Map location of
Islesboro Community Center, Islesboro, ME, USA

103 Pendleton Point Road, Islesboro, Maine, 04848, United States

Homes for sale near Islesboro Community Center, Islesboro, ME, USA

Address Bed / Bath Listing Price
Picture of 292 Main Road
292 Main Road
Winfield Scott Pendleton House: A Historic Islesboro Gem. 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. Built shortly after Pendleton acquired the property
Islesboro, ME
Living Area: 2409 Sqft.
5 Beds, 2 Baths
$499,000
Picture of 292 & 300 Main Road
292 & 300 Main Road
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 Dou
Islesboro, ME
Living Area: 4962 Sqft.
5 Beds, 4 Baths
$850,000
Picture of 300 Main Road
300 Main Road
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
Islesboro, ME
Living Area: 2553 Sqft.
1 Bed, 2 Baths
$425,000
Picture of 135 Rebel Hill Road
135 Rebel Hill Road
Slip away to Seabox Cottage, your ideal summer retreat or year-round haven. Reminiscent of the gracious turn-of-the-century summer homes of Dark Harbor, Seabox blends timeless craftsmanship with modern comfort. A long gravel drive winds through the wooded property and opens to sunny, landscaped gard
Islesboro, ME
Living Area: 3801 Sqft.
3 Beds, 3 Baths
$899,000
Picture of 135 W Shore Drive
135 W Shore Drive
Prominently sited on 18.5± acres with 955± feet of varied shorefront on Gilkey Harbor and stunning views to the west, the Sears Cottage is one of the grand historic Islesboro estates constructed at the turn of the 20th century. The nine-bedroom, nine-bath home also includes staff quarters, a carri
Islesboro, ME
Living Area: 9896 Sqft.
9 Beds, 9 Baths
$4,950,000
Picture of 351 Mill Creek Road
351 Mill Creek Road
The Farrow-Farnsworth Home is an historic gem on about 40 acres overlooking Broad Cove and Gilkey Harbor on Islesboro island in Penobscot Bay, one of Maine's top cruising grounds. Two distinct homes are joined together seamlessly. One is a lovingly restored 1790's home and the other a spacious 1970'
Islesboro, ME
Living Area: 4064 Sqft.
4 Beds, 4 Baths
$1,388,000
Picture of 118 E East Shore Drive
118 E East Shore Drive
East Shore Drive, Islesboro. Dark Harbor Village north along the shore dotted with grand waterfront summer cottages to your private haven. You will have your breath taken away as this stunning wildflower meadow reveals an unsurpassed view of the ocean and possibilities. 15 parkland acres edged wi
Islesboro, ME
Living Area: 2400 Sqft.
5 Beds, 4 Baths
$3,950,000
Picture of 197 E Shore Drive
197 E Shore Drive
If waking up to the sunrise glimmering off of the Atlantic Ocean is how you want to start your days or are looking for a great investment, this waterfront property with elevated and easterly views of the Penobscot Bay located on the very desirable East Shore Dr. in Islesboro checks all the boxes!
Islesboro, ME
Living Area: Sqft.
- -, 0 Baths
$360,000
Picture of 521 West Bay Road
521 West Bay Road
This is a terrific opportunity to own a corner lot with views of the ocean from two sides. Rent out the house as an ADU and build your primary, summer, or investment residence in an open field, surrounded by apples tree and sweeping views of the Penobscot Bay and Broad Cove. Islesboro is only a
Islesboro, ME
Living Area: 838 Sqft.
3 Beds, 1 Bath
$265,000

Points of Interest near Islesboro Community Center