Chesapeake Bay and Waterways

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 $2.6M
Lowest Price $230K
Highest Price $14.8M
Total Listings 27
Avg. Days On Market 149
Avg. Price/SQFT $724

Property Types (active listings)

Kent County Waterfront Real Estate

Sort by:
22076 Napley Green Rd, ROCK HALL

$14,800,000

22076 Napley Green Rd, ROCK HALL

6 Beds 4 Baths 6,144 SqFt Residential MLS® # MDKE2004702

Monument Sotheby's International Realty

22076 Napley Green Rd, ROCK HALL

$14,800,000

22076 Napley Green Rd, ROCK HALL

6 Beds 4 Baths 6,144 SqFt Farm MLS® # MDKE2004788

Select Land & Homes, LLC

5135 Crosby Rd, ROCK HALL

$5,900,000

5135 Crosby Rd, ROCK HALL

6 Beds 4.5 Baths 4,214 SqFt Residential MLS® # MDKE2004938

TTR Sotheby's International Realty

5135 Crosby Rd, ROCK HALL

$5,900,000

5135 Crosby Rd, ROCK HALL

6 Beds 4.5 Baths 4,214 SqFt Farm MLS® # MDKE2004950

TTR Sotheby's International Realty

23620 Lands End Rd, CHESTERTOWN

$5,500,000

23620 Lands End Rd, CHESTERTOWN

5 Beds 7 Baths 9,852 SqFt Residential MLS® # MDKE2004760

Cross Street Realtors LLC

4511 Piney Neck Rd, ROCK HALL

$3,500,000

4511 Piney Neck Rd, ROCK HALL

5 Beds 3.5 Baths 4,050 SqFt Residential MLS® # MDKE2004978

TTR Sotheby's International Realty

6520 Swan Creek Rd, ROCK HALL

$2,200,000

↓ $1,600,000

6520 Swan Creek Rd, ROCK HALL

7 Beds 6.5 Baths 12,520 SqFt Residential MLS® # MDKE2004868

Long & Foster Real Estate, Inc.

6581 Elizabeths Ln, ROCK HALL

$1,650,000

6581 Elizabeths Ln, ROCK HALL

5 Beds 3 Baths 3,317 SqFt Residential MLS® # MDKE2004956

Monument Sotheby's International Realty

Little Harbor Way #1, CHESTERTOWN

$1,459,000

Little Harbor Way #1, CHESTERTOWN

3 Beds 2.5 Baths 2,315 SqFt Residential MLS® # MDKE2004992

Gunther-McClary Real Estate

23393 Cacaway Farm Ln, CHESTERTOWN

$1,450,000

23393 Cacaway Farm Ln, CHESTERTOWN

3 Beds 3.5 Baths 4,446 SqFt Residential MLS® # MDKE2004002

Gunther-McClary Real Estate

22153 1st Point Rd, CHESTERTOWN

$1,200,000

22153 1st Point Rd, CHESTERTOWN

5 Beds 5 Baths 3,078 SqFt Residential MLS® # MDKE2004460

TTR Sotheby's International Realty

14234 Gregg Neck Rd, GALENA

$1,145,000

14234 Gregg Neck Rd, GALENA

2 Beds 3.5 Baths 2,530 SqFt Residential MLS® # MDKE2004944

Gunther-McClary 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.



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.

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

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.

Provide a valid email address.
Newsletter consent

Start searching for your dream home now.

When it comes to convenience, our site is unparalleled. Whether you're in the comfort of your home, or on the go.
Our site works flawlessly on multiple devices so you can find the information you need.

Start Search