Effortless One-Floor Living in Chestertown – 204 Rolling Rd Comfort, Convenience, and Chestertown Charm
Located just minutes from downtown Chestertown, 204 Rolling Rd is a beautiful example of how modern comfort can blend seamlessly with Eastern Shore lifestyle. This three-bedroom, two-bath ranch-style home offers nearly 2,300 sq ft of thoughtfully designed living space — all on one level — making it perfect for anyone seeking low-maintenance living without sacrificing style or space. Spacious Living, Inside and Out From the moment you walk in, you’ll notice how bright and welcoming this home feels. The open flow between the living, dining, and kitchen areas creates a warm, connected atmosphere that’s perfect for entertaining or relaxing with family.
A large family room addition with a cozy wood-burning stove provides extra gathering space — ideal for winter evenings or movie nights. A sunroom at the rear of the home brings in abundant natural light year-round and offers a peaceful spot to enjoy your morning coffee, read, or watch the seasons change across the backyard.
Smart Updates and Thoughtful Details
The home has been carefully maintained and updated, including newer roof, HVAC, and hot water systems. The kitchen features plenty of counter space and storage, while the main-floor laundry room adds modern practicality. The primary suite includes an en-suite bath and walk-in closet — a rare luxury for homes in this size and style. Downstairs, the partially finished basement provides excellent storage and hobby space, kept dry with a French drain and sump pump system. Whether you envision a home gym, studio, or workshop, this space is ready to accommodate it.
Room to Breathe — Right in Town
Set on a 0.34-acre lot, this property offers both privacy and convenience. The fenced backyard includes a garden area and storage shed, while the landscaped front yard creates welcoming curb appeal. You’ll love having room for outdoor living, gardening, or even adding a patio — all while being just a few minutes from Chestertown’s historic downtown, the Chester River, and Washington College.
Why You’ll Love 204 Rolling Rd
✅ Single-floor living — easy, efficient, and comfortable
✅ Bright sunroom & spacious family room for flexible living
✅ Updated systems — newer roof, HVAC, and hot water heater
✅ Large backyard — perfect for entertaining or gardening
✅ Walkable location — close to Chestertown’s shops, markets, and waterfront This property strikes the perfect balance between small-town charm and everyday convenience — an ideal fit for retirees, families, or anyone looking to enjoy the best of life on the Eastern Shore of Maryland.
204 Rolling Rd, Chestertown, MD 21620
Offered by Murphy O’Neill, Coldwell Banker Chesapeake 443-480-4275 | murphy@cbchesapeake.com
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