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Size: 3.7 Acres
Type: House
Home: 5 beds - 2 full baths - 2 half baths - 4,962 Sq Ft

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SINGLE_FAMILY - Federal - Islesboro, ME

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 characterized by curved walls, beadboard, wood paneling, and a half-bath. The second floor offers a studio apartment with potential for expansion, generating 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 hom...

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Source:First Street

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Source: ListHub, MLS# 1642620
Listing status: Active
Listing last updated: December 4, 2025 at 9:41 AM
Listing last checked: February 2, 2026 at 4:30 AM
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