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13 Properties
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13 Properties Available

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  • Price-High To Low
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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
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The average price in the selected areas has remained stable. Learn more
  • 206 S WATER ST, Chestertown, MD 21620
    4 Beds4 Baths2,008 SqFt
    1/9 9
    Coming Soon

    $699,000

    206 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2005362

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 222 MOUNT VERNON AVE, Chestertown, MD 21620
    4 Beds2 Baths1,656 SqFt
    1/29 29
    Under Contract

    $375,000

    222 MOUNT VERNON AVE, Chestertown, MD 21620

    MLS# MDKE2005188

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 213 N QUEEN ST, Chestertown, MD 21620
    2 Beds3 Baths1,945 SqFt
    1/3 3
    Pending

    $638,750

    213 N QUEEN ST, Chestertown, MD 21620

    MLS# MDKE2005210

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 420 CANNON ST, Chestertown, MD 21620
    2 Beds2 Baths1,080 SqFt
    1/39 39
    Under Contract

    $395,000

    420 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005174

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 619 CANNON ST, Chestertown, MD 21620
    1 Bed1 Bath882 SqFt
    1/9 9
    Active

    $220,000

    619 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005050

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 105 HIGH ST, Chestertown, MD 21620
    5 Beds5 Baths3,243 SqFt
    1/52 52
    Active

    $1,395,500

    105 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2005002

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 226 S WATER ST, Chestertown, MD 21620
    3 Beds4 Baths3,782 Sqft Lot
    1/22 22
    Active

    $998,000

    226 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2004940

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 349 HIGH ST, Chestertown, MD 21620
    7 Beds4 Baths3,664 SqFt
    1/33 33
    Active

    $395,000

    349 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2004076

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 117 WATER ST N #2A, Chestertown, MD 21620
    2 Beds1 Bath787 SqFt
    1/28 28
    Active

    $399,000

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

    MLS# MDKE2003742

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 117 N WATER ST N #3B, Chestertown, MD 21620
    1 Bed1 Bath652 SqFt
    1/24 24
    Price Dropped by $48K

    $299,900

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

    MLS# MDKE2003722

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 228 S WATER ST, Chestertown, MD 21620
    3 Beds4 Baths2,592 Sqft Lot
    1/23 23
    Price Dropped by $52K

    $898,000

    228 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2001612

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 511 CANNON ST, Chestertown, MD 21620
    4 Beds2 Baths1,106 SqFt
    1/11 11
    Active

    $1,850

    511 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005190

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 206 CANNON ST, Chestertown, MD 21620
    1.56 Acres
    1/9 9
    Price Dropped by $100K

    $1,150,000

    206 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2003620

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • 1
Aligned + Real Transparent (2)
      Home
      PORTFOLIO
      Home Search
      1. Browse Homes
      2. Falls Church
      3. Tysons Corner
      4. McLean Chase
      5. Great Falls
      6. Vienna
      7. Aldie Heights
      8. South Riding
      9. Broadlands
      10. Lansdowne
      11. Brambleton
      12. Hamilton
      13. Purcellville
      14. Clifton Crest
      15. Oakton
      16. Centerville
      17. Chantilly
      18. Fairfax City
      19. Herndon
      20. Sterling
      21. Reston
      Home Valuation
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      1. Loudoun County
      2. Fairfax County
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Real Broker LLC

Aligned Real Estate Group

+1(703) 966-6625 info@gowithaligned.com

1765 Greensboro Station Place Suite 900 McLean, VA 22102

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Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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.
Aligned + Real Transparent (2)
      Home
      PORTFOLIO
      Home Search
      1. Browse Homes
      2. Falls Church
      3. Tysons Corner
      4. McLean Chase
      5. Great Falls
      6. Vienna
      7. Aldie Heights
      8. South Riding
      9. Broadlands
      10. Lansdowne
      11. Brambleton
      12. Hamilton
      13. Purcellville
      14. Clifton Crest
      15. Oakton
      16. Centerville
      17. Chantilly
      18. Fairfax City
      19. Herndon
      20. Sterling
      21. Reston
      Home Valuation
      NEIGHBORHOODS
      Real Estate Statistics
      1. Loudoun County
      2. Fairfax County
      Contact Us
      Prayer Request
      Partner Lender
Real Broker LLC

Aligned Real Estate Group

+1(703) 966-6625 info@gowithaligned.com

1765 Greensboro Station Place Suite 900 McLean, VA 22102

Get My App

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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.