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.
***Welcome to 12765 Still Pond Road on Maryland’s Eastern Shore. This 2,000+ sq ft Colonial sits on a landscaped lot with pastoral views and offers incredible rehab potential. Just 3 miles from Betterton Beach, 10 minutes to historic downtown Chestertown, and 15 miles to the harbor town of Rock Hall, the location provides easy access to waterfront recreation, dining, and shopping. The home features 3 spacious bedrooms and a full bath upstairs, plus a main-level den with adjacent full bath that could serve as a first-floor primary suite or home office. Vintage details throughout include original trim, built-ins, and classic hardware. A bright kitchen opens to a large laundry/utility room and leads to a backyard with a semi-private deck overlooking a neighboring farm. A new shed adds convenience and storage. Offered strictly as-is, this property is an excellent opportunity for investors, renovators, or buyers ready to bring their vision to life.
Welcome to 12776 Still Pond Road: an endearing early 20th Century Victorian in the quiet town of Still Pond. This could be the perfect Eastern Shore retreat or full time residence. Historic Charm abounds with pocket doors, bay windows, 9 foot ceilings, hardwood floors, bullseye corner moldings, mahogany front porch, oak mantels, custom built-ins, and so much more. Enjoy rolling farmland views and picturesque sunsets from the front porch swinging bench. The sun-filled formal parlor flows seamlessly through the large pocket door into the dining room and kitchen. Follow the solid-wood staircase and railing upstairs to find 3 generously sized bedrooms and a 4th bedroom or office space. Massive 3rd floor could be finished for a 4th bedroom or den / game room. Recent upgrades include: architectural shingle roof, 6 mini-split systems for central heating and air, water conditioner, water heater, fireplace mantel with propane insert, and a brand new Fuji septic system. Almost 3/4 of an acre allows plenty of space for the dogs and kids to play. Open farmland surrounds for great views from any direction. Less than 90 minutes to Philadelphia and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Close to Turners Creek State Park, Betterton Beach and the restaurants/marinas in Galena on the Sassafras River. Quick drive to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals, an award-winning weekly Farmer's Market, and a brand new YMCA with full gym, racquet sports, lap pool, sauna, etc. Enjoy country living on the Eastern Shore.
The listing includes 26670 Maple Avenue with a 1920 dwelling of 2024 SF on .54 acre of land as well as 26680 Maple Avenue dwelling of 1680 SF on .624 acre of land and a parcel of land 100 X 160. Both homes are in need of major repair; however, one will find potential. Final perc information for sewage system will be provided by Kent County Health Department when water table is acceptable which am told could be Spring 2026.
Still Pond is located in Maryland. Still Pond, Maryland has a population of 110. Still Pond is more family-centric than the surrounding county with 52.94% of the households containing married families with children. The county average for households married with children is 15.86%.
The median household income in Still Pond, Maryland is $45,781. The median household income for the surrounding county is $64,451 compared to the national median of $69,021. The median age of people living in Still Pond is 52.6 years.
The average high temperature in July is 87 degrees, with an average low temperature in January of 25.7 degrees. The average rainfall is approximately 45 inches per year, with 14.3 inches of snow per year.
