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58 Properties

58 Properties Available In Chestertown

Name: Open House - 11AM-1PM
Start: 2026-07-18T11:00:00.000Z
End: 2026-07-18T13:00:00.000Z
Location: 210 N QUEEN ST, Chestertown, MD 21620

Default

MD >Chestertown >Chestertown >

Market Insights

Open Sat 11AM-1PM

$735,000

210 N QUEEN ST, Chestertown, MD 21620

4 Beds3 Baths2,730 SqFt

MLS# MDKE2006744

Listed by Coldwell Banker Chesapeake Real Estate Company

Open Sun 11AM-2PM

$264,900

121 METCALF RD, Chestertown, MD 21620

3 Beds2 Baths3,920 Sqft Lot

MLS# MDKE2006678

Listed by Real Broker, LLC - Chester

Open Sat 10AM-12PM

$515,000

101 S MILL ST, Chestertown, MD 21620

2 Beds3 Baths1,476 SqFt

MLS# MDKE2006674

Listed by Coldwell Banker Chesapeake Real Estate Company

Open 7/25 10AM-12PM

$829,000

106 QUEEN ST S, Chestertown, MD 21620

3 Beds4 Baths2,472 SqFt

MLS# MDKE2006152

Listed by Chesapeake Real Estate Associates, LLC

Open Sat 11AM-1PM

$499,999

103 LANDING LN, Chestertown, MD 21620

2 Beds3 Baths2,100 SqFt

MLS# MDKE2005670

Listed by Coldwell Banker Chesapeake Real Estate Company

New

$325,000

109 CEDAR ST, Chestertown, MD 21620

3 Beds3 Baths1,397 SqFt

MLS# MDKE2006792

Listed by TTR Sotheby's International Realty

New

$325,000

200 MANOR AVE, Chestertown, MD 21620

4 Beds2 Baths2,198 SqFt

MLS# MDKE2006808

Listed by TTR Sotheby's International Realty

Active

$155,000

409 CALVERT ST, Chestertown, MD 21620

3 Beds2 Baths1,192 SqFt

MLS# MDKE2006794

Listed by Chesapeake Real Estate Associates, LLC

105 N WATER ST #2, Chestertown, MD 21620

Active

$475,000

105 N WATER ST #2, Chestertown, MD 21620

2 Beds2 Baths1,011 SqFt

MLS# MDKE2006680

Listed by Northrop Realty

Price Dropped by $7K

$239,900

104 CONLEY DR, Chestertown, MD 21620

3 Beds2 Baths1,280 SqFt

MLS# MDKE2006686

Listed by Cummings & Co. Realtors

Price Dropped by $9K

$275,000

104 ACORN DR, Chestertown, MD 21620

3 Beds3 Baths1,900 SqFt

MLS# MDKE2006668

Listed by Cross Street Realtors LLC

234 N COLLEGE AVE, Chestertown, MD 21620

Price Dropped by $10K

$90,000

234 N COLLEGE AVE, Chestertown, MD 21620

2 Beds1 Bath1,296 SqFt

MLS# MDKE2006670

Listed by Cummings & Co Realtors

Price Dropped by $5K

$74,900

110 PROSPECT ST, Chestertown, MD 21620

3 Beds2 Baths2,210 SqFt

MLS# MDKE2006626

Listed by ANR Realty, LLC

Active

$380,000

213 BYFORD DR, Chestertown, MD 21620

4 Beds2 Baths1,277 SqFt

MLS# MDKE2006026

Listed by Doug Ashley Realtors, LLC

Price Dropped by $49K

$350,000

522 HIGH ST, Chestertown, MD 21620

2 Beds3 Baths1,518 SqFt

MLS# MDKE2006614

Listed by Benson & Mangold, LLC

102 FLYING CLOUD DR, Chestertown, MD 21620

Price Dropped by $10K

$329,900

102 FLYING CLOUD DR, Chestertown, MD 21620

3 Beds3 Baths1,896 SqFt

MLS# MDKE2006586

Listed by Long & Foster Real Estate, Inc.

107 FLYING CLOUD DR, Chestertown, MD 21620

Price Dropped by $10K

$375,000

107 FLYING CLOUD DR, Chestertown, MD 21620

5 Beds4 Baths2,534 SqFt

MLS# MDKE2006510

Listed by CENTURY 21 New Millennium

Active

$259,900

103 METCALF RD, Chestertown, MD 21620

3 Beds2 Baths1,280 SqFt

MLS# MDKE2006446

Listed by Real Broker, LLC - Chester

Active

$898,000

226 S WATER ST, Chestertown, MD 21620

3 Beds4 Baths2,172 SqFt

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

Active

$550,000

103 SUTTON WAY, Chestertown, MD 21620

5 Beds4 Baths3,816 SqFt

MLS# MDKE2006344

Listed by TTR Sotheby's International Realty

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

Active

$1,600,000

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

7 Beds5 Baths5,400 SqFt

MLS# MDKE2006158

Listed by TTR Sotheby's International Realty

117 WATER ST N #1A, Chestertown, MD 21620

Active

$685,000

117 WATER ST N #1A, Chestertown, MD 21620

3 Beds3 Baths3,000 SqFt

MLS# MDKE2006162

Listed by TTR Sotheby's International Realty

117 WATER ST N #2A, Chestertown, MD 21620

Active

$375,000

117 WATER ST N #2A, Chestertown, MD 21620

2 Beds1 Bath787 SqFt

MLS# MDKE2006166

Listed by TTR Sotheby's International Realty

117 WATER ST N #2B, Chestertown, MD 21620

Active

$350,000

117 WATER ST N #2B, Chestertown, MD 21620

1 Bed1 Bath850 SqFt

MLS# MDKE2006168

Listed by TTR Sotheby's International Realty

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58 Properties Available In Chestertown

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