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128 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- Coming Soon
$220,000
1 Bed1 Bath882 SqFt619 CANNON ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005050
Listed by Cross Street Realtors LLC
- 1/56 56Under Contract
$749,900
5 Beds3 Baths3,394 SqFt7988 ALDAN DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004966
Listed by Doug Ashley Realtors, LLC
- 1/38 38Price Dropped by $50K
$598,500
3 Beds3 Baths2,296 SqFt129 N QUEEN ST N, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004970
Listed by Select Land & Homes, LLC
- 1/52 52Under Contract
$795,000
4 Beds4 Baths4,401 SqFt211 DAVID DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005038
Listed by Coldwell Banker Chesapeake Real Estate Company
- 1/48 48Under Contract
$579,900
1 Bath1,148 SqFt5179 QUAKER NECK RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005028
Listed by Hyatt & Company Real Estate, LLC
- 1/87 87Active
$1,200,000
5 Beds6 Baths3,078 SqFt22153 1ST POINT RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004460
Listed by TTR Sotheby's International Realty
- 1/32 32Under Contract
$364,900
3 Beds3 Baths1,724 SqFt216 SILVER HEEL RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005024
Listed by CENTURY 21 New Millennium
- 1/27 27Under Contract
$289,000
3 Beds2 Baths1,248 SqFt1106 ROUND TOP RD, Chestertown, MD 21620
Manufactured Home
MLS# MDQA2012854
Listed by Cross Street Realtors LLC
- 1/22 22Under Contract
$485,000
2 Beds3 Baths1,476 SqFt101 S MILL ST, Chestertown, MD 21620
Single Family Home, Townhouse
MLS# MDKE2004984
Listed by Coldwell Banker Chesapeake Real Estate Company
- 1/51 51Pending
$385,000
3 Beds2 Baths1,296 SqFt8605 CAMP RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004952
Listed by RE/MAX Executive
- 1/37 37Pending
$285,000
3 Beds2 Baths1,232 SqFt7483 SHORTALL ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004948
Listed by RE/MAX Executive
- 1/33 33Price Dropped by $10K
$289,900
3 Beds1 Bath1,056 SqFt114 DARDEN RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2012808
Listed by FSBO Broker
- 1/22 22Price Dropped by $25K
$199,900
2 Beds1 Bath896 SqFt110 PHILOSOPHERS TER, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004982
Listed by Doug Ashley Realtors, LLC
- 1/57 57Active
$440,000
4 Beds2 Baths2,568 SqFt128 EDMORE RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2012546
Listed by Berkshire Hathaway HomeServices PenFed Realty
- 1/42 42Active
$319,000
4 Beds2 Baths1,404 SqFt306 CEDAR ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004954
Listed by Doug Ashley Realtors, LLC
- 1/47 47Price Dropped by $29K
$515,000
4 Beds4 Baths3,420 SqFt314 DEVON DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004946
Listed by The Parker Group
- 1/38 38Under Contract
$289,500
2 Beds4 Baths1,867 SqFt116 OAK LEAF DR, Chestertown, MD 21620
Townhouse
MLS# MDKE2004942
Listed by Doug Ashley Realtors, LLC
- 1/21 21Active
$998,000
3 Beds4 Baths3,782 Sqft Lot226 S WATER ST, Chestertown, MD 21620
Townhouse
MLS# MDKE2004940
Listed by Gunther-McClary Real Estate
- 1/32 32Under Contract
$789,000
3 Beds3 Baths2,204 SqFt308-A LANDING LN, Chestertown, MD 21620
Condo
MLS# MDKE2004928
Listed by Gunther-McClary Real Estate
- 1/26 26Active
$274,000
3 Beds1 Bath1,056 SqFt118 TUXEDO RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2012402
Listed by Doug Ashley Realtors, LLC
- 1/16 16Price Dropped by $17K
$249,900
2 Beds1 Bath912 SqFt21217 TEXAS AVE, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004902
Listed by RE/MAX Leading Edge
- 1/53 53Under Contract
$324,900
3 Beds2 Baths1,560 SqFt109 TAMARACK RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2012102
Listed by RE/MAX Executive
- 1/94 94Active
$885,000
3 Beds3 Baths4,023 SqFt24576 LANGFORD RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004906
Listed by Maryland Heritage Properties
- 1/20 20Active
$349,900
3 Beds3 Baths1,856 SqFt110 FLYING CLOUD COURT, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004850
Listed by Berkshire Hathaway HomeServices Homesale Realty