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    15 Properties

    15 Properties Available

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    • 105 HIGH ST, Chestertown, MD 21620
      1/52 52
      Open Sat 9:30AM-11:30AM

      $ 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)
    • 508 CANNON ST, Chestertown, MD 21620
      1/20 20
      Pending

      $ 150,000

      3 Beds3 Baths2,240 SqFt

      508 CANNON ST, Chestertown, MD 21620

      Single Family Home, Townhouse

      MLS# MDKE2005160

      Listed by Coldwell Banker Realty

      Bright MLS (BMLS)
    • 420 CANNON ST, Chestertown, MD 21620
      1/3 3
      Coming Soon

      $ 395,000

      2 Beds2 Baths1,080 SqFt

      420 CANNON ST, Chestertown, MD 21620

      Single Family Home

      MLS# MDKE2005174

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 619 CANNON ST, Chestertown, MD 21620
      1/9 9
      Under Contract

      $ 220,000

      1 Bed1 Bath882 SqFt

      619 CANNON ST, Chestertown, MD 21620

      Single Family Home

      MLS# MDKE2005050

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 108 N QUEEN ST, Chestertown, MD 21620
      1/40 40
      Under Contract

      $ 599,900

      5 Beds3 Baths2,536 SqFt

      108 N QUEEN ST, Chestertown, MD 21620

      Single Family Home

      MLS# MDKE2004886

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 107 N QUEEN ST, Chestertown, MD 21620
      1/63 63
      Coming Soon

      $ 529,000

      4 Beds2 Baths3,050 SqFt

      107 N QUEEN ST, Chestertown, MD 21620

      Single Family Home

      MLS# MDKE2005108

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 129 N QUEEN ST N, Chestertown, MD 21620
      1/38 38
      Under Contract

      $ 598,500

      3 Beds3 Baths2,296 SqFt

      129 N QUEEN ST N, Chestertown, MD 21620

      Single Family Home

      MLS# MDKE2004970

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 101 S MILL ST, Chestertown, MD 21620
      1/22 22
      Under Contract

      $ 485,000

      2 Beds3 Baths1,476 SqFt

      101 S MILL ST, Chestertown, MD 21620

      Single Family Home, Townhouse

      MLS# MDKE2004984

      Listed by Coldwell Banker Chesapeake Real Estate Company

      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)
    • 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
      Price Dropped by $30K

      $ 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
      Active

      $ 950,000

      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)
    • 206 CANNON ST, Chestertown, MD 21620
      1/9 9
      Price Dropped by $100K

      $ 1,150,000

      1.56 Acres

      206 CANNON ST, Chestertown, MD 21620

      Vacant Land

      MLS# MDKE2003620

      Listed by Benson & Mangold, LLC

      Bright MLS (BMLS)
    • 1
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    eXp Realty

    Lindsey Jones

    +1(267) 342-0316 [email protected]

    Abington Twp, PA, 19001, USA
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    exp-world-white
    eXp Realty

    Lindsey Jones

    +1(267) 342-0316 [email protected]

    Abington Twp, PA, 19001, USA
      • Home
        About
        1. About Us
        2. Contact Us
        3. Reviews
      • Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Market Snapshot
      • Sell
        1. Sell My Home
        2. Home Valuation

    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.