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.
Investment Property for Sale in Shepherdstown, WV
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
STEAMBOAT RUN ROADSHEPHERDSTOWN, WVReady for October 6th 2025 delivery! Rare opportunity to own a new home with river access ... |
3 beds | 3 baths | 2,231 sq.ft. |
$649,999 |
Airbnb cash on cash: 0.43%
|
50 VALENTINE COURTSHEPHERDSTOWN, WV
|
4 beds | 4 baths | 3,600 sq.ft. |
$980,000 |
Airbnb cash on cash: N/A
|
168 ELLA DRIVESHEPHERDSTOWN, WVEquestrian Paradise in the Sought-After Shepherdstown Area! Tucked away in a private river... |
3 beds | 2 baths | 1,746 sq.ft. |
$449,900 |
Airbnb cash on cash: 1.74%
|
46 FINCH LANESHEPHERDSTOWN, WVAdorable Ranch style home set back to the trees and privacy in the rear of Mecklenburg Hei... |
3 beds | 1 baths | 1,056 sq.ft. |
$269,900 |
Airbnb cash on cash: 3.29%
|
302 STARKEYS LANDINGSHEPHERDSTOWN, WVUpdated end unit town home located in the Colonial Hills community of Shepherdstown. All t... |
3 beds | 3 baths | 2,308 sq.ft. |
$365,000 |
Airbnb cash on cash: 2.08%
|
27 COSTEN CIRCLESHEPHERDSTOWN, WVFrom the moment you arrive the curb appeal makes an impression. In the beautiful neighborh... |
5 beds | 4 baths | 4,850 sq.ft. |
$635,000 |
Airbnb cash on cash: N/A
|
60 HORNER FARM LANESHEPHERDSTOWN, WVSeller is offering a 2-1 buydown to potential buyers at asking price. Ask about potential ... |
4 beds | 5 baths | 5,497 sq.ft. |
$715,000 |
Airbnb cash on cash: N/A
|
79 CHANDLER DRIVESHEPHERDSTOWN, WVBeautifully Renovated Retreat on 3 Acres in Oakleigh Acres A Rare Shepherdstown Find with ... |
4 beds | 3 baths | 2,460 sq.ft. |
$610,000 |
Airbnb cash on cash: N/A
|
44 N TAMARAC DRIVESHEPHERDSTOWN, WVTerrific floor plan for the buyers that need a bedroom on the first floor! Lots of nice l... |
3 beds | 3 baths | 2,975 sq.ft. |
$650,000 |
Airbnb cash on cash: 0.52%
|
1529 KNOTT ROADSHEPHERDSTOWN, WVDiscover your dream retreat along the banks of the Potomac River in Shepherdstown! This ch... |
3 beds | 2 baths | 1,682 sq.ft. |
$499,900 |
Airbnb cash on cash: 1.42%
|
115 SWEARINGEN WAYSHEPHERDSTOWN, WVInterior 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
|
1212 RIVER ROADSHEPHERDSTOWN, WVWelcome to the Bonnymeed Farm, a circa 1883, historically accurate, 3 bedroom, 2 and a hal... |
3 beds | 3 baths | 3,232 sq.ft. |
$950,000 |
Airbnb cash on cash: 0.27%
|
339 MADDEX FARM DRIVESHEPHERDSTOWN, WVJUST 50 MINS TO LEESBURG 13 MINS TO COMMUTER TRAIN Over 4,500 finished sqft across 3 level... |
5 beds | 4 baths | 4,527 sq.ft. |
$544,900 |
Airbnb cash on cash: N/A
|
1337 CEDAR LANESHEPHERDSTOWN, WVWelcome to a truly one-of-a-kind log home sanctuary, perfectly nestled on three peaceful a... |
3 beds | 2 baths | 1,890 sq.ft. |
$509,900 |
Airbnb cash on cash: 1.29%
|
39 NIGHTINGALE LANESHEPHERDSTOWN, WVThis charming ranch-style home in the desirable Mecklenburg Heights subdivision presents a... |
3 beds | 1 baths | 1,656 sq.ft. |
$219,900 |
Airbnb cash on cash: 3.62%
|
50 HARTZELL DRIVESHEPHERDSTOWN, WVThis one-owner, semi-detached home offers timeless appeal with the ease of one-level livin... |
3 beds | 3 baths | 2,437 sq.ft. |
$569,000 |
Airbnb cash on cash: 0.72%
|
Real Estate investment in Shepherdstown, WV
There are 16 properties for sale in the city of Shepherdstown . The median list price in Shepherdstown is $556,950 and the average price per square foot is $201. In September 2025, the average monthly cash on cash return in Shepherdstown is 3.00%. The average monthly rental income in Shepherdstown is $2,306.