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.

Single Family Homes for Sale in Islesboro, ME

Search for Single Family Residential for Sale in Islesboro, Maine. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 8 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
108 Derby Road Islesboro, ME Tucked away on a quiet side street, this charming property is just a short stroll from the...	4 beds \| N/A baths \| 2,200 sq.ft.	$385,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 7.04% Airbnb Rental Income: $1824 Traditional Rental Income: $3482 Airbnb ROI: 1.08% Traditional ROI: 7.04%
292 & 300 Main Road Islesboro, ME Discover a unique opportunity in Mid-Island Islesboro, where history and potential converg...	5 beds \| N/A baths \| 4,962 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.22% Airbnb Rental Income: $null Traditional Rental Income: $4507 Airbnb ROI: N/A Traditional ROI: 3.22%
300 Main Road Islesboro, ME Step into history with this remarkable property, originally the Pendleton School, Islesbor...	1 beds \| N/A baths \| 2,553 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.73% Airbnb Rental Income: $null Traditional Rental Income: $2515 Airbnb ROI: N/A Traditional ROI: 3.73%
521 West Bay Road Islesboro, ME This is a terrific opportunity to own a corner lot with views of the ocean from two sides....	3 beds \| N/A baths \| 838 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.31% Airbnb Rental Income: $null Traditional Rental Income: $2183 Airbnb ROI: N/A Traditional ROI: 5.31%
101 Derby Road Islesboro, ME Iconic and Historic Dark Harbor Village Prime Real Estate in the heart of summer community...	4 beds \| N/A baths \| 4,500 sq.ft.	$495,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.77% Airbnb Rental Income: $1824 Traditional Rental Income: $4316 Airbnb ROI: 0.33% Traditional ROI: 6.77%
118 East Shore Drive Islesboro, ME East Shore Drive, Islesboro. Dark Harbor Village north along the shore dotted with grand ...	5 beds \| N/A baths \| 2,400 sq.ft.	$3,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.91% Airbnb Rental Income: $null Traditional Rental Income: $5397 Airbnb ROI: N/A Traditional ROI: -0.91%
364 & 367 Main Road Islesboro, ME Little Broad Cove, Guinea, Islesboro. Easterly water views like you read about. Three be...	4 beds \| N/A baths \| 4,470 sq.ft.	$550,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 6.43% Airbnb Rental Income: $1824 Traditional Rental Income: $4602 Airbnb ROI: 0.06% Traditional ROI: 6.43%
1446 Meadow Pond Road Islesboro, ME Experience the magic of coastal living at this seasonal camp, set on 7 acres of level land...	2 beds \| N/A baths \| 500 sq.ft.	$599,000	Airbnb cash on cash: -2.15% Traditional cash on cash: 0.97% Airbnb Rental Income: $470 Traditional Rental Income: $1951 Airbnb ROI: -2.15% Traditional ROI: 0.97%

Your search for investment property begins and ends here

Single Family Homes for Sale in Islesboro, ME

108 Derby Road

Islesboro, ME

4 beds | N/A baths | 2,200 sq.ft.

$385,000

Airbnb cash on cash: 1.08%

Traditional cash on cash: 7.04%

Airbnb Rental Income: $1824

Traditional Rental Income: $3482

Airbnb ROI: 1.08%

Traditional ROI: 7.04%

292 & 300 Main Road

Islesboro, ME

5 beds | N/A baths | 4,962 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.22%

Airbnb Rental Income: $null

Traditional Rental Income: $4507

Airbnb ROI: N/A

Traditional ROI: 3.22%

300 Main Road

Islesboro, ME

1 beds | N/A baths | 2,553 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.73%

Airbnb Rental Income: $null

Traditional Rental Income: $2515

Airbnb ROI: N/A

Traditional ROI: 3.73%

521 West Bay Road

Islesboro, ME

3 beds | N/A baths | 838 sq.ft.

$289,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.31%

Airbnb Rental Income: $null

Traditional Rental Income: $2183

Airbnb ROI: N/A

Traditional ROI: 5.31%

101 Derby Road

Islesboro, ME

4 beds | N/A baths | 4,500 sq.ft.

$495,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 6.77%

Airbnb Rental Income: $1824

Traditional Rental Income: $4316

Airbnb ROI: 0.33%

Traditional ROI: 6.77%

118 East Shore Drive

Islesboro, ME

5 beds | N/A baths | 2,400 sq.ft.

$3,950,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.91%

Airbnb Rental Income: $null

Traditional Rental Income: $5397

Airbnb ROI: N/A

Traditional ROI: -0.91%

364 & 367 Main Road

Islesboro, ME

4 beds | N/A baths | 4,470 sq.ft.

$550,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 6.43%

Airbnb Rental Income: $1824

Traditional Rental Income: $4602

Airbnb ROI: 0.06%

Traditional ROI: 6.43%

1446 Meadow Pond Road

Islesboro, ME

2 beds | N/A baths | 500 sq.ft.

$599,000

Airbnb cash on cash: -2.15%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $470

Traditional Rental Income: $1951

Airbnb ROI: -2.15%