Set amidst three meticulously landscaped acres in the heart of the charming town of Woodsboro, Maryland, this exceptional property offers a rare opportunity to own a piece of history. From the moment you arrive, you'll be captivated by the lush gardens and vibrant landscaping that flourish in the warmer months, revealing a breathtaking outdoor oasis just waiting to be rediscovered each spring. Inside, the newly renovated kitchen is the heart of the home, outfitted with high-end Craft-Made cabinetry, gleaming granite countertops, a custom tile backsplash, and new stainless appliances. Original charm endures through preserved oak flooring hidden beneath newly installed century-grade flooring. The bathrooms have been tastefully modernized, and the expansive second level offers generous headroom with over 1,600 square feet of refined living space. There are many standout features to this property, including a detached 300+ square foot summer kitchen—a fully finished, year-round space complete with upgraded electric, new doors, and a charming woodstove. Whether used as a home office, studio, guest quarters, or entertaining space, this building adds incredible versatility and appeal. An expansive 2,400-square-foot, 3-bay garage (including one oversized bay with electric) offers ample space for equipment, vehicles, or workshop needs. A small barn including two stalls, a run-in, a feed room, and a chicken coop, all serviced by electricity and water. Over 1.5 acres of fenced pasture with coated electric wire, no-climb fencing, and a secure PVC board fence for pets ensures the land is functional. Additional outdoor amenities include extensive raised garden beds, a dedicated garden shed, and access to a large, fishable creek, creating an idyllic setting for relaxation and recreation. With high-speed Xfinity internet and a whole-home Generac generator, you’ll enjoy seamless connectivity and peace of mind no matter the season. This one-of-a-kind offering perfectly balances the rustic charm of a historic home with the conveniences of modern living.