Kent County Waterfront

Kent County is bounded by Delaware on the east, the Sassafras River on the North, the Chesapeake Bay on the West and the Chester River on the South. Real Estate offerings include waterfront estates, beach cottages, water-access communities, condos and hunting farms.

Kent County Waterfront Real Estate Statistics

Average Price $499K
Lowest Price $499K
Highest Price $499K
Total Listings 1
Avg. Days On Market 119
Avg. Price/SQFT $289

Property Types (active listings)

Kent County Waterfront Real Estate

Kent County Waterfront Property for Sale

WATERFRONT ON THE CHESAPEAKE BAY, RIVERS AND CREEKS

The second oldest county in Maryland, Kent County was founded in 1642 and is situated in the northern part of the Eastern Shore. The county seat is Chestertown, set on the banks of the Chester River. Real Estate offerings in the County include waterfront estates, beach cottages, water-access communities, condos and hunting farms. Anchorages, marinas and public landings are available throughout the County. Visitors and residents alike enjoy the rural landscape, walking the tree-lined streets, and visiting the shops, galleries and restaurants. The easy access to the Chesapeake Bay, Chester River and other waterways affords opportunities for all types of water activities and boating.



quaker neck5268 view – kent county waterfront real estate, Maryland Eastern Shore

Get to Know Kent County Waterways

Living on the Water in Kent County

 In the mid-18th century, Chestertown was one of Maryland's leading ports and was named one of the colony's six Royal Ports of Entry. Chestertown’s shipbuilding past has been revived by The Sultana Education Foundation’s community effort to build a replica of the 1768 schooner SULTANA in Chestertown, Maryland, between 1997-2001. Today the Sultana Education Foundation provides both land-based and water-based experiential education to students of all ages emphasizing the Chesapeake Bay’s history, culture, and environment.

Eastern Shore Visitors and residents alike enjoy Kent County's rural landscape, walking the tree-lined historic towns, visiting the shops, galleries and restaurants. The easy access to the Chesapeake Bay, Chester River and other waterways affords opportunities for all types of water activities and boating.

georgia 01main copy – kent county waterfront life, Maryland Eastern Shore

hynson fromdeck – kent county waterfront life, Maryland Eastern Shore

The Rock Hall Museum features Native American artifacts and nautical relics
Waterman's Museum, also in Rock Hall, has oystering, crabbing and fishing exhibits.. 

Waterfront questions

Waterfront living, answered

What waterfront is there on Maryland's Eastern Shore?

Everything from open Chesapeake Bay frontage to wide rivers like the Chester, Sassafras, Miles, Tred Avon and Choptank, plus protected tidal creeks that are ideal for docking boats.

What matters most when buying waterfront?

Water depth at mean low water, pier and lift condition, shoreline protection, exposure and views, flood zone and insurance, and Chesapeake Bay Critical Area rules for the property.

Can I build a pier or add a boat lift?

Often, but pier and shoreline work needs permits from the Maryland Department of the Environment and sometimes the U.S. Army Corps of Engineers, and local rules can apply. It is worth confirming what is allowed before you buy.

Your trusted advisor

Exploring the Kent County waterfront? Let’s walk it together.

I attend every showing personally and know these towns, waterways and neighborhoods first-hand. Ask about homes for sale, private and off-market opportunities, or what life here is really like.

Get in Touch

Interested in finding out more about the area or a property? Murphy can help - just call (443) 480-4275 or send an email.

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