Chestertown Homes with Hunting Available Lot features

Chestertown Homes with Hunting Available Lot features

Welcome to Chestertown, Maryland – a charming town nestled in the heart of Kent County, where history, nature, and community blend seamlessly. Known for its picturesque waterfront, Chestertown offers a perfect escape for those seeking a tranquil lifestyle surrounded by the beauty of the Eastern Shore. With its rich colonial heritage, the town boasts a vibrant arts scene, delightful shops, and mouthwatering dining options, all within a friendly, small-town atmosphere.

For outdoor enthusiasts and hunting aficionados, Chestertown is a hidden gem. The region is renowned for its expansive landscapes, offering homes with hunting available lot features that provide the ultimate retreat for nature lovers. Imagine stepping out of your back door to vast, rolling fields and wooded areas, perfect for hunting, hiking, or simply enjoying the serenity of nature. These properties not only provide ample space for your outdoor pursuits but also serve as a canvas for creating your dream home.

Chestertown's close-knit community is complemented by its proximity to the Chesapeake Bay, where you can enjoy boating, fishing, and exploring the stunning waterways. The town hosts various festivals and events throughout the year, fostering a sense of belonging and camaraderie among residents.

Whether you're looking for a peaceful getaway or a permanent residence, Chestertown's unique blend of rural charm and modern amenities makes it an ideal choice. Explore the opportunities that await you in this enchanting town, where your dream home and outdoor adventures are just a heartbeat away.

Newest Chestertown Homes with Hunting Available Lot features

$1,650,000
Circa 1743 with a stately 1825 addition, The Inn at Mitchell House is a rare pre-Revolutionary manor home on 9+ manicured acres on Maryland's Eastern Shore. Listed on the National Star-Spangled Banner Trail and just a mile from the Chesapeake Bay, this storied property offers a once-in-a-generation chance to own one of the region's most beloved historic estates. The grounds unfold past champion and organic fruit trees, a generous herb garden, an original 18th-century smoke house, two private bridges over Stoneybrook Pond which are all framed by woods and rolling farm fields. Inside, nine bedrooms and six-and-a-half bathrooms reveal nearly two and a half centuries of craftsmanship: original wood floors, brick floors in the dining room and kitchen, signature Bulls Eye moldings, exposed hand hewn beams, eight fireplaces and soaring 11-foot ceilings. For more than 40 years the property has operated as a successful Bed & Breakfast. An optional furniture package is available for a seamless turnkey transition. Its origins as a single-family residence also make it an extraordinary private estate, full-time home or weekend retreat. A coveted sewer allotment is included with the sale which opens the door for a future carriage house, barn, additional dwelling, stable, studio or expanded hospitality use. A new roof, a complete exterior paint job, new hot water heater, new well pump and updated electrical service were completed in 2025–2026. This delivers the rare combination of historic character and modern peace of mind. Tolchester Marina and the Shanty Beach Bar are a mile away. Rock Hall is six miles down the road and the charming historic district of Chestertown is just ten miles away. After nearly four decades of careful stewardship, the current owners are ready to pass on the privilege and the story of The Mitchell House.

8796 Maryland Pkwy, Chestertown

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

$1,650,000
9 Beds 7 Baths
Circa 1743 with a stately 1825 addition, The Inn at Mitchell House is a rare pre-Revolutionary manor home on 9+ manicured acres on Maryland's Eastern Shore. Listed on the National Star-Spangled Banner Trail and just a mile from the Chesapeake Bay, this storied property offers a once-in-a-generation chance to own one of the region's most beloved historic estates. The grounds unfold past champion and organic fruit trees, a generous herb garden, an original 18th-century smoke house, two private bridges over Stoneybrook Pond which are all framed by woods and rolling farm fields. Inside, nine bedrooms and six-and-a-half bathrooms reveal nearly two and a half centuries of craftsmanship: original wood floors, brick floors in the dining room and kitchen, signature Bulls Eye moldings, exposed hand hewn beams, eight fireplaces and soaring 11-foot ceilings. For more than 40 years the property has operated as a successful Bed & Breakfast. An optional furniture package is available for a seamless turnkey transition. Its origins as a single-family residence also make it an extraordinary private estate, full-time home or weekend retreat. A coveted sewer allotment is included with the sale which opens the door for a future carriage house, barn, additional dwelling, stable, studio or expanded hospitality use. A new roof, a complete exterior paint job, new hot water heater, new well pump and updated electrical service were completed in 2025–2026. This delivers the rare combination of historic character and modern peace of mind. Tolchester Marina and the Shanty Beach Bar are a mile away. Rock Hall is six miles down the road and the charming historic district of Chestertown is just ten miles away. After nearly four decades of careful stewardship, the current owners are ready to pass on the privilege and the story of The Mitchell House.

8796 Maryland Pkwy, Chestertown

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

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