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- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
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- Any
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- Any
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130 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/19 193 Beds 3 Baths 2,315 SqFt$1,459,000Active
LITTLE HARBOR WAY #1, Chestertown, MD 21620
MLS# MDKE2004992
Listed by Gunther-McClary Real Estate
Single Family Home
- 1/51 513 Beds 2 Baths 1,296 SqFt$385,000Pending
- 1/37 373 Beds 2 Baths 1,232 SqFt$285,000Pending
7483 SHORTALL ST, Chestertown, MD 21620
MLS# MDKE2004948
Listed by RE/MAX Executive
Single Family Home
- 1/33 333 Beds 1 Bath 1,056 SqFt$289,900Price Dropped by $10K
- 1/19 193 Beds 3 Baths 1,200 SqFt$235,000Active
300 HILLTOP LN, Chestertown, MD 21620
MLS# MDKE2005004
Listed by Coldwell Banker Chesapeake Real Estate Company
Townhouse
- 1/41 412 Beds 3 Baths 2,100 SqFt$579,000Active
- 1/22 222 Beds 1 Bath 896 SqFt$199,900Price Dropped by $25K
110 PHILOSOPHERS TER, Chestertown, MD 21620
MLS# MDKE2004982
Listed by Doug Ashley Realtors, LLC
Single Family Home
- 1/57 574 Beds 2 Baths 2,568 SqFt$440,000Active
128 EDMORE RD, Chestertown, MD 21620
MLS# MDQA2012546
Listed by Berkshire Hathaway HomeServices PenFed Realty
Single Family Home
- 1/42 424 Beds 2 Baths 1,404 SqFt$319,000Active
306 CEDAR ST, Chestertown, MD 21620
MLS# MDKE2004954
Listed by Doug Ashley Realtors, LLC
Single Family Home
- 1/47 474 Beds 4 Baths 3,420 SqFt$515,000Price Dropped by $29K
- 1/38 382 Beds 4 Baths 1,867 SqFt$289,500Under Contract
116 OAK LEAF DR, Chestertown, MD 21620
MLS# MDKE2004942
Listed by Doug Ashley Realtors, LLC
Townhouse
- 1/21 213 Beds 4 Baths 3,782 Sqft Lot$998,000Active
226 S WATER ST, Chestertown, MD 21620
MLS# MDKE2004940
Listed by Gunther-McClary Real Estate
Townhouse
- 1/32 323 Beds 3 Baths 2,204 SqFt$789,000Under Contract
308-A LANDING LN, Chestertown, MD 21620
MLS# MDKE2004928
Listed by Gunther-McClary Real Estate
Condo
- 1/26 263 Beds 1 Bath 1,056 SqFt$274,000Active
118 TUXEDO RD, Chestertown, MD 21620
MLS# MDQA2012402
Listed by Doug Ashley Realtors, LLC
Single Family Home
- 1/16 162 Beds 1 Bath 912 SqFt$249,900Price Dropped by $17K
21217 TEXAS AVE, Chestertown, MD 21620
MLS# MDKE2004902
Listed by RE/MAX Leading Edge
Single Family Home
- 1/53 533 Beds 2 Baths 1,560 SqFt$324,900Under Contract
109 TAMARACK RD, Chestertown, MD 21620
MLS# MDQA2012102
Listed by RE/MAX Executive
Single Family Home
- 1/23 233 Beds 2 Baths 1,402 SqFt$345,000Pending
505 N KENT ST, Chestertown, MD 21620
MLS# MDKE2004864
Listed by Rock Hall Properties Real Estate
Single Family Home
- 1/91 913 Beds 3 Baths 4,023 SqFt$885,000Active
24576 LANGFORD RD, Chestertown, MD 21620
MLS# MDKE2004906
Listed by Maryland Heritage Properties
Single Family Home
- 1/19 193 Beds 2 Baths 1,140 SqFt$236,000Pending
107 CHESTER ARMS DR, Chestertown, MD 21620
MLS# MDKE2004904
Listed by Cross Street Realtors LLC
Single Family Home, Townhouse
- 1/20 203 Beds 3 Baths 1,856 SqFt$349,900Active
110 FLYING CLOUD COURT, Chestertown, MD 21620
MLS# MDKE2004850
Listed by Berkshire Hathaway HomeServices Homesale Realty
Single Family Home
- 1/19 193 Beds 3 Baths 0.35 Acres Lot$329,900Active
10578 TONOPAH RD, Chestertown, MD 21620
MLS# MDKE2004894
Listed by RE/MAX Executive
Single Family Home
- 1/53 533 Beds 3 Baths 1,648 SqFt$485,000Under Contract
123 BURCHARD SAWMILL RD, Chestertown, MD 21620
MLS# MDQA2012234
Listed by EXP Realty, LLC
Single Family Home
- 1/66 665 Beds 8 Baths 9,852 SqFt$5,500,000Under Contract
23620 LANDS END RD, Chestertown, MD 21620
MLS# MDKE2004760
Listed by Cross Street Realtors LLC
Single Family Home
- 1/25 253 Beds 2 Baths 1,811 SqFt$399,000Pending
- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
130 Properties Available
- Default
- Baths (Most)
- Beds (Most)
- Newest Listings
- Square Feet (Biggest)
- Price-High To Low
- Price-Low To High
- 1/19 193 Beds 3 Baths 2,315 SqFt$1,459,000Active
LITTLE HARBOR WAY #1, Chestertown, MD 21620
MLS# MDKE2004992
Listed by Gunther-McClary Real Estate
Single Family Home
- 1/51 513 Beds 2 Baths 1,296 SqFt$385,000Pending
- 1/37 373 Beds 2 Baths 1,232 SqFt$285,000Pending
7483 SHORTALL ST, Chestertown, MD 21620
MLS# MDKE2004948
Listed by RE/MAX Executive
Single Family Home
- 1/33 333 Beds 1 Bath 1,056 SqFt$289,900Price Dropped by $10K
- 1/19 193 Beds 3 Baths 1,200 SqFt$235,000Active
300 HILLTOP LN, Chestertown, MD 21620
MLS# MDKE2005004
Listed by Coldwell Banker Chesapeake Real Estate Company
Townhouse
- 1/41 412 Beds 3 Baths 2,100 SqFt$579,000Active
- 1/22 222 Beds 1 Bath 896 SqFt$199,900Price Dropped by $25K
110 PHILOSOPHERS TER, Chestertown, MD 21620
MLS# MDKE2004982
Listed by Doug Ashley Realtors, LLC
Single Family Home
- 1/57 574 Beds 2 Baths 2,568 SqFt$440,000Active
128 EDMORE RD, Chestertown, MD 21620
MLS# MDQA2012546
Listed by Berkshire Hathaway HomeServices PenFed Realty
Single Family Home
- 1/42 424 Beds 2 Baths 1,404 SqFt$319,000Active
306 CEDAR ST, Chestertown, MD 21620
MLS# MDKE2004954
Listed by Doug Ashley Realtors, LLC
Single Family Home
- 1/47 474 Beds 4 Baths 3,420 SqFt$515,000Price Dropped by $29K
- 1/38 382 Beds 4 Baths 1,867 SqFt$289,500Under Contract
116 OAK LEAF DR, Chestertown, MD 21620
MLS# MDKE2004942
Listed by Doug Ashley Realtors, LLC
Townhouse
- 1/21 213 Beds 4 Baths 3,782 Sqft Lot$998,000Active
226 S WATER ST, Chestertown, MD 21620
MLS# MDKE2004940
Listed by Gunther-McClary Real Estate
Townhouse
- 1/32 323 Beds 3 Baths 2,204 SqFt$789,000Under Contract
308-A LANDING LN, Chestertown, MD 21620
MLS# MDKE2004928
Listed by Gunther-McClary Real Estate
Condo
- 1/26 263 Beds 1 Bath 1,056 SqFt$274,000Active
118 TUXEDO RD, Chestertown, MD 21620
MLS# MDQA2012402
Listed by Doug Ashley Realtors, LLC
Single Family Home
- 1/16 162 Beds 1 Bath 912 SqFt$249,900Price Dropped by $17K
21217 TEXAS AVE, Chestertown, MD 21620
MLS# MDKE2004902
Listed by RE/MAX Leading Edge
Single Family Home
- 1/53 533 Beds 2 Baths 1,560 SqFt$324,900Under Contract
109 TAMARACK RD, Chestertown, MD 21620
MLS# MDQA2012102
Listed by RE/MAX Executive
Single Family Home
- 1/23 233 Beds 2 Baths 1,402 SqFt$345,000Pending
505 N KENT ST, Chestertown, MD 21620
MLS# MDKE2004864
Listed by Rock Hall Properties Real Estate
Single Family Home
- 1/91 913 Beds 3 Baths 4,023 SqFt$885,000Active
24576 LANGFORD RD, Chestertown, MD 21620
MLS# MDKE2004906
Listed by Maryland Heritage Properties
Single Family Home
- 1/19 193 Beds 2 Baths 1,140 SqFt$236,000Pending
107 CHESTER ARMS DR, Chestertown, MD 21620
MLS# MDKE2004904
Listed by Cross Street Realtors LLC
Single Family Home, Townhouse
- 1/20 203 Beds 3 Baths 1,856 SqFt$349,900Active
110 FLYING CLOUD COURT, Chestertown, MD 21620
MLS# MDKE2004850
Listed by Berkshire Hathaway HomeServices Homesale Realty
Single Family Home
- 1/19 193 Beds 3 Baths 0.35 Acres Lot$329,900Active
10578 TONOPAH RD, Chestertown, MD 21620
MLS# MDKE2004894
Listed by RE/MAX Executive
Single Family Home
- 1/53 533 Beds 3 Baths 1,648 SqFt$485,000Under Contract
123 BURCHARD SAWMILL RD, Chestertown, MD 21620
MLS# MDQA2012234
Listed by EXP Realty, LLC
Single Family Home
- 1/66 665 Beds 8 Baths 9,852 SqFt$5,500,000Under Contract
23620 LANDS END RD, Chestertown, MD 21620
MLS# MDKE2004760
Listed by Cross Street Realtors LLC
Single Family Home
- 1/25 253 Beds 2 Baths 1,811 SqFt$399,000Pending
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