Chestertown Area Waterfront Real Estate

The Chesapeake Bay, Chester River, Langford Creek and other waterways set the stage for wonderful waterfront properties and landscapes. The diverse Waterfront Real Estate includes homes with spectacular water views, beach cottages, bungalows on quiet creeks, waterfront hunting farms, and historic estates. Chestertown Info

Chestertown Area Waterfront Homes for Sale

All Listings $100,000 - $200,000 $300,000 - $400,000
$400,000 - $500,000 $500,000 - $600,000 $600,000 - $700,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
6029 Edesville Rd, ROCK HALL
  • Residential
  • 6 Beds
  • 6 Baths
  • 5,358 SqFt

6029 Edesville Rd, ROCK HALL

$7,100,000
6798 Broad Neck Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 5.5 Baths
  • 11,840 SqFt

6798 Broad Neck Rd, CHESTERTOWN

$6,500,000
0 Hawthorne Rd, ROCK HALL
  • Residential
  • 4 Beds
  • 2 Baths
  • 0 SqFt

0 Hawthorne Rd, ROCK HALL

$5,500,000
6201 Swan Creek Rd, ROCK HALL
  • Residential
  • 8 Beds
  • 7.5 Baths
  • 5,385 SqFt

6201 Swan Creek Rd, ROCK HALL

$4,490,000 ↓ $300,000
Enhanced
22598 Davis Creek Dr, ROCK HALL
  • Residential
  • 3 Beds
  • 3 Baths
  • 4,725 SqFt

22598 Davis Creek Dr, ROCK HALL

$4,250,000
6520 Swan Creek Rd, ROCK HALL
  • Residential
  • 7 Beds
  • 6.5 Baths
  • 12,520 SqFt

6520 Swan Creek Rd, ROCK HALL

$3,950,000 ↑ $50,000
4746 Cliffs City Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4 Baths
  • 5,174 SqFt

4746 Cliffs City Rd, CHESTERTOWN

$3,400,000
4845 Cliffs City Rd, CHESTERTOWN
  • Residential
  • 7 Beds
  • 8 Baths
  • 0 SqFt

4845 Cliffs City Rd, CHESTERTOWN

$3,200,000 ↓ $299,000
6029 Edesville Rd, ROCK HALL
  • Residential
  • 6 Beds
  • 6 Baths
  • 5,358 SqFt

6029 Edesville Rd, ROCK HALL

$3,100,000
24091 Providence Plantation Ln, CHESTERTOWN
  • Residential
  • 5 Beds
  • 5.5 Baths
  • 5,250 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,650,000 ↓ $145,000
8744 S Bayview Dr, CHESTERTOWN
  • Residential
  • 5 Beds
  • 5.5 Baths
  • 6,105 SqFt

8744 S Bayview Dr, CHESTERTOWN

$2,399,000
6778 Burris Rd, ROCK HALL
  • Residential
  • 6 Beds
  • 5 Baths
  • 7,304 SqFt

6778 Burris Rd, ROCK HALL

$1,685,000 ↓ $100,000
14080 Riverview Ln, KENNEDYVILLE
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 3,577 SqFt

14080 Riverview Ln, KENNEDYVILLE

$1,395,000
4865 Eastern Neck Rd, ROCK HALL
  • Residential
  • 5 Beds
  • 3.5 Baths
  • 6,503 SqFt

4865 Eastern Neck Rd, ROCK HALL

$1,390,000 ↓ $100,000
19 Byford Ct, CHESTERTOWN
  • Residential
  • 5 Beds
  • 6 Baths
  • 7,505 SqFt

19 Byford Ct, CHESTERTOWN

$1,195,000
21644 Hill Ln, ROCK HALL
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 4,435 SqFt

21644 Hill Ln, ROCK HALL

$1,150,000
29142 Belchester Rd, KENNEDYVILLE
  • Residential
  • 5 Beds
  • 3 Baths
  • 3,241 SqFt

29142 Belchester Rd, KENNEDYVILLE

$1,150,000
22884 Colonel Leonard Rd, ROCK HALL
  • Residential
  • 8 Beds
  • 4 Baths
  • 4,260 SqFt

22884 Colonel Leonard Rd, ROCK HALL

$999,950

Eastern Neck National Wildlife Refuge is a great outing for everyone - kids will especially enjoy the Butterfly Walk. There are universally-accessible trails for those who wish to observe the varied habitats of the refuge

Chestertown Information

The network of rivers and creeks offer a perpetual source of marshlands to explore, and waterways for sailing, kayaking, fishing, and crabbing. You can find a small creek for canoeing or enjoy sailing out in the Chesapeake Bay.  Stroll along Chestertown's tree-lined steets with brick walkways and beautiful 18th century homes. There are unique shops, art studios, galleries, restaurants, cafes and bakery.  A destination for loyal customers and visitors is Twigs & Teacups Gift Shop.

Kent County Volunteer Organizations - There are many ways citizens can learn more about the area and participate in the community. The Chester River Association is committed to improving the health of the large tributary and employs "Chester Testers to collect water samples.  The Echo Hill Outdoor School, situated on the bay near Betterton, and Schooner Sultana Project in Chestertown, are dedicated to environmental education and historical preservation.

If you would like more information about the area or real estate properties, please call me at: (443) 480-1181
Or, send an email using the form below.  Thank you - Richard.

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Listing information last updated on March 31st, 2020 at 10:01am EDT.