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138 Properties

138 Properties Available

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  • 515 N KENT ST, Chestertown, MD 21620
    1/37 37
    4 Beds 2 Baths 2,220 SqFt
    $509,900
    Coming Soon

    515 N KENT ST, Chestertown, MD 21620

    MLS# MDKE2005592

    Listed by Cross Street Realtors LLC

    Single Family Home

    Bright MLS (BMLS)
  • 349 HIGH ST, Chestertown, MD 21620
    1/33 33
    7 Beds 4 Baths 3,664 SqFt
    $395,000
    Open Sun 12PM-2PM

    349 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2004076

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Townhouse

    Bright MLS (BMLS)
  • 105 PARMA RD, Chestertown, MD 21620
    1/5 5
    3 Beds 2 Baths 1,232 SqFt
    $326,500
    Coming Soon

    105 PARMA RD, Chestertown, MD 21620

    MLS# MDQA2014652

    Listed by Benson & Mangold, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 224 VALLEY RD, Chestertown, MD 21620
    1/24 24
    3 Beds 2 Baths 1,886 SqFt
    $450,000
    New

    224 VALLEY RD, Chestertown, MD 21620

    MLS# MDKE2005546

    Listed by Cross Street Realtors LLC

    Single Family Home

    Bright MLS (BMLS)
  • 116 HARLAN LOOP, Chestertown, MD 21620
    1/21 21
    5 Beds 4 Baths 4,067 SqFt
    $538,000
    New

    116 HARLAN LOOP, Chestertown, MD 21620

    MLS# MDKE2005610

    Listed by Samson Properties

    Single Family Home

    Bright MLS (BMLS)
  • 200 WASHINGTON AVE, Chestertown, MD 21620
    1/35 35
    4 Beds 4 Baths 2,917 SqFt
    $795,000
    New

    200 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2005538

    Listed by Cross Street Realtors LLC

    Single Family Home

    Bright MLS (BMLS)
  • 200 FEY RD, Chestertown, MD 21620
    1/18 18
    3 Beds 2 Baths 1,572 SqFt
    $374,900
    New

    200 FEY RD, Chestertown, MD 21620

    MLS# MDQA2014600

    Listed by Long & Foster Real Estate, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 8978 ORCHARD DR, Chestertown, MD 21620
    1/44 44
    4 Beds 3 Baths 3,820 SqFt
    $675,000
    Coming Soon

    8978 ORCHARD DR, Chestertown, MD 21620

    MLS# MDKE2005500

    Listed by TTR Sotheby's International Realty

    Single Family Home

    Bright MLS (BMLS)
  • 103 ADELA WAY, Chestertown, MD 21620
    1/90 90
    4 Beds 4 Baths 5,576 SqFt
    $615,000
    New

    103 ADELA WAY, Chestertown, MD 21620

    MLS# MDKE2005594

    Listed by Douglas Realty LLC

    Single Family Home

    Bright MLS (BMLS)
  • 492 PEAR TREE POINT RD, Chestertown, MD 21620
    1/42 42
    3 Beds 2 Baths 2,600 SqFt
    $1,100,000
    Active

    492 PEAR TREE POINT RD, Chestertown, MD 21620

    MLS# MDQA2013108

    Listed by Meredith Fine Properties

    Single Family Home

    Bright MLS (BMLS)
  • 7729 COUNTRY CLUB LN, Chestertown, MD 21620
    1/18 18
    3 Beds 3 Baths 2,280 SqFt
    $635,000
    Active

    7729 COUNTRY CLUB LN, Chestertown, MD 21620

    MLS# MDKE2005552

    Listed by Cross Street Realtors LLC

    Single Family Home

    Bright MLS (BMLS)
  • 907 N MEADOWVIEW DR, Chestertown, MD 21620
    1/33 33
    3 Beds 3 Baths 1,842 SqFt
    $440,000
    Active

    907 N MEADOWVIEW DR, Chestertown, MD 21620

    MLS# MDKE2005540

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Single Family Home

    Bright MLS (BMLS)
  • 10165 JOHN CARVILL RD, Chestertown, MD 21620
    1/20 20
    3 Beds 3 Baths 2,774 SqFt
    $549,000
    Active

    10165 JOHN CARVILL RD, Chestertown, MD 21620

    MLS# MDKE2005476

    Listed by Chesapeake Real Estate Associates, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 5700 JOHNSONTOWN RD, Chestertown, MD 21620
    1/7 7
    3 Beds 1 Bath 1,144 SqFt
    $125,000
    Active

    5700 JOHNSONTOWN RD, Chestertown, MD 21620

    MLS# MDKE2005562

    Listed by Tesla Realty Group, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 108 S KENT ST, Chestertown, MD 21620
    1/19 19
    1 Bed 2 Baths 936 SqFt
    $315,000
    Price Dropped by $10K

    108 S KENT ST, Chestertown, MD 21620

    MLS# MDKE2005496

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Single Family Home

    Bright MLS (BMLS)
  • 143 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    3D
    3 Beds 3 Baths 2,073 SqFt
    $868,000
    Under Contract

    143 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    MLS# MDQA2014274

    Listed by Redfin Corp

    Single Family Home

    Bright MLS (BMLS)
  • 201 BOUNDARY AVE, Chestertown, MD 21620
    1/49 49
    4 Beds 3 Baths 3,096 SqFt
    $470,000
    Under Contract

    201 BOUNDARY AVE, Chestertown, MD 21620

    MLS# MDQA2014272

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Single Family Home

    Bright MLS (BMLS)
  • 112 METCALF RD, Chestertown, MD 21620
    1/20 20
    3 Beds 2 Baths 1,280 SqFt
    $265,000
    Price Dropped by $15K

    112 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2005498

    Listed by Engel & Volkers Annapolis

    Single Family Home, Townhouse

    Bright MLS (BMLS)
  • 600 ROSIN DR, Chestertown, MD 21620
    1/36 36
    3 Beds 3 Baths 1,300 SqFt
    $424,000
    Active

    600 ROSIN DR, Chestertown, MD 21620

    MLS# MDQA2014374

    Listed by Cross Street Realtors LLC

    Single Family Home

    Bright MLS (BMLS)
  • 251 DEVON DR, Chestertown, MD 21620
    1/54 54
    3 Beds 3 Baths 3,935 SqFt
    $595,000
    Active

    251 DEVON DR, Chestertown, MD 21620

    MLS# MDKE2005536

    Listed by Doug Ashley Realtors, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 234 N COLLEGE AVE, Chestertown, MD 21620
    1/3 3
    2 Beds 1 Bath 1,296 SqFt
    $174,900
    Price Dropped by $10K

    234 N COLLEGE AVE, Chestertown, MD 21620

    MLS# MDKE2005434

    Listed by Cummings & Co Realtors

    Single Family Home

    Bright MLS (BMLS)
  • 9194 N BAYVIEW AVE, Chestertown, MD 21620
    1/45 45
    2 Beds 2 Baths 1,460 SqFt
    $698,000
    Under Contract

    9194 N BAYVIEW AVE, Chestertown, MD 21620

    MLS# MDKE2005488

    Listed by Gunther-McClary Real Estate

    Single Family Home

    Bright MLS (BMLS)
  • 9190 N BAYVIEW AVE, Chestertown, MD 21620
    1/38 38
    2 Beds 1 Bath 1,160 SqFt
    $319,500
    Under Contract

    9190 N BAYVIEW AVE, Chestertown, MD 21620

    MLS# MDKE2005442

    Listed by Select Land & Homes, LLC

    Manufactured Home

    Bright MLS (BMLS)
  • 141 PROSPECT ST, Chestertown, MD 21620
    1/16 16
    4 Beds 2 Baths 1,156 SqFt
    $175,000
    Active

    141 PROSPECT ST, Chestertown, MD 21620

    MLS# MDKE2005504

    Listed by Cross Street Realtors LLC

    Single Family Home

    Bright MLS (BMLS)
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Leigh Anne Monk
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Real Broker, LLC
Leigh Anne Monk

+1(703) 963-2394 [email protected]

1765 Greensboro Station PL Suite 900, McLean, VA, 22102, United States

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Leigh Anne Monk
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Real Broker, LLC
Leigh Anne Monk

+1(703) 963-2394 [email protected]

1765 Greensboro Station PL Suite 900, McLean, VA, 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

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.