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  • $385,000

    108 Derby Road, Islesboro, ME 04848

    4beds
    2,200sqft
    : 
    Single Family Residence
    Built in 1940
    0.66 Acres Lot
    $-- Zestimate®
    $175/sqft
    $-- HOA

    What's special

    Covered carportDetailed millworkBeautiful timber beamsCovered front porchGenerous deckLarge versatile gathering roomSpacious main level
    Tucked away on a quiet side street, this charming property is just a short stroll from the heart of Dark Harbor Village, and within easy reach of local shops, the town center, the community center, school, private club activities, and an abundance of public trails, beaches, and activities. The home's spacious main level welcomes you through a covered carport into a functional mudroom and laundry area. The kitchen, complete with a cozy breakfast nook and tiled finishes, flows seamlessly into the family room, formal dining room, and inviting living room. The thoughtful layout includes a first-floor bedroom with an adjoining bath, plus three additional bedrooms and a shared bath upstairs - alongside a large, versatile gathering room. Throughout the home, you'll find beautiful timber beams, detailed millwork, and classic hardwood floors that speak to its craftsmanship and heritage. Outdoor living is just as appealing, with a covered front porch, a generous deck, and spacious lawn ideal for entertaining or enjoying peaceful moments.
    37 days
    |
    2,868
    |
    198
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: February 10, 2026 at 10:57am

    Listed by:

    Legacy Properties Sotheby's International Realty

    Source: Maine Listings,MLS#: 1651568MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Suite
      • Level: First
      Bedroom 1
      • Level: Second
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Dining room
      • Level: First
      Family room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Mud room
      • Level: First
      Other
      • Level: Second
      Heating
      • Hot Water, Radiator
      Cooling
      • None
      Features
      • Flooring: Tile, Wood
      • Basement: Bulkhead,Interior Entry
      • Has fireplace: No
      Interior area
      • Total structure area: 2,200
      • Total interior livable area: 2,200 sqft
      • Finished area above ground: 2,200
      • Finished area below ground: 0

      Property

      Lot
      • Size: 0.66 Acres
      Details
      • Parcel number: ISBRM0038L0007
      • Zoning: residential 11

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Farmhouse
      • Property subtype: Single Family Residence
      Materials
      • Roof: Shingle
      Condition
      • Year built: 1940

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Private

      Community & HOA

      Location
      • Region: Islesboro

      Financial & listing details

      • Price per square foot: $175/sqft
      • Tax assessed value: $331,000
      • Annual tax amount: $3,939
      • Date on market: 2/10/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        2/10/2026Listed for sale$385,000$175/sqft
        Source: Maine Listings #1651568 Report a problem
        1/1/2026Listing removed$385,000$175/sqft
        Source: Maine Listings #1637202 Report a problem
        9/10/2025Listed for sale$385,000-22.8%$175/sqft
        Source: Maine Listings #1637202 Report a problem
        8/19/2025Listing removed$499,000$227/sqft
        Source: Maine Listings #1599619 Report a problem
        8/19/2025Listed for sale$499,000$227/sqft
        Source: Maine Listings #1599619 Report a problem
        6/20/2025Contingent$499,000$227/sqft
        Source: Maine Listings #1599619 Report a problem
        9/22/2024Price change$499,000-13.2%$227/sqft
        Source: Maine Listings #1599619 Report a problem
        8/7/2024Listed for sale$575,000$261/sqft
        Source: Maine Listings #1599619 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$3,939 +8.2%$331,000
        2023$3,641 -0.7%$331,000 +62.4%
        2022$3,668 +2%$203,800
        2021$3,597 $203,800
        2020$3,597 +6%$203,800
        2019$3,393 +1.8%$203,800
        2018$3,332 +3.5%$203,800
        2017$3,220 +0.4%$203,800
        2016$3,208 +5.2%$203,800
        2015$3,049 +5.8%$203,800 -14.2%
        2014$2,881 +3.2%$237,500
        2012$2,791 +14.3%$237,500 +6.1%
        2011$2,441 $223,900 -0.1%
        2009-- $224,200 +20.2%
        2008-- $186,500 -5.8%
        2006-- $197,900

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $2,199/mo
        Principal & interest
        $1852
        Property taxes
        $347
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          Climate risks

          Neighborhood: 04848

          Getting around

          19 / 100
          Car-Dependent
          18 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

          Local experts in 04848

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