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 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
6270 Broad Neck Rd, CHESTERTOWN
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 3,360 SqFt

6270 Broad Neck Rd, CHESTERTOWN

$10,000,000
New
5639 Walnut St, ROCK HALL
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,280 SqFt

5639 Walnut St, ROCK HALL

$4,495,000
Enhanced
22598 Davis Creek Dr, ROCK HALL
  • Residential
  • 3 Beds
  • 3 Baths
  • 4,725 SqFt

22598 Davis Creek Dr, ROCK HALL

$4,250,000
5135 Crosby Rd, ROCK HALL
  • Residential
  • 5 Beds
  • 4.5 Baths
  • 3,772 SqFt

5135 Crosby Rd, ROCK HALL

$3,875,000 ↑ $380,000
4746 Cliffs City Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 4 Baths
  • 5,174 SqFt

4746 Cliffs City Rd, CHESTERTOWN

$3,400,000
6201 & 6205 Swan Creek Rd, ROCK HALL
  • Residential
  • 8 Beds
  • 7.5 Baths
  • 5,500 SqFt

6201 & 6205 Swan Creek Rd, ROCK HALL

$3,200,000
5750 Honest Point Ln, CHESTERTOWN
  • Residential
  • 4 Beds
  • 4.5 Baths
  • 6,050 SqFt

5750 Honest Point Ln, CHESTERTOWN

$2,750,000
6029 Edesville Rd, ROCK HALL
  • Residential
  • 6 Beds
  • 6 Baths
  • 5,358 SqFt

6029 Edesville Rd, ROCK HALL

$2,700,000 ↓ $400,000
6520 Swan Creek Rd, ROCK HALL
  • Residential
  • 7 Beds
  • 6.5 Baths
  • 12,520 SqFt

6520 Swan Creek Rd, ROCK HALL

$2,475,000 ↓ $120,000
24091 Providence Plantation Ln, CHESTERTOWN
  • Residential
  • 5 Beds
  • 5.5 Baths
  • 5,250 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,450,000 ↓ $120,000
4324 Eastern Neck Rd, ROCK HALL
  • Residential
  • 5 Beds
  • 5 Baths
  • 6,703 SqFt

4324 Eastern Neck Rd, ROCK HALL

$1,599,000
5840 Beach Rd, ROCK HALL
  • Residential
  • 4 Beds
  • 3 Baths
  • 2,169 SqFt

5840 Beach Rd, ROCK HALL

$995,000
22641 Davis Creek Dr, ROCK HALL
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,836 SqFt

22641 Davis Creek Dr, ROCK HALL

$950,000
23441 Cacaway Farm Ln, CHESTERTOWN
  • Residential
  • 3 Beds
  • 3.5 Baths
  • 2,479 SqFt

23441 Cacaway Farm Ln, CHESTERTOWN

$925,000
31 Idlewhile Ave, BETTERTON
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,868 SqFt

31 Idlewhile Ave, BETTERTON

$899,000 ↓ $26,000
New
10715 Kasota Rd, CHESTERTOWN
  • Residential
  • 5 Beds
  • 3 Baths
  • 3,401 SqFt

10715 Kasota Rd, CHESTERTOWN

$874,500
4782 Huntingfield Rd, ROCK HALL
  • Residential
  • 4 Beds
  • 3.5 Baths
  • 2,892 SqFt

4782 Huntingfield Rd, ROCK HALL

$650,000
13922 Turners Point Rd, KENNEDYVILLE
  • Residential
  • 5 Beds
  • 3 Baths
  • 2,349 SqFt

13922 Turners Point Rd, KENNEDYVILLE

$598,000

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 April 17th, 2021 at 2:16pm EDT.