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 |
|---|---|---|---|
99 EXETER CourtSHEPHERDSTOWN, WVHoliday 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%
|
4781 SCRABBLE RoadSHEPHERDSTOWN, 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
|
207 W HIGH StreetSHEPHERDSTOWN, WVWelcome 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
|
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. |
$569,900 |
Airbnb cash on cash: N/A
|
104 STONEHOUSE LaneSHEPHERDSTOWN, WVNew 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%
|
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
|
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
|
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. |
$649,900 |
Airbnb cash on cash: -0.11%
|
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. |
$535,000 |
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
|
8709 SHEPHERDSTOWN PikeSHEPHERDSTOWN, WVWelcome 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%
|
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: -0.02%
|
286 STARKEYS LandingSHEPHERDSTOWN, WVWelcome 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%
|
1585 GARDNERS LaneSHEPHERDSTOWN, WV1585 Gardners Lane: Circa 1850 Farmhouse converted into 6 apartments, 2 cottages and 1 dup... |
N/A beds | N/A baths | 3,692 sq.ft. |
$1,600,000 |
Airbnb cash on cash: -0.9%
|
Real Estate investment in Shepherdstown, WV
There are 15 properties for sale in the city of Shepherdstown . The median list price in Shepherdstown is $549,000 and the average price per square foot is $199. In December 2025, the average monthly cash on cash return in Shepherdstown is 3.00%. The average monthly rental income in Shepherdstown is $2,336.