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Own a remarkable piece of Greencastle history with the iconic Gilland Guest House, located at 101 E. Baltimore Street. Built around the turn of the 20th century by Dr. Gilland as both his medical practice and family residence, this stunning Victorian property offers a rare investment opportunity filled with quality craftsmanship and immediate, proven income potential. Unlike many converted homes, this property was originally designed to accommodate multiple living spaces and currently features four one-bedroom apartments, with the potential to create a fifth unit on the third level. Each apartment has been thoughtfully updated to preserve the building's historic charm while providing the modern conveniences today's tenants desire, including in-unit laundry facilities and off street parking. Timeless architectural details are found throughout, including beautifully preserved hardwood floors, intricate Victorian woodwork and moldings, reglazed tile, and original hand-crafted oak shutters that adorn every window. The attention to detail and quality of construction are a testament to a bygone era rarely found in today's properties. Situated in the heart of downtown Greencastle, this property offers strong rental appeal with walkable access to local shops, restaurants, and community amenities. Conveniently located less than two miles from Interstate 81, residents have easy commuting access north and south, with Frederick, MD and Carlisle, PA both approximately 44 miles away. Whether you're looking to expand your investment portfolio or own a truly distinctive historic property with reliable cash flow, the Gilland Guest House presents a rare opportunity to own one of Greencastle's most treasured landmarks.

Source: BRIGHT MLS, MLS#: PAFL2035670

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  • Property Type
    Residential Income
  • Lot
    0.11 acres

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Owning this Home

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

Life at 101 E BALTIMORE ST


Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
6/24/2026Source: BRIGHT MLS Added to Database
June 24, 2026
Listing provided courtesy of Samson Properties- MLS# PAFL2035670MLS ProviderContact Information: [email protected] - 7033788810