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15 Properties
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15 Properties Available

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The average price in the selected areas has remained stable. Learn more
  • 105 HIGH ST, Chestertown, MD 21620
    5 Beds5 Baths3,243 SqFt
    1/52 52
    Open Sat 9:30AM-11:30AM

    $1,395,500

    105 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2005002

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 508 CANNON ST, Chestertown, MD 21620
    3 Beds3 Baths2,240 SqFt
    1/20 20
    Pending

    $150,000

    508 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005160

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
  • 420 CANNON ST, Chestertown, MD 21620
    2 Beds2 Baths1,080 SqFt
    1/3 3
    Coming Soon

    $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
    Under Contract

    $220,000

    619 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005050

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 108 N QUEEN ST, Chestertown, MD 21620
    5 Beds3 Baths2,536 SqFt
    1/40 40
    Under Contract

    $599,900

    108 N QUEEN ST, Chestertown, MD 21620

    MLS# MDKE2004886

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 107 N QUEEN ST, Chestertown, MD 21620
    4 Beds2 Baths3,050 SqFt
    1/63 63
    Coming Soon

    $529,000

    107 N QUEEN ST, Chestertown, MD 21620

    MLS# MDKE2005108

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 129 N QUEEN ST N, Chestertown, MD 21620
    3 Beds3 Baths2,296 SqFt
    1/38 38
    Under Contract

    $598,500

    129 N QUEEN ST N, Chestertown, MD 21620

    MLS# MDKE2004970

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
  • 101 S MILL ST, Chestertown, MD 21620
    2 Beds3 Baths1,476 SqFt
    1/22 22
    Under Contract

    $485,000

    101 S MILL ST, Chestertown, MD 21620

    MLS# MDKE2004984

    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)
  • 117 N WATER ST #1A, Chestertown, MD 21620
    3 Beds3 Baths
    1/28 28
    Active

    $725,000

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

    MLS# MDKE2004206

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 349 HIGH ST, Chestertown, MD 21620
    7 Beds4 Baths3,664 SqFt
    1/33 33
    Price Dropped by $30K

    $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
    Active

    $950,000

    228 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2001612

    Listed by Gunther-McClary Real Estate

    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
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Samson Properties

Jason Sanders License ID: 0225193218 - VA, 5003479 - MD

+1(703) 298-7037 jason@jasonandbonnie.com

3950 University Dr, Fairfax, VA, 22030, USA
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default
Samson Properties

Jason Sanders License ID: 0225193218 - VA, 5003479 - MD

+1(703) 298-7037 jason@jasonandbonnie.com

3950 University Dr, Fairfax, VA, 22030, USA
    • Home
      Buy
      1. Featured Listings
      2. Calculator
    • Sell
      1. Sell My Home
      2. All Listings
      3. Sold Listings
      Contact Us
    • About
      1. About Us
      Market Snapshot

Get My App

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

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.