292 & 300 Main Road, Islesboro, ME 04848

Islesboro
Local realty services provided by:ERA Dawson-Bradford Co., REALTORS
292 & 300 Main Road,Islesboro, ME 04848
$850,000
  • 5 Beds
  • 4 Baths
  • 4,962 sq. ft.
  • Single family
  • Active
Listed by: virginia hessinfo@catesre.com
Office: cates real estate
MLS#:1642620
Source:ME_MREIS

Price summary

  • Price:$850,000
  • Price per sq. ft.:$171.3

About this home

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 walls, bead board, wood paneling, and a half bath. The second floor offers a studio apartment with expansion potential, providing immediate income through gallery rentals and apartment leasing. This property is a piece of history with a bright future, ready for its next chapter as a vibrant art gallery, or unique retail space. The Main House (292 Main Road): The Winfield Scott Pendleton House. 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. This...

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Home facts

  • Year built:1887
  • Listing ID #:1642620
  • Updated:April 03, 2026 at 03:33 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:4
  • Full bathrooms:2
  • Half bathrooms:2
  • Rooms Total:12
  • Flooring:Carpet, Laminate, Wood
  • Bathrooms Description:Bathtub
  • Kitchen Description:Electric Range, Microwave, Refrigerator
  • Bedroom Description:1st Floor Bedroom
  • Basement Description:Bulkhead, Crawl Space, Partial, Unfinished
  • Living area:4,962 sq. ft.

Heating and cooling

  • Heating:Baseboard

Structure and exterior

  • Year built:1887
  • Building area:4,962 sq. ft.
  • Lot area:3.7 Acres
  • Lot Features:Level, Near Town, Open
  • Architectural Style:Federal, New Englander
  • Construction Materials:Clapboard, Wood Frame
  • Exterior Features:Porch
  • Foundation Description:Granite, Stone

Utilities

  • Water:Private, Well
  • Sewer:Private Sewer, Septic Design Available

Finances and disclosures

  • Price:$850,000
  • Price per sq. ft.:$171.3
  • Tax amount:$4,640 (2026)

Features and amenities

  • Appliances:Electric Range, Microwave, Refrigerator, Washer
  • Laundry features:Laundry - 1st Floor, Main Level, Washer

Parking

  • Parking description:1 - 4 Spaces, 5 - 10 Spaces, Gravel
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