UPDATED:
Key Details
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Active
Purchase Type For Sale
Square Footage 4,962 sqft
Price per Sqft $171
MLS Listing ID 1642620
Bedrooms 5
Full Baths 2
Half Baths 2
HOA Y/N No
Year Built 1887
Tax Year 2026
Lot Size 3.700 Acres
Acres 3.7
Property Sub-Type Single Family Residence
Source Maine Listings
Land Area 4962
Property Description
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 grand home with its distinctive cupola and expansive wrap-around porch is perfect for enjoying the summer breeze and watching island life unfold. French doors off the porch invite you into this elegant old home and once inside the architectural details speak to a bygone era of detailed craftsmanship. Discover an elegant staircase, bespoke built-in closets, a breakfront in the dining room, six-over-six windows, a stained-glass window, and a bespoke carved wooden mantle. Original interior trim throughout the house, along with a claw-foot tub and natural stone vanity, evoke a sense of timeless charm. Beyond the main house, you'll find recently built post and beam two-story outbuildings, offering versatile space for a workshop, storage, or other possibilities. Both properties are prominently situated, offering a mid-island location close to the library, public park and playground, island market, and post office.
Location
State ME
County Waldo
Zoning Residential
Direction GPS directions are correct.
Body of Water East Penobscot Bay
Rooms
Other Rooms Outbuilding, Shed(s)
Basement Bulkhead
Interior
Heating Baseboard
Cooling None
Flooring Carpet, Laminate, Wood
Fireplaces Number 1
Fireplace Yes
Exterior
View Scenic, Trees/Woods
Roof Type Composition
Porch Porch
Garage No
Building
Entry Level Multi-Level
Water Private, Well
Architectural Style Federal, New Englander
Others
Tax ID ISBR-000019-000000-000011
Nearby School & Business