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.

Single Family Homes for Sale in Shepherdstown, WV

Search for Single Family Residential for Sale in Shepherdstown, West Virginia. 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 4 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
136 WOODCOCK Avenue SHEPHERDSTOWN, WV Welcome to 136 Woodcock Ave - a spacious 3-bedroom, 1.5-bath rancher set on nearly half an...	3 beds \| 2 baths \| 1,380 sq.ft.	$315,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.32% Airbnb Rental Income: $1221 Traditional Rental Income: $1832 Airbnb ROI: 0.94% Traditional ROI: 4.32%
104 STONEHOUSE Lane SHEPHERDSTOWN, WV New Listing in Shepherdstown, West Virginia! Welcome home to this charming rancher nestled...	3 beds \| 3 baths \| 2,006 sq.ft.	$525,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.99% Airbnb Rental Income: $1221 Traditional Rental Income: $2280 Airbnb ROI: 0.03% Traditional ROI: 2.99%
54 RAVEN Way SHEPHERDSTOWN, WV PRIME LOCATION!! This 3 bedroom / 1.5 bathroom rancher has new paint and is ready for its ...	3 beds \| 2 baths \| 1,200 sq.ft.	$229,900	Airbnb cash on cash: 1.76% Traditional cash on cash: 5.56% Airbnb Rental Income: $1221 Traditional Rental Income: $1656 Airbnb ROI: 1.76% Traditional ROI: 5.56%
4381 ENGLE MOLERS Road SHEPHERDSTOWN, WV Welcome to this beautifully maintained all-brick rancher situated on a picturesque one-acr...	2 beds \| 1 baths \| 864 sq.ft.	$487,500	Airbnb cash on cash: 0.85% Traditional cash on cash: 1.02% Airbnb Rental Income: $1797 Traditional Rental Income: $1387 Airbnb ROI: 0.85% Traditional ROI: 1.02%
Other Investment Properties for Sale in Shepherdstown
99 EXETER Court SHEPHERDSTOWN , WV Holiday Price Reduction!!! This charming split-level home rests on nearly half of an acre ...	3 beds \| 3 baths \| 1,169 sq.ft.	$339,900	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.67% Airbnb Rental Income: $1221 Traditional Rental Income: $1750 Airbnb ROI: 0.78% Traditional ROI: 3.67%
4781 SCRABBLE Road SHEPHERDSTOWN , WV *PRICED BELOW CURRENT APPRAISAL* The George Washington Hollida House \| 4781 Scrabble R...	5 beds \| 3 baths \| 2,721 sq.ft.	$724,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.07% Airbnb Rental Income: $null Traditional Rental Income: $2647 Airbnb ROI: N/A Traditional ROI: 2.07%
207 W HIGH Street SHEPHERDSTOWN , WV Welcome to 207 W High Street located in beautiful and historic Shepherdstown, West Virgini...	4 beds \| 2 baths \| 2,048 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.48% Airbnb Rental Income: $null Traditional Rental Income: $2082 Airbnb ROI: N/A Traditional ROI: 2.48%
60 HORNER FARM Lane SHEPHERDSTOWN , WV Come tour this fantastic move-in ready home located in Shepherdstown, WV. Boasting 4 bedro...	4 beds \| 5 baths \| 5,497 sq.ft.	$710,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.03% Airbnb Rental Income: $null Traditional Rental Income: $3161 Airbnb ROI: N/A Traditional ROI: 3.03%
79 CHANDLER Drive SHEPHERDSTOWN , WV Beautifully Renovated Retreat on 3 Acres in Oakleigh Acres - A Rare Shepherdstown Find wit...	4 beds \| 3 baths \| 2,460 sq.ft.	$569,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.76% Airbnb Rental Income: $null Traditional Rental Income: $2336 Airbnb ROI: N/A Traditional ROI: 2.76%
7765 MARTINSBURG Pike SHEPHERDSTOWN , WV Experience the charm of this immaculately preserved 1912 stone house, set on over 2 acres ...	4 beds \| 2 baths \| 3,582 sq.ft.	$574,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.61% Airbnb Rental Income: $null Traditional Rental Income: $1676 Airbnb ROI: N/A Traditional ROI: 1.61%
44 N TAMARAC Drive SHEPHERDSTOWN , WV Terrific floor plan for the buyers that need a bedroom on the first floor! Lots of nice la...	3 beds \| 3 baths \| 2,975 sq.ft.	$625,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 2.51% Airbnb Rental Income: $1221 Traditional Rental Income: $2482 Airbnb ROI: -0.33% Traditional ROI: 2.51%
115 SWEARINGEN Way SHEPHERDSTOWN , WV Interior town home, 3BR, 2 1/2 bath, with over 2,220 finished square feet in the highly de...	4 beds \| 3 baths \| 2,220 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.44% Airbnb Rental Income: $null Traditional Rental Income: $2411 Airbnb ROI: N/A Traditional ROI: 6.44%
185 SHEPHERD Lane SHEPHERDSTOWN , WV Welcome to 185 Shepherd Lane, a charming and spacious home just minutes from downtown Shep...	4 beds \| 3 baths \| 2,176 sq.ft.	$535,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $2696 Airbnb ROI: N/A Traditional ROI: 3.88%
55 HIDDEN VALLEY Circle SHEPHERDSTOWN , WV What a home and property! Nearly one-and-a-half park-like acres in Shepherdstown set the s...	4 beds \| 4 baths \| 4,128 sq.ft.	$590,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $3307 Airbnb ROI: N/A Traditional ROI: 4.26%
8709 SHEPHERDSTOWN Pike SHEPHERDSTOWN , WV Welcome home to this beautiful colonial right in the heart of Shepherdstown, but just outs...	2 beds \| 2 baths \| 1,530 sq.ft.	$450,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 2.1% Airbnb Rental Income: $1797 Traditional Rental Income: $1795 Airbnb ROI: 0.95% Traditional ROI: 2.1%
200 MEADOW RIDGE Drive SHEPHERDSTOWN , WV Rare Villa Opportunity in Sought-After Cress Creek Golf Community A rare find in one of Sh...	3 beds \| 3 baths \| 2,446 sq.ft.	$549,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.22% Airbnb Rental Income: $1221 Traditional Rental Income: $2489 Airbnb ROI: -0.02% Traditional ROI: 3.22%
286 STARKEYS Landing SHEPHERDSTOWN , WV Welcome to 286 Starkeys Landing, a spacious 3-bedroom, 2.5-bath townhome quietly set withi...	3 beds \| 3 baths \| 2,680 sq.ft.	$339,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 5.5% Airbnb Rental Income: $1221 Traditional Rental Income: $2342 Airbnb ROI: 0.75% Traditional ROI: 5.5%

Your search for investment property begins and ends here

Single Family Homes for Sale in Shepherdstown, WV

136 WOODCOCK Avenue

SHEPHERDSTOWN, WV

3 beds | 2 baths | 1,380 sq.ft.

$315,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $1221

Traditional Rental Income: $1832

Airbnb ROI: 0.94%

Traditional ROI: 4.32%

104 STONEHOUSE Lane

SHEPHERDSTOWN, WV

3 beds | 3 baths | 2,006 sq.ft.

$525,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $1221

Traditional Rental Income: $2280

Airbnb ROI: 0.03%

Traditional ROI: 2.99%

54 RAVEN Way

SHEPHERDSTOWN, WV

3 beds | 2 baths | 1,200 sq.ft.

$229,900

Airbnb cash on cash: 1.76%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $1221

Traditional Rental Income: $1656

Airbnb ROI: 1.76%

Traditional ROI: 5.56%

4381 ENGLE MOLERS Road

SHEPHERDSTOWN, WV

2 beds | 1 baths | 864 sq.ft.

$487,500

Airbnb cash on cash: 0.85%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $1797

Traditional Rental Income: $1387

Airbnb ROI: 0.85%

Traditional ROI: 1.02%

Other Investment Properties for Sale in Shepherdstown

SHEPHERDSTOWN , WV

3 beds | 3 baths | 1,169 sq.ft.

$339,900

Airbnb cash on cash: 0.78%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $1221

Traditional Rental Income: $1750

Airbnb ROI: 0.78%

Traditional ROI: 3.67%

SHEPHERDSTOWN , WV

5 beds | 3 baths | 2,721 sq.ft.

$724,990

Airbnb cash on cash: N/A

Traditional cash on cash: 2.07%

Airbnb Rental Income: $null

Traditional Rental Income: $2647

Airbnb ROI: N/A

Traditional ROI: 2.07%

SHEPHERDSTOWN , WV

4 beds | 2 baths | 2,048 sq.ft.

$499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2082

Airbnb ROI: N/A

Traditional ROI: 2.48%

SHEPHERDSTOWN , WV

4 beds | 5 baths | 5,497 sq.ft.

$710,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.03%

Airbnb Rental Income: $null

Traditional Rental Income: $3161

Airbnb ROI: N/A

Traditional ROI: 3.03%

SHEPHERDSTOWN , WV

4 beds | 3 baths | 2,460 sq.ft.