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15 Properties

15 Properties Available

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  • 105 HIGH ST, Chestertown, MD 21620
    1/52 52
    5 Beds 5 Baths 3,243 SqFt
    $1,395,500
    Open Sun 11AM-1PM

    105 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2005002

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Single Family Home

    Bright MLS (BMLS)
  • 420 CANNON ST, Chestertown, MD 21620
    1/32 32
    2 Beds 2 Baths 1,080 SqFt
    $395,000
    New

    420 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005174

    Listed by Doug Ashley Realtors, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 107 N QUEEN ST, Chestertown, MD 21620
    1/63 63
    4 Beds 2 Baths 3,050 SqFt
    $529,000
    Pending

    107 N QUEEN ST, Chestertown, MD 21620

    MLS# MDKE2005108

    Listed by Doug Ashley Realtors, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 222 MOUNT VERNON AVE, Chestertown, MD 21620
    1/3 3
    4 Beds 2 Baths 1,656 SqFt
    $375,000
    Coming Soon

    222 MOUNT VERNON AVE, Chestertown, MD 21620

    MLS# MDKE2005188

    Listed by Cross Street Realtors LLC

    Single Family Home

    Bright MLS (BMLS)
  • 508 CANNON ST, Chestertown, MD 21620
    1/20 20
    3 Beds 3 Baths 2,240 SqFt
    $150,000
    Pending

    508 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005160

    Listed by Coldwell Banker Realty

    Single Family Home, Townhouse

    Bright MLS (BMLS)
  • 619 CANNON ST, Chestertown, MD 21620
    1/9 9
    1 Bed 1 Bath 882 SqFt
    $220,000
    Under Contract

    619 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005050

    Listed by Cross Street Realtors LLC

    Single Family Home

    Bright MLS (BMLS)
  • 129 N QUEEN ST N, Chestertown, MD 21620
    1/38 38
    3 Beds 3 Baths 2,296 SqFt
    $598,500
    Under Contract

    129 N QUEEN ST N, Chestertown, MD 21620

    MLS# MDKE2004970

    Listed by Select Land & Homes, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 101 S MILL ST, Chestertown, MD 21620
    1/22 22
    2 Beds 3 Baths 1,476 SqFt
    $485,000
    Under Contract

    101 S MILL ST, Chestertown, MD 21620

    MLS# MDKE2004984

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Single Family Home, Townhouse

    Bright MLS (BMLS)
  • 226 S WATER ST, Chestertown, MD 21620
    1/22 22
    3 Beds 4 Baths 3,782 Sqft Lot
    $998,000
    Active

    226 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2004940

    Listed by Gunther-McClary Real Estate

    Townhouse

    Bright MLS (BMLS)
  • 349 HIGH ST, Chestertown, MD 21620
    1/33 33
    7 Beds 4 Baths 3,664 SqFt
    $395,000
    Price Dropped by $30K

    349 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2004076

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Townhouse

    Bright MLS (BMLS)
  • 117 WATER ST N #2A, Chestertown, MD 21620
    1/28 28
    2 Beds 1 Bath 787 SqFt
    $399,000
    Active

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

    MLS# MDKE2003742

    Listed by Gunther-McClary Real Estate

    Condo

    Bright MLS (BMLS)
  • 117 N WATER ST N #3B, Chestertown, MD 21620
    1/24 24
    1 Bed 1 Bath 652 SqFt
    $299,900
    Price Dropped by $48K

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

    MLS# MDKE2003722

    Listed by Gunther-McClary Real Estate

    Condo

    Bright MLS (BMLS)
  • 228 S WATER ST, Chestertown, MD 21620
    1/23 23
    3 Beds 4 Baths 2,592 Sqft Lot
    $950,000
    Active

    228 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2001612

    Listed by Gunther-McClary Real Estate

    Townhouse

    Bright MLS (BMLS)
  • 511 CANNON ST, Chestertown, MD 21620
    1/11 11
    4 Beds 2 Baths 1,106 SqFt
    $1,850
    New

    511 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005190

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Single Family Home

    Bright MLS (BMLS)
  • 206 CANNON ST, Chestertown, MD 21620
    1/9 9
    1.56 Acres
    $1,150,000
    Price Dropped by $100K

    206 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2003620

    Listed by Benson & Mangold, LLC

    Vacant Land

    Bright MLS (BMLS)
  • 1
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.

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+1(703) 988-1288 john@luphomes.com

1765 Greensboro Station Dr, McLean, Virginia, 22102, United States

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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.

SITE MAP

      Home
      Home Value Calculator
      Buying
      Selling
      1. Selling
      2. Sell My Home
      Financing
      ABOUT US
      1. Meet Our Team
      2. Partners
      3. Reviews
      4. Blog
White Brokered by LogoLEVEL UP HOMES

Level Up Homes with REAL Broker LLC

John Martinich License ID: VA-0225221526

+1(703) 988-1288 john@luphomes.com

1765 Greensboro Station Dr, McLean, Virginia, 22102, United States

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