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    ZIP Code: 21620
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    151 Properties Available

    151 Properties Available

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    • Price-High To Low
    • Price-Low To High
    • Newest Listings
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    24295 LANGFORD RD, Chestertown, MD 21620
    1/71
    Open Sat 2:30PM-4:30PM

    $445,000

    2 Beds3 Baths1,857 SqFt

    24295 LANGFORD RD, Chestertown, MD 21620

    MLS# MDKE2006320

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    240 MERGANSER DR, Chestertown, MD 21620
    1/51
    Open Sat 12PM-2PM
    3D

    $399,000

    3 Beds2 Baths1,120 SqFt

    240 MERGANSER DR, Chestertown, MD 21620

    MLS# MDQA2016900

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    204 DOUBLE CREEK RD, Chestertown, MD 21620
    1/46
    Open Sat 11AM-1PM

    $565,000

    3 Beds3 Baths2,927 SqFt

    204 DOUBLE CREEK RD, Chestertown, MD 21620

    MLS# MDQA2015996

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    7989 QUAKER NECK RD, Chestertown, MD 21620
    1/90
    Open 6/13 11AM-1PM
    3D

    $2,200,000

    5 Beds5 Baths4,305 SqFt

    7989 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005590

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    22470 FAIRGALE FARM LN, Chestertown, MD 21620
    1/49
    New

    $1,450,000

    4 Beds5 Baths4,257 SqFt

    22470 FAIRGALE FARM LN, Chestertown, MD 21620

    MLS# MDKE2006502

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
    213 BYFORD DR, Chestertown, MD 21620
    1/39
    Coming Soon

    $380,000

    4 Beds2 Baths1,277 SqFt

    213 BYFORD DR, Chestertown, MD 21620

    MLS# MDKE2006026

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    202 ROYSTON SHORES RD, Chestertown, MD 21620
    1/7
    Coming Soon

    $1,200,000

    4 Beds3 Baths2,292 SqFt

    202 ROYSTON SHORES RD, Chestertown, MD 21620

    MLS# MDQA2017462

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    1904 PONDTOWN RD, Chestertown, MD 21620
    1/5
    Coming Soon

    $265,000

    3 Beds1 Bath1,967 SqFt

    1904 PONDTOWN RD, Chestertown, MD 21620

    MLS# MDQA2017480

    Listed by Keller Williams Flagship

    Bright MLS (BMLS)
    522 HIGH ST, Chestertown, MD 21620
    1/15
    New

    $450,000

    2 Beds3 Baths1,518 SqFt

    522 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2006614

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    118 GRANT CT, Chestertown, MD 21620
    1/37
    Under Contract
    3D

    $457,500

    3 Beds2 Baths1,664 SqFt

    118 GRANT CT, Chestertown, MD 21620

    MLS# MDQA2017356

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
    8796 MARYLAND PKWY, Chestertown, MD 21620
    1/60
    Coming Soon

    $1,650,000

    9 Beds7 Baths4,776 SqFt

    8796 MARYLAND PKWY, Chestertown, MD 21620

    MLS# MDKE2006596

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    7761 BROAD NECK RD, Chestertown, MD 21620
    1/4
    Pending

    $1,500,000

    5 Beds3 Baths2,700 SqFt

    7761 BROAD NECK RD, Chestertown, MD 21620

    MLS# MDKE2006542

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    956 WASHINGTON AVE, Chestertown, MD 21620
    1/29
    Active

    $285,000

    3 Beds1 Bath1,248 SqFt

    956 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2006394

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    25440 LEARMAN RD, Chestertown, MD 21620
    1/70
    Coming Soon

    $3,000,000

    3 Beds4 Baths3,142 SqFt

    25440 LEARMAN RD, Chestertown, MD 21620

    MLS# MDKE2006468

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    110 S QUEEN ST, Chestertown, MD 21620
    1/30
    Active

    $525,000

    3 Beds2 Baths1,785 SqFt

    110 S QUEEN ST, Chestertown, MD 21620

    MLS# MDKE2006520

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    1014 TWIN CT, Chestertown, MD 21620
    1/29
    Under Contract

    $499,000

    3 Beds2 Baths1,817 SqFt

    1014 TWIN CT, Chestertown, MD 21620

    MLS# MDKE2006516

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    423 CALVERT ST, Chestertown, MD 21620
    1/30
    Under Contract

    $185,000

    3 Beds2 Baths1,136 SqFt

    423 CALVERT ST, Chestertown, MD 21620

    MLS# MDKE2006578

    Listed by Compass

    Bright MLS (BMLS)
    127 WOOD DUCK LN, Chestertown, MD 21620
    1/23
    Under Contract

    $138,000

    3 Beds2 Baths1,666 SqFt

    127 WOOD DUCK LN, Chestertown, MD 21620

    MLS# MDQA2017354

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    102 FLYING CLOUD DR, Chestertown, MD 21620
    1/41
    Active

    $339,900

    3 Beds3 Baths1,896 SqFt

    102 FLYING CLOUD DR, Chestertown, MD 21620

    MLS# MDKE2006586

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    8629 AIRY HILL RD, Chestertown, MD 21620
    1/45
    Under Contract

    $425,000

    3 Beds2 Baths1,440 SqFt

    8629 AIRY HILL RD, Chestertown, MD 21620

    MLS# MDKE2006526

    Listed by Keller Williams Realty

    Bright MLS (BMLS)
    107 FLYING CLOUD DR, Chestertown, MD 21620
    1/51
    Active

    $395,000

    5 Beds4 Baths2,534 SqFt

    107 FLYING CLOUD DR, Chestertown, MD 21620

    MLS# MDKE2006510

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
    23416 CLOQUET RD, Chestertown, MD 21620
    1/34
    Under Contract

    $384,000

    3 Beds2 Baths1,512 SqFt

    23416 CLOQUET RD, Chestertown, MD 21620

    MLS# MDKE2006486

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    21363 LYNN LN, Chestertown, MD 21620
    1/28
    Under Contract

    $205,000

    3 Beds1 Bath1,314 SqFt

    21363 LYNN LN, Chestertown, MD 21620

    MLS# MDKE2006556

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    304 HADAWAY DR, Chestertown, MD 21620
    1/38
    Price Dropped by $7K
    3D

    $322,500

    4 Beds2 Baths1,325 SqFt

    304 HADAWAY DR, Chestertown, MD 21620

    MLS# MDKE2006482

    Listed by Redfin Corporation

    Bright MLS (BMLS)
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    Bayside Realty
    Dale Hunter Jr
    +1(443) 829-5828
    dalehunterjr@baysiderealtymd.com
    23458 Scotts Ln, St Michaels, MD, 21663, USA
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        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.

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    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