Chestertown, MD homes with upcoming open houses - Real Estate for Sale in Chestertown, MD - ERA

46 of 46 results displayed

New
$10,000Active
0.55 Acres
Buck Neck Landing Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005586Listed by: ROSENDALE REALTY
New
$40,000Active
0.34 Acres
Tonopah Rd., CHESTERTOWN, MD 21620
MLS# MDKE2005564Listed by: THE HOGANS AGENCY
Coming Soon
$795,000Coming Soon
4 beds 4 baths
200 Washington Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005538Listed by: CROSS STREET REALTORS LLC
Coming Soon
$450,000Coming Soon
3 beds 2 baths
224 Valley Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005546Listed by: CROSS STREET REALTORS LLC
Open Sat, 11am to 1pm
$440,000Active
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
$12,675Pending
0.22 Acres
Elm Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005532Listed by: CROSS STREET REALTORS LLC
$175,000Active
4 beds 2 baths1,156 sq. ft.
141 Prospect St, CHESTERTOWN, MD 21620
MLS# MDKE2005504Listed by: CROSS STREET REALTORS LLC
$280,000Active
3 beds 2 baths1,280 sq. ft.
112 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005498Listed by: ENGEL & VOLKERS ANNAPOLIS
$325,000Active
1 beds 2 baths936 sq. ft.
108 S Kent St, CHESTERTOWN, MD 21620
MLS# MDKE2005496Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$325,000Active
3 beds 2 baths2,212 sq. ft.
205 Pine St, CHESTERTOWN, MD 21620
MLS# MDKE2005492Listed by: DAVIS REAL ESTATE, INC.
$15,000Active
0.34 Acres
Cogar Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005472Listed by: COMPASS
$209,900Active
3 beds 3 baths1,199 sq. ft.
304 Hilltop Ln, CHESTERTOWN, MD 21620
MLS# MDKE2005440Listed by: DOUG ASHLEY REALTORS, LLC
$184,900Active
2 beds 1 baths1,296 sq. ft.
234 N College Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005434Listed by: CUMMINGS & CO REALTORS
$815,000Active
2 beds 2 baths1,401 sq. ft.
209 Rivershore Rd, CHESTERTOWN, MD 21620
MLS# MDQA2013938Listed by: DOUGLAS REALTY LLC
$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
$648,750Active
4 beds 4 baths2,008 sq. ft.
206 S Water St, CHESTERTOWN, MD 21620
MLS# MDKE2005362Listed by: DOUG ASHLEY REALTORS, LLC
$480,000Pending
3 beds 2 baths1,820 sq. ft.
206 Barroll Dr, CHESTERTOWN, MD 21620
MLS# MDKE2005094Listed by: CROSS STREET REALTORS LLC
$240,000Active
2 beds 1 baths1,290 sq. ft.
624 High St, CHESTERTOWN, MD 21620
MLS# MDKE2005274Listed by: TESLA REALTY GROUP, LLC
$103,000Active
0.48 Acres
East St, CHESTERTOWN, MD 21620
MLS# MDQA2013494Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$575,000Active
3.01 Acres
136 Truslow Farm Ln, CHESTERTOWN, MD 21620
MLS# MDQA2013478Listed by: CHESAPEAKE REAL ESTATE ASSOCIATES, LLC
$3,000,000Pending
87.34 Acres
Cromwell Clark Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005156Listed by: THE LAND GROUP
$1,550,000Active
5 beds 4 baths4,167 sq. ft.
7961 Quaker Neck Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005090Listed by: COMPASS
$549,000Active
3 beds 2 baths1,961 sq. ft.
101 Birch Run Rd, CHESTERTOWN, MD 21620
MLS# MDKE2005088Listed by: CROSS STREET REALTORS LLC
$1,459,000Active
3 beds 3 baths2,315 sq. ft.
Little Harbor Way #1, CHESTERTOWN, MD 21620
MLS# MDKE2004992Listed by: GUNTHER-MCCLARY REAL ESTATE
$220,000Active
3 beds 3 baths1,200 sq. ft.
300 Hilltop Ln, CHESTERTOWN, MD 21620
MLS# MDKE2005004Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$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
$49,900Active
1.51 Acres
Cloquet Rd, CHESTERTOWN, MD 21620
MLS# MDKE2004960Listed by: BERKSHIRE HATHAWAY HOMESERVICES HOMESALE REALTY
$998,000Active
3 beds 4 baths
226 S Water St, CHESTERTOWN, MD 21620
MLS# MDKE2004940Listed by: GUNTHER-MCCLARY REAL ESTATE
$5,000Active
0.34 Acres
Towhee Rd, CHESTERTOWN, MD 21620
MLS# MDKE2004882Listed by: ASHLAND AUCTION GROUP LLC
$349,900Pending
3 beds 3 baths1,856 sq. ft.
110 Flying Cloud Court, CHESTERTOWN, MD 21620
MLS# MDKE2004850Listed by: BERKSHIRE HATHAWAY HOMESERVICES HOMESALE REALTY
$299,000Active
3 beds 2 baths1,224 sq. ft.
866 Washington Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005480Listed by: BRENTON REALTY GROUP
$299,000Active
3 beds -- baths1,224 sq. ft.
866 Washington Ave, CHESTERTOWN, MD 21620
MLS# MDKE2005460Listed by: BRENTON REALTY GROUP
$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
$759,000Active
3 beds 4 baths
212 Landing Ln, CHESTERTOWN, MD 21620
MLS# MDKE2004782Listed by: GUNTHER-MCCLARY REAL ESTATE
$495,000Active
3 beds 2 baths2,767 sq. ft.
116 Pine Chip Rd, CHESTERTOWN, MD 21620
MLS# MDQA2010882Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$569,000Active
2 beds 3 baths2,100 sq. ft.
103 Landing Ln, CHESTERTOWN, MD 21620
MLS# MDKE2004972Listed by: GUNTHER-MCCLARY REAL ESTATE
$725,000Active
3 beds 3 baths
117 N Water St #1a, CHESTERTOWN, MD 21620
MLS# MDKE2004206Listed by: GUNTHER-MCCLARY REAL ESTATE
$395,000Active
7 beds 4 baths3,664 sq. ft.
349 High St, CHESTERTOWN, MD 21620
MLS# MDKE2004076Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$212,000Active
1.95 Acres
Lot 9 Prestwick Dr, CHESTERTOWN, MD 21620
MLS# MDKE2003918Listed by: GUNTHER-MCCLARY REAL ESTATE
$399,000Active
2 beds 1 baths787 sq. ft.
117 Water St N #2a, CHESTERTOWN, MD 21620
MLS# MDKE2003742Listed by: GUNTHER-MCCLARY REAL ESTATE
$395,000Active
6 beds -- baths3,664 sq. ft.
349 & 351 High St, CHESTERTOWN, MD 21620
MLS# MDKE2003720Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY
$55,000Active
0.7 Acres
Map 36 Parcel 80 Watertower Rd, CHESTERTOWN, MD 21620
MLS# MDKE2003624Listed by: DOUG ASHLEY REALTORS, LLC
$8,000Active
0.42 Acres
Lot 24 & 25 Buck Neck Rd, CHESTERTOWN, MD 21620
MLS# MDKE2004828Listed by: DOUG ASHLEY REALTORS, LLC

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© 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.

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.