• Home
  • Buy
    1. All Listings
    2. Featured Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Recent Sold
  • Rent
    1. Rental Listings
  • Bayside Realty
  • Featured Areas
    1. Easton Overview
    2. Denton Overview
    3. Trappe Overview
    4. Chestertown Overview
    5. Saint Michaels Overview
    6. Ridgely Overview
    7. Berlin Overview
  • About
    1. My Team
    2. About Us
    3. Contact Us
    4. Reviews
  • Market Snapshot
    • Register
    • Sign In
    Price
    • Any
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • $ 800,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
    • $ 600,000
    • $ 1,000,000
      Beds Tap two numbers to select a range
      Any
      1
      2
      3
      4
      5+
      Baths Tap two numbers to select a range
      Any
      1
      2
      3
      4
      5+
    • List
    • Mixed
    • Map
    Subdivision: Historic Chestertown, Chestertown, MD
    Listing Status: Active
    Map
    2 Properties Available In Historic Chestertown

    2 Properties Available In Historic Chestertown

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    MD >Chestertown >Historic Chestertown >
    Market Insights
    106 QUEEN ST S, Chestertown, MD 21620
    1/92
    Active

    $865,000

    3 Beds4 Baths2,472 SqFt

    106 QUEEN ST S, Chestertown, MD 21620

    MLS# MDKE2006152

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    327 CANNON ST, Chestertown, MD 21620
    1/39
    Active

    $1,300,000

    2,076 Sqft Lot

    327 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2006104

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
    • 1

    explore listings near Historic Chestertown

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    Bayside Logo . PNG

    Get My App

    Bayside Realty
    Dale Hunter Jr
    +1(443) 829-5828
    dalehunterjr@baysiderealtymd.com
    23458 Scotts Ln, St Michaels, MD, 21663, USA
        Home
        Buy
        1. All Listings
        2. Featured Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        3. Recent Sold
        Rent
        1. Rental Listings
        Featured Areas
        1. Easton Overview
        2. Denton Overview
        3. Trappe Overview
        4. Chestertown Overview
        5. Saint Michaels Overview
        6. Ridgely Overview
        7. Berlin Overview
        About
        1. My Team
        2. About Us
        3. Contact Us
        4. Reviews
        Market Snapshot
    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.

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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

    Bayside Logo . PNG

    Get My App

    Bayside Realty
    Dale Hunter Jr
    +1(443) 829-5828
    dalehunterjr@baysiderealtymd.com
    23458 Scotts Ln, St Michaels, MD, 21663, USA
        Home
        Buy
        1. All Listings
        2. Featured Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        3. Recent Sold
        Rent
        1. Rental Listings
        Featured Areas
        1. Easton Overview
        2. Denton Overview
        3. Trappe Overview
        4. Chestertown Overview
        5. Saint Michaels Overview
        6. Ridgely Overview
        7. Berlin Overview
        About
        1. My Team
        2. About Us
        3. Contact Us
        4. Reviews
        Market Snapshot
    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.

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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