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135 Properties
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135 Properties Available

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The average price in the selected areas has remained stable. Learn more
  • 7521 PINE AVE, Chestertown, MD 21620
    3 Beds1 Bath1,040 SqFt
    1/24 24
    Open Sat 12PM-1PM

    $265,000

    7521 PINE AVE, Chestertown, MD 21620

    MLS# MDKE2005920

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
  • 204 ROLLING RD, Chestertown, MD 21620
    3 Beds2 Baths2,296 SqFt
    1/31 31
    Open 12/13 11AM-1PM

    $370,000

    204 ROLLING RD, Chestertown, MD 21620

    MLS# MDKE2005896

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 121 PRIMROSE RD, Chestertown, MD 21620
    3 Beds3 Baths2,034 SqFt
    1/22 22
    Open Sat 11AM-1PM

    $399,000

    121 PRIMROSE RD, Chestertown, MD 21620

    MLS# MDQA2015570

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 105 HIGH ST, Chestertown, MD 21620
    5 Beds5 Baths3,243 SqFt
    1/51 51
    Open Sat 12PM-2PM

    $1,395,500

    105 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2005890

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 222 MOUNT VERNON AVE, Chestertown, MD 21620
    4 Beds2 Baths1,656 SqFt
    1/29 29
    Open Sun 10AM-12PM

    $470,000

    222 MOUNT VERNON AVE, Chestertown, MD 21620

    MLS# MDKE2005876

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • 318 LINCOLN, Chestertown, MD 21620
    3 Beds2 Baths960 SqFt
    1/21 21
    Open 12/13 12PM-3PM

    $269,000

    318 LINCOLN, Chestertown, MD 21620

    MLS# MDKE2005842

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 103 LANDING LN, Chestertown, MD 21620
    2 Beds3 Baths2,100 SqFt
    1/69 69
    Open Sat 10AM-1PM

    $539,999

    103 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005670

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 200 WASHINGTON AVE, Chestertown, MD 21620
    4 Beds4 Baths2,917 SqFt
    1/35 35
    Under Contract

    $695,000

    200 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2005538

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • #25 LANDING LN, Chestertown, MD 21620
    4 Beds4 Baths2,784 SqFt
    1/22 22
    New

    $1,099,900

    #25 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005954

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 102 LITTLE HARBOR WAY, Chestertown, MD 21620
    3 Beds3 Baths1,964 SqFt
    1/23 23
    New

    $839,500

    102 LITTLE HARBOR WAY, Chestertown, MD 21620

    MLS# MDKE2005950

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 104 LANDING LN, Chestertown, MD 21620
    3 Beds4 Baths2,192 SqFt
    1/24 24
    New

    $813,900

    104 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005952

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • #35 LANDING LN, Chestertown, MD 21620
    3 Beds3 Baths1,964 SqFt
    1/26 26
    New

    $786,900

    #35 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005956

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • #37 LANDING LN, Chestertown, MD 21620
    3 Beds3 Baths1,964 SqFt
    1/24 24
    New

    $765,900

    #37 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005960

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • #36 LANDING LN, Chestertown, MD 21620
    3 Beds3 Baths1,964 SqFt
    1/26 26
    New

    $753,500

    #36 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005958

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 213 CENTRAL DR, Chestertown, MD 21620
    3 Beds2 Baths1,232 SqFt
    1/23 23
    New

    $319,900

    213 CENTRAL DR, Chestertown, MD 21620

    MLS# MDQA2015648

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 676 DEEP LANDING RD, Chestertown, MD 21620
    3 Beds3 Baths1,468 SqFt
    Coming Soon

    $315,000

    676 DEEP LANDING RD, Chestertown, MD 21620

    MLS# MDQA2015466

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 311 DEVON DR, Chestertown, MD 21620
    5 Beds4 Baths3,504 SqFt
    1/40 40
    Active

    $598,000

    311 DEVON DR, Chestertown, MD 21620

    MLS# MDKE2005930

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 216 BLAKEFIELD DR, Chestertown, MD 21620
    4 Beds3 Baths2,400 SqFt
    Active

    $579,000

    216 BLAKEFIELD DR, Chestertown, MD 21620

    MLS# MDQA2015520

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
  • 21111 TEXAS AVE, Chestertown, MD 21620
    3 Beds2 Baths1,680 SqFt
    Coming Soon

    $370,000

    21111 TEXAS AVE, Chestertown, MD 21620

    MLS# MDKE2005932

    Listed by Keller Williams Select Realtors of Easton

    Bright MLS (BMLS)
  • 108 FLYING CLOUD DR, Chestertown, MD 21620
    4 Beds3 Baths1,936 SqFt
    1/21 21
    Active

    $375,000

    108 FLYING CLOUD DR, Chestertown, MD 21620

    MLS# MDKE2005928

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 611 CANNON ST, Chestertown, MD 21620
    2 Beds2 Baths920 SqFt
    1/18 18
    Active

    $299,000

    611 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005906

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
  • LITTLE HARBOR WAY #1, Chestertown, MD 21620
    3 Beds3 Baths2,231 SqFt
    1/25 25
    Active

    $1,459,000

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    MLS# MDKE2005768

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 104 LITTLE HARBOR WAY, Chestertown, MD 21620
    3 Beds3 Baths1,980 SqFt
    1/23 23
    Active

    $849,900

    104 LITTLE HARBOR WAY, Chestertown, MD 21620

    MLS# MDKE2005894

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 106 LANDING LN, Chestertown, MD 21620
    3 Beds4 Baths2,092 SqFt
    1/24 24
    Active

    $799,900

    106 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005892

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
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Samson
Samson Properties
Jan Allen | License ID: VA #022509782 - MD #62072
4720A Langston Blvd.Arlington, VA 22207, USA

+1(703) 476-2137

janallen2024@gmail.com

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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.

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Samson
Samson Properties
Jan Allen | License ID: VA #022509782 - MD #62072
4720A Langston Blvd.Arlington, VA 22207, USA

+1(703) 476-2137

janallen2024@gmail.com

Get My App

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.

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

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