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130 Properties
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130 Properties Available

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The average price in the selected areas has remained stable. Learn more
  • 104 DUTCHESS RD, Chestertown, MD 21620
    3 Beds2 Baths1,188 SqFt
    1/23 23
    Active

    $312,000

    104 DUTCHESS RD, Chestertown, MD 21620

    MLS# MDQA2013072

    Listed by Taylor Properties

    Bright MLS (BMLS)
  • 132 PROSPECT ST, Chestertown, MD 21620
    2 Beds1 Bath910 SqFt
    1/10 10
    Pending

    $99,900

    132 PROSPECT ST, Chestertown, MD 21620

    MLS# MDKE2005084

    Listed by ANR Realty, LLC

    Bright MLS (BMLS)
  • 24095 CHESTERTOWN RD, Chestertown, MD 21620
    3 Beds1 Bath1,104 SqFt
    1/45 45
    Price Dropped by $14K

    $320,000

    24095 CHESTERTOWN RD, Chestertown, MD 21620

    MLS# MDKE2005020

    Listed by Taylor Properties

    Bright MLS (BMLS)
  • 100 LITTLE HARBOR WAY, Chestertown, MD 21620
    2 Beds3 Baths2,204 SqFt
    1/57 57
    Price Dropped by $26K

    $699,000

    100 LITTLE HARBOR WAY, Chestertown, MD 21620

    MLS# MDKE2005040

    Listed by Keller Williams Realty Centre

    Bright MLS (BMLS)
  • 7988 ALDAN DR, Chestertown, MD 21620
    5 Beds3 Baths3,394 SqFt
    1/56 56
    Under Contract

    $749,900

    7988 ALDAN DR, Chestertown, MD 21620

    MLS# MDKE2004966

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 129 N QUEEN ST N, Chestertown, MD 21620
    3 Beds3 Baths2,296 SqFt
    1/38 38
    Under Contract

    $598,500

    129 N QUEEN ST N, Chestertown, MD 21620

    MLS# MDKE2004970

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
  • 211 DAVID DR, Chestertown, MD 21620
    4 Beds4 Baths4,401 SqFt
    1/52 52
    Under Contract

    $795,000

    211 DAVID DR, Chestertown, MD 21620

    MLS# MDKE2005038

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 5179 QUAKER NECK RD, Chestertown, MD 21620
    1 Bath1,148 SqFt
    1/48 48
    Under Contract

    $579,900

    5179 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005028

    Listed by Hyatt & Company Real Estate, LLC

    Bright MLS (BMLS)
  • 22153 1ST POINT RD, Chestertown, MD 21620
    5 Beds6 Baths3,078 SqFt
    1/87 87
    Active

    $1,200,000

    22153 1ST POINT RD, Chestertown, MD 21620

    MLS# MDKE2004460

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 216 SILVER HEEL RD, Chestertown, MD 21620
    3 Beds3 Baths1,724 SqFt
    1/32 32
    Under Contract

    $364,900

    216 SILVER HEEL RD, Chestertown, MD 21620

    MLS# MDKE2005024

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 1106 ROUND TOP RD, Chestertown, MD 21620
    3 Beds2 Baths1,248 SqFt
    1/27 27
    Under Contract

    $289,000

    1106 ROUND TOP RD, Chestertown, MD 21620

    MLS# MDQA2012854

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 101 S MILL ST, Chestertown, MD 21620
    2 Beds3 Baths1,476 SqFt
    1/22 22
    Under Contract

    $485,000

    101 S MILL ST, Chestertown, MD 21620

    MLS# MDKE2004984

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 7483 SHORTALL ST, Chestertown, MD 21620
    3 Beds2 Baths1,232 SqFt
    1/37 37
    Pending

    $285,000

    7483 SHORTALL ST, Chestertown, MD 21620

    MLS# MDKE2004948

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 114 DARDEN RD, Chestertown, MD 21620
    3 Beds1 Bath1,056 SqFt
    1/33 33
    Price Dropped by $10K

    $289,900

    114 DARDEN RD, Chestertown, MD 21620

    MLS# MDQA2012808

    Listed by FSBO Broker

    Bright MLS (BMLS)
  • 300 HILLTOP LN, Chestertown, MD 21620
    3 Beds3 Baths1,200 SqFt
    1/20 20
    Active

    $235,000

    300 HILLTOP LN, Chestertown, MD 21620

    MLS# MDKE2005004

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 110 PHILOSOPHERS TER, Chestertown, MD 21620
    2 Beds1 Bath896 SqFt
    1/22 22
    Price Dropped by $25K

    $199,900

    110 PHILOSOPHERS TER, Chestertown, MD 21620

    MLS# MDKE2004982

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 128 EDMORE RD, Chestertown, MD 21620
    4 Beds2 Baths2,568 SqFt
    1/57 57
    Price Dropped by $15K

    $425,000

    128 EDMORE RD, Chestertown, MD 21620

    MLS# MDQA2012546

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 306 CEDAR ST, Chestertown, MD 21620
    4 Beds2 Baths1,404 SqFt
    1/42 42
    Active

    $319,000

    306 CEDAR ST, Chestertown, MD 21620

    MLS# MDKE2004954

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 314 DEVON DR, Chestertown, MD 21620
    4 Beds4 Baths3,420 SqFt
    1/47 47
    Price Dropped by $29K

    $515,000

    314 DEVON DR, Chestertown, MD 21620

    MLS# MDKE2004946

    Listed by The Parker Group

    Bright MLS (BMLS)
  • 226 S WATER ST, Chestertown, MD 21620
    3 Beds4 Baths3,782 Sqft Lot
    1/22 22
    Active

    $998,000

    226 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2004940

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 118 TUXEDO RD, Chestertown, MD 21620
    3 Beds1 Bath1,056 SqFt
    1/26 26
    Active

    $274,000

    118 TUXEDO RD, Chestertown, MD 21620

    MLS# MDQA2012402

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 21217 TEXAS AVE, Chestertown, MD 21620
    2 Beds1 Bath912 SqFt
    1/16 16
    Price Dropped by $17K

    $249,900

    21217 TEXAS AVE, Chestertown, MD 21620

    MLS# MDKE2004902

    Listed by RE/MAX Leading Edge

    Bright MLS (BMLS)
  • 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)
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defaultdefault
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Annapolis
      2. Edgewater
      3. Tracys Landing
      4. Deale
      5. Lothian
      6. Upper Marlboro
      7. Lusby
      8. Prince Frederick
      9. Huntingtown
      10. Owings
      11. Dunkirk
      12. North Beach
      13. Chesapeake Beach
      Market Snapshot
      Southern Maryland
      1. Southern Maryland
      2. Calvert County
      About Us
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
JPAR Real Estate Professionals

Erin Roccapriore License ID: 5006467

+1(240) 229-6180 erin@scarlettgroupproperties.com

8303 Old Leonardtown Rd, Hughesville, MD, 20637, USA

Office Phone +1(301) 684-4895

Get My App

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

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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defaultdefault
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Annapolis
      2. Edgewater
      3. Tracys Landing
      4. Deale
      5. Lothian
      6. Upper Marlboro
      7. Lusby
      8. Prince Frederick
      9. Huntingtown
      10. Owings
      11. Dunkirk
      12. North Beach
      13. Chesapeake Beach
      Market Snapshot
      Southern Maryland
      1. Southern Maryland
      2. Calvert County
      About Us
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
JPAR Real Estate Professionals

Erin Roccapriore License ID: 5006467

+1(240) 229-6180 erin@scarlettgroupproperties.com

8303 Old Leonardtown Rd, Hughesville, MD, 20637, USA

Office Phone +1(301) 684-4895

Get My App

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

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

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.