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17 Properties
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17 Properties Available In Chestertown

  • Price-High To Low
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  • Price-Low To High
  • Newest Listings
  • Beds (Most)
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MD >Chestertown >
Market Insights
  • 860 & 870 HIGH ST, Chestertown, MD 21620
    16,977 SqFt
    1/92 92
    Price Dropped by $300K

    $2,400,000

    860 & 870 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2003850

    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)
  • 11040 KYLIE LN, Chestertown, MD 21620
    4 Beds4 Baths3,684 SqFt
    1/66 66
    Price Dropped by $19K

    $679,000

    11040 KYLIE LN, Chestertown, MD 21620

    MLS# MDKE2004586

    Listed by Coldwell Banker Chesapeake Real Estate Company

    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)
  • 314 DEVON DR, Chestertown, MD 21620
    4 Beds4 Baths3,420 SqFt
    1/47 47
    Active

    $514,500

    314 DEVON DR, Chestertown, MD 21620

    MLS# MDKE2004946

    Listed by The Parker Group

    Bright MLS (BMLS)
  • 114 RYAN CT, Chestertown, MD 21620
    2 Beds2 Baths1,496 SqFt
    1/36 36
    Price Dropped by $30K

    $429,000

    114 RYAN CT, Chestertown, MD 21620

    MLS# MDQA2012972

    Listed by Taylor Properties

    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)
  • 10705 MILLBROOK DR, Chestertown, MD 21620
    4 Beds3 Baths2,106 SqFt
    1/43 43
    Pending

    $305,000

    10705 MILLBROOK DR, Chestertown, MD 21620

    MLS# MDKE2004846

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
  • 866 WASHINGTON AVE, Chestertown, MD 21620
    1,224 SqFt
    1/20 20
    Price Dropped by $35K

    $299,000

    866 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2004832

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • SCHEELER ROAD LOT 2, Chestertown, MD 21620
    0.93 Acres
    1/7 7
    Price Dropped by $99K

    $250,000

    SCHEELER ROAD LOT 2, Chestertown, MD 21620

    MLS# MDKE2004650

    Listed by Select Land & Homes, 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)
  • HAACKE DRIVE LOT 3, Chestertown, MD 21620
    0.96 Acres
    1/5 5
    Price Dropped by $93K

    $225,000

    HAACKE DRIVE LOT 3, Chestertown, MD 21620

    MLS# MDKE2004648

    Listed by Select Land & Homes, LLC

    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)
  • 508 CANNON ST, Chestertown, MD 21620
    3 Beds3 Baths2,240 SqFt
    1/20 20
    Pending

    $150,000

    508 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2005160

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
  • COGAR RD, Chestertown, MD 21620
    0.34 Acres
    1/2 2
    Price Dropped by $10K

    $25,000

    COGAR RD, Chestertown, MD 21620

    MLS# MDKE2004996

    Listed by Compass

    Bright MLS (BMLS)
  • TONOPAH RD, Chestertown, MD 21620
    0.34 Acres
    1/2 2
    Price Dropped by $10K

    $25,000

    TONOPAH RD, Chestertown, MD 21620

    MLS# MDKE2004994

    Listed by Compass

    Bright MLS (BMLS)
  • MONTGOMERY AVE, Chestertown, MD 21620
    0.11 Acres
    Price Dropped by $5K

    $10,000

    MONTGOMERY AVE, Chestertown, MD 21620

    MLS# MDKE2004196

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
  • 1

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Carelly Realty Group_combo1_1 CROP
      Properties
      1. Map Search
      2. Exclusive Listings
      3. Open Houses
      4. Newest Listings
      5. All Properties
      6. Sold Listings
      Sell
      1. Sell A Home
      2. Seller Questionnaire
      3. Home Valuation
      4. Market Reports
      Buy
      1. Buy A Home
      2. Financing
      3. Buyer Questionnaire
      4. Calculator
      5. Email Listing Alerts
      Services
      1. Home Equity Building Tools
      2. Renter Resources
      3. Available Services
      Special Offers
      1. Seller Book
      2. For Sale By Owner Book
      3. Expired Listing Book
      4. Foreclosure Book
      5. First Time Home Buyer Book
      6. Home Buyer Book
      7. Digital Magazine
      8. Home Sweet Home Magazine
      Market News
      1. Real Estate Blog
      Why Us
      1. About Us
      2. Client Reviews
      Connect
Carelly Realty Group

Kelly & Carl Robinson License ID: 1968923

+1(973) 500-3253 info@carellyrealty.com

549 Millburn Ave, Short Hills, NJ, 07078-3330, USA

NEW JERSEY LUXURY REAL ESTATE AGENTS

Real Estate Website Design by Bullsai

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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.
Carelly Realty Group_combo1_1 CROP
      Properties
      1. Map Search
      2. Exclusive Listings
      3. Open Houses
      4. Newest Listings
      5. All Properties
      6. Sold Listings
      Sell
      1. Sell A Home
      2. Seller Questionnaire
      3. Home Valuation
      4. Market Reports
      Buy
      1. Buy A Home
      2. Financing
      3. Buyer Questionnaire
      4. Calculator
      5. Email Listing Alerts
      Services
      1. Home Equity Building Tools
      2. Renter Resources
      3. Available Services
      Special Offers
      1. Seller Book
      2. For Sale By Owner Book
      3. Expired Listing Book
      4. Foreclosure Book
      5. First Time Home Buyer Book
      6. Home Buyer Book
      7. Digital Magazine
      8. Home Sweet Home Magazine
      Market News
      1. Real Estate Blog
      Why Us
      1. About Us
      2. Client Reviews
      Connect
Carelly Realty Group

Kelly & Carl Robinson License ID: 1968923

+1(973) 500-3253 info@carellyrealty.com

549 Millburn Ave, Short Hills, NJ, 07078-3330, USA

NEW JERSEY LUXURY REAL ESTATE AGENTS

Real Estate Website Design by Bullsai

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.