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.
Active
$425,000
300 Main Road, Islesboro, ME 04848
1beds
2,553sqft
Est.:
Single Family Residence
Built in 1887
1.7 Acres Lot
$394,200 Zestimate®
$166/sqft
$-- HOA
What's special
Studio apartmentCurved wallsBead boardRoom for expansionWood paneling
- 51 days |
- 312 |
- 16 |
Zillow last checked: 8 hours ago
Listing updated: November 03, 2025 at 09:19am
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: 1.7 Acres
- Features: Near Town, Rural, 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
$394,200
$374,000 - $414,000
Not available
Price history
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
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$2,180/mo
Principal & interest
$1648
Property taxes
$383
Home insurance
$149
Climate risks
Neighborhood: 04848
Nearby schools
GreatSchools rating
- 9/10Islesboro Central SchoolGrades: K-12Distance: 2.5 mi
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