Discover Kent County, Maryland

Your Guide to Living on Maryland’s Upper Eastern Shore

Kent County at a Glance

Kent County, Maryland is one of the Eastern Shore’s most treasured destinations, known for its historic charm, waterfront beauty, and relaxed coastal lifestyle. From the vibrant waterfront town of Chestertown to scenic countryside estates and Chesapeake Bay retreats, Kent County offers a unique blend of tradition and tranquility.

At Coldwell Banker Chesapeake Real Estate, we provide expert guidance backed by local knowledge, advanced technology, and  marketing to help you buy or sell with confidence.

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History and Heritage

Founded in 1642, Kent County is one of the oldest counties in Maryland and rich in colonial history. The county played a significant role in early American commerce and maritime trade. Historic Chestertown, with its preserved 18th-century architecture, reflects the area’s deep roots in colonial America and its connection to the Chesapeake Bay.

Community and Lifestyle

Kent County offers a lifestyle centered around nature, history, and community. Residents enjoy waterfront living, boating, fishing, and access to scenic parks and trails. Chestertown serves as the cultural hub, home to Washington College, local arts, dining, and year-round events like the Tea Party Festival.

Rock Hall is known as a boating destination and home to Eastern Neck National Wildlife Refuge, while Betterton offers a quiet beach-town feel along the Bay. The county’s rural landscape and waterfront access create an ideal environment for those seeking peace and connection to nature.

Real Estate and Living Options

Kent County offers a slower pace of life without sacrificing access to key destinations like Annapolis, Wilmington, and Washington, D.C.

Key Highlights:
  • Rich history and colonial architecture
  • Waterfront living along the Chester River and Chesapeake Bay
  • Home to Washington College in Chestertown
  • Quiet, rural setting with strong community values
  • Ideal for second homes, retirees, and waterfront buyers

Kent County is perfect for those seeking peace, privacy, and natural beauty.

 

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Towns & Communities in Cecil County

Kent County is made up of charming towns, waterfront villages, and rural countryside, each offering unique real estate opportunities.

Incorporated Towns:

    • Chestertown (County Seat)
    • Betterton
    • Galena
    • Millington (shared with Queen Anne’s County)
    • Rock Hall

Unincorporated Communities & Areas:

    • Kennedyville
    • Worton
    • Still Pond
    • Fairlee
    • Tolchester
    • Pomona
    • Lynch
    • Coleman

Ready to make your move? 

At Coldwell Banker Chesapeake, we’re here to help you find your perfect home in Cecil County. Our experienced agents are familiar with the local market and can guide you every step of the way.

Chestertown Office:
114 B South Cross Street
Phone: (410) 778-0330 | 410-885-2200
Email: info@cbchesapeake.com