Name: Open House - 11AM-3PM
Start: 2026-07-12T11:00:00.000Z
End: 2026-07-12T15:00:00.000Z
Location: 103 METCALF RD, Chestertown, MD 21620

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

1/70

Open Sat 11AM-1PM

$499,999

2 Beds3 Baths2,100 SqFt

103 LANDING LN, Chestertown, MD 21620

MLS# MDKE2005670

Listed by Coldwell Banker Chesapeake Real Estate Company

1/9

New

$155,000

3 Beds2 Baths1,192 SqFt

409 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006794

Listed by Chesapeake Real Estate Associates, LLC

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

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 $10K

$90,000

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

$79,900

3 Beds2 Baths2,210 SqFt

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626

Listed by ANR Realty, LLC

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.

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

1/31

Active

$898,000

3 Beds4 Baths2,172 SqFt

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

1/53

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

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

1/73

Active

$1,600,000

7 Beds5 Baths5,400 SqFt

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

MLS# MDKE2006158

Listed by TTR Sotheby's International Realty

117 WATER ST N #1A, Chestertown, MD 21620

1/46

Active

$685,000

3 Beds3 Baths3,000 SqFt

117 WATER ST N #1A, Chestertown, MD 21620

MLS# MDKE2006162

Listed by TTR Sotheby's International Realty

117 WATER ST N #2A, Chestertown, MD 21620

1/24

Active

$375,000

2 Beds1 Bath787 SqFt

117 WATER ST N #2A, Chestertown, MD 21620

MLS# MDKE2006166

Listed by TTR Sotheby's International Realty

117 WATER ST N #2B, Chestertown, MD 21620

1/23

Active

$350,000

1 Bed1 Bath850 SqFt

117 WATER ST N #2B, Chestertown, MD 21620

MLS# MDKE2006168

Listed by TTR Sotheby's International Realty

117 WATER ST N #1B, Chestertown, MD 21620

1/20

Active

$200,000

1 Bed1 Bath700 SqFt

117 WATER ST N #1B, Chestertown, MD 21620

MLS# MDKE2006164

Listed by TTR Sotheby's International Realty

1/45

Price Dropped by $10K

$499,999

5 Beds4 Baths3,932 SqFt

218 CAMELOT DR, Chestertown, MD 21620

MLS# MDKE2005982

Listed by Coldwell Banker Realty

1/22

Active

$1,099,900

4 Beds4 Baths2,784 SqFt

#25 LANDING LN, Chestertown, MD 21620

MLS# MDKE2005954

Listed by Gunther-McClary Real Estate

102 LITTLE HARBOR WAY, Chestertown, MD 21620

1/23

Active

$839,500

3 Beds3 Baths1,964 SqFt

102 LITTLE HARBOR WAY, Chestertown, MD 21620

MLS# MDKE2005950

Listed by Gunther-McClary Real Estate

51 Properties Available In Chestertown

103 METCALF RD, Chestertown, MD 21620

103 LANDING LN, Chestertown, MD 21620

409 CALVERT ST, Chestertown, MD 21620

105 N WATER ST #2, Chestertown, MD 21620

101 S MILL 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

213 BYFORD DR, Chestertown, MD 21620

522 HIGH ST, Chestertown, MD 21620

102 FLYING CLOUD DR, Chestertown, MD 21620

107 FLYING CLOUD DR, Chestertown, MD 21620

226 S WATER ST, Chestertown, MD 21620

103 SUTTON WAY, Chestertown, MD 21620

106 QUEEN ST S, Chestertown, MD 21620

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

117 WATER ST N #1A, Chestertown, MD 21620

117 WATER ST N #2A, Chestertown, MD 21620

117 WATER ST N #2B, Chestertown, MD 21620

117 WATER ST N #1B, Chestertown, MD 21620

218 CAMELOT DR, Chestertown, MD 21620

#25 LANDING LN, Chestertown, MD 21620

102 LITTLE HARBOR WAY, Chestertown, MD 21620

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