201 Birch Run Road in Chestertown offers a compelling blend of updates, outdoor living, and walkable lifestyle—all set on a quiet cul-de-sac with views of the Chester River and close proximity to Washington College, shops, restaurants, and parks.

Thoughtful Updates

This home has been improved where it counts. In 2021, updates included joist work, flooring, crawl space encapsulation, and rear fencing, creating a strong foundation for long-term ownership. In 2025, the rough cut cedar siding was freshly repainted, enhancing both durability and curb appeal.

Indoor-Outdoor Living

The property is designed to be enjoyed. A private courtyard with a water feature offers a quiet retreat, while the spacious, partially shaded backyard with deck and…

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A Rare Development Opportunity on Maryland’s Eastern Shore

Opportunities like this are becoming increasingly rare in today’s market.

Located just minutes from Downtown Chestertown, 0 Round Top Road offers 5.81 acres of cleared, level land positioned along a key commercial corridor. With Suburban Commercial (SC) zoning, this property presents a unique chance for investors, developers, and business owners to secure land in one of the Eastern Shore’s most desirable and steadily growing areas.

Strategic Location with Real Potential

Location is everything in real estate. This property delivers.

Round Top Road sits in a highly accessible area just outside the historic core of Chestertown. It offers excellent visibility and convenience while…

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A Property That Offers More Than Just Land — It Offers Possibility

Opportunities like this are becoming increasingly rare on Maryland’s Eastern Shore.

Located at 1517 Dudley Corners Road in Millington, this unique offering combines 12 acres of land, two homes, and multiple outbuildings into one compelling package—perfect for buyers looking to create a homestead, invest, or simply expand their lifestyle beyond the ordinary.

With approximately 2,948 square feet, 6 bedrooms, and 3 full bathrooms, the main residence provides the space needed for multi-generational living, rental potential, or flexible use.

But what truly sets this property apart is not just what’s here—it’s what it can become.

A True Eastern Shore Homestead Opportunity

This…

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