Name: Open House - 2PM-6PM
Start: 2026-06-23T14:00:00.000Z
End: 2026-06-23T18:00:00.000Z
Location: 103 METCALF RD, Chestertown, MD 21620

1/22

Open Thu 2PM-6PM

$259,900

3 Beds2 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446

Listed by Real Broker, LLC - Chester

1/39

New

$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

New

$247,000

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

Active

$119,895

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

$425,000

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

$385,000

5 Beds4 Baths2,534 SqFt

107 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006510

Listed by CENTURY 21 New Millennium

1/38

Price Dropped by $7K

3D

$314,900

4 Beds2 Baths1,325 SqFt

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482

Listed by Redfin Corporation

1/57

Price Dropped by $30K

$798,000

3 Beds5 Baths3,047 SqFt

407 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006496

Listed by Coldwell Banker Chesapeake Real Estate Company

1/65

Price Dropped by $20K

$399,900

3 Beds3 Baths1,944 SqFt

103 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006416

Listed by Coldwell Banker Chesapeake Real Estate Company

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

104 FLYING CLOUD DR, Chestertown, MD 21620

1/30

Price Dropped by $5K

$394,900

5 Beds4 Baths2,535 SqFt

104 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006212

Listed by Real Broker, LLC - Chester

1/28

Active

$225,000

3 Beds1 Bath1,200 SqFt

139 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006250

Listed by Redfin Corp

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

1/22

Price Dropped by $15K

$450,000

4 Beds3 Baths2,880 SqFt

110 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2005964

Listed by RE/MAX Advantage Realty

59 Properties Available In Chestertown

103 METCALF RD, 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

304 HADAWAY DR, Chestertown, MD 21620

407 HIGH ST, Chestertown, MD 21620

103 TRAFFORD DR, Chestertown, MD 21620

226 S WATER ST, Chestertown, MD 21620

103 SUTTON WAY, Chestertown, MD 21620

106 QUEEN ST S, Chestertown, MD 21620

104 FLYING CLOUD DR, Chestertown, MD 21620

139 PROSPECT ST, 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

110 TRAFFORD DR, Chestertown, MD 21620

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