Chestertown Homes for Sale

• Residential
• 5 Beds
• 5.5 Baths
• 11,840 SqFt

6798 Broad Neck Rd, CHESTERTOWN

$6,500,000

• Residential
• 5 Beds
• 4 Baths
• 5,174 SqFt

4746 Cliffs City Rd, CHESTERTOWN

$3,400,000

• Residential
• 7 Beds
• 8 Baths
• 0 SqFt

4845 Cliffs City Rd, CHESTERTOWN

$3,200,000 ↓ $299,000

• Farm
• 7 Beds
• 8 Baths
• 9,651 SqFt

4845 Cliffs City Rd, CHESTERTOWN

$3,200,000 ↓ $299,000

• Farm
• 3 Beds
• 2.5 Baths
• 3,248 SqFt

23791 Ricauds Branch Rd, CHESTERTOWN

$2,925,000

• Farm
• 5 Beds
• 5.5 Baths
• 5,190 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,650,000 ↓ $145,000

• Residential
• 5 Beds
• 5.5 Baths
• 5,250 SqFt

24091 Providence Plantation Ln, CHESTERTOWN

$2,650,000 ↓ $145,000

• Residential
• 5 Beds
• 5.5 Baths
• 6,105 SqFt

8744 S Bayview Dr, CHESTERTOWN

$2,399,000

• Farm
• 4 Beds
• 2.5 Baths
• 0 SqFt

7250 Pentridge Ln, CHESTERTOWN

$1,650,000

• Residential
• 4 Beds
• 2.5 Baths
• 0 SqFt

7250 Pentridge Ln, CHESTERTOWN

$1,650,000 ↓ $200,000

• Residential
• 5 Beds
• 4.5 Baths
• 5,794 SqFt

8221 Broad Neck Rd, CHESTERTOWN

$1,275,000

• Residential
• 5 Beds
• 6 Baths
• 7,505 SqFt

19 Byford Ct, CHESTERTOWN

$1,195,000

CHESTERTOWN INFORMATION

Chestertown dates back to 1706 when it served as a port of entry for colonial settlers arriving to Maryland.  It was a prosperous trading and shipbuilding center.  It's shipbuilding past has been revived by the Schooner Sultana Project.  The Sultana is a replica of a traditional 18th century schooner.  It was constructed locally by a non-profit organization, and serves as a floating classroom.  Children and adults enjoy hands on educational experiences that focus on history and the study of the natural environment.  Chestertown Memorial Day Weekend is a big event as Chestertown kicks off each summer with the Chestertown Tea Party Festival - a weekend of fun for the whole family including a tea toss reenactment in the Chester River on the Sultana, a raft race, re-enactor street performances, colonial crafts, strolling musicians, local fare, and 5k & 10 mile run as well as other activities.

The annual Chestertown Historic House Tour is held in September.  Peek in and visit many of the area's historic homes owned by wealthy merchants in the 18th and 19th centuries.  Chestertown is also home to Washington College - the tenth oldest college in the United States.  The college was founded in 1782 with the help of George Washington who gave his name and 50 guineas to the college.  Washington served as a trustee and received an honorary degree. For more information about local activities and events, use this link Town of Chestertown or visit the Visitor Center located at 122 North Cross Street, Chestertown.  

For more information about the Chestertown area or real estate properties,
please feel free to call me at: (443) 480-1181 or send an email using the form below. Thank you - Richard.