Name: Open House - 10AM-1PM
Start: 2026-05-30T10:00:00.000Z
End: 2026-05-30T13:00:00.000Z
Location: 407 HIGH ST, Chestertown, MD 21620

1/58

Open 5/30 10AM-1PM

$828,000

3 Beds5 Baths3,047 SqFt

407 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006496

Listed by Coldwell Banker Chesapeake Real Estate Company

1/16

Open Sun 1PM-3PM

$299,000

3 Beds1 Bath1,120 SqFt

208 CENTRAL DR, Chestertown, MD 21620

MLS# MDQA2016836

Listed by Redfin Corp

1/31

Open Sat 10AM-2PM

$898,000

3 Beds4 Baths2,172 SqFt

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

1/92

Open Sat 11AM-2PM

$865,000

3 Beds4 Baths2,472 SqFt

106 QUEEN ST S, Chestertown, MD 21620

MLS# MDKE2006152

Listed by Chesapeake Real Estate Associates, LLC

1/45

Open 5/16 10AM-12PM

$510,000

5 Beds4 Baths3,932 SqFt

218 CAMELOT DR, Chestertown, MD 21620

MLS# MDKE2005982

Listed by Coldwell Banker Realty

1/48

Open 5/16 10AM-12PM

$1,295,500

5 Beds5 Baths3,243 SqFt

105 HIGH ST, Chestertown, MD 21620

MLS# MDKE2005890

Listed by Coldwell Banker Chesapeake Real Estate Company

7989 QUAKER NECK RD, Chestertown, MD 21620

1/90

Open Sun 11AM-1PM

3D

$2,200,000

5 Beds5 Baths4,305 SqFt

7989 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2005590

Listed by Coldwell Banker Chesapeake Real Estate Company

107 FLYING CLOUD DR, Chestertown, MD 21620

1/51

New

$395,000

5 Beds4 Baths2,534 SqFt

107 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006510

Listed by CENTURY 21 New Millennium

1/34

New

$384,000

3 Beds2 Baths1,512 SqFt

23416 CLOQUET RD, Chestertown, MD 21620

MLS# MDKE2006486

Listed by Coldwell Banker Chesapeake Real Estate Company

1/28

New

$205,000

3 Beds1 Bath1,314 SqFt

21363 LYNN LN, Chestertown, MD 21620

MLS# MDKE2006556

Listed by Coldwell Banker Chesapeake Real Estate Company

1/38

New

3D

$329,900

4 Beds2 Baths1,325 SqFt

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482

Listed by Redfin Corporation

Coming Soon

$215,000

3 Beds1 Bath1,373 SqFt

100 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006544

Listed by Real Broker, LLC

8629 AIRY HILL RD, Chestertown, MD 21620

1/10

Coming Soon

$425,000

3 Beds2 Baths1,440 SqFt

8629 AIRY HILL RD, Chestertown, MD 21620

MLS# MDKE2006526

Listed by Keller Williams Realty

214 SILVER HEEL RD, Chestertown, MD 21620

1/26

New

$350,000

4 Beds3 Baths1,972 SqFt

214 SILVER HEEL RD, Chestertown, MD 21620

MLS# MDKE2006498

Listed by Cross Street Realtors LLC

1/48

New

$535,000

3 Beds3 Baths1,624 SqFt

9816 FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2006488

Listed by Long & Foster Real Estate, Inc.

Coming Soon

$525,000

3 Beds2 Baths1,785 SqFt

110 S QUEEN ST, Chestertown, MD 21620

MLS# MDKE2006520

Listed by Cross Street Realtors LLC

1/29

Coming Soon

$499,000

3 Beds2 Baths1,817 SqFt

1014 TWIN CT, Chestertown, MD 21620

MLS# MDKE2006516

Listed by Cross Street Realtors LLC

1/18

New

$179,000

2 Beds2 Baths1,082 SqFt

144 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006494

Listed by Doug Ashley Realtors, LLC

1/66

Price Dropped by $30K

$419,900

3 Beds3 Baths1,944 SqFt

103 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006416

Listed by Coldwell Banker Chesapeake Real Estate Company

1/72

Price Dropped by $20K

$899,500

4 Beds3 Baths2,877 SqFt

205 RIVER RD, Chestertown, MD 21620

MLS# MDQA2016560

Listed by Clark & Co Realty, LLC

1/22

Active

$259,900

3 Beds2 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446

Listed by Real Broker, LLC

1/40

Pending

$296,000

2 Beds3 Baths1,864 SqFt

115 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006360

Listed by Chesapeake Real Estate Associates, LLC

25475 TURNBERRY CT, Chestertown, MD 21620

1/79

Pending

$867,000

4 Beds4 Baths4,145 SqFt

25475 TURNBERRY CT, Chestertown, MD 21620

MLS# MDKE2006350

Listed by Taylor Properties

1/7

Active

$320,000

3 Beds2 Baths1,232 SqFt

8706 ELM RD, Chestertown, MD 21620

MLS# MDKE2006390

Listed by Doug Ashley Realtors, LLC

115 Properties Available In 21620

407 HIGH ST, Chestertown, MD 21620

208 CENTRAL DR, Chestertown, MD 21620

226 S WATER ST, Chestertown, MD 21620

106 QUEEN ST S, Chestertown, MD 21620

218 CAMELOT DR, Chestertown, MD 21620

105 HIGH ST, Chestertown, MD 21620

7989 QUAKER NECK RD, Chestertown, MD 21620

107 FLYING CLOUD DR, Chestertown, MD 21620

23416 CLOQUET RD, Chestertown, MD 21620

21363 LYNN LN, Chestertown, MD 21620

304 HADAWAY DR, Chestertown, MD 21620

100 PROSPECT ST, Chestertown, MD 21620

8629 AIRY HILL RD, Chestertown, MD 21620

214 SILVER HEEL RD, Chestertown, MD 21620

9816 FAIRLEE RD, Chestertown, MD 21620

110 S QUEEN ST, Chestertown, MD 21620

1014 TWIN CT, Chestertown, MD 21620

144 PROSPECT ST, Chestertown, MD 21620

103 TRAFFORD DR, Chestertown, MD 21620

205 RIVER RD, Chestertown, MD 21620

103 METCALF RD, Chestertown, MD 21620

115 ACORN DR, Chestertown, MD 21620

25475 TURNBERRY CT, Chestertown, MD 21620

8706 ELM RD, Chestertown, MD 21620

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