Benson & Mangold Real Estate, 31 Goldsborough St, Easton, MD 21601 410.822.6665 | Office


Chester MDChester, Maryland, is a beautiful waterfront town on the eastern shores of the Chesapeake Bay. Residents enjoy living in a serene, picturesque setting with easy access to urban amenities. With its charming small town atmosphere and ample recreational opportunities, Chester offers an excellent quality of life.

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Natural Beauty & Recreation

One of the main reasons people are drawn to Chester is its stunning natural beauty. Located on Kent Island, the largest island in the Chesapeake Bay, Chester offers miles of pristine shoreline, lush parks, and protected wetlands teeming with wildlife. The area is a paradise for outdoor enthusiasts, with numerous opportunities for boating, fishing, kayaking, and paddleboarding.

For those who prefer land based activities, the Cross Island Trail is a paved path, offering walkers, joggers, and cyclists a scenic route connecting several parks and recreational areas. For golf enthusiasts, the Blue Heron Golf Course and Prospect Bay Country Club, cater to golfers of all skill levels.

Historic Charm & Community Spirit

Chester boasts a rich history that dates back to the 17th century. Its roots as a colonial settlement and fishing village are evident in the charming, well preserved historic homes and buildings that can be found throughout the town. 

Community spirit is strong with residents taking pride in their town's heritage and natural beauty. Neighbors are friendly and welcoming, and the town hosts various community events throughout the year, such as the Kent Island Day celebration, the Bay Music Festival, and the annual Crab Feast.

Excellent Schools 

The town is served by the Queen Anne's County Public Schools, which consistently rank among the best in Maryland. Local schools, including Bayside Elementary, Matapeake Elementary and Middle, and Kent Island High School, offer strong academic programs and extracurricular activities that cater to a wide range of interests.

Chester Real Estate 

If you’re interested in buying a home in Chester, let Chuck Mangold help you through the buying process from start to finish. Contact Chuck today or start your home search below.

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