Step into history with this remarkable property, originally the Pendleton School, Islesboro's main elementary school during the 1800's until the early 1950s. This former schoolhouse has plenty of potential. Currently operating as the Double Door Gallery during the summer months, showcasing local and regional artists, the property boasts two large open rooms on the first floor, featuring curved walls, bead board, and wood paneling on the walls and ceiling, along with a convenient half bath. The second floor presents a studio apartment with room for expansion, offering an immediate income-producing opportunity through gallery rentals and potential apartment leasing. Its mid-island location provides easy access to the library, public park and playground, island market, and post office, making it an ideal spot for community engagement. Imagine the possibilities: continue its legacy as a vibrant art gallery or transform it into whatever your imagination can dream up. This property is not just a building; it's a piece of history with a bright future, ready for its next chapter. Lease in place from June 15- September 15 2026. Surveyed 2026 and soil tested for septic
Active
$425,000
300 Main Road, Islesboro, ME 04848
1beds
2,553sqft
Est.:
Single Family Residence
Built in 1887
1.5 Acres Lot
$-- Zestimate®
$166/sqft
$-- HOA
What's special
Curved wallsBead boardConvenient half bath
- 201 days |
- 460 |
- 21 |
Zillow last checked:
Listing updated:
Listed by:
Cates Real Estate info@catesre.com
Source: Maine Listings,MLS#: 1642543
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 1
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Other
- Level: Second
Other
- Level: First
Other
- Level: First
Heating
- Forced Air
Cooling
- None
Appliances
- Included: Electric Range, Refrigerator
Features
- Flooring: Wood
- Basement: Exterior Entry,Crawl Space,Full,Unfinished
- Has fireplace: No
Interior area
- Total structure area: 2,553
- Total interior livable area: 2,553 sqft
- Finished area above ground: 2,553
- Finished area below ground: 0
Property
Parking
- Parking features: Gravel, 1 - 4 Spaces
Features
- Has view: Yes
- View description: Scenic, Trees/Woods
- Body of water: East Penobscot Bay
Lot
- Size: 1.5 Acres
- Features: Near Town, Level
Details
- Zoning: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: New Englander
- Property subtype: Single Family Residence
Materials
- Wood Frame, Clapboard
- Foundation: Stone
- Roof: Composition
Condition
- Year built: 1887
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Private Sewer, Septic Design Available
- Water: Private, Well
Community & HOA
Location
- Region: Islesboro
Financial & listing details
- Price per square foot: $166/sqft
- Annual tax amount: $4,640
- Date on market: 11/2/2025
Estimated market value
Not available
Estimated sales range
Not available
$1,592/mo
Price history
| Date | Event | Price |
|---|---|---|
| 11/2/2025 | Listed for sale | $425,000$166/sqft |
Source: | ||
| 10/12/2025 | Listing removed | $425,000$166/sqft |
Source: | ||
| 6/18/2025 | Price change | $425,000-5.6%$166/sqft |
Source: | ||
| 10/14/2024 | Listed for sale | $450,000$176/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 04848
Nearby schools
GreatSchools rating
- 9/10Islesboro Central SchoolGrades: K-12Distance: 2.5 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Maine
- Waldo County
- Islesboro
- 04848
- 300 Main Road







