acre

    2Q Hermit's Point Rd, Islesboro, ME 04848

    Settle into a well-established subdivision, the former Grace Estate, on a four acre lot with deeded view easement to West Penobscot Bay. Magnificent hard and soft woods, dappled with lush ferns and ledge outcroppings. Access drive completed. Building site and view will need clearing once you've selected your preferred location. All this, on a quiet peninsula of Islesboro ensured with the

    John Oldham Island Property

    2Q Hermit's Point Rd, Islesboro, ME 04848
  • /31

    $4,950,000

    • 9 Beds
    • 8.5 Baths
    • 9,896 Sq Ft

    135 W Shore Dr, Islesboro, ME 04848

    Prominently sited on 18.5± acres with 955± feet of varied shorefront on Gilkey Harbor and stunning views to the west, the Sears Cottage is one of the grand historic Islesboro estates constructed at the turn of the 20th century. The nine-bedroom, nine-bath home also includes staff quarters, a carriage house / stable, reading room, and substantial deep-water dock with floats. The residence,

    Joseph Sortwell LandVest, Inc.

    135 W Shore Dr, Islesboro, ME 04848
  • /59

    $795,000

    • 2 Beds
    • 2 Baths
    • 2,154 Sq Ft

    391 Main Rd, Islesboro, ME 04848

    Plum Point Cottage: Contemporary Island Home set on a hill with Breathtaking Ocean Views. Wake up to island life at Plum Point Cottage, a coastal retreat designed by Architect Christopher Glass. With 400+/- feet of rocky waterfront, this contemporary island setting offers stunning sunrises over Bounty Cove and Penobscot Bay from your private deck. The first floor welcomes you with a small

    Virginia Hess Cates Real Estate

    391 Main Rd, Islesboro, ME 04848
  • /10

    $595,000

    • Land
    • 4.43 Acres
    • $134,312 per Acre

    Lot 4D Ferry Rd, Islesboro, ME 04848

    Located just moments from the Islesboro ferry terminal, this 4.43± acre undeveloped land parcel offers the opportunity to pursue your creative vision. The mostly wooded lot features an identified and partially cleared building site and sweeping water views. With approximately 1,064± feet of diverse shoreline—including stretches of sand and pebble beach mixed with gentle tidal pools—this property

    Joseph Sortwell LandVest, Inc.

    Lot 4D Ferry Rd, Islesboro, ME 04848
  • /8

    $265,000

    • Land
    • 4.63 Acres
    • $57,235 per Acre

    L46 (Part) Beech Hill Rd, Northport, ME 04849

    Conveniently located off Beech Hill Road in Northport, this spectacular undeveloped land parcel offers lovely, elevated views. Set on 4.63± acres, this versatile property offers a unique opportunity to build or develop a private retreat tailored to your vision, along with the potential for views of Penobscot Bay. The serene landscape features blueberry fields and a beautiful mix of mature trees,

    Joseph Sortwell LandVest, Inc.

    L46 (Part) Beech Hill Rd, Northport, ME 04849
  • /61

    $6,500,000

    • 8 Beds
    • 11 Baths
    • 9,025 Sq Ft

    399 Hermit's Point Rd, Islesboro, ME 04848

    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.

    John Oldham Island Property

    399 Hermit's Point Rd, Islesboro, ME 04848
  • /48

    $3,095,000

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft

    286 Atlantic Hwy, Northport, ME 04849

    Overlook is a truly remarkable ocean front property aptly named for its panoramic views across Penobscot Bay and nearby islands. The property features an exquisitely restored antique Cape-style home and is currently one of the last, large privately held parcels left on this Mid-Coast at 35 acres with 800 feet of easily accessible sand and pebble beach. For boaters, its substantial water depth

    Michael Lynch Legacy Properties Sotheby's International Realty

    286 Atlantic Hwy, Northport, ME 04849
  • /41

    $785,000

    • Land
    • 1.9 Acres
    • $413,158 per Acre

    M15L20-TBD Golf Club Rd, Islesboro, ME 04848

    This parcel of waterfront land is perched up and out of the flood zone and has a westerly orientation looking out over the cove and bay. The property is set on Golf Club Road just a stroll to the Tarrantine Club's Golf Course. It is comprised of 1.9 acres and 320 feet along the accessible shore.

    Michael Lynch Legacy Properties Sotheby's International Realty

    M15L20-TBD Golf Club Rd, Islesboro, ME 04848
  • /9

    $3,950,000

    • 5 Beds
    • 4 Baths
    • 2,400 Sq Ft

    118 E East Shore Dr, Islesboro, ME 04848

    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,

    John Oldham Island Property

    118 E East Shore Dr, Islesboro, ME 04848
  • /5

    $2,500,000

    • Land
    • 202.2 Acres
    • $12,364 per Acre

    Lot 50-2 Serene Dr, Northport, ME 04849

    This spectacular parcel of undeveloped land offers 202± private acres and exceptional views out to Penobscot Bay and its many islands. Accessed by a semi-private, gated drive, the expansive grounds on Ducktrap Mountain feature a combination of meadows, mature forest, and established nature trails, while 1,232± feet of frontage on Knights Pond provides the opportunity for canoeing, kayaking, and

    Joseph Sortwell LandVest, Inc.

    Lot 50-2 Serene Dr, Northport, ME 04849
  • /15

    $360,000

    • Land
    • 5.7 Acres
    • $63,158 per Acre

    Map 22 Big Tree Ln, Islesboro, ME 04848

    Discover this beautiful 5.7+/-acre wooded lot on Seal Harbor, Islesboro. Enjoy 541+/- feet of waterfrontage with southern and southwestern views of the protected, public harbor with a public dock and float hosting sailing lessons, swimming, and fishing in warmer months. This unique property features numerous old Ash and Oak trees, a private gravel beach, a bubbling brook, and an old cellar hole.

    Virginia Hess Cates Real Estate

    Map 22 Big Tree Ln, Islesboro, ME 04848
  • /8

    $259,000

    • Land
    • 47.3 Acres
    • $5,476 per Acre

    R-3 L5 Beech Hill Rd, Northport, ME 04849

    N0rthport - 47.3 Acres with Mountain Views. Close to Pitcher Pond & Knights Pond. 8 Miles to Belfast & 14 Miles to Camden. 3.5 Miles to Saturday Cove & the Ocean.

    Jim Nealey Eagle Real Estate

    R-3 L5 Beech Hill Rd, Northport, ME 04849
  • /10

    $159,000

    • Land
    • 35.3 Acres
    • $4,504 per Acre

    R-3 L2-A Beech Hill Rd, Northport, ME 04849

    Northport - 35.3 Acres. Quiet Country Setting. Close to Pitcher Pond & Knights Pond. 8 Miles from Belfast, 14 Miles from Camden and 3.5 miles from Saturday Cove & the Ocean.

    Jim Nealey Eagle Real Estate

    R-3 L2-A Beech Hill Rd, Northport, ME 04849
  • /13

    $349,000

    • Land
    • 82.6 Acres
    • $4,225 per Acre

    R-3 L5&2A Beech Hill Rd, Northport, ME 04849

    Northport - 82.6 Acres. Mountain Views. Close to Pitcher Pond & Knights Pond. Quiet & Private Country Setting. 8 Miles to Belfast, 14 Miles to Camden, 3.5 miles to the Ocean & Saturday Cove.

    Jim Nealey Eagle Real Estate

    R-3 L5&2A Beech Hill Rd, Northport, ME 04849
  • /44

    $149,900

    • Land
    • 2.8 Acres
    • $53,536 per Acre

    R-7 17-C Eagle Dr, Northport, ME 04849

    Northport - Lot ready to build on. Well Septic, Power ( Power is on ) and 3 driveways. Well is 365' deep with 65 gal. per minute. 3 Bedroom Septic was never used. Corner Lot. 8 miles to Belfast, 12 Miles to Camden, 2 Miles to Saturday Cove and the Ocean. Broker owned.

    Jim Nealey Eagle Real Estate

    R-7 17-C Eagle Dr, Northport, ME 04849

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