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138 Properties

138 Properties Available

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  • 110 PHILOSOPHERS TER, Chestertown, MD 21620
    1/22 22
    Under Contract

    $199,900

    2 Beds1 Bath896 SqFt

    110 PHILOSOPHERS TER, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004982

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 128 EDMORE RD, Chestertown, MD 21620
    1/59 59
    Active

    $425,000

    4 Beds2 Baths2,568 SqFt

    128 EDMORE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2012546

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)

    READ MORE

  • 314 DEVON DR, Chestertown, MD 21620
    1/45 45
    Under Contract

    $499,900

    4 Beds4 Baths3,420 SqFt

    314 DEVON DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004946

    Listed by The Parker Group

    Bright MLS (BMLS)

    READ MORE

  • 226 S WATER ST, Chestertown, MD 21620
    1/22 22
    Active

    $998,000

    3 Beds4 Baths3,782 Sqft Lot

    226 S WATER ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2004940

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 118 TUXEDO RD, Chestertown, MD 21620
    1/26 26
    Under Contract

    $274,000

    3 Beds1 Bath1,056 SqFt

    118 TUXEDO RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2012402

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 21217 TEXAS AVE, Chestertown, MD 21620
    1/16 16
    Price Dropped by $17K

    $232,000

    2 Beds1 Bath912 SqFt

    21217 TEXAS AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004902

    Listed by RE/MAX Leading Edge

    Bright MLS (BMLS)

    READ MORE

  • 24576 LANGFORD RD, Chestertown, MD 21620
    1/60 60
    Under Contract

    $799,000

    3 Beds3 Baths4,023 SqFt

    24576 LANGFORD RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004906

    Listed by Maryland Heritage Properties

    Bright MLS (BMLS)

    READ MORE

  • 110 FLYING CLOUD COURT, Chestertown, MD 21620
    1/17 17
    Under Contract

    $349,900

    3 Beds3 Baths1,856 SqFt

    110 FLYING CLOUD COURT, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004850

    Listed by Berkshire Hathaway HomeServices Homesale Realty

    Bright MLS (BMLS)

    READ MORE

  • 212 LANDING LN, Chestertown, MD 21620
    1/36 36
    Active

    $759,000

    3 Beds4 Baths

    212 LANDING LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004782

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 109 WILTON RD, Chestertown, MD 21620
    1/30 30
    Active

    $349,900

    3 Beds2 Baths1,392 SqFt

    109 WILTON RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2011782

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)

    READ MORE

  • 107 DUTCHESS RD, Chestertown, MD 21620
    1/23 23
    Price Dropped by $26K

    $299,000

    3 Beds2 Baths1,380 SqFt

    107 DUTCHESS RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2011746

    Listed by The Hogans Agency

    Bright MLS (BMLS)

    READ MORE

  • 11040 KYLIE LN, Chestertown, MD 21620
    1/67 67
    Price Dropped by $20K

    $659,000

    4 Beds4 Baths3,684 SqFt

    11040 KYLIE LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004586

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 24543 CHESTERTOWN RD, Chestertown, MD 21620
    1/55 55
    Pending

    $475,000

    3 Beds2 Baths3,280 SqFt

    24543 CHESTERTOWN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004580

    Listed by RE/MAX Executive

    Bright MLS (BMLS)

    READ MORE

  • 23393 CACAWAY FARM LN, Chestertown, MD 21620
    1/44 44
    Price Dropped by $100K

    $1,350,000

    3 Beds4 Baths4,446 SqFt

    23393 CACAWAY FARM LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004002

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 116 PINE CHIP RD, Chestertown, MD 21620
    1/35 35
    Price Dropped by $20K

    $495,000

    3 Beds2 Baths2,767 SqFt

    116 PINE CHIP RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2010882

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 117 N WATER ST #1A, Chestertown, MD 21620
    1/28 28
    Active

    $725,000

    3 Beds3 Baths

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

    Single Family Home, Condo

    MLS# MDKE2004206

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 349 HIGH ST, Chestertown, MD 21620
    1/33 33
    Active

    $395,000

    7 Beds4 Baths3,664 SqFt

    349 HIGH ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2004076

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 117 WATER ST N #2A, Chestertown, MD 21620
    1/28 28
    Active

    $399,000

    2 Beds1 Bath787 SqFt

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

    Condo

    MLS# MDKE2003742

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 117 N WATER ST N #3B, Chestertown, MD 21620
    1/24 24
    Pending

    $299,900

    1 Bed1 Bath652 SqFt

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

    Condo

    MLS# MDKE2003722

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 228 S WATER ST, Chestertown, MD 21620
    1/23 23
    Price Dropped by $52K

    $898,000

    3 Beds4 Baths2,592 Sqft Lot

    228 S WATER ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2001612

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • GEORGETOWN RD, Chestertown, MD 21620
    New

    $30,000

    0.83 Acres

    GEORGETOWN RD, Chestertown, MD 21620

    Vacant Land

    MLS# MDKE2005448

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)

    READ MORE

  • 10092 3RD POINT RD, Chestertown, MD 21620
    1/28 28
    New

    $3,300

    3 Beds2 Baths5,578 SqFt

    10092 3RD POINT RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005436

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 26933 MALLARD RD, Chestertown, MD 21620
    1/15 15
    New

    $625,000

    1,600 SqFt

    26933 MALLARD RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005422

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • CHURCH HILL ( LOT 2) RD, Chestertown, MD 21620
    1/12 12
    New

    $165,000

    5.34 Acres

    CHURCH HILL ( LOT 2) RD, Chestertown, MD 21620

    Vacant Land

    MLS# MDQA2014030

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

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Pearson Smith Realty

Urban Nest Realty Group

+1(703) 927-0606 urbannestrealtygroup@gmail.com

License ID: 0225206171

43777 Central Station Dr # 390, Ashburn, VA, 20147, United States

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      2. Contact Us
      3. Reviews
      Market Snapshot
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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Pearson Smith Realty

Urban Nest Realty Group

+1(703) 927-0606 urbannestrealtygroup@gmail.com

License ID: 0225206171

43777 Central Station Dr # 390, Ashburn, VA, 20147, United States

Get My App

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility