292 & 300 Main RD Islesboro, ME 04848
5 Beds
4 Baths
4,962 SqFt
UPDATED:
Key Details
Property Type Residential
Sub Type Single Family Residence
Listing Status Active
Square Footage 4,962 sqft
MLS Listing ID 1642620
Style Federal,New Englander
Bedrooms 5
Full Baths 2
Half Baths 2
HOA Y/N No
Abv Grd Liv Area 4,962
Year Built 1887
Annual Tax Amount $4,640
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 on Pendleton Point Road, 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
Body of Water East Penobscot Bay
Rooms
Basement Crawl Space, Partial, Bulkhead, Unfinished
Master Bedroom Second
Bedroom 2 Second
Bedroom 3 Second
Bedroom 4 Second
Bedroom 5 Second
Living Room First
Dining Room First
Kitchen First
Interior
Interior Features 1st Floor Bedroom, Bathtub
Heating Baseboard
Cooling None
Flooring Wood, Laminate, Carpet
Fireplaces Number 1
Fireplace Yes
Appliance Washer, Refrigerator, Microwave, Electric Range
Laundry Laundry - 1st Floor, Main Level
Exterior
Parking Features 1 - 4 Spaces, 5 - 10 Spaces, Gravel
View Y/N Yes
View Scenic, Trees/Woods
Street Surface Paved
Porch Porch
Garage No
Garage No
Building
Lot Description Open, Level, Near Town
Foundation Stone, Granite
Sewer Septic Tank, Private Sewer, Septic Design Available
Water Well, Private
Architectural Style Federal, New Englander
Structure Type Clapboard,Wood Frame
Others
Energy Description Wood, Electric
