Real Estate Investment Properties for Sale in Shepherdstown, WV

Looking for investment property in Shepherdstown, WV with high ROI ?

Explore a variety of short-term homes & houses in Shepherdstown, WV. Invest wisely with VRBO & Shepherdstown, WV Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Townhouses for Sale in Shepherdstown, WV

Search for Townhouse for Sale in Shepherdstown, West Virginia. Browse all of Mashvisor’s Townhouse listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 4 Townhouse 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
20 DRENNEN Court SHEPHERDSTOWN, WV Overlooking Cress Creek Golf Club in Shepherdstown, this villa-style duplex offers a setti...	3 beds \| 4 baths \| 2,295 sq.ft.	$535,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 3.13% Airbnb Rental Income: $1601 Traditional Rental Income: $2486 Airbnb ROI: 0.45% Traditional ROI: 3.13%
61 HARTZELL Drive SHEPHERDSTOWN, WV Spring into action with a new price improvement! Nestled in the charming Hartzell Gardens ...	3 beds \| 3 baths \| 2,239 sq.ft.	$549,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.4% Airbnb Rental Income: $1601 Traditional Rental Income: $2230 Airbnb ROI: 0.29% Traditional ROI: 2.4%
420 Starkeys Lndg SHEPHERDSTOWN, WV 420 Starkeys Lndg, SHEPHERDSTOWN, WV 25443 \| Townhouse	4 beds \| 2 baths \| 2,880 sq.ft.	$348,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.35% Airbnb Rental Income: $null Traditional Rental Income: $1757 Airbnb ROI: N/A Traditional ROI: 3.35%
Other Investment Properties for Sale in Shepherdstown
49 APPOMATTOX Lane SHEPHERDSTOWN , WV Stunning 5-bedroom, 3.5-bath Colonial tucked away on a private half-acre lot backing to ma...	5 beds \| 4 baths \| 3,950 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $3351 Airbnb ROI: N/A Traditional ROI: 4.24%
65 MADDEX FARM DRIVE SHEPHERDSTOWN , WV As soon as you enter this beautiful home you realize this is a well maintained one! Nice o...	4 beds \| 4 baths \| 3,902 sq.ft.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.57% Airbnb Rental Income: $null Traditional Rental Income: $3125 Airbnb ROI: N/A Traditional ROI: 4.57%
114 SOUTHPAW Lane SHEPHERDSTOWN , WV This stunning farmhouse-style residence, built in 2025, offers a perfect blend of modern c...	4 beds \| 4 baths \| 2,717 sq.ft.	$769,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.55% Airbnb Rental Income: $null Traditional Rental Income: $2715 Airbnb ROI: N/A Traditional ROI: 2.55%
39 NIGHTINGALE Lane SHEPHERDSTOWN , WV Located in the Mecklenburg Heights area of Shepherdstown, this 3-bedroom, 2 full bath home...	3 beds \| 2 baths \| 1,656 sq.ft.	$290,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 2.68% Airbnb Rental Income: $1601 Traditional Rental Income: $1404 Airbnb ROI: 1.73% Traditional ROI: 2.68%
63 HACKBERRY Circle SHEPHERDSTOWN , WV Nestled in the serene and well-cared for neighborhood of Fernbank, which is adjacent to Th...	3 beds \| 3 baths \| 2,745 sq.ft.	$599,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.79% Airbnb Rental Income: $1601 Traditional Rental Income: $2559 Airbnb ROI: 0.26% Traditional ROI: 2.79%
185 SHEPHERD Lane SHEPHERDSTOWN , WV Set on 4.07 acres just minutes from downtown Shepherdstown, this spacious home offers room...	4 beds \| 3 baths \| 2,176 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.8% Airbnb Rental Income: $null Traditional Rental Income: $2696 Airbnb ROI: N/A Traditional ROI: 2.8%
19 CARDINAL Drive SHEPHERDSTOWN , WV	3 beds \| 2 baths \| 1,352 sq.ft.	$309,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 3.98% Airbnb Rental Income: $1601 Traditional Rental Income: $1667 Airbnb ROI: 2.18% Traditional ROI: 3.98%
157 LYON RIDGE SHEPHERDSTOWN , WV Why wait for new construction when you can move right into a nearly new home with upgrades...	4 beds \| 3 baths \| 1,906 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 4.04%

Your search for investment property begins and ends here

Townhouses for Sale in Shepherdstown, WV

20 DRENNEN Court

SHEPHERDSTOWN, WV

3 beds | 4 baths | 2,295 sq.ft.

$535,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $1601

Traditional Rental Income: $2486

Airbnb ROI: 0.45%

Traditional ROI: 3.13%

61 HARTZELL Drive

SHEPHERDSTOWN, WV

3 beds | 3 baths | 2,239 sq.ft.

$549,000

Airbnb cash on cash: 0.29%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $1601

Traditional Rental Income: $2230

Airbnb ROI: 0.29%

Traditional ROI: 2.4%

420 Starkeys Lndg

SHEPHERDSTOWN, WV

4 beds | 2 baths | 2,880 sq.ft.

$348,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.35%

Airbnb Rental Income: $null

Traditional Rental Income: $1757

Airbnb ROI: N/A

Traditional ROI: 3.35%

Other Investment Properties for Sale in Shepherdstown

SHEPHERDSTOWN , WV

5 beds | 4 baths | 3,950 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.24%

Airbnb Rental Income: $null

Traditional Rental Income: $3351

Airbnb ROI: N/A

Traditional ROI: 4.24%

SHEPHERDSTOWN , WV

4 beds | 4 baths | 3,902 sq.ft.

$515,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.57%

Airbnb Rental Income: $null

Traditional Rental Income: $3125

Airbnb ROI: N/A

Traditional ROI: 4.57%

SHEPHERDSTOWN , WV

4 beds | 4 baths | 2,717 sq.ft.

$769,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2715

Airbnb ROI: N/A

Traditional ROI: 2.55%

SHEPHERDSTOWN , WV

3 beds | 2 baths | 1,656 sq.ft.

$290,000

Airbnb cash on cash: 1.73%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1601

Traditional Rental Income: $1404

Airbnb ROI: 1.73%

Traditional ROI: 2.68%

SHEPHERDSTOWN , WV

3 beds | 3 baths | 2,745 sq.ft.

$599,900

Airbnb cash on cash: 0.26%

Traditional cash on cash: 2.79%

Airbnb Rental Income: $1601

Traditional Rental Income: $2559

Airbnb ROI: 0.26%

Traditional ROI: 2.79%

SHEPHERDSTOWN , WV

4 beds | 3 baths | 2,176 sq.ft.

$650,000