Seller's Agent in 2026
Josh Medina
ERA Oakcrest Realty, Inc.
(540) 532-3338
17 Total Sales
Welcome to The Thomas Shepherd Inn, a celebrated gem in the heart of Shepherdstown — West Virginia’s oldest town and one of its most beloved destinations. Voted WV’s “Best Bed and Breakfast” in 2023, this turnkey property offers a rare opportunity to own a thriving inn with reservations booked well into next year. Whether you continue its legacy as a B&B or reimagine it as a private residence, the possibilities are as rich as the town’s historic roots.
Boasting 7 bedrooms and 7.5 baths, including four recently renovated bathrooms, the Inn blends timeless charm with thoughtful updates. Acoustic windows, (2) commercial-grade washers and dryers, and private rear parking enhance comfort and convenience. The property is fully equipped for seamless operation and ready for its next chapter.
Located on iconic German Street, the Inn offers unbeatable walkability to Shepherd University, local shops, eateries, cultural events, and the C&O Canal trail. Guests and owners alike enjoy the rhythm of small-town life — from porch chats to art festivals — all within steps of home.
Last Agent to Sell the Property
(540) 665-0360 info@oakcrestrealty.com ERA Oakcrest Realty, Inc. Brokerage Phone: 5406650360 License #0225273408 Listed on: 10/17/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 02/19/2026 02/19/26 | Sold | $1,075,000 | -13.9% | $216 / Sq Ft | |
| 11/07/2025 11/07/25 | Pending | -- | -- | -- | |
| 10/17/2025 10/17/25 | For Sale | $1,249,000 | +117.2% | $251 / Sq Ft | |
| 10/16/2020 10/16/20 | Sold | $575,000 | 0.0% | $116 / Sq Ft | View Prior Sale |
| 06/30/2020 06/30/20 | For Sale | $575,000 | -- | $116 / Sq Ft |
Seller's Agent in 2026
Josh Medina
ERA Oakcrest Realty, Inc.
(540) 532-3338
17 Total Sales
Buyer's Agent in 2026
Andrew Lowe
Path Realty
(304) 279-3739
82 Total Sales
Seller's Agent in 2020
Tara Lowe
Samson Properties
(304) 283-8300
167 Total Sales
Source: Bright MLS
MLS Number: WVJF2019654
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