299 Drexel Lane, Islesboro, ME 04848

299 Drexel Lane, Islesboro, ME 04848 (MLS 1482305) #1

Open To Request Information

MLS# 1482305

MLS# 1482305
  • Style Residential
  • Bedrooms 20
  • Bathrooms (Full) 7
  • Bathrooms (Half) 1
  • Year Built 1904
  • Acres 48.13
  • Listing Office Legacy Properties Sotheby's International Realty

As featured in Architectural Digest, this classic 20+ bedroom shingle style home has been beautifully maintained and totally redecorated by the current owner. Set privately at the north end of Islesboro island, this remarkable home was built in 1903 and is made up of 4 lots and over 48 total acres of spectacular oceanfront land including a deep water dock on Sabbathday Harbor. The land, which is partially in conservation with the Islesboro Island Trust, includes wonderful open fields with ocean views, walking paths through the woods down to the shorefront, beach and open ocean access, garden areas, and a majestic approach up a tree covered winding gravel road. The house is perfectly designed to accommodate large groups of friends and family, but cozy enough for single family living. There are great entertaining spaces including a large fieldstone fireplace in the living room, a fantastic custom built bar area, a great dining room with a fireplace, a large and well equipped kitchen with a walk in refrigerator and fabulous pantry area. There is also an office and laundry room on the first floor. The second floor features the master bedroom suite with its own private sun porch, and full bathroom with a claw foot tub and separate shower, as well as 14 additional bedrooms and 4 additional full bathrooms. The entire third floor of the home is a magical children's space complete with four separate themed bedrooms and a full bathroom, a school house, a library, a diner, play equipment, and a built in stage with props for endless entertainment. There are two large sun porches, and a sunny back deck overlooking an in ground swimming pool. There is also a detached barn for car storage. This is a one of a kind property.


  • Style: Residential
  • Year Built: 1904
  • Lot Size: 48.13 acres
  • Zone: Residential
  • Water Body Type: Ocean
  • Water Body Name: Penobscot Bay, Sabbathday Harbor
  • View:
  • County: Waldo
  • School District:
  • Seasonal: No
  • Full Tax Amount: $36,154
  • Neighborhood/Assoc.:


  • Rooms: 30
  • Bedrooms: 20
  • Baths (Full): 7
  • Baths (Half): 1
  • Total Square Footage: 10,830 sq. ft.


  • Attic
  • Bathtub
  • Deck
  • Laundry - 1st Floor
  • Out Building
  • Pool-In Ground
  • Porch-Screened
  • Primary Bedroom w/Bath
  • Storage


  • Heat System: Hot Water, Multi-Zones, Radiator
  • Water Disposal: Private Sewer
  • Water: Private
  • Foundation Materials: Stone
  • Heat System: Hot Water, Multi-Zones, Radiator
  • Heat Fuel: Oil

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