2,031

Islesboro, ME Homes

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  • /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
  • /38

    $348,936 Sold Dec 30, 2025

    197 E Shore Dr, Islesboro, ME 04848

    • Built 2022

    Last Sold Summary

    • 7% Below List Price
    • 127 Days On Market

    Current Estimated Value $359,288

    Last Listing Agent Wendy Huntington Berkshire Hathaway HomeServices Northeast Real Estate

    197 E Shore Dr, Islesboro, ME 04848
    • /37

      Not Listed For Sale

      246 Bay Shore Ln, Islesboro, ME 04848

      • 5 Beds
      • 2 Baths
      • 2,518 Sq Ft
      • Built 1996
      246 Bay Shore Ln, Islesboro, ME 04848

      Last Sold Summary

      • $437/SF
      • 194 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Michael Lynch Legacy Properties Sotheby's International Realty

  • /7

    $84,000

    • Land
    • 0.21 Acre
    • $400,000 per Acre

    M40 Lot28 Main Rd, Islesboro, ME 04848

    Unique opportunity to nestle on the shore with your camper. .21 acres of lawn edged with light woods and steps to 100 feet of shorefront on Islesboro Harbor and a tidal beach. Exceptional uninterrupted views of East Penobscot Bay. Too small to build but just right for your visits and vacations. How can you put a price on truly a slice of heaven? $84,000.

    John Oldham Island Property

    M40 Lot28 Main Rd, Islesboro, ME 04848
  • /19

    $245,000 Sold Oct 31, 2025

    2782 Atlantic Hwy, Lincolnville, ME 04849

    • 2 Beds
    • 1.5 Baths
    • 1,113 Sq Ft
    • Built 1920

    Last Sold Summary

    • 12% Below List Price
    • $220/SF
    • 58 Days On Market

    Current Estimated Value $242,452

    Last Listing Agent Dick Butler Realty of Maine

    2782 Atlantic Hwy, Lincolnville, ME 04849
    • /30

      Est $244,000 Not Listed For Sale

      112 Marshall Cove Rd, Islesboro, ME 04848

      • 3 Beds
      • 1 Bath
      • 1,032 Sq Ft
      • Built 1994
      112 Marshall Cove Rd, Islesboro, ME 04848

      Last Sold Summary

      • 11% Above List Price
      • $213/SF
      • 156 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Wendy Huntington Berkshire Hathaway HomeServices Northeast Real Estate

  • /20

    $295,000 Pending

    • Land
    • 10.9 Acres
    • $27,064 per Acre

    12D, 12I Mildred Grace Rd, Islesboro, ME 04848

    Escape to the serenity of Islesboro, Maine, with this remarkable 10.9-acre parcel of undeveloped land offering privacy, natural beauty, and panoramic westward-facing views — perfect for taking in stunning sunsets over Penobscot Bay. This unique property features approximately 250 feet of dramatic, rocky shoreline, where the rugged coast meets open ocean vistas. A peaceful creek flows through the

    Shelby Place Hoang Realty

    12D, 12I Mildred Grace Rd, Islesboro, ME 04848
  • /2

    $309,000 Sold Sep 08, 2025

    Lot #5 Seascape Ln, Northport, ME 04849

    • Land
    • 2.38 Acres
    • $129,832 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Jillian Hovey RE/MAX JARET & COHN

    Lot #5 Seascape Ln, Northport, ME 04849
    • /36

      Est $352,087 Not Listed For Sale

      1123 Meadow Pond Rd, Islesboro, ME 04848

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1990
      1123 Meadow Pond Rd, Islesboro, ME 04848

      Last Sold Summary

      • 1% Above List Price
      • $365/SF
      • 181 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Virginia Hess Cates Real Estate

  • /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
  • /52

    $565,000 Sold Jul 23, 2025

    74 Bayview Dr, Northport, ME 04849

    • 2 Beds
    • 1 Bath
    • 3,140 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $180/SF
    • 23 Days On Market

    Current Estimated Value $564,357

    Last Listing Agent Hanna Steinberg Camden Coast Real Estate

    74 Bayview Dr, Northport, ME 04849
    • /28

      Est $331,272 Not Listed For Sale

      804 Main Rd, Islesboro, ME 04848

      • 3 Beds
      • 1 Bath
      • 876 Sq Ft
      • Built 1900
      804 Main Rd, Islesboro, ME 04848

      Last Sold Summary

      • 20% Above List Price
      • $314/SF
      • 70 Days On Market

      Last Sold Price $275,000

      Last Listing Agent John Oldham Island Property

  • /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
  • /67

    $920,000 Sold Feb 27, 2026

    2813 Atlantic Hwy, Lincolnville, ME 04849

    • 3 Beds
    • 3 Baths
    • 3,256 Sq Ft
    • Built 1811

    Last Sold Summary

    • 1% Below List Price
    • $283/SF

    Current Estimated Value $903,678

    Last Listing Agent Alex Cohen Camden Real Estate Company

    2813 Atlantic Hwy, Lincolnville, ME 04849
    • /16

      Est $262,489 Not Listed For Sale

      120 Pendleton Point Rd, Islesboro, ME 04848

      • 2 Beds
      • 1 Bath
      • 2,470 Sq Ft
      • Built 1934
      120 Pendleton Point Rd, Islesboro, ME 04848

      Last Sold Summary

      • 59% Above List Price
      • $67/SF
      • 0 Days On Market

      Last Sold Price $165,000

      Last Listing Agent Virginia Hess Cates Real Estate

  • /10

    $495,000

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

    101 Derby Rd, Islesboro, ME 04848

    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 harborview from the widow's walk. Cedar shingles, apple and cherry trees, pleasant side

    John Oldham Island Property

    101 Derby Rd, Islesboro, ME 04848
  • /27

    $500,000 Sold Feb 02, 2026

    522 Ferry Rd, Islesboro, ME 04848

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft
    • Built 1900

    Last Sold Summary

    • $606/SF
    • 44 Days On Market

    Current Estimated Value $638,714

    Last Listing Agent William Warren Warren Realty

    522 Ferry Rd, Islesboro, ME 04848
    • /25

      Est $277,885 Not Listed For Sale

      255 Mill Creek Rd, Islesboro, ME 04848

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1900
      255 Mill Creek Rd, Islesboro, ME 04848

      Last Sold Summary

      • 26% Above List Price
      • $256/SF
      • 15 Days On Market

      Last Sold Price $221,400

      Last Listing Agent William Warren Warren Realty

  • /19

    $540,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,463 Sq Ft

    371 Pendleton Point Rd, Islesboro, ME 04848

    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.

    William Warren Warren Realty

    371 Pendleton Point Rd, Islesboro, ME 04848
  • /72

    $625,000 Sold Jun 18, 2025

    1052 Meadow Pond Rd, Islesboro, ME 04848

    • 3 Beds
    • 2 Baths
    • 2,800 Sq Ft
    • Built 1840

    Last Sold Summary

    • 4% Below List Price
    • $223/SF
    • 253 Days On Market

    Current Estimated Value $606,609

    Last Listing Agent Ken Twaddel Camden Real Estate Company

    1052 Meadow Pond Rd, Islesboro, ME 04848
    • /51

      Not Listed For Sale

      506 E Shore Dr, Islesboro, ME 04848

      • 4 Beds
      • 4.5 Baths
      • 2,850 Sq Ft
      • Built 1996
      506 E Shore Dr, Islesboro, ME 04848

      Last Sold Summary

      • $702/SF
      • 19 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent William Warren Warren Realty

  • /26

    $550,000

    • 4 Beds
    • 2 Baths
    • 4,470 Sq Ft

    364 & 367 Main Rd, Islesboro, ME 04848

    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

    John Oldham Island Property

    364 & 367 Main Rd, Islesboro, ME 04848
  • /2

    $835,000 Sold Oct 31, 2025

    418 W Bay Rd, Islesboro, ME 04848

    • 4 Beds
    • 2 Baths
    • 2,258 Sq Ft
    • Built 1850

    Last Sold Summary

    • 7% Below List Price
    • $370/SF

    Current Estimated Value $857,638

    Last Listing Agent Maria Weymouth Legacy Properties Sotheby's International Realty

    418 W Bay Rd, Islesboro, ME 04848
    • /5

      Not Listed For Sale

      Map5 Lot14 Ocean Ridge Rd, Northport, ME 04849

      Map5 Lot14 Ocean Ridge Rd, Northport, ME 04849

      Last Sold Summary

      Last Sold Price $225,000

      Last Listing Agent Jim Nealey Eagle Real Estate

  • /40

    $499,000 Pending

    • 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
  • /43

    $270,000 Sold Dec 16, 2025

    1235 Meadow Pond Rd, Islesboro, ME 04848

    • 4 Beds
    • 1 Bath
    • 1,656 Sq Ft
    • Built 1855

    Last Sold Summary

    • 18% Below List Price
    • $163/SF
    • 62 Days On Market

    Current Estimated Value $321,730

    Last Listing Agent Nicole Emery Camden Coast Real Estate

    1235 Meadow Pond Rd, Islesboro, ME 04848
    • /27

      Not Listed For Sale

      29/12E&F Willis Ln, Islesboro, ME 04848

      29/12E&F Willis Ln, Islesboro, ME 04848

      Last Sold Summary

      • 70 Days On Market

      Last Sold Price $200,000

      Last Listing Agent John Oldham Island Property

  • /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
  • /74

    $540,000 Sold Jul 31, 2025

    148 Pound Hill Rd, Northport, ME 04849

    • 2 Beds
    • 2.5 Baths
    • 1,661 Sq Ft
    • Built 2017

    Last Sold Summary

    • $325/SF
    • 5 Days On Market

    Current Estimated Value $507,882

    Last Listing Agent Jillian Hovey RE/MAX JARET & COHN

    148 Pound Hill Rd, Northport, ME 04849
    • /18

      Not Listed For Sale

      29-12H Willis Ln, Islesboro, ME 04848

      29-12H Willis Ln, Islesboro, ME 04848

      Last Sold Summary

      • 33 Days On Market

      Last Sold Price $125,000

      Last Listing Agent John Oldham Island Property

  • /3

    $795,000

    • Land
    • 54.78 Acres
    • $14,513 per Acre

    Lot #34 Atlantic Hwy, Northport, ME 04849

    Rarely does an opportunity like this come along. This expansive 54-acre parcel in the desirable coastal community of Northport offers approximately 2,500 feet of prime frontage along highly traveled Atlantic Highway (US Route 1), delivering outstanding visibility and accessibility. Shaw Brook meanders through a portion of the property, adding a peaceful natural element and enhancing the land's

    Gregg Imus Lone Pine Real Estate Company

    Lot #34 Atlantic Hwy, Northport, ME 04849
  • /50

    $975,000 Sold Nov 10, 2025

    56 S Cobbtown Rd, Lincolnville, ME 04849

    • 3 Beds
    • 3.5 Baths
    • 2,850 Sq Ft
    • Built 1992

    Last Sold Summary

    • 24% Below List Price
    • $342/SF
    • 123 Days On Market

    Current Estimated Value $967,862

    Last Listing Agent Michael Lynch Legacy Properties Sotheby's International Realty

    56 S Cobbtown Rd, Lincolnville, ME 04849
    • /29

      Not Listed For Sale

      61 Nealey Rd, Northport, ME 04849

      • 1 Bed
      • 1 Bath
      • 576 Sq Ft
      • Built 2016
      61 Nealey Rd, Northport, ME 04849

      Last Sold Summary

      • $382/SF
      • 17 Days On Market

      Last Sold Price $219,750

      Last Listing Agent Jillian Hovey RE/MAX

  • /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
  • /51

    $562,500 Sold Apr 08, 2025

    53 Saturday Cove Rd, Northport, ME 04849

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft
    • Built 1820

    Last Sold Summary

    • 12% Below List Price
    • $264/SF
    • 186 Days On Market

    Current Estimated Value $539,745

    Last Listing Agent Ann Marie Kassler Camden Real Estate Company

    53 Saturday Cove Rd, Northport, ME 04849
    • /14

      Not Listed For Sale

      17-33 S Cobbtown Rd, Lincolnville, ME 04849

      17-33 S Cobbtown Rd, Lincolnville, ME 04849

      Last Sold Summary

      • 96 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Nancy Hughes Camden Coast Real Estate

  • /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
  • /2

    $250,000 Sold May 30, 2025

    149 Marshall Cove Rd, Islesboro, ME 04848

    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft
    • Built 2000

    Last Sold Summary

    • 9% Below List Price
    • $214/SF

    Current Estimated Value $608,328

    Last Listing Agent Wendy Huntington Berkshire Hathaway HomeServices Northeast Real Estate

    149 Marshall Cove Rd, Islesboro, ME 04848
    • /24

      Not Listed For Sale

      Lot 1A-1 Beech Hill Rd, Northport, ME 04849

      Lot 1A-1 Beech Hill Rd, Northport, ME 04849

      Last Sold Summary

      • 8 Days On Market

      Last Sold Price $130,000

      Last Listing Agent Collin Cunning Worth Real Estate, Inc.

  • /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

Showing Results 41 - 80, Page 2 of 18

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