Name: Open House - 2PM-6PM
Start: 2026-07-07T14:00:00.000Z
End: 2026-07-07T18:00:00.000Z
Location: 103 METCALF RD, Chestertown, MD 21620

1/19

New

$2,000

3 Beds1 Bath1,122 SqFt

351 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006734

Listed by Coldwell Banker Chesapeake Real Estate Company

105 N WATER ST #2, Chestertown, MD 21620

1/49

Active

$475,000

2 Beds2 Baths1,011 SqFt

105 N WATER ST #2, Chestertown, MD 21620

MLS# MDKE2006680

Listed by Northrop Realty

1/39

Active

$515,000

2 Beds3 Baths1,476 SqFt

101 S MILL ST, Chestertown, MD 21620

MLS# MDKE2006674

Listed by Coldwell Banker Chesapeake Real Estate Company

103 S LYNCHBURG ST, Chestertown, MD 21620

1/10

Active

$1,400

2 Beds2 Baths1,040 SqFt

103 S LYNCHBURG ST, Chestertown, MD 21620

MLS# MDKE2006688

Listed by Coldwell Banker Chesapeake Real Estate Company

1/27

Price Dropped by $7K

$239,900

3 Beds2 Baths1,280 SqFt

104 CONLEY DR, Chestertown, MD 21620

MLS# MDKE2006686

Listed by Cummings & Co. Realtors

1/26

Active

$284,900

3 Beds3 Baths1,900 SqFt

104 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006668

Listed by Cross Street Realtors LLC

234 N COLLEGE AVE, Chestertown, MD 21620

1/3

Price Dropped by $20K

$100,000

2 Beds1 Bath1,296 SqFt

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006670

Listed by Cummings & Co Realtors

1/6

Price Dropped by $10K

$89,900

3 Beds2 Baths2,210 SqFt

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626

Listed by ANR Realty, LLC

222 MOUNT VERNON AVE, Chestertown, MD 21620

1/29

Active

$2,950

4 Beds2 Baths1,656 SqFt

222 MOUNT VERNON AVE, Chestertown, MD 21620

MLS# MDKE2006624

Listed by Long & Foster Real Estate, Inc.

1/39

Active

$380,000

4 Beds2 Baths1,277 SqFt

213 BYFORD DR, Chestertown, MD 21620

MLS# MDKE2006026

Listed by Doug Ashley Realtors, LLC

1/15

Price Dropped by $25K

$399,900

2 Beds3 Baths1,518 SqFt

522 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006614

Listed by Benson & Mangold, LLC

102 FLYING CLOUD DR, Chestertown, MD 21620

1/41

Price Dropped by $10K

$329,900

3 Beds3 Baths1,896 SqFt

102 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006586

Listed by Long & Foster Real Estate, Inc.

128 N QUEEN ST #3, Chestertown, MD 21620

1/10

Active

$1,450

1 Bed1 Bath900 SqFt

128 N QUEEN ST #3, Chestertown, MD 21620

MLS# MDKE2006574

Listed by Brenton Realty Group

107 FLYING CLOUD DR, Chestertown, MD 21620

1/51

Price Dropped by $10K

$375,000

5 Beds4 Baths2,534 SqFt

107 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006510

Listed by CENTURY 21 New Millennium

1/15

Active

$2,600

3 Beds3 Baths2,612 SqFt

104 CEDAR ST, Chestertown, MD 21620

MLS# MDKE2006540

Listed by Coldwell Banker Chesapeake Real Estate Company

1/27

Active

$2,050

2 Beds2 Baths900 SqFt

104 MAPLE AVE #6, Chestertown, MD 21620

MLS# MDKE2006408

Listed by Real Broker, LLC - Annapolis

1/9

Active

$109,999

0.18 Acres

116 CROSS ST, Chestertown, MD 21620

MLS# MDKE2006420

Listed by Select Land & Homes, LLC

1/67

Price Dropped by $119K

$1,350,000

10,540 Sqft Lot

104 MAPLE AVE, Chestertown, MD 21620

MLS# MDKE2006386

Listed by Real Broker, LLC - Annapolis

1/22

Open Tue 2PM-6PM

$259,900

3 Beds2 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446

Listed by Real Broker, LLC - Chester

1/31

Active

$898,000

3 Beds4 Baths2,172 SqFt

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

1/39

Active

$1,300,000

2,076 Sqft Lot

327 CANNON ST, Chestertown, MD 21620

MLS# MDKE2006104

Listed by Gunther-McClary Real Estate

1/53

Active

$550,000

5 Beds4 Baths3,816 SqFt

103 SUTTON WAY, Chestertown, MD 21620

MLS# MDKE2006344

Listed by TTR Sotheby's International Realty

1/92

Active

$865,000

3 Beds4 Baths2,472 SqFt

106 QUEEN ST S, Chestertown, MD 21620

MLS# MDKE2006152

Listed by Chesapeake Real Estate Associates, LLC

302 PARK ROW #BASEMENT 2, Chestertown, MD 21620

1/7

Active

$395

302 PARK ROW #BASEMENT 2, Chestertown, MD 21620

MLS# MDKE2006180

Listed by Chesapeake Real Estate Associates, LLC

53 Properties Available In Chestertown

351 CALVERT ST, Chestertown, MD 21620

105 N WATER ST #2, Chestertown, MD 21620

101 S MILL ST, Chestertown, MD 21620

103 S LYNCHBURG ST, Chestertown, MD 21620

104 CONLEY DR, Chestertown, MD 21620

104 ACORN DR, Chestertown, MD 21620

234 N COLLEGE AVE, Chestertown, MD 21620

110 PROSPECT ST, Chestertown, MD 21620

222 MOUNT VERNON AVE, Chestertown, MD 21620

213 BYFORD DR, Chestertown, MD 21620

522 HIGH ST, Chestertown, MD 21620

102 FLYING CLOUD DR, Chestertown, MD 21620

128 N QUEEN ST #3, Chestertown, MD 21620

107 FLYING CLOUD DR, Chestertown, MD 21620

104 CEDAR ST, Chestertown, MD 21620

104 MAPLE AVE #6, Chestertown, MD 21620

116 CROSS ST, Chestertown, MD 21620

104 MAPLE AVE, Chestertown, MD 21620

103 METCALF RD, Chestertown, MD 21620

226 S WATER ST, Chestertown, MD 21620

327 CANNON ST, Chestertown, MD 21620

103 SUTTON WAY, Chestertown, MD 21620

106 QUEEN ST S, Chestertown, MD 21620

302 PARK ROW #BASEMENT 2, Chestertown, MD 21620

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