Endless Possibilities on 20 Rolling Acres at Dawnwood Farm — Discover the magic of Maryland’s Eastern Shore at this captivating 20-acre farmstead, where heritage charm meets modern comfort. Whether you're a dreamer, a doer, or a little of both, this property offers something extraordinary for every kind of buyer—from adventure-seeking families and aspiring homesteaders to seasoned growers and urban escapees in search of space to breathe. At the heart of the property stands a gracious three-story 19th-century Victorian farmhouse, beautifully preserved and thoughtfully updated over the past decade. Original character—like hardwood floors, tall ceilings, and elegant millwork—blends seamlessly with modern conveniences, including upgraded systems, renovated kitchens and baths, and flexible living spaces suited to today’s lifestyle. Outdoors, you’ll find yourself surrounded by gently rolling country hills, inviting everything from morning hikes and afternoon picnics to stargazing by a campfire at night. Cool off with a dip in the in-ground pool, then retreat to the pool house for relaxation or weekend entertaining. A charming caretaker’s cottage provides extra space for guests, rental income, or multi-generational living. For those called to the land, the established organic gardens and mature fruit trees—peach, fig, and pawpaw—make it easy to envision a self-sustaining lifestyle. Cultivate your own food, raise chickens, or expand into a full-scale working farm—there’s room to grow, and inspiration at every turn. Perfectly suited for horses or livestock - the property includes two large restorable open bay barns that have been structurally stabilized, and a vintage silo. Approximately 15 acres of organically farmed open fields are currently under the purview of the Washington College CES’s Natural Lands Project and planted with native wildflowers which are in full bloom all summer long. And when you're ready for a change of pace, Betterton Beach and the sparkling Chesapeake Bay are just a few miles down the road, offering kayaking, crabbing, sunset walks, and family beach days that feel like a vacation—without ever leaving home. Whether you're seeking a weekend getaway, a family compound, or a forever home with purpose and possibility, this Still Pond treasure offers the rare blend of privacy, charm, and usable land—just minutes from Chestertown and an easy escape from city life. Don’t miss this opportunity to live your next chapter—schedule your private tour today and experience the beauty, space, and freedom of life on the Eastern Shore.