Name: Open House - 11AM-1PM
Start: 2026-09-05T11:00:00.000Z
End: 2026-09-05T13:00:00.000Z
Location: 533 ROUND TOP RD, Chestertown, MD 21620

1/17

Open Sat 11AM-1PM

$225,000

4 Beds2 Baths1,800 SqFt

533 ROUND TOP RD, Chestertown, MD 21620

MLS# MDQA2018038

Listed by EXP Realty, LLC

1/32

New

$304,000

3 Beds2 Baths1,232 SqFt

7464 SHORTALL ST, Chestertown, MD 21620

MLS# MDKE2006988

Listed by Chesapeake Real Estate Associates, LLC

1/17

New

$1,195,000

2 Beds1 Bath806 SqFt

302 S MILL ST, Chestertown, MD 21620

MLS# MDKE2006850

Listed by Coldwell Banker Chesapeake Real Estate Company

8184 ROCK HALL RD, Chestertown, MD 21620

1/36

New

$38,200,000

4 Beds2 Baths1,053.61 Acres

8184 ROCK HALL RD, Chestertown, MD 21620

MLS# MDKE2007006

Listed by Cross Street Realtors LLC

101 S COLLEGE AVE, Chestertown, MD 21620

1/35

New

$369,000

2 Beds2 Baths1,036 SqFt

101 S COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006918

Listed by Doug Ashley Realtors, LLC

22400 GREAT OAK LANDING RD., Chestertown, MD 21620

1/61

New

$649,000

4 Beds3 Baths2,864 SqFt

22400 GREAT OAK LANDING RD., Chestertown, MD 21620

MLS# MDKE2006946

Listed by Coldwell Banker Chesapeake Real Estate Company

1/43

Active

$524,900

3 Beds3 Baths2,076 SqFt

1003 TWIN CT, Chestertown, MD 21620

MLS# MDKE2006974

Listed by Cross Street Realtors LLC

117 N WATER ST #3B, Chestertown, MD 21620

1/18

Active

$295,000

1 Bed1 Bath

117 N WATER ST #3B, Chestertown, MD 21620

MLS# MDKE2006968

Listed by Coldwell Banker Chesapeake Real Estate Company

1/26

Active

$299,900

3 Beds1 Bath1,056 SqFt

124 WILTON RD, Chestertown, MD 21620

MLS# MDQA2018272

Listed by Doug Ashley Realtors, LLC

1/52

Active

$750,000

3 Beds3 Baths2,176 SqFt

216 BIRCH RUN RD, Chestertown, MD 21620

MLS# MDKE2006896

Listed by TTR Sotheby's International Realty

23208 BUCK NECK RD, Chestertown, MD 21620

1/35

Active

$349,900

3 Beds3 Baths1,650 SqFt

23208 BUCK NECK RD, Chestertown, MD 21620

MLS# MDKE2006980

Listed by Real Broker, LLC - Chester

Active

$375,000

4 Beds3 Baths2,504 SqFt

123 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006970

Listed by Chesapeake Real Estate Associates, LLC

1/21

Active

$279,000

3 Beds2 Baths1,404 SqFt

10540 TONOPAH RD, Chestertown, MD 21620

MLS# MDKE2006880

Listed by Doug Ashley Realtors, LLC

1/45

Price Dropped by $20K

$424,900

5 Beds3 Baths1,936 SqFt

8630 ELM RD, Chestertown, MD 21620

MLS# MDKE2006914

Listed by Save 6, Incorporated

7982 RADCLIFFE RD, Chestertown, MD 21620

1/37

Active

$478,000

2 Beds2 Baths1,904 SqFt

7982 RADCLIFFE RD, Chestertown, MD 21620

MLS# MDKE2006950

Listed by Doug Ashley Realtors, LLC

1/9

Active

$350,000

0.22 Acres

CANNON ST, Chestertown, MD 21620

MLS# MDKE2006940

Listed by Taylor Properties

1/9

Active

$450,000

0.29 Acres

CANNON ST, Chestertown, MD 21620

MLS# MDKE2006944

Listed by Taylor Properties

1/15

Active

$480,000

3 Beds3 Baths3,176 SqFt

129 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006878

Listed by Elevated Real Estate Solutions

1/9

Active

$99,999

0.07 Acres

620 CANNON ST, Chestertown, MD 21620

MLS# MDKE2006922

Listed by Taylor Properties

1/8

Active

$4,500

0.52 Acres

SANDPIPER RD, Chestertown, MD 21620

MLS# MDKE2006902

Listed by Chesapeake Real Estate Associates, LLC

7828 COUNTRY CLUB LN, Chestertown, MD 21620

1/68

Active

$799,000

3 Beds3 Baths2,857 SqFt

7828 COUNTRY CLUB LN, Chestertown, MD 21620

MLS# MDKE2006736

Listed by Cross Street Realtors LLC

1/25

Active

$375,000

4 Beds2 Baths1,476 SqFt

1010 TWIN CT, Chestertown, MD 21620

MLS# MDKE2006874

Listed by Kevin Dey Realty

1/62

Active

$650,000

10,540 Sqft Lot

104 MAPLE AVE, Chestertown, MD 21620

MLS# MDKE2006870

Listed by Alex Cooper Auctioneers, Inc.

1/74

Active

$824,900

5 Beds4 Baths4,353 SqFt

8999 ORCHARD DR, Chestertown, MD 21620

MLS# MDKE2006786

Listed by Coldwell Banker Chesapeake Real Estate Company

112 Properties Available In 21620

533 ROUND TOP RD, Chestertown, MD 21620

7464 SHORTALL ST, Chestertown, MD 21620

302 S MILL ST, Chestertown, MD 21620

8184 ROCK HALL RD, Chestertown, MD 21620

101 S COLLEGE AVE, Chestertown, MD 21620

22400 GREAT OAK LANDING RD., Chestertown, MD 21620

1003 TWIN CT, Chestertown, MD 21620

117 N WATER ST #3B, Chestertown, MD 21620

124 WILTON RD, Chestertown, MD 21620

216 BIRCH RUN RD, Chestertown, MD 21620

23208 BUCK NECK RD, Chestertown, MD 21620

123 TRAFFORD DR, Chestertown, MD 21620

10540 TONOPAH RD, Chestertown, MD 21620

8630 ELM RD, Chestertown, MD 21620

7982 RADCLIFFE RD, Chestertown, MD 21620

CANNON ST, Chestertown, MD 21620

CANNON ST, Chestertown, MD 21620

129 TRAFFORD DR, Chestertown, MD 21620

620 CANNON ST, Chestertown, MD 21620

SANDPIPER RD, Chestertown, MD 21620

7828 COUNTRY CLUB LN, Chestertown, MD 21620

1010 TWIN CT, Chestertown, MD 21620

104 MAPLE AVE, Chestertown, MD 21620

8999 ORCHARD DR, Chestertown, MD 21620

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