- 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
140 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
5 Beds5 Baths3,243 SqFt1/52 52Active$1,395,500
105 HIGH ST, Chestertown, MD 21620
MLS# MDKE2005002
Listed by Coldwell Banker Chesapeake Real Estate Company
2 Beds1 Bath896 SqFt1/22 22Under Contract$199,900
110 PHILOSOPHERS TER, Chestertown, MD 21620
MLS# MDKE2004982
Listed by Doug Ashley Realtors, LLC
4 Beds2 Baths2,568 SqFt1/59 59Active$425,000
128 EDMORE RD, Chestertown, MD 21620
MLS# MDQA2012546
Listed by Berkshire Hathaway HomeServices PenFed Realty
4 Beds4 Baths3,420 SqFt1/45 45Under Contract
3 Beds4 Baths3,782 Sqft Lot1/22 22Active$998,000
226 S WATER ST, Chestertown, MD 21620
MLS# MDKE2004940
Listed by Gunther-McClary Real Estate
3 Beds1 Bath1,056 SqFt1/26 26Active
2 Beds1 Bath912 SqFt1/16 16Price Dropped by $17K
3 Beds3 Baths4,023 SqFt1/52 52Price Dropped by $40K$845,000
24576 LANGFORD RD, Chestertown, MD 21620
MLS# MDKE2004906
Listed by Maryland Heritage Properties
3 Beds3 Baths1,856 SqFt1/17 17Active$349,900
110 FLYING CLOUD COURT, Chestertown, MD 21620
MLS# MDKE2004850
Listed by Berkshire Hathaway HomeServices Homesale Realty
5 Beds8 Baths9,852 SqFt1/66 66Pending$5,500,000
23620 LANDS END RD, Chestertown, MD 21620
MLS# MDKE2004760
Listed by Cross Street Realtors LLC
3 Beds2 Baths1,392 SqFt1/30 30Active$349,900
109 WILTON RD, Chestertown, MD 21620
MLS# MDQA2011782
Listed by Chesapeake Real Estate Associates, LLC
3 Beds2 Baths1,380 SqFt1/23 23Active
4 Beds4 Baths3,684 SqFt1/66 66Price Dropped by $19K$679,000
11040 KYLIE LN, Chestertown, MD 21620
MLS# MDKE2004586
Listed by Coldwell Banker Chesapeake Real Estate Company
3 Beds2 Baths3,280 SqFt1/55 55Pending
4 Beds3 Baths3,355 SqFt1/49 49Under Contract$950,000
26865 MALLARD RD, Chestertown, MD 21620
MLS# MDKE2004550
Listed by TTR Sotheby's International Realty
3 Beds4 Baths4,446 SqFt1/44 44Price Dropped by $100K$1,350,000
23393 CACAWAY FARM LN, Chestertown, MD 21620
MLS# MDKE2004002
Listed by Gunther-McClary Real Estate
3 Beds2 Baths2,767 SqFt1/35 35Active$515,000
116 PINE CHIP RD, Chestertown, MD 21620
MLS# MDQA2010882
Listed by Coldwell Banker Chesapeake Real Estate Company
3 Beds3 Baths1/28 28Active$725,000
117 N WATER ST #1A, Chestertown, MD 21620
MLS# MDKE2004206
Listed by Gunther-McClary Real Estate
7 Beds4 Baths3,664 SqFt1/33 33Active$395,000
349 HIGH ST, Chestertown, MD 21620
MLS# MDKE2004076
Listed by Coldwell Banker Chesapeake Real Estate Company
2 Beds1 Bath787 SqFt1/28 28Active$399,000
117 WATER ST N #2A, Chestertown, MD 21620
MLS# MDKE2003742
Listed by Gunther-McClary Real Estate
1 Bed1 Bath652 SqFt1/24 24Price Dropped by $48K$299,900
117 N WATER ST N #3B, Chestertown, MD 21620
MLS# MDKE2003722
Listed by Gunther-McClary Real Estate
3 Beds4 Baths2,592 Sqft Lot1/23 23Price Dropped by $52K$898,000
228 S WATER ST, Chestertown, MD 21620
MLS# MDKE2001612
Listed by Gunther-McClary Real Estate
1.01 Acres1/3 3Pending
3 Beds2 Baths1,280 SqFt1/19 19Coming Soon$1,700
114 CONLEY DR, Chestertown, MD 21620
MLS# MDKE2005304
Listed by Chesapeake Real Estate Associates, LLC