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 |
|---|---|---|---|
20 DRENNEN CourtSHEPHERDSTOWN, WVOverlooking 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%
|
49 APPOMATTOX LaneSHEPHERDSTOWN, WVStunning 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
|
65 MADDEX FARM DRIVESHEPHERDSTOWN, WVAs 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
|
114 SOUTHPAW LaneSHEPHERDSTOWN, WVThis 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
|
39 NIGHTINGALE LaneSHEPHERDSTOWN, WVLocated 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%
|
63 HACKBERRY CircleSHEPHERDSTOWN, WVNestled 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%
|
185 SHEPHERD LaneSHEPHERDSTOWN, WVSet 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
|
19 CARDINAL DriveSHEPHERDSTOWN, WV
|
3 beds | 2 baths | 1,352 sq.ft. |
$309,000 |
Airbnb cash on cash: 2.18%
|
157 LYON RIDGESHEPHERDSTOWN, WVWhy 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
|
61 HARTZELL DriveSHEPHERDSTOWN, WVSpring 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%
|
250 MEADOW RIDGE DriveSHEPHERDSTOWN, WVThe striking combination hardiplank and cedar-sided ranch-style home sets beautifully in t... |
3 beds | 3 baths | 2,869 sq.ft. |
$775,000 |
Airbnb cash on cash: -0.1%
|
122 HENSEL DriveSHEPHERDSTOWN, WVMain level living never looked so easy in this newly renovated and move-in ready contempor... |
3 beds | 3 baths | 1,754 sq.ft. |
$420,000 |
Airbnb cash on cash: 1.15%
|
561 BILLMYER MILL RoadSHEPHERDSTOWN, WVCharming Country Retreat nestled on a peaceful 1.63-acre private parcel along a quiet coun... |
3 beds | 2 baths | 2,611 sq.ft. |
$439,000 |
Airbnb cash on cash: 1.08%
|
7341 MARTINSBURG PikeSHEPHERDSTOWN, WV3 Bedroom 1 Bath home conveniently located in Shepherdstown. Convenient to shops, restaura... |
3 beds | 1 baths | 1,224 sq.ft. |
$181,000 |
Airbnb cash on cash: 4.49%
|
637 Persimmon LnSHEPHERDSTOWN, WV637 Persimmon Ln, SHEPHERDSTOWN, WV 25443 | Single Family Residential |
4 beds | 3 baths | 2,866 sq.ft. |
$575,000 |
Airbnb cash on cash: N/A
|
160 Old Martinsburg RdSHEPHERDSTOWN, WV160 Old Martinsburg Rd, SHEPHERDSTOWN, WV 25443 | Single Family Residential |
3 beds | 2 baths | 1,788 sq.ft. |
$335,000 |
Airbnb cash on cash: 1.76%
|
17 Old Prospect AveSHEPHERDSTOWN, WV17 Old Prospect Ave, SHEPHERDSTOWN, WV 25443 | Single Family Residential |
3 beds | 1 baths | 1,560 sq.ft. |
$425,000 |
Airbnb cash on cash: 1.07%
|
420 Starkeys LndgSHEPHERDSTOWN, WV420 Starkeys Lndg, SHEPHERDSTOWN, WV 25443 | Townhouse |
4 beds | 2 baths | 2,880 sq.ft. |
$348,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Shepherdstown, WV
There are 27 properties for sale in the city of Shepherdstown . The median list price in Shepherdstown is $389,799 and the average price per square foot is $151. In June 2026, the average monthly cash on cash return in Shepherdstown is 3.00%. The average monthly rental income in Shepherdstown is $2,178.