Name: Open House - 12PM-2PM
Start: 2026-05-02T12:00:00.000Z
End: 2026-05-02T14:00:00.000Z
Location: 205 RIVER RD, Chestertown, MD 21620

1/27

New

$2,050

2 Beds2 Baths900 SqFt

104 MAPLE AVE #6, Chestertown, MD 21620

MLS# MDKE2006408

Listed by Real Broker, LLC - Annapolis

1/66

New

$450,000

3 Beds3 Baths1,944 SqFt

103 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006416

Listed by Coldwell Banker Chesapeake Real Estate Company

1/36

New

$225,000

3 Beds3 Baths1,197 SqFt

301 HILLTOP LN, Chestertown, MD 21620

MLS# MDKE2006398

Listed by Chesapeake Real Estate Associates, LLC

1/9

New

$109,999

0.18 Acres

116 CROSS ST, Chestertown, MD 21620

MLS# MDKE2006420

Listed by Select Land & Homes, LLC

126 CHAR NOR MANOR BLVD, Chestertown, MD 21620

1/36

New

3D

$349,000

3 Beds2 Baths1,304 SqFt

126 CHAR NOR MANOR BLVD, Chestertown, MD 21620

MLS# MDQA2016812

Listed by RE/MAX Executive

24581 WILLOW OAK LN, Chestertown, MD 21620

1/29

New

$229,990

3 Beds2 Baths1,352 SqFt

24581 WILLOW OAK LN, Chestertown, MD 21620

MLS# MDKE2006342

Listed by Doug Ashley Realtors, LLC

1/67

New

$1,469,900

10,540 Sqft Lot

104 MAPLE AVE, Chestertown, MD 21620

MLS# MDKE2006386

Listed by Real Broker, LLC - Annapolis

1/28

Open Sat 12PM-2PM

$949,000

3 Beds3 Baths2,877 SqFt

205 RIVER RD, Chestertown, MD 21620

MLS# MDQA2016560

Listed by Clark & Co Realty, LLC

1/22

New

$259,900

3 Beds2 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446

Listed by Real Broker, LLC

1/26

Active

$1,520

2 Beds1 Bath800 SqFt

104 MAPLE AVE #3, Chestertown, MD 21620

MLS# MDKE2006392

Listed by Real Broker, LLC - Annapolis

1/40

Active

$296,000

2 Beds3 Baths1,864 SqFt

115 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006360

Listed by Chesapeake Real Estate Associates, LLC

128 N QUEEN ST #3, Chestertown, MD 21620

1/5

Active

$1,000

1 Bed1 Bath500 SqFt

128 N QUEEN ST #3, Chestertown, MD 21620

MLS# MDKE2006406

Listed by Brenton Realty Group

1/39

Active

$299,500

2 Beds3 Baths1,867 SqFt

108 OAK LEAF DR, Chestertown, MD 21620

MLS# MDKE2006224

Listed by Doug Ashley Realtors, LLC

1/7

Active

$320,000

3 Beds2 Baths1,232 SqFt

8706 ELM RD, Chestertown, MD 21620

MLS# MDKE2006390

Listed by Doug Ashley Realtors, LLC

1/31

Price Dropped by $16K

3D

$299,000

3 Beds1 Bath1,120 SqFt

208 CENTRAL DR, Chestertown, MD 21620

MLS# MDQA2016836

Listed by Redfin Corp

1/20

Active

$265,000

2 Beds1 Bath912 SqFt

21217 TEXAS AVE, Chestertown, MD 21620

MLS# MDKE2006364

Listed by RE/MAX Leading Edge

1/32

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

104 FLYING CLOUD DR, Chestertown, MD 21620

1/30

Active

$399,900

5 Beds4 Baths2,535 SqFt

104 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006212

Listed by Real Broker, LLC

1/92

Open Fri 5PM-7PM

$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

1/56

Open Sun 12PM-2PM

$524,900

3 Beds3 Baths2,268 SqFt

101 COLEMAN DR, Chestertown, MD 21620

MLS# MDQA2016624

Listed by Coldwell Banker Chesapeake Real Estate Company

1/28

Active

$225,000

3 Beds1 Bath1,200 SqFt

139 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006250

Listed by Redfin Corp

108 Properties Available In Chestertown

104 MAPLE AVE #6, Chestertown, MD 21620

103 TRAFFORD DR, Chestertown, MD 21620

301 HILLTOP LN, Chestertown, MD 21620

116 CROSS ST, Chestertown, MD 21620

126 CHAR NOR MANOR BLVD, Chestertown, MD 21620

24581 WILLOW OAK LN, Chestertown, MD 21620

104 MAPLE AVE, Chestertown, MD 21620

205 RIVER RD, Chestertown, MD 21620

103 METCALF RD, Chestertown, MD 21620

104 MAPLE AVE #3, Chestertown, MD 21620

115 ACORN DR, Chestertown, MD 21620

128 N QUEEN ST #3, Chestertown, MD 21620

108 OAK LEAF DR, Chestertown, MD 21620

8706 ELM RD, Chestertown, MD 21620

208 CENTRAL DR, Chestertown, MD 21620

21217 TEXAS AVE, Chestertown, MD 21620

226 S WATER ST, Chestertown, MD 21620

327 CANNON ST, Chestertown, MD 21620

103 SUTTON WAY, Chestertown, MD 21620

104 FLYING CLOUD DR, Chestertown, MD 21620

106 QUEEN ST S, Chestertown, MD 21620

302 PARK ROW #BASEMENT 2, Chestertown, MD 21620

101 COLEMAN DR, Chestertown, MD 21620

139 PROSPECT ST, Chestertown, MD 21620

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