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122 Properties Available In Chestertown

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

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MD >Chestertown >

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1/39

Open Sat 11AM-1PM

$515,000

2 Beds3 Baths1,476 SqFt

101 S MILL ST, Chestertown, MD 21620

MLS# MDKE2006674

Listed by Coldwell Banker Chesapeake Real Estate Company

1/44

Open Sat 1:30PM-3:30PM

$629,900

3 Beds2 Baths2,430 SqFt

201 RIVER RD, Chestertown, MD 21620

MLS# MDQA2017684

Listed by Coldwell Banker Chesapeake Real Estate Company

1/28

New

$349,900

3 Beds1 Bath1,248 SqFt

517 ROUND TOP RD, Chestertown, MD 21620

MLS# MDQA2017680

Listed by Keller Williams Flagship

103 S LYNCHBURG ST, Chestertown, MD 21620

1/10

New

$1,400

2 Beds2 Baths1,040 SqFt

103 S LYNCHBURG ST, Chestertown, MD 21620

MLS# MDKE2006688

Listed by Coldwell Banker Chesapeake Real Estate Company

1/27

Open 6/19 11AM-1PM

$247,000

3 Beds2 Baths1,280 SqFt

104 CONLEY DR, Chestertown, MD 21620

MLS# MDKE2006686

Listed by Cummings & Co. Realtors

202 ROYSTON SHORES RD, Chestertown, MD 21620

1/72

New

$1,200,000

4 Beds3 Baths2,292 SqFt

202 ROYSTON SHORES RD, Chestertown, MD 21620

MLS# MDQA2017462

Listed by Cross Street Realtors LLC

1/26

New

$284,900

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 $20K

$100,000

2 Beds1 Bath1,296 SqFt

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006670

Listed by Cummings & Co Realtors

1/7

New

$75,000

2.2 Acres

FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2006672

Listed by RE/MAX Chesapeake

25416 COMMERCE LN, Chestertown, MD 21620

1/39

New

$1,100,000

2.03 Acres Lot

25416 COMMERCE LN, Chestertown, MD 21620

MLS# MDKE2006664

Listed by Coldwell Banker Chesapeake Real Estate Company

1/6

Active

$119,895

3 Beds2 Baths2,210 SqFt

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626

Listed by ANR Realty, LLC

8796 MARYLAND PKWY, Chestertown, MD 21620

1/60

Active

$1,650,000

9 Beds7 Baths4,776 SqFt

8796 MARYLAND PKWY, Chestertown, MD 21620

MLS# MDKE2006596

Listed by Coldwell Banker Chesapeake Real Estate Company

1/11

Active

$265,000

3 Beds1 Bath1,967 SqFt

1904 PONDTOWN RD, Chestertown, MD 21620

MLS# MDQA2017480

Listed by Keller Williams Flagship

1/4

Active

$110,000

1.93 Acres

1906 PONDTOWN RD, Chestertown, MD 21620

MLS# MDQA2017476

Listed by Keller Williams Flagship

222 MOUNT VERNON AVE, Chestertown, MD 21620

1/29

Active

$2,950

4 Beds2 Baths1,656 SqFt

222 MOUNT VERNON AVE, Chestertown, MD 21620

MLS# MDKE2006624

Listed by Long & Foster Real Estate, Inc.

1/54

Active

$449,900

4 Beds3 Baths2,160 SqFt

10781 FERMOY RD, Chestertown, MD 21620

MLS# MDKE2006640

Listed by Real Broker, LLC - Chester

21172 WYOMING AVE, Chestertown, MD 21620

Active

$200,000

4 Beds1 Bath2,920 SqFt

21172 WYOMING AVE, Chestertown, MD 21620

MLS# MDKE2006642

Listed by Blue Star Real Estate, 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

8886 GEORGETOWN RD, Chestertown, MD 21620

1/3

Price Dropped by $5K

$80,000

4.03 Acres

8886 GEORGETOWN RD, Chestertown, MD 21620

MLS# MDKE2006634

Listed by Samson Properties

22470 FAIRGALE FARM LN, Chestertown, MD 21620

1/49

Active

$1,450,000

4 Beds5 Baths4,257 SqFt

22470 FAIRGALE FARM LN, Chestertown, MD 21620

MLS# MDKE2006502

Listed by Gunther-McClary Real Estate

1/14

Active

$2,400

4 Beds2 Baths1,476 SqFt

1010 TWIN CT, Chestertown, MD 21620

MLS# MDKE2006610

Listed by Kevin Dey Realty

1/2

Active

$15,000

1 Acres

23741 L RD, Chestertown, MD 21620

MLS# MDKE2006622

Listed by Benson & Mangold, LLC

1/15

Price Dropped by $25K

$425,000

2 Beds3 Baths1,518 SqFt

522 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006614

Listed by Benson & Mangold, LLC

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

122 Properties Available In Chestertown

101 S MILL ST, Chestertown, MD 21620

201 RIVER RD, Chestertown, MD 21620

517 ROUND TOP RD, Chestertown, MD 21620

103 S LYNCHBURG ST, Chestertown, MD 21620

104 CONLEY DR, Chestertown, MD 21620

202 ROYSTON SHORES RD, Chestertown, MD 21620

104 ACORN DR, Chestertown, MD 21620

234 N COLLEGE AVE, Chestertown, MD 21620

FAIRLEE RD, Chestertown, MD 21620

25416 COMMERCE LN, Chestertown, MD 21620

110 PROSPECT ST, Chestertown, MD 21620

8796 MARYLAND PKWY, Chestertown, MD 21620

1904 PONDTOWN RD, Chestertown, MD 21620

1906 PONDTOWN RD, Chestertown, MD 21620

222 MOUNT VERNON AVE, Chestertown, MD 21620

10781 FERMOY RD, Chestertown, MD 21620

21172 WYOMING AVE, Chestertown, MD 21620

213 BYFORD DR, Chestertown, MD 21620

8886 GEORGETOWN RD, Chestertown, MD 21620

22470 FAIRGALE FARM LN, Chestertown, MD 21620

1010 TWIN CT, Chestertown, MD 21620

23741 L RD, Chestertown, MD 21620

522 HIGH ST, Chestertown, MD 21620

956 WASHINGTON AVE, Chestertown, MD 21620

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