Name: Open House - 11AM-1PM
Start: 2026-06-20T11:00:00.000Z
End: 2026-06-20T13:00:00.000Z
Location: 101 S MILL ST, Chestertown, MD 21620

1/39

Coming Soon

$515,000

2 Beds3 Baths1,476 SqFt

101 S MILL ST, Chestertown, MD 21620

MLS# MDKE2006674

Listed by Coldwell Banker Chesapeake Real Estate Company

7989 QUAKER NECK RD, Chestertown, MD 21620

1/90

Open Sat 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

25750 COLLINS AVE, Chestertown, MD 21620

1/50

Coming Soon

$468,000

3 Beds2 Baths3,262 SqFt

25750 COLLINS AVE, Chestertown, MD 21620

MLS# MDKE2006546

Listed by Doug Ashley Realtors, LLC

23264 CLARISSA RD, Chestertown, MD 21620

1/30

New

$365,000

3 Beds2 Baths1,248 SqFt

23264 CLARISSA RD, Chestertown, MD 21620

MLS# MDKE2006096

Listed by TTR Sotheby's International Realty

8796 MARYLAND PKWY, Chestertown, MD 21620

1/60

New

$1,650,000

9 Beds7 Baths4,776 SqFt

8796 MARYLAND PKWY, Chestertown, MD 21620

MLS# MDKE2006596

Listed by Coldwell Banker Chesapeake Real Estate Company

1/68

Pending

$869,900

4 Beds3 Baths2,877 SqFt

205 RIVER RD, Chestertown, MD 21620

MLS# MDQA2017560

Listed by Clark & Co 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

1/70

Active

$3,000,000

3 Beds4 Baths3,142 SqFt

25440 LEARMAN RD, Chestertown, MD 21620

MLS# MDKE2006468

Listed by TTR Sotheby's International Realty

1/37

Under Contract

3D

$457,500

3 Beds2 Baths1,664 SqFt

118 GRANT CT, Chestertown, MD 21620

MLS# MDQA2017356

Listed by RE/MAX Executive

956 WASHINGTON AVE, Chestertown, MD 21620

1/29

Active

$285,000

3 Beds1 Bath1,248 SqFt

956 WASHINGTON AVE, Chestertown, MD 21620

MLS# MDKE2006394

Listed by Doug Ashley Realtors, LLC

1/51

Price Dropped by $10K

3D

$389,000

3 Beds2 Baths1,120 SqFt

240 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2016900

Listed by Chesapeake Real Estate Associates, LLC

1/28

Under Contract

$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

Price Dropped by $7K

3D

$314,900

4 Beds2 Baths1,325 SqFt

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482

Listed by Redfin Corporation

1/48

Pending

$535,000

3 Beds3 Baths1,624 SqFt

9816 FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2006488

Listed by Long & Foster Real Estate, Inc.

1/57

Under Contract

$425,000

3 Beds3 Baths1,784 SqFt

215 FAIRVIEW DR, Chestertown, MD 21620

MLS# MDQA2017090

Listed by Long & Foster Real Estate, Inc.

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

1/43

Under Contract

$440,000

3 Beds3 Baths2,060 SqFt

704 TRUSLOW RD, Chestertown, MD 21620

MLS# MDQA2016632

Listed by RE/MAX Executive

1/28

Under Contract

$340,000

3 Beds2 Baths2,055 SqFt

202 WALDO DR, Chestertown, MD 21620

MLS# MDKE2006260

Listed by Doug Ashley Realtors, LLC

1/31

Active

$344,900

3 Beds2 Baths1,392 SqFt

109 WILTON RD, Chestertown, MD 21620

MLS# MDQA2016312

Listed by Chesapeake Real Estate Associates, LLC

1/51

Under Contract

$1,150,000

5 Beds3 Baths2,956 SqFt

231 RICHARD DR, Chestertown, MD 21620

MLS# MDKE2005900

Listed by TTR Sotheby's International Realty

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

34 Properties Available In 21620

101 S MILL ST, Chestertown, MD 21620

7989 QUAKER NECK RD, Chestertown, MD 21620

25750 COLLINS AVE, Chestertown, MD 21620

23264 CLARISSA RD, Chestertown, MD 21620

8796 MARYLAND PKWY, Chestertown, MD 21620

205 RIVER RD, Chestertown, MD 21620

213 BYFORD DR, Chestertown, MD 21620

25440 LEARMAN RD, Chestertown, MD 21620

118 GRANT CT, Chestertown, MD 21620

956 WASHINGTON AVE, Chestertown, MD 21620

240 MERGANSER DR, Chestertown, MD 21620

21363 LYNN LN, Chestertown, MD 21620

304 HADAWAY DR, Chestertown, MD 21620

9816 FAIRLEE RD, Chestertown, MD 21620

215 FAIRVIEW DR, Chestertown, MD 21620

103 SUTTON WAY, Chestertown, MD 21620

704 TRUSLOW RD, Chestertown, MD 21620

202 WALDO DR, Chestertown, MD 21620

109 WILTON RD, Chestertown, MD 21620

231 RICHARD DR, 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

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