0.59 mi
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
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
Living Area:
2409 Sqft.
|
5
Beds,
2
Baths
|
$499,000 |
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
Living Area:
4962 Sqft.
|
5
Beds,
4
Baths
|
$850,000 |
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
Living Area:
2553 Sqft.
|
1
Bed,
2
Baths
|
$425,000 |
376 West Bay Road
Come explore this unique opportunity encompassing 11.5+/- acre and offering western views of West Penobscot Bay, Northport and Camden Hills giving you a sense of place and privacy. A gravel driveway leads you to the house in a forest setting with remnants of gardens behind the structure. There is a
Living Area:
1234 Sqft.
|
2
Beds,
2
Baths
|
$385,000 |
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
Living Area:
3801 Sqft.
|
3
Beds,
3
Baths
|
$899,000 |
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'
Living Area:
4064 Sqft.
|
4
Beds,
4
Baths
|
$1,388,000 |
364 & 367 Main Road
Little Broad Cove, Guinea, Islesboro. Easterly water views like you read about. Three bedroom yearround home with guest shore cottage across the road. Beautifully landscaped grounds, raised beds and sunny open yard with 138 feet of shorefront. Large living room and primary bedroom. Generous ope
Living Area:
4470 Sqft.
|
4
Beds,
2
Baths
|
$599,000 |
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
Living Area:
2400 Sqft.
|
5
Beds,
4
Baths
|
$3,950,000 |
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!
Living Area:
Sqft.
|
-
-,
0
Baths
|
$360,000 |
391 Main Road
Plum Point Cottage: Contemporary Island Home set on a hill with Breathtaking Ocean Views. Wake up to island life at Plum Point Cottage, a coastal retreat designed by Architect Christopher Glass.
With 400+/- feet of rocky waterfront, this contemporary island setting offers stunning sunrises over Bo
Living Area:
2154 Sqft.
|
2
Beds,
2
Baths
|
$795,000 |
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
Living Area:
838 Sqft.
|
3
Beds,
1
Bath
|
$265,000 |