easternshoremdfineproperties.com Search Results

$475,000

Welcome to 101 Birch Run Rd., Chestertown, MD! 3 Bedrooms | 2 Full Baths | Oversized 2-Car Garage | .42 Acres Discover this stunning full-brick rancher located in the heart of historic Chestertown! Every inch of this 3-bedroom, 2-bath home has been completely updated with a sophisticated modern flair while maintaining an inviting, boutique-style warmth throughout. Step inside to find a bright, open-concept layout where the brand-new kitchen flows seamlessly into the family room—perfect for entertaining or relaxing by the cozy fireplace. The kitchen features sleek finishes, contemporary cabinetry, stylish lighting, and premium appliances. Both full baths have been fully renovated with today’s top design trends, creating a spa-like experience at home. The home’s thoughtful floor plan and attention to detail shine through every room—from fresh flooring and fixtures to elegant accents that elevate the overall aesthetic. Enjoy peace of mind with a new roof featuring 50-year architectural shingles (transferable warranty included). The oversized two-car garage provides ample space for parking and storage, while the landscaped .42-acre lot offers just the right amount of yard to enjoy without a lot of upkeep. Ideally situated within walking distance to the Chester River, Washington College, and Chestertown’s charming downtown —boutiques, shops, restaurants, and regular community events await. Bring your boat, kayak, paddle-board, or jet ski and experience the best of Eastern Shore living!

3 Beds ⋅ 2 Baths

101 Birch Run Rd, Chestertown

Listing courtesy of Remax Vision. Contact:

Selling Office: RE/MAX Real Estate Connections.

$430,000

*****PRICED $30,000 UNDER THE RECENT APPRAISED VALUE***** One floor living, a wood burning fireplace, and hardwood floors help this represent the cozy but elevated Eastern Shore lifestyle. The Mile Tree Village community is tucked on a quiet cul-de-sac with views of the Chester River. The home has been thoughtfully improved with major 2021 updates including joist replacement, flooring, crawl space encapsulation, and rear fencing all performed by the greatest hits list of Kent County craftsmen, along with freshly stained rough-cut cedar siding in 2025. An oversized two-car garage, serene courtyard with water feature, and a spacious, partially shaded backyard with deck seating create a setting that feels both private and inviting—all just a short walk to downtown shops, restaurants, Washington College, and the town’s parks.

3 Beds ⋅ 2 Baths

201 Birch Run Rd, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Blackwell Real Estate, LLC.