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60 Properties

60 Properties Available In Chestertown

Name: Open House - 11:00AM-2:00PM
Start: 2026-10-17T11:00:00
End: 2026-10-17T14:00:00
Location: 203 MANOR AVE, Chestertown, MD 21620

MD >Chestertown >Chestertown >

Market Insights

Open Sat 11AM-2PM

$296,000

203 MANOR AVE, Chestertown, MD 21620

3 Beds2 Baths1,248 SqFt

MLS# MDKE2007180

Listed by Coldwell Banker Chesapeake Real Estate Company

Open 10/15 6PM-7PM

$259,900

115 METCALF RD, Chestertown, MD 21620

3 Beds2 Baths1,280 SqFt

MLS# MDKE2006826

Listed by Real Broker, LLC - Chester

Open 11/1 1PM-3PM

$829,000

106 QUEEN ST S, Chestertown, MD 21620

3 Beds4 Baths2,472 SqFt

MLS# MDKE2006152

Listed by Chesapeake Real Estate Associates, LLC

10 CEDAR CHASE CT, Chestertown, MD 21620

New

$495,000

10 CEDAR CHASE CT, Chestertown, MD 21620

3 Beds3 Baths1,656 SqFt

MLS# MDKE2007124

Listed by Cross Street Realtors LLC

New

$425,000

106 HARLAN LOOP, Chestertown, MD 21620

4 Beds3 Baths3,165 SqFt

MLS# MDKE2007190

Listed by Douglas Realty LLC

New

$325,000

234 N KENT ST, Chestertown, MD 21620

5 Beds2 Baths1,802 SqFt

MLS# MDKE2007128

Listed by TTR Sotheby's International Realty

212 WASHINGTON AVE, Chestertown, MD 21620

Active

$675,000

212 WASHINGTON AVE, Chestertown, MD 21620

5 Beds3 Baths2,838 SqFt

MLS# MDKE2007016

Listed by Coldwell Banker Chesapeake Real Estate Company

LITTLE HARBOR WAY #1, Chestertown, MD 21620

Active

$1,800,000

LITTLE HARBOR WAY #1, Chestertown, MD 21620

4 Beds4 Baths3,540 SqFt

MLS# MDKE2007154

Listed by Gunther-McClary Real Estate

Active

$259,900

103 METCALF RD, Chestertown, MD 21620

3 Beds3 Baths1,280 SqFt

MLS# MDKE2007148

Listed by Real Broker, LLC - Chester

105 N WATER ST #3, Chestertown, MD 21620

Price Dropped by $30K

$459,000

105 N WATER ST #3, Chestertown, MD 21620

2 Beds2 Baths1,098 SqFt

MLS# MDKE2007112

Listed by Coldwell Banker Chesapeake Real Estate Company

Price Dropped by $10K

$275,000

104 LINCOLN DR, Chestertown, MD 21620

3 Beds1 Bath960 SqFt

MLS# MDKE2007032

Listed by RE/MAX Executive

115 CHESTER ARMS DR, Chestertown, MD 21620

Price Dropped by $4K

$259,000

115 CHESTER ARMS DR, Chestertown, MD 21620

3 Beds2 Baths1,140 SqFt

MLS# MDKE2006958

Listed by Samson Properties

300 AND 302 S MILL ST, Chestertown, MD 21620

Active

$1,195,000

300 AND 302 S MILL ST, Chestertown, MD 21620

2 Beds1 Bath806 SqFt

MLS# MDKE2006850

Listed by Coldwell Banker Chesapeake Real Estate Company

101 S COLLEGE AVE, Chestertown, MD 21620

Price Dropped by $10K

$359,000

101 S COLLEGE AVE, Chestertown, MD 21620

2 Beds2 Baths1,036 SqFt

MLS# MDKE2006918

Listed by Doug Ashley Realtors, LLC

Active

$750,000

216 BIRCH RUN RD, Chestertown, MD 21620

3 Beds3 Baths2,176 SqFt

MLS# MDKE2006896

Listed by TTR Sotheby's International Realty

Price Dropped by $5K

$370,000

123 TRAFFORD DR, Chestertown, MD 21620

4 Beds3 Baths2,504 SqFt

MLS# MDKE2006970

Listed by Chesapeake Real Estate Associates, LLC

Active

$480,000

129 TRAFFORD DR, Chestertown, MD 21620

3 Beds3 Baths3,176 SqFt

MLS# MDKE2006878

Listed by Elevated Real Estate Solutions

Active

$325,000

200 MANOR AVE, Chestertown, MD 21620

4 Beds2 Baths2,198 SqFt

MLS# MDKE2006808

Listed by TTR Sotheby's International Realty

Active

$264,900

121 METCALF RD, Chestertown, MD 21620

3 Beds2 Baths3,920 Sqft Lot

MLS# MDKE2006678

Listed by Real Broker, LLC - Chester

Active

$239,900

104 CONLEY DR, Chestertown, MD 21620

3 Beds2 Baths1,280 SqFt

MLS# MDKE2006686

Listed by Cummings & Co. Realtors

Active

$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

Active

$85,000

234 N COLLEGE AVE, Chestertown, MD 21620

2 Beds1 Bath1,296 SqFt

MLS# MDKE2006670

Listed by Cummings & Co Realtors

Active

$898,000

226 S WATER ST, Chestertown, MD 21620

3 Beds4 Baths2,172 SqFt

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

Price Dropped by $41K

$509,000

103 SUTTON WAY, Chestertown, MD 21620

5 Beds4 Baths3,816 SqFt

MLS# MDKE2006344

Listed by TTR Sotheby's International Realty

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60 Properties Available In Chestertown

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