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Neighborhood: Chestertown, Chestertown, MD
Listing Status: Active
Map
58 Properties Available In Chestertown

58 Properties Available In Chestertown

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  • Price-Low To High
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  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
MD >Chestertown >Chestertown >
Market Insights
Image
Address
Price
Beds
Baths
Area
Status

103 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006416 Listed by Coldwell Banker Chesapeake Real Estate Company

$399,900

3
3
1,944 SqFt
Active

104 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006668 Listed by Cross Street Realtors LLC

$284,900

3
3
1,900 SqFt
Active

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006670 Listed by Cummings & Co Realtors

$120,000

2
1
1,296 SqFt
Active

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626 Listed by ANR Realty, LLC

$119,900

3
2
2,210 SqFt
Active

213 BYFORD DR, Chestertown, MD 21620

MLS# MDKE2006026 Listed by Doug Ashley Realtors, LLC

$380,000

4
2
1,277 SqFt
Active

522 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006614 Listed by Benson & Mangold, LLC

$425,000

2
3
1,518 SqFt
Active

102 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006586 Listed by Long & Foster Real Estate, Inc.

$339,900

3
3
1,896 SqFt
Active

107 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006510 Listed by CENTURY 21 New Millennium

$385,000

5
4
2,534 SqFt
Active

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482 Listed by Redfin Corporation

$314,900

4
2
1,325 SqFt
Active

407 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006496 Listed by Coldwell Banker Chesapeake Real Estate Company

$798,000

3
5
3,047 SqFt
Active

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446 Listed by Real Broker, LLC - Chester

$259,900

3
2
1,280 SqFt
Active

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2006354 Listed by Gunther-McClary Real Estate

$898,000

3
4
2,172 SqFt
Active

103 SUTTON WAY, Chestertown, MD 21620

MLS# MDKE2006344 Listed by TTR Sotheby's International Realty

$550,000

5
4
3,816 SqFt
Active

106 QUEEN ST S, Chestertown, MD 21620

MLS# MDKE2006152 Listed by Chesapeake Real Estate Associates, LLC

$865,000

3
4
2,472 SqFt
Active

104 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006212 Listed by Real Broker, LLC - Chester

$394,900

5
4
2,535 SqFt
Active

139 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006250 Listed by Redfin Corp

$225,000

3
1
1,200 SqFt
Active

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

MLS# MDKE2006158 Listed by TTR Sotheby's International Realty

$1,600,000

7
5
5,400 SqFt
Active

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

MLS# MDKE2006162 Listed by TTR Sotheby's International Realty

$685,000

3
3
3,000 SqFt
Active

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

MLS# MDKE2006166 Listed by TTR Sotheby's International Realty

$375,000

2
1
787 SqFt
Active

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

MLS# MDKE2006168 Listed by TTR Sotheby's International Realty

$350,000

1
1
850 SqFt
Active

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

MLS# MDKE2006164 Listed by TTR Sotheby's International Realty

$200,000

1
1
700 SqFt
Active

110 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2005964 Listed by RE/MAX Advantage Realty

$450,000

4
3
2,880 SqFt
Active

218 CAMELOT DR, Chestertown, MD 21620

MLS# MDKE2005982 Listed by Coldwell Banker Realty

$499,999

5
4
3,932 SqFt
Active

#25 LANDING LN, Chestertown, MD 21620

MLS# MDKE2005954 Listed by Gunther-McClary Real Estate

$1,099,900

4
4
2,784 SqFt
Active
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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
Your DMV Team of EXP Realty
Your DMV Team
YOUR DMV TEAM Of EXP Realty
+1(202) 478-9441
homes@yourdmvteamrealty.com
1945 Old Gallows Rd Ste 240, Vienna, VA, 22182

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Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
Your DMV Team of EXP Realty
Your DMV Team
YOUR DMV TEAM Of EXP Realty
+1(202) 478-9441
homes@yourdmvteamrealty.com
1945 Old Gallows Rd Ste 240, Vienna, VA, 22182

Get My App

    • Home
      Sell
      1. Sell My Home
      2. Sold Listings
      3. Home Valuation
      Market Snapshot
    • Reviews
      About Us
      1. Our Team
      2. About Us
    • Buy
      1. All Listings
      2. Calculator
      3. Featured Listings
      Contact Us

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility