139 Properties Available
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- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/33 33
3 Beds 3 Baths 30,796 SqFt$440,000Active907 N MEADOWVIEW DR, Chestertown, MD 21620
MLS# MDKE2005540
Listed by Coldwell Banker Chesapeake Real Estate Company
Single Family Home
- 1/20 20
3 Beds 3 Baths 57,934 SqFt$549,000Active10165 JOHN CARVILL RD, Chestertown, MD 21620
MLS# MDKE2005476
Listed by Chesapeake Real Estate Associates, LLC
Single Family Home
- 1/7 7
3 Beds 1 Bath 87,120 SqFt$125,000Active5700 JOHNSONTOWN RD, Chestertown, MD 21620
MLS# MDKE2005562
Listed by Tesla Realty Group, LLC
Single Family Home
- 1/19 19
1 Bed 2 Baths 936 SqFt$315,000Price Dropped by $10K108 S KENT ST, Chestertown, MD 21620
MLS# MDKE2005496
Listed by Coldwell Banker Chesapeake Real Estate Company
Single Family Home
- 3D
3 Beds 3 Baths 47,045 SqFt$868,000Under Contract143 CHAR NOR MANOR BLVD, Chestertown, MD 21620
MLS# MDQA2014274
Listed by Redfin Corp
Single Family Home
- 1/20 20
3 Beds 2 Baths 3,000 SqFt$265,000Price Dropped by $15K112 METCALF RD, Chestertown, MD 21620
MLS# MDKE2005498
Listed by Engel & Volkers Annapolis
Single Family Home, Townhouse
- 1/54 54
3 Beds 3 Baths 3,935 SqFt$595,000Active251 DEVON DR, Chestertown, MD 21620
MLS# MDKE2005536
Listed by Doug Ashley Realtors, LLC
Single Family Home
- 1/3 3
2 Beds 1 Bath 1,296 SqFt$174,900Price Dropped by $10K234 N COLLEGE AVE, Chestertown, MD 21620
MLS# MDKE2005434
Listed by Cummings & Co Realtors
Single Family Home
- 1/45 45
2 Beds 2 Baths 14,000 SqFt$698,000Under Contract9194 N BAYVIEW AVE, Chestertown, MD 21620
MLS# MDKE2005488
Listed by Gunther-McClary Real Estate
Single Family Home
- 1/16 16
4 Beds 2 Baths 7,800 SqFt$167,000Price Dropped by $8K141 PROSPECT ST, Chestertown, MD 21620
MLS# MDKE2005504
Listed by Cross Street Realtors LLC
Single Family Home
- 1/31 31
3 Beds 2 Baths 21,780 SqFt$309,000Under Contract23370 LOVELY LN, Chestertown, MD 21620
MLS# MDKE2005510
Listed by Coldwell Banker Chesapeake Real Estate Company
Manufactured Home
- 1/23 23
3 Beds 2 Baths 2,212 SqFt$325,000Pending205 PINE ST, Chestertown, MD 21620
MLS# MDKE2005492
Listed by Davis Real Estate, Inc.
Single Family Home
- 1/62 62
2 Beds 2 Baths 1,401 SqFt$815,000Pending209 RIVERSHORE RD, Chestertown, MD 21620
MLS# MDQA2013938
Listed by Douglas Realty LLC
Single Family Home
- 1/31 31
3 Beds 3 Baths 2,028 SqFt$209,900Under Contract304 HILLTOP LN, Chestertown, MD 21620
MLS# MDKE2005440
Listed by Doug Ashley Realtors, LLC
Townhouse
- 1/59 59
4 Beds 3 Baths 15,216 SqFt$475,000Price Dropped by $24K165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
MLS# MDQA2013956
Listed by RE/MAX Executive
Single Family Home
- 1/51 51
4 Beds 4 Baths 2,008 SqFt$648,750Active206 S WATER ST, Chestertown, MD 21620
MLS# MDKE2005362
Listed by Doug Ashley Realtors, LLC
Single Family Home
- 1/15 15
3 Beds 3 Baths 1,600 SqFt$625,000Active26933 MALLARD RD, Chestertown, MD 21620
MLS# MDKE2005422
Listed by Coldwell Banker Chesapeake Real Estate Company
Single Family Home
- 1/42 42
3 Beds 1 Bath 8,750 SqFt$325,000Active134 CHAR NOR MANOR BLVD, Chestertown, MD 21620
MLS# MDQA2013988
Listed by Meredith Fine Properties
Single Family Home
- 1/23 23
3 Beds 2 Baths 1,588 SqFt$470,000Price Dropped by $25K201 BIRCH RUN RD, Chestertown, MD 21620
MLS# MDKE2005380
Listed by Coldwell Banker Chesapeake Real Estate Company
Single Family Home
- 1/30 30
5 Beds 4 Baths 924,779 SqFt$1,198,000Price Dropped by $99K300 HICKORY LN, Chestertown, MD 21620
MLS# MDQA2013388
Listed by Gunther-McClary Real Estate
Single Family Home
- 1/33 33
3 Beds 3 Baths 79,715 SqFt$797,000Active7514 MUIRFIELD DR, Chestertown, MD 21620
MLS# MDKE2005370
Listed by Gunther-McClary Real Estate
Single Family Home
- 1/35 35
3 Beds 2 Baths 1,820 SqFt$480,000Pending206 BARROLL DR, Chestertown, MD 21620
MLS# MDKE2005094
Listed by Cross Street Realtors LLC
Single Family Home
- 1/31 31
2 Beds 1 Bath 1,269 SqFt$195,000Under Contract21317 PERSIMMON DR, Chestertown, MD 21620
MLS# MDKE2005356
Listed by Doug Ashley Realtors, LLC
Townhouse
- 1/19 19
3 Beds 1 Bath 15,000 SqFt$300,000Under Contract925 ROUND TOP RD, Chestertown, MD 21620
MLS# MDQA2013044
Listed by TTR Sotheby's International Realty
Single Family Home

