Real Estate Investment Properties for Sale in Islesboro, ME
Looking for investment property in Islesboro, ME with high ROI ?
Explore a variety of short-term homes & houses in Islesboro, ME. Invest wisely with VRBO & Islesboro, ME Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Islesboro, ME
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
135 Rebel Hill RoadIslesboro, MEProudly presented by Virginia (Ginnie) Hess | Cates Real Estate | | | Built in 2004, "Seab... |
3 beds | 3 baths | 3,691 sq.ft. |
$895,000 |
Airbnb cash on cash: -1.43%
|
459 Main RoadIslesboro, MEProudly presented by Virginia (Ginnie) Hess | Cates Real Estate | | | Make summer memories... |
2 beds | 2 baths | 502 sq.ft. |
$350,000 |
Airbnb cash on cash: -2.06%
|
1317 Trim LaneIslesboro, MEOn an island in Maine sits this sweet cottage with room to expand or build on the elevated... |
1 beds | 1 baths | 936 sq.ft. |
$975,000 |
Airbnb cash on cash: -2.19%
|
1052 Meadow Pond RoadIslesboro, MESet along the shore of Meadow Pond on Islesboro, this well-maintained Cape-style farmhouse... |
3 beds | 2 baths | 2,800 sq.ft. |
$630,000 |
Airbnb cash on cash: -2.21%
|
292 & 300 Main RoadIslesboro, MEDiscover a unique opportunity in Mid-Island Islesboro, where history and potential converg... |
5 beds | 4 baths | 4,962 sq.ft. |
$850,000 |
Airbnb cash on cash: -0.1%
|
300 Main RoadIslesboro, MEStep into history with this remarkable property, originally the Pendleton School, Islesbor... |
1 beds | 2 baths | 2,553 sq.ft. |
$425,000 |
Airbnb cash on cash: -1.99%
|
101 Derby RoadIslesboro, MEIconic and Historic Dark Harbor Village Prime Real Estate in the heart of summer community... |
4 beds | 3 baths | 4,500 sq.ft. |
$495,000 |
Airbnb cash on cash: -0.61%
|
118 East Shore DriveIslesboro, MEEast Shore Drive, Islesboro. Dark Harbor Village north along the shore dotted with grand w... |
5 beds | 4 baths | 2,400 sq.ft. |
$3,950,000 |
Airbnb cash on cash: -1.87%
|
108 Colony RoadIslesboro, METhis delightful cottage is set on a sunlit lot within walking distance of Dark Harbor Vill... |
1 beds | 1 baths | 804 sq.ft. |
$285,500 |
Airbnb cash on cash: -0.49%
|
115 Babbidge RoadIslesboro, METhis property offering includes an historic Arts and Craftsman-style Foursquare house - th... |
5 beds | 2 baths | 1,764 sq.ft. |
$499,000 |
Airbnb cash on cash: 2.8%
|
232 Mill Creek RoadIslesboro, MEDiscover Mill Creek Cottage: Watch the Mill Creek rise and fall from this private 1.92ñ... |
3 beds | 2 baths | 1,280 sq.ft. |
$925,000 |
Airbnb cash on cash: -0.91%
|
766 Billy Shore DriveIslesboro, MERarely does a property like this become available in Islesboro's storied and much-loved su... |
3 beds | 1 baths | 864 sq.ft. |
$639,000 |
Airbnb cash on cash: -0.87%
|
1446 Meadow Pond RoadIslesboro, MEExperience the magic of coastal living at this seasonal camp, set on 7 acres of level land... |
2 beds | 1 baths | 500 sq.ft. |
$599,000 |
Airbnb cash on cash: -2.78%
|
1590 Pripet Woods LaneIslesboro, MESet on the peaceful north end of Islesboro, this exceptional waterfront property offers a ... |
3 beds | 3 baths | 2,200 sq.ft. |
$1,700,000 |
Airbnb cash on cash: -0.95%
|
Real Estate investment in Islesboro, ME
There are 14 properties for sale in the city of Islesboro . The median list price in Islesboro is $634,500 and the average price per square foot is $299. In May 2026, the average monthly cash on cash return in Islesboro is 3.00%. The average monthly rental income in Islesboro is $3,157.