4, Chestertown, MD Properties for Sale with Local Expertise | ERA

44 of 44 results displayed

Coming SoonOpen Sat, 1 to 3pm
$499,999Coming Soon
4 beds 2 baths
222 Mount Vernon Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005876Listed by: LONG & FOSTER REAL ESTATE, INC.
Coming Soon
$425,000Coming Soon
4 beds 2 baths
304 Hadaway Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005848Listed by: CUMMINGS & CO. REALTORS
New
$449,900Active
3 beds 3 baths1,216 sq. ft.
109 S College Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005818Listed by: CROSS STREET REALTORS LLC
New
$363,000Active
3 beds 2 baths1,532 sq. ft.
303 E Campus Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005756Listed by: DOUG ASHLEY REALTORS, LLC
$619,000Active
4 beds 4 baths2,008 sq. ft.
206 S Water St, CHESTERTOWN, MD 21620
MLS# MDKE2005840Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$695,000Active
4 beds 4 baths3,735 sq. ft.
8951 Orchard Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005836Listed by: ROCK HALL PROPERTIES REAL ESTATE
$269,000Active
3 beds 2 baths960 sq. ft.
318 Lincoln, CHESTERTOWN, MD 21620
MLS# MDKE2005842Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
Open Sat, 10am to 12pm
$419,000Pending
3 beds 3 baths1,676 sq. ft.
411 Greenwood Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005824Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$878,000Active
3 beds 4 baths2,310 sq. ft.
228 S Water St, CHESTERTOWN, MD 21620
MLS# MDKE2005812Listed by: GUNTHER-MCCLARY REAL ESTATE
$499,999Active
3 beds 2 baths1,961 sq. ft.
101 Birch Run Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005810Listed by: REMAX VISION
$290,000Active
3 beds 1 baths1,200 sq. ft.
107 Malone Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005764Listed by: DOUGLAS REALTY LLC
$615,000Active
4 beds 2 baths2,869 sq. ft.
206 Valley, CHESTERTOWN, MD 21620
MLS# MDKE2005762Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$1,250,000Pending
5 beds 5 baths4,409 sq. ft.
119 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005728Listed by: CROSS STREET REALTORS LLC
$165,000Active
3 beds 2 baths1,136 sq. ft.
423 Calvert St, CHESTERTOWN, MD 21620
MLS# MDKE2005718Listed by: REDFIN CORP
$795,000Pending
4 beds 3 baths2,736 sq. ft.
201 Radcliffe Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005732Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$389,900Active
3 beds -- baths1,728 sq. ft.
517 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005736Listed by: L. C. PARKER REAL ESTATE
$230,000Pending
3 beds 2 baths1,140 sq. ft.
126 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005734Listed by: TAYLOR PROPERTIES
$374,900Active
5 beds 4 baths2,615 sq. ft.
112 Silver Heel Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005706Listed by: EXP REALTY, LLC
$259,900Active
3 beds 2 baths1,280 sq. ft.
103 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005688Listed by: REAL BROKER, LLC
$515,000Active
4 beds 4 baths3,799 sq. ft.
100 Adela Way, CHESTERTOWN, MD 21620
MLS# MDKE2005636Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$250,000Active
3 beds 2 baths1,140 sq. ft.
100 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005634Listed by: BAYSIDE REALTY
$499,900Active
4 beds 2 baths2,220 sq. ft.
515 N Kent St, CHESTERTOWN, MD 21620
MLS# MDKE2005592Listed by: CROSS STREET REALTORS LLC
$519,000Active
5 beds 4 baths4,067 sq. ft.
116 Harlan Loop, CHESTERTOWN, MD 21620
MLS# MDKE2005610Listed by: SAMSON PROPERTIES
$745,000Pending
3 beds 4 baths2,492 sq. ft.
110 S Mill St, CHESTERTOWN, MD 21620
MLS# MDKE2005558Listed by: GUNTHER-MCCLARY REAL ESTATE
$595,000Pending
4 beds 4 baths5,576 sq. ft.
103 Adela Way, CHESTERTOWN, MD 21620
MLS# MDKE2005594Listed by: DOUGLAS REALTY LLC
$695,000Active
4 beds 4 baths2,917 sq. ft.
200 Washington Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005538Listed by: CROSS STREET REALTORS LLC
$410,000Pending
3 beds 3 baths1,842 sq. ft.
907 N Meadowview Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005540Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$595,000Active
3 beds 3 baths3,935 sq. ft.
251 Devon Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005536Listed by: DOUG ASHLEY REALTORS, LLC
$167,000Active
4 beds 2 baths1,156 sq. ft.
141 Prospect St, CHESTERTOWN, MD 21620
MLS# MDKE2005504Listed by: CROSS STREET REALTORS LLC
$249,950Active
3 beds 2 baths1,280 sq. ft.
112 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005498Listed by: ENGEL & VOLKERS ANNAPOLIS
$315,000Active
1 beds 2 baths936 sq. ft.
108 S Kent St, CHESTERTOWN, MD 21620
MLS# MDKE2005496Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$62,400Active
2 beds 1 baths910 sq. ft.
132 Prospect St, CHESTERTOWN, MD 21620
MLS# MDKE2005444Listed by: ANR REALTY, LLC
$164,000Pending
2 beds 1 baths1,296 sq. ft.
234 N College Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005434Listed by: CUMMINGS & CO REALTORS
$625,000Pending
3 beds 3 baths1,600 sq. ft.
26933 Mallard Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005422Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$470,000Active
3 beds 2 baths1,588 sq. ft.
201 Birch Run Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005380Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$240,000Active
2 beds 1 baths1,290 sq. ft.
624 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005274Listed by: TESLA REALTY GROUP, LLC
$3,000,000Pending
87.34 Acres
Cromwell Clark Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005156Listed by: THE LAND GROUP
$1,395,500Active
5 beds 5 baths3,243 sq. ft.
105 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005002Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$225,000Active
0.96 Acres
Haacke Drive Lot 3, CHESTERTOWN, MD 21620
MLS# MDKE2004648Listed by: SELECT LAND & HOMES, LLC
$250,000Active
0.93 Acres
Scheeler Road Lot 2, CHESTERTOWN, MD 21620
MLS# MDKE2004650Listed by: SELECT LAND & HOMES, LLC
$1,150,000Active
1.56 Acres
206 Cannon St, CHESTERTOWN, MD 21620
MLS# MDKE2003620Listed by: BENSON & MANGOLD, LLC
$395,000Pending
7 beds 4 baths3,664 sq. ft.
349 High St, CHESTERTOWN, MD 21620
MLS# MDKE2004076Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$185,000Active
1.95 Acres
Lot 9 Prestwick Dr, CHESTERTOWN, MD 21620
MLS# MDKE2003918Listed by: GUNTHER-MCCLARY REAL ESTATE
$395,000Pending
6 beds -- baths3,664 sq. ft.
349 & 351 High St, CHESTERTOWN, MD 21620
MLS# MDKE2003720Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY

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Company

About ERA real estate blog Franchise ERA global Contact us

Buy and sell

Sell information ERA Distinctive Properties All homes for sale All real estate agents All real estate offices

Resources

Find an agent Join ERA Offices

Terms of use Accessibility statement DMCA notice Fraud alert Privacy notice Fair housing Do not sell or share my personal information Submit agent or broker complaint

Protect your home and budget with an American Home Shield© home warranty. Learn more

© 2023 - 2025 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.