- Centreville, Centreville homes for sale
- Chester, Chester homes for sale
- Chestertown, Chestertown homes for sale
- Church Hill, Church Hill homes for sale
- Georgetown, Chestertown homes for sale
- Gibson Island, Gibson Island homes for sale
- Goldsboro, Goldsboro 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
- Queen Anne, Queen Anne homes for sale
- Queenstown, Queenstown homes for sale
- Ridgely, Ridgely homes for sale
- Rock Hall, Rock Hall homes for sale
- Stepney, Aberdeen homes for sale
- Stevensville, Stevensville homes for sale
- Titan Terrace, Havre De Grace homes for sale
- Tolchester, Chestertown homes for sale
Chestertown, MD - townhouses for sale
53 of 53 results displayed
- New
$598,000Active5 beds 4 baths3,504 sq. ft.311 Devon Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005930Listed by: DOUG ASHLEY REALTORS, LLC - Open Sat, 11am to 1pmNew
$375,000Active4 beds 3 baths1,936 sq. ft.108 Flying Cloud Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005928Listed by: CROSS STREET REALTORS LLC 
$635,000Active0.09 Acres108 Little Harbor Way, CHESTERTOWN, MD 21620
MLS# MDKE2005902Listed by: GUNTHER-MCCLARY REAL ESTATE
$88,900Active0.48 AcresEast St, CHESTERTOWN, MD 21620
MLS# MDQA2015588Listed by: SELECT LAND & HOMES, LLC
$299,000Active2 beds 2 baths920 sq. ft.611 Cannon St, CHESTERTOWN, MD 21620
MLS# MDKE2005906Listed by: SELECT LAND & HOMES, LLC
$1,459,000Active3 beds 3 baths2,231 sq. ft.Little Harbor Way #1, CHESTERTOWN, MD 21620
MLS# MDKE2005768Listed by: GUNTHER-MCCLARY REAL ESTATE
$799,900Active3 beds 4 baths2,092 sq. ft.106 Landing Ln, CHESTERTOWN, MD 21620
MLS# MDKE2005892Listed by: GUNTHER-MCCLARY REAL ESTATE
$849,900Active3 beds 3 baths1,980 sq. ft.104 Little Harbor Way, CHESTERTOWN, MD 21620
MLS# MDKE2005894Listed by: GUNTHER-MCCLARY REAL ESTATE
$370,000Active3 beds 2 baths2,296 sq. ft.204 Rolling Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005896Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$264,900Pending3 beds 2 baths1,280 sq. ft.101 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005882Listed by: REAL BROKER, LLC
$369,900Active5 beds 4 baths2,615 sq. ft.112 Silver Heel Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005880Listed by: EXP REALTY, LLC
$470,000Active4 beds 2 baths1,656 sq. ft.222 Mount Vernon Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005876Listed by: LONG & FOSTER REAL ESTATE, INC.
$425,000Active4 beds 2 baths1,325 sq. ft.304 Hadaway Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005848Listed by: CUMMINGS & CO. REALTORS
$449,900Active3 beds 3 baths1,216 sq. ft.109 S College Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005818Listed by: CROSS STREET REALTORS LLC
$363,000Pending3 beds 2 baths1,532 sq. ft.303 E Campus Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005756Listed by: DOUG ASHLEY REALTORS, LLC- Coming Soon
$695,000Coming Soon3 beds 2 baths118 Little Harbor Way #202, CHESTERTOWN, MD 21620
MLS# MDKE2005800Listed by: BENSON & MANGOLD, LLC - Open Sat, 12 to 2pm
$619,000Active4 beds 4 baths2,008 sq. ft.206 S Water St, CHESTERTOWN, MD 21620
MLS# MDKE2005840Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY 
$269,000Active3 beds 2 baths960 sq. ft.318 Lincoln, CHESTERTOWN, MD 21620
MLS# MDKE2005842Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$419,000Pending3 beds 3 baths1,676 sq. ft.411 Greenwood Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005824Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$878,000Active3 beds 4 baths2,310 sq. ft.228 S Water St, CHESTERTOWN, MD 21620
MLS# MDKE2005812Listed by: GUNTHER-MCCLARY REAL ESTATE
$499,999Pending3 beds 2 baths1,961 sq. ft.101 Birch Run Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005810Listed by: REMAX VISION
$290,000Active3 beds 1 baths1,200 sq. ft.107 Malone Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005764Listed by: DOUGLAS REALTY LLC
$615,000Pending4 beds 2 baths2,869 sq. ft.206 Valley, CHESTERTOWN, MD 21620
MLS# MDKE2005762Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$1,250,000Pending5 beds 5 baths4,409 sq. ft.119 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005728Listed by: CROSS STREET REALTORS LLC
$165,000Active3 beds 2 baths1,136 sq. ft.423 Calvert St, CHESTERTOWN, MD 21620
MLS# MDKE2005718Listed by: REDFIN CORP
$389,900Pending3 beds -- baths1,728 sq. ft.517 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005736Listed by: L. C. PARKER REAL ESTATE
$259,900Active3 beds 2 baths1,280 sq. ft.103 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005688Listed by: REAL BROKER, LLC
$559,000Active2 beds 3 baths2,100 sq. ft.103 Landing Ln, CHESTERTOWN, MD 21620
MLS# MDKE2005670Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY- Open Sun, 11am to 12:30pm
$515,000Active4 beds 4 baths3,799 sq. ft.100 Adela Way, CHESTERTOWN, MD 21620
MLS# MDKE2005636Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY 
$245,000Active3 beds 2 baths1,140 sq. ft.100 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005634Listed by: BAYSIDE REALTY
$2,500,000Active5 beds 5 baths4,305 sq. ft.7989 Quaker Neck Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005590Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$499,900Active4 beds 2 baths2,220 sq. ft.515 N Kent St, CHESTERTOWN, MD 21620
MLS# MDKE2005592Listed by: CROSS STREET REALTORS LLC
$519,000Active5 beds 4 baths4,067 sq. ft.116 Harlan Loop, CHESTERTOWN, MD 21620
MLS# MDKE2005610Listed by: SAMSON PROPERTIES
$695,000Active4 beds 4 baths2,917 sq. ft.200 Washington Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005538Listed by: CROSS STREET REALTORS LLC
$410,000Pending3 beds 3 baths1,842 sq. ft.907 N Meadowview Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005540Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$595,000Active3 beds 3 baths3,935 sq. ft.251 Devon Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005536Listed by: DOUG ASHLEY REALTORS, LLC
$167,000Active4 beds 2 baths1,156 sq. ft.141 Prospect St, CHESTERTOWN, MD 21620
MLS# MDKE2005504Listed by: CROSS STREET REALTORS LLC
$249,950Active3 beds 2 baths1,280 sq. ft.112 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005498Listed by: ENGEL & VOLKERS ANNAPOLIS
$315,000Active1 beds 2 baths936 sq. ft.108 S Kent St, CHESTERTOWN, MD 21620
MLS# MDKE2005496Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$62,400Active2 beds 1 baths910 sq. ft.132 Prospect St, CHESTERTOWN, MD 21620
MLS# MDKE2005444Listed by: ANR REALTY, LLC
$164,000Pending2 beds 1 baths1,296 sq. ft.234 N College Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005434Listed by: CUMMINGS & CO REALTORS
$470,000Active3 beds 2 baths1,588 sq. ft.201 Birch Run Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005380Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$240,000Active2 beds 1 baths1,290 sq. ft.624 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005274Listed by: TESLA REALTY GROUP, LLC
$3,000,000Pending87.34 AcresCromwell Clark Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005156Listed by: THE LAND GROUP
$1,800,000Active4 beds 4 baths3,540 sq. ft.Little Harbor Way #1, CHESTERTOWN, MD 21620
MLS# MDKE2004992Listed by: GUNTHER-MCCLARY REAL ESTATE
$1,395,500Active5 beds 5 baths3,243 sq. ft.105 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005890Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$225,000Pending0.96 AcresHaacke Drive Lot 3, CHESTERTOWN, MD 21620
MLS# MDKE2004648Listed by: SELECT LAND & HOMES, LLC
$250,000Pending0.93 AcresScheeler Road Lot 2, CHESTERTOWN, MD 21620
MLS# MDKE2004650Listed by: SELECT LAND & HOMES, LLC
$1,150,000Pending1.56 Acres206 Cannon St, CHESTERTOWN, MD 21620
MLS# MDKE2003620Listed by: BENSON & MANGOLD, LLC
$759,000Pending3 beds 4 baths212 Landing Ln, CHESTERTOWN, MD 21620
MLS# MDKE2004782Listed by: GUNTHER-MCCLARY REAL ESTATE
$395,000Pending7 beds 4 baths3,664 sq. ft.349 High St, CHESTERTOWN, MD 21620
MLS# MDKE2004076Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$185,000Active1.95 AcresLot 9 Prestwick Dr, CHESTERTOWN, MD 21620
MLS# MDKE2003918Listed by: GUNTHER-MCCLARY REAL ESTATE
$395,000Pending6 beds -- baths3,664 sq. ft.349 & 351 High St, CHESTERTOWN, MD 21620
MLS# MDKE2003720Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
Local realty services provided by:Better Homes and Gardens Real Estate Maturo
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
- 21635 homes for sale
- 21636 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
- Georgetown 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 with an American Home Shield© home warranty. Learn more© 2025 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget with an American Home Shield© home warranty. Learn more© 2025 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.