100 W GERMAN St

Investment Opportunity in Historic Shepherdstown – Prime University Town Asset

Positioned in the heart of Shepherdstown, West Virginia’s oldest town and a vibrant university hub, this historic three-story building offers a rare blend of character, location, and income-generating potential—making it an exceptional opportunity for city-based investors seeking strategic real estate in a growing regional market.

Built by shipbuilders between 1790 and 1810, the structure has been thoughtfully preserved and adapted for mixed-use. The ground level boasts approximately 5,000 square feet of commercial space, currently home to the iconic Shepherdstown Sweet Shop Bakery. This space includes a retail storefront, commercial kitchen, cake finishing room, office, employee break area, grain and storage facilities with three walk-in freezers, laundry room, and dedicated packaging and shipping areas—plus a charming private courtyard for outdoor service or events.

Above, two spacious 2-bedroom, 1-bath apartments offer steady long-term rental income and are ideally suited for conversion into high-demand short-term rentals. Their proximity to Shepherd University, combined with Shepherdstown’s steady stream of tourists, visiting scholars, and D.C.-area weekenders, make them a compelling revenue stream for savvy investors.

Located just 75 miles from Washington, D.C., and minutes from Charles Town, Harpers Ferry, and the I-81 corridor, the property benefits from access to both Jefferson and neighboring Berkeley County—home to Martinsburg and some of the fastest-growing communities in the state.

With its architectural pedigree, established commercial tenant, and untapped hospitality potential, this one-of-a-kind property is a cornerstone investment opportunity in an appreciating university-town market.