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 |
|---|---|---|---|
21 ROCK SPRING LaneSHEPHERDSTOWN, WVWelcome to this adorable cottage-style cape cod. Just minutes from Shepherdstown, you'll f... |
3 beds | 3 baths | 3,480 sq.ft. |
$349,900 |
Airbnb cash on cash: 2.23%
|
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. |
$350,000 |
Airbnb cash on cash: 2.18%
|
27 COSTEN CircleSHEPHERDSTOWN, WV**Price Reduced** From the moment you arrive the curb appeal makes an impression. In the b... |
5 beds | 4 baths | 4,850 sq.ft. |
$625,000 |
Airbnb cash on cash: N/A
|
60 HORNER FARM LaneSHEPHERDSTOWN, WVCome 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
|
79 CHANDLER DriveSHEPHERDSTOWN, WVBeautifully Renovated Retreat on 3 Acres in Oakleigh Acres - A Rare Shepherdstown Find wit... |
4 beds | 3 baths | 2,460 sq.ft. |
$589,900 |
Airbnb cash on cash: N/A
|
7765 MARTINSBURG PikeSHEPHERDSTOWN, WVExperience 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
|
44 N TAMARAC DriveSHEPHERDSTOWN, WVTerrific 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: 0.57%
|
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: 1.4%
|
114 SOUTHPAW LaneSHEPHERDSTOWN, WVReady Now!!! 3.57 +/- acre lot with no HOA. Located in a convenient yet rural setting and ... |
4 beds | 4 baths | 2,717 sq.ft. |
$699,999 |
Airbnb cash on cash: N/A
|
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: 0.26%
|
1337 CEDAR LaneSHEPHERDSTOWN, WVBack on the market at no fault of seller...Welcome to this custom log home on three acres,... |
3 beds | 2 baths | 1,890 sq.ft. |
$480,000 |
Airbnb cash on cash: 1.41%
|
20 CAVALAND TerraceSHEPHERDSTOWN, WVJust minutes from downtown Shepherdstown. Freshly painted and brand new carpets. Updated b... |
2 beds | 2 baths | 1,536 sq.ft. |
$330,000 |
Airbnb cash on cash: 3.65%
|
63 HACKBERRY CircleSHEPHERDSTOWN, WVWelcome to Fernbank at Cress Creek, a neighborhood just down the road from Cress Creek Gol... |
3 beds | 3 baths | 2,945 sq.ft. |
$659,900 |
Airbnb cash on cash: 0.72%
|
185 SHEPHERD LaneSHEPHERDSTOWN, WVWelcome to 185 Shepherd Lane, a charming and spacious home just minutes from downtown Shep... |
4 beds | 3 baths | 2,176 sq.ft. |
$550,000 |
Airbnb cash on cash: N/A
|
55 HIDDEN VALLEY CircleSHEPHERDSTOWN, WVWhat 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. |
$599,900 |
Airbnb cash on cash: N/A
|
85 RAMS CourtSHEPHERDSTOWN, WVAmazing location, this charming brick-front home sits on a quiet cul-de-sac in the highly ... |
4 beds | 4 baths | 4,838 sq.ft. |
$520,000 |
Airbnb cash on cash: N/A
|
8709 SHEPHERDSTOWN PikeSHEPHERDSTOWN, WVDiscover a prime investment opportunity in the heart of Shepherdstown, but just outside of... |
2 beds | 2 baths | 1,530 sq.ft. |
$449,999 |
Airbnb cash on cash: 1.95%
|
200 MEADOW RIDGE DriveSHEPHERDSTOWN, WVRare 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: 1.01%
|
51 SWEARINGEN WaySHEPHERDSTOWN, WVWelcome to this Sun-Drenched and Spacious Townhome with Serene Wooded Views, 3 bedrooms, 2... |
3 beds | 4 baths | 2,720 sq.ft. |
$309,000 |
Airbnb cash on cash: 2.81%
|
Real Estate investment in Shepherdstown, WV
There are 20 properties for sale in the city of Shepherdstown . The median list price in Shepherdstown is $549,500 and the average price per square foot is $186. In October 2025, the average monthly cash on cash return in Shepherdstown is 3.00%. The average monthly rental income in Shepherdstown is $2,447.