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 $500,000 - $600,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
25145 Wymont Park Rd, WORTON
  • Residential
  • 2 Beds
  • 1 Baths
  • 864 SqFt

25145 Wymont Park Rd, WORTON

$525,000
12437 Coopers Ln, WORTON
  • Residential
  • 5 Beds
  • 3.5 Baths
  • 3,666 SqFt

12437 Coopers Ln, WORTON

$1,500,000
6299 Burris Rd, ROCK HALL
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 3,718 SqFt

6299 Burris Rd, ROCK HALL

$3,500,000
New
6513 Elizabeths Ln, ROCK HALL
  • Residential
  • 4 Beds
  • 3 Baths
  • 4,124 SqFt

6513 Elizabeths Ln, ROCK HALL

$1,650,000
22900 Handy Point Road Handy Point Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4 Baths
  • 4,885 SqFt

22900 Handy Point Road Handy Point Rd, CHESTERTOWN

$1,765,000 ↓ $35,000
5078 Grays Inn Creek Rd, ROCK HALL
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,866 SqFt

5078 Grays Inn Creek Rd, ROCK HALL

$850,000
23829 E Fork Dr, CHESTERTOWN
  • Residential
  • 3 Beds
  • 4.5 Baths
  • 3,342 SqFt

23829 E Fork Dr, CHESTERTOWN

$1,989,000 ↓ $211,000
201 N Water St, CHESTERTOWN
  • Residential
  • 4 Beds
  • 4.5 Baths
  • 5,195 SqFt

201 N Water St, CHESTERTOWN

$1,725,000 ↓ $175,000
Landing Ln #37, CHESTERTOWN
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 1,964 SqFt

Landing Ln #37, CHESTERTOWN

$725,000
Little Harbor Way #1, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,315 SqFt

Little Harbor Way #1, CHESTERTOWN

$1,499,000
Landing Ln #25, CHESTERTOWN
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 2,784 SqFt

Landing Ln #25, CHESTERTOWN

$949,900
Landing Ln #11, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,200 SqFt

Landing Ln #11, CHESTERTOWN

$805,000
Landing Ln #12, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,200 SqFt

Landing Ln #12, CHESTERTOWN

$815,000
32180 Wilson Point Rd, GALENA
  • Residential
  • 6 Beds
  • 7 Baths
  • 20,546 SqFt

32180 Wilson Point Rd, GALENA

$3,200,000 ↓ $550,000

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 28th, 2024 at 5:30am EDT.