Name: Open House - 11AM-1PM
Start: 2026-08-08T11:00:00.000Z
End: 2026-08-08T13:00:00.000Z
Location: 226 S WATER ST, Chestertown, MD 21620

1/31

Open Sat 11AM-1PM

$898,000

3 Beds4 Baths2,172 SqFt

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

1/25

New

$375,000

4 Beds2 Baths1,476 SqFt

1010 TWIN CT, Chestertown, MD 21620

MLS# MDKE2006874

Listed by Kevin Dey Realty

1/54

New

3D

$349,000

3 Beds2 Baths1,792 SqFt

123 HEATH RD, Chestertown, MD 21620

MLS# MDQA2017994

Listed by Chesapeake Real Estate Associates, LLC

1/24

New

3D

$240,000

3 Beds1 Bath1,140 SqFt

107 CONLEY DR, Chestertown, MD 21620

MLS# MDKE2006828

Listed by Benson & Mangold, LLC

21146 MONTANA AVE, Chestertown, MD 21620

1/56

New

$289,900

2 Beds2 Baths1,500 SqFt

21146 MONTANA AVE, Chestertown, MD 21620

MLS# MDKE2006858

Listed by Cross Street Realtors LLC

8312 BROAD NECK RD, Chestertown, MD 21620

1/47

New

$380,000

3 Beds2 Baths3,292 SqFt

8312 BROAD NECK RD, Chestertown, MD 21620

MLS# MDKE2006854

Listed by Pearson Smith Realty, LLC

1/74

New

$824,900

5 Beds4 Baths4,353 SqFt

8999 ORCHARD DR, Chestertown, MD 21620

MLS# MDKE2006786

Listed by Coldwell Banker Chesapeake Real Estate Company

1/10

Active

$259,900

3 Beds2 Baths1,280 SqFt

115 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006826

Listed by Real Broker, LLC - Chester

21324 PERSIMMON DR, Chestertown, MD 21620

1/21

Price Dropped by $10K

3D

$189,000

2 Beds1 Bath1,232 SqFt

21324 PERSIMMON DR, Chestertown, MD 21620

MLS# MDKE2006816

Listed by Benson & Mangold, LLC

1/34

Active

$325,000

4 Beds2 Baths2,198 SqFt

200 MANOR AVE, Chestertown, MD 21620

MLS# MDKE2006808

Listed by TTR Sotheby's International Realty

1/10

Active

$264,900

3 Beds2 Baths3,920 Sqft Lot

121 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006678

Listed by Real Broker, LLC - Chester

10720 FORESTON RD, Chestertown, MD 21620

1/42

Active

$335,000

3 Beds2 Baths1,412 SqFt

10720 FORESTON RD, Chestertown, MD 21620

MLS# MDKE2006800

Listed by Compass

1/9

Active

$155,000

3 Beds2 Baths1,192 SqFt

409 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006794

Listed by Chesapeake Real Estate Associates, LLC

7680 COUNTRY CLUB LN, Chestertown, MD 21620

1/43

Active

$885,000

5 Beds4 Baths2,639 SqFt

7680 COUNTRY CLUB LN, Chestertown, MD 21620

MLS# MDKE2006758

Listed by Gunther-McClary Real Estate

1/20

Active

$344,000

3 Beds2 Baths1,216 SqFt

9126 FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2006764

Listed by Chesapeake Real Estate Associates, LLC

896 WASHINGTON AVE, Chestertown, MD 21620

1/34

Active

$325,000

3 Beds1 Bath1,000 SqFt

896 WASHINGTON AVE, Chestertown, MD 21620

MLS# MDKE2006750

Listed by Coldwell Banker Chesapeake Real Estate Company

25750 COLLINS AVE, Chestertown, MD 21620

1/50

Active

$468,000

3 Beds2 Baths3,262 SqFt

25750 COLLINS AVE, Chestertown, MD 21620

MLS# MDKE2006546

Listed by Doug Ashley Realtors, LLC

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

Price Dropped by $9K

$275,000

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 $5K

$85,000

2 Beds1 Bath1,296 SqFt

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006670

Listed by Cummings & Co Realtors

8796 MARYLAND PKWY, Chestertown, MD 21620

1/60

Price Dropped by $155K

$1,495,000

9 Beds7 Baths4,776 SqFt

8796 MARYLAND PKWY, Chestertown, MD 21620

MLS# MDKE2006596

Listed by Coldwell Banker Chesapeake Real Estate Company

1/6

Price Dropped by $10K

$59,900

3 Beds2 Baths2,210 SqFt

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626

Listed by ANR Realty, LLC

1/54

Price Dropped by $20K

$429,900

4 Beds3 Baths2,160 SqFt

10781 FERMOY RD, Chestertown, MD 21620

MLS# MDKE2006640

Listed by Real Broker, LLC - Chester

1/39

Active

$380,000

4 Beds2 Baths1,277 SqFt

213 BYFORD DR, Chestertown, MD 21620

MLS# MDKE2006026

Listed by Doug Ashley Realtors, LLC

112 Properties Available In Chestertown

226 S WATER ST, Chestertown, MD 21620

1010 TWIN CT, Chestertown, MD 21620

123 HEATH RD, Chestertown, MD 21620

107 CONLEY DR, Chestertown, MD 21620

21146 MONTANA AVE, Chestertown, MD 21620

8312 BROAD NECK RD, Chestertown, MD 21620

8999 ORCHARD DR, Chestertown, MD 21620

115 METCALF RD, Chestertown, MD 21620

21324 PERSIMMON DR, Chestertown, MD 21620

200 MANOR AVE, Chestertown, MD 21620

121 METCALF RD, Chestertown, MD 21620

10720 FORESTON RD, Chestertown, MD 21620

409 CALVERT ST, Chestertown, MD 21620

7680 COUNTRY CLUB LN, Chestertown, MD 21620

9126 FAIRLEE RD, Chestertown, MD 21620

896 WASHINGTON AVE, Chestertown, MD 21620

25750 COLLINS AVE, Chestertown, MD 21620

104 CONLEY DR, Chestertown, MD 21620

104 ACORN DR, Chestertown, MD 21620

234 N COLLEGE AVE, Chestertown, MD 21620

8796 MARYLAND PKWY, Chestertown, MD 21620

110 PROSPECT ST, Chestertown, MD 21620

10781 FERMOY RD, Chestertown, MD 21620

213 BYFORD DR, Chestertown, MD 21620

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