Airbnb Properties for Sale in Chestertown, MD

Looking for a vacation rental investment in Chestertown, MD with high ROI ?

Explore a range of newly added short-term rental homes in Chestertown, MD. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb Single Family Residential For Sale in Chestertown, MD

Search for Single Family Residential for Sale in Chestertown, Maryland. 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 3 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
119 Darden Rd CHESTERTOWN, MD Welcome to 119 Darden Road, a lovely ranch-style home nestled in Chestertown, MD. This cha...	3 beds \| 2 baths \| 1,424 sq.ft.	$315,000	Airbnb cash on cash: 5.64% Traditional cash on cash: 5.08% Airbnb Rental Income: $2892 Traditional Rental Income: $2055 Airbnb ROI: 5.64% Traditional ROI: 5.08%
22481 GOOSE HOLLOW Drive CHESTERTOWN, MD Welcome to peaceful country living with modern comfort. This beautifully updated 3-bedroom...	3 beds \| 2 baths \| 1,296 sq.ft.	$379,500	Airbnb cash on cash: 4.39% Traditional cash on cash: 4.21% Airbnb Rental Income: $2892 Traditional Rental Income: $2156 Airbnb ROI: 4.39% Traditional ROI: 4.21%
222 Dutchess Rd CHESTERTOWN, MD 222 Dutchess Rd, CHESTERTOWN, MD 21620 \| Single Family Residential	3 beds \| 1 baths \| 1,096 sq.ft.	$320,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 2.74% Airbnb Rental Income: $2892 Traditional Rental Income: $1545 Airbnb ROI: 4.99% Traditional ROI: 2.74%
Other Airbnb Properties for Sale in Chestertown
23110 OLD FAIRLEE Road CHESTERTOWN , MD Turnkey Perfection! Fully Renovated Ranch Home in Desirable Fairlee! Prepare to be impress...	3 beds \| 1 baths \| 1,805 sq.ft.	$339,900	Airbnb cash on cash: 5.1% Traditional cash on cash: 3.75% Airbnb Rental Income: $2892 Traditional Rental Income: $1791 Airbnb ROI: 5.1% Traditional ROI: 3.75%
103 METCALF RD CHESTERTOWN , MD Brand new home in Historic Chestertown available for move-in this October. This home featu...	3 beds \| 2 baths \| 1,280 sq.ft.	$259,900	Airbnb cash on cash: 6.6% Traditional cash on cash: 6.24% Airbnb Rental Income: $2892 Traditional Rental Income: $2133 Airbnb ROI: 6.6% Traditional ROI: 6.24%
127 Wood Duck Ln CHESTERTOWN , MD	3 beds \| 2 baths \| 1,666 sq.ft.	$215,000	Airbnb cash on cash: 8.37% Traditional cash on cash: 6.34% Airbnb Rental Income: $2892 Traditional Rental Income: $1807 Airbnb ROI: 8.37% Traditional ROI: 6.34%
Hoffecker Rd CHESTERTOWN , MD Hoffecker Rd, CHESTERTOWN, MD 21620 \| Other	N/A beds \| N/A baths \| N/A	$212,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 0.84% Airbnb Rental Income: $1806 Traditional Rental Income: $680 Airbnb ROI: 4.01% Traditional ROI: 0.84%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Chestertown, MD

119 Darden Rd

CHESTERTOWN, MD

3 beds | 2 baths | 1,424 sq.ft.

$315,000

Airbnb cash on cash: 5.64%

Traditional cash on cash: 5.08%

Airbnb Rental Income: $2892

Traditional Rental Income: $2055

Airbnb ROI: 5.64%

Traditional ROI: 5.08%

22481 GOOSE HOLLOW Drive

CHESTERTOWN, MD

3 beds | 2 baths | 1,296 sq.ft.

$379,500

Airbnb cash on cash: 4.39%

Traditional cash on cash: 4.21%

Airbnb Rental Income: $2892

Traditional Rental Income: $2156

Airbnb ROI: 4.39%

Traditional ROI: 4.21%

222 Dutchess Rd

CHESTERTOWN, MD

3 beds | 1 baths | 1,096 sq.ft.

$320,000

Airbnb cash on cash: 4.99%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $2892

Traditional Rental Income: $1545

Airbnb ROI: 4.99%

Traditional ROI: 2.74%

Other Airbnb Properties for Sale in Chestertown

23110 OLD FAIRLEE Road

CHESTERTOWN , MD

3 beds | 1 baths | 1,805 sq.ft.

$339,900

Airbnb cash on cash: 5.1%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $2892

Traditional Rental Income: $1791

Airbnb ROI: 5.1%

Traditional ROI: 3.75%

103 METCALF RD

CHESTERTOWN , MD

3 beds | 2 baths | 1,280 sq.ft.

$259,900

Airbnb cash on cash: 6.6%

Traditional cash on cash: 6.24%

Airbnb Rental Income: $2892

Traditional Rental Income: $2133

Airbnb ROI: 6.6%

Traditional ROI: 6.24%

127 Wood Duck Ln

CHESTERTOWN , MD

3 beds | 2 baths | 1,666 sq.ft.

$215,000

Airbnb cash on cash: 8.37%

Traditional cash on cash: 6.34%

Airbnb Rental Income: $2892

Traditional Rental Income: $1807

Airbnb ROI: 8.37%

Traditional ROI: 6.34%

Hoffecker Rd

CHESTERTOWN , MD

N/A beds | N/A baths | N/A

$212,000

Airbnb cash on cash: 4.01%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $1806

Traditional Rental Income: $680

Airbnb ROI: 4.01%

Traditional ROI: 0.84%

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