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134 Properties
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134 Properties Available

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  • 109 TAMARACK RD, Chestertown, MD 21620
    3 Beds2 Baths1,560 SqFt
    1/53 53
    Under Contract

    $324,900

    109 TAMARACK RD, Chestertown, MD 21620

    MLS# MDQA2012102

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 24576 LANGFORD RD, Chestertown, MD 21620
    3 Beds3 Baths4,023 SqFt
    1/94 94
    Active

    $885,000

    24576 LANGFORD RD, Chestertown, MD 21620

    MLS# MDKE2004906

    Listed by Maryland Heritage Properties

    Bright MLS (BMLS)
  • 110 FLYING CLOUD COURT, Chestertown, MD 21620
    3 Beds3 Baths1,856 SqFt
    1/17 17
    Active

    $349,900

    110 FLYING CLOUD COURT, Chestertown, MD 21620

    MLS# MDKE2004850

    Listed by Berkshire Hathaway HomeServices Homesale Realty

    Bright MLS (BMLS)
  • 10578 TONOPAH RD, Chestertown, MD 21620
    3 Beds3 Baths0.35 Acres Lot
    1/19 19
    Under Contract

    $329,900

    10578 TONOPAH RD, Chestertown, MD 21620

    MLS# MDKE2004894

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 23620 LANDS END RD, Chestertown, MD 21620
    5 Beds8 Baths9,852 SqFt
    1/66 66
    Under Contract

    $5,500,000

    23620 LANDS END RD, Chestertown, MD 21620

    MLS# MDKE2004760

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 10705 MILLBROOK DR, Chestertown, MD 21620
    4 Beds3 Baths2,106 SqFt
    1/43 43
    Pending

    $305,000

    10705 MILLBROOK DR, Chestertown, MD 21620

    MLS# MDKE2004846

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
  • 212 LANDING LN, Chestertown, MD 21620
    3 Beds4 Baths
    1/36 36
    Active

    $779,000

    212 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2004782

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 109 WILTON RD, Chestertown, MD 21620
    3 Beds2 Baths1,392 SqFt
    1/30 30
    Active

    $349,900

    109 WILTON RD, Chestertown, MD 21620

    MLS# MDQA2011782

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
  • 23315 SANDPIPER RD, Chestertown, MD 21620
    2 Beds2 Baths1,272 SqFt
    1/37 37
    Under Contract

    $309,000

    23315 SANDPIPER RD, Chestertown, MD 21620

    MLS# MDKE2004728

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 100 ACORN DR, Chestertown, MD 21620
    3 Beds3 Baths1,930 SqFt
    1/27 27
    Under Contract

    $285,000

    100 ACORN DR, Chestertown, MD 21620

    MLS# MDKE2004566

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 11040 KYLIE LN, Chestertown, MD 21620
    4 Beds4 Baths3,684 SqFt
    1/66 66
    Price Dropped by $19K

    $679,000

    11040 KYLIE LN, Chestertown, MD 21620

    MLS# MDKE2004586

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 24543 CHESTERTOWN RD, Chestertown, MD 21620
    3 Beds2 Baths3,280 SqFt
    1/55 55
    Pending

    $475,000

    24543 CHESTERTOWN RD, Chestertown, MD 21620

    MLS# MDKE2004580

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 26865 MALLARD RD, Chestertown, MD 21620
    4 Beds3 Baths3,355 SqFt
    1/49 49
    Price Dropped by $49K

    $950,000

    26865 MALLARD RD, Chestertown, MD 21620

    MLS# MDKE2004550

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 23393 CACAWAY FARM LN, Chestertown, MD 21620
    3 Beds4 Baths4,446 SqFt
    1/44 44
    Active

    $1,450,000

    23393 CACAWAY FARM LN, Chestertown, MD 21620

    MLS# MDKE2004002

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 116 PINE CHIP RD, Chestertown, MD 21620
    3 Beds2 Baths2,767 SqFt
    1/35 35
    Active

    $515,000

    116 PINE CHIP RD, Chestertown, MD 21620

    MLS# MDQA2010882

    Listed by Coldwell Banker Chesapeake Real Estate Company

    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)
  • 511 CANNON ST, Chestertown, MD 21620
    4 Beds2 Baths1,106 SqFt
    1/11 11
    New

    $1,850

    511 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005190

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 7401 CHURCH HILL RD #5, Chestertown, MD 21620
    2 Beds1 Bath1,344 SqFt
    1/13 13
    New

    $2,100

    7401 CHURCH HILL RD #5, Chestertown, MD 21620

    MLS# MDQA2013392

    Listed by Brenton Realty Group

    Bright MLS (BMLS)
  • 116 METCALF RD, Chestertown, MD 21620
    3 Beds2 Baths1,140 SqFt
    1/7 7
    New

    $2,350

    116 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2005168

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 329 HIGH ST, Chestertown, MD 21620
    4,500 SqFt
    1/3 3
    Under Contract

    $1,200,000

    329 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2005172

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
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Samson Properties

Deborah Davidson License ID: 603835

+1(301) 509-8105 deborah.happysellers@gmail.com

14291 Park Meadow Dr, Chantilly, VA 20151
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Samson Properties

Deborah Davidson License ID: 603835

+1(301) 509-8105 deborah.happysellers@gmail.com

14291 Park Meadow Dr, Chantilly, VA 20151
    • Home
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot
    • Sell
      1. Sell My Home
      2. Home Valuation

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.