- Beacon Hill, Annapolis homes for sale
- Cape St. Claire, Annapolis homes for sale
- Centreville, Centreville homes for sale
- Chester, Chester homes for sale
- Chestertown, Chestertown homes for sale
- Church Hill, Church Hill homes for sale
- College Parkway, Annapolis homes for sale
- Gibson Island, Gibson Island homes for sale
- Gilbert, Aberdeen homes for sale
- Grasonville, Grasonville homes for sale
- Greensboro, Greensboro homes for sale
- Kent Narrows, Chester homes for sale
- Kingstown, Kingstown homes for sale
- Old Philadelphia, Perryman homes for sale
- Queenstown, Queenstown homes for sale
- Ridgely, Ridgely homes for sale
- Rock Hall, Rock Hall homes for sale
- Stevensville, Stevensville homes for sale
- Tolchester, Chestertown homes for sale
- Townsend Village, Townsend homes for sale
Chestertown, MD - homes with upcoming open houses
5 of 5 results displayed
- Open Sat, 10am to 1pmNew
$828,000Active3 beds 5 baths3,047 sq. ft.407 High St, CHESTERTOWN, MD 21620
MLS# MDKE2006496Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - Open Sat, 12 to 2pm
$259,900Active3 beds 2 baths1,280 sq. ft.103 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006446Listed by: REAL BROKER, LLC - Open Sat, 10am to 12pm
$419,900Active3 beds 3 baths1,944 sq. ft.103 Trafford Dr, CHESTERTOWN, MD 21620
MLS# MDKE2006416Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - Open Sat, 11am to 1pm
$2,400,000Active5 beds 5 baths4,305 sq. ft.7989 Quaker Neck Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005590Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY 
$1,295,500Active5 beds 5 baths3,243 sq. ft.105 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005890Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
Local realty services provided by:CENTURY 21 Harbor Realty
Neighborhoods near Chestertown, MD
Zip codes near Chestertown, MD
- 19938 homes for sale
- 21001 homes for sale
- 21040 homes for sale
- 21610 homes for sale
- 21617 homes for sale
- 21620 homes for sale
- 21623 homes for sale
- 21628 homes for sale
- 21635 homes for sale
- 21640 homes for sale
- 21645 homes for sale
- 21649 homes for sale
- 21651 homes for sale
- 21657 homes for sale
- 21661 homes for sale
- 21667 homes for sale
- 21668 homes for sale
- 21678 homes for sale
- 21913 homes for sale
- 21919 homes for sale
Popular searches near Chestertown, MD
- 2, Church Hill homes for sale
- 2, Kennedyville homes for sale
- 3, Worton (Betterton) homes for sale
- 4, Chestertown homes for sale
- 6, Fairlee homes for sale
- 7, Crumpton homes for sale
- 7, Pomona homes for sale
- Betterton homes for sale
- Butlertown homes for sale
- Chesapeake Landing homes for sale
- Church Hill homes for sale
- Crumpton homes for sale
- Kennedyville homes for sale
- Kingstown homes for sale
- Millington homes for sale
- Rock Hall homes for sale
- Still Pond homes for sale
- Sudlersville homes for sale
- Tolchester homes for sale
- Worton homes for sale
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.