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142 Properties Available

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  • 114 DARDEN RD, Chestertown, MD 21620
    1/33 33
    Pending

    $ 269,900

    3 Beds1 Bath1,056 SqFt

    114 DARDEN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2012808

    Listed by FSBO Broker

    Bright MLS (BMLS)
  • 300 HILLTOP LN, Chestertown, MD 21620
    1/20 20
    Price Dropped by $15K

    $ 220,000

    3 Beds3 Baths1,200 SqFt

    300 HILLTOP LN, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005004

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 105 HIGH ST, Chestertown, MD 21620
    1/52 52
    Active

    $ 1,395,500

    5 Beds5 Baths3,243 SqFt

    105 HIGH ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005002

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 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)
  • 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)
  • 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)
  • 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)
  • 118 TUXEDO RD, Chestertown, MD 21620
    1/26 26
    Active

    $ 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)
  • 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)
  • 24576 LANGFORD RD, Chestertown, MD 21620
    1/52 52
    Price Dropped by $40K

    $ 845,000

    3 Beds3 Baths4,023 SqFt

    24576 LANGFORD RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004906

    Listed by Maryland Heritage Properties

    Bright MLS (BMLS)
  • 110 FLYING CLOUD COURT, Chestertown, MD 21620
    1/17 17
    Active

    $ 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)
  • 23620 LANDS END RD, Chestertown, MD 21620
    1/66 66
    Pending

    $ 5,500,000

    5 Beds8 Baths9,852 SqFt

    23620 LANDS END RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004760

    Listed by Cross Street Realtors LLC

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

    $ 679,000

    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)
  • 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)
  • 26865 MALLARD RD, Chestertown, MD 21620
    1/49 49
    Under Contract

    $ 950,000

    4 Beds3 Baths3,355 SqFt

    26865 MALLARD RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004550

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 23393 CACAWAY FARM LN, Chestertown, MD 21620
    1/44 44
    Active

    $ 1,450,000

    3 Beds4 Baths4,446 SqFt

    23393 CACAWAY FARM LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004002

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 116 PINE CHIP RD, Chestertown, MD 21620
    1/35 35
    Active

    $ 515,000

    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)
  • 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)
  • 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)
  • 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)
  • 117 N WATER ST N #3B, Chestertown, MD 21620
    1/24 24
    Price Dropped by $48K

    $ 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)
  • 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)
  • 209 RIVER RD, Chestertown, MD 21620
    1/3 3
    Pending

    $ 135,000

    1.01 Acres

    209 RIVER RD, Chestertown, MD 21620

    Vacant Land

    MLS# MDQA2013730

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
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Mark's Home Team @ Cummings & Co Realtors

Mark Novak CCRL 531341

+1(410) 449-7770 [email protected]

111 Fulford Ave Suite B, Air, MD, 21014, United States
    • Meet Mark
    • Selling Plan
    • Client Love ❤️

Get My App

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Mark's Home Team @ Cummings & Co Realtors

Mark Novak CCRL 531341

+1(410) 449-7770 [email protected]

111 Fulford Ave Suite B, Air, MD, 21014, United States
    • Meet Mark
    • Selling Plan
    • Client Love ❤️

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.