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    Neighborhood: Chestertown, Chestertown, MD
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    16 Properties Available In Chestertown

    16 Properties Available In Chestertown

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    • Baths (Most)
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    MD >Chestertown >Chestertown >
    Market Insights
    101 S MILL ST, Chestertown, MD 21620
    1/39
    New

    $515,000

    2 Beds3 Baths1,476 SqFt

    101 S MILL ST, Chestertown, MD 21620

    MLS# MDKE2006674

    Listed by Coldwell Banker Chesapeake Real Estate Company

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

    $380,000

    4 Beds2 Baths1,277 SqFt

    213 BYFORD DR, Chestertown, MD 21620

    MLS# MDKE2006026

    Listed by Doug Ashley Realtors, LLC

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

    $314,900

    4 Beds2 Baths1,325 SqFt

    304 HADAWAY DR, Chestertown, MD 21620

    MLS# MDKE2006482

    Listed by Redfin Corporation

    Bright MLS (BMLS)
    103 SUTTON WAY, Chestertown, MD 21620
    1/53
    Active

    $550,000

    5 Beds4 Baths3,816 SqFt

    103 SUTTON WAY, Chestertown, MD 21620

    MLS# MDKE2006344

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    231 RICHARD DR, Chestertown, MD 21620
    1/51
    Pending

    $1,150,000

    5 Beds3 Baths2,956 SqFt

    231 RICHARD DR, Chestertown, MD 21620

    MLS# MDKE2005900

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620
    1/73
    Active

    $1,600,000

    7 Beds5 Baths5,400 SqFt

    117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

    MLS# MDKE2006158

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    117 WATER ST N #1A, Chestertown, MD 21620
    1/46
    Active

    $685,000

    3 Beds3 Baths3,000 SqFt

    117 WATER ST N #1A, Chestertown, MD 21620

    MLS# MDKE2006162

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    117 WATER ST N #2A, Chestertown, MD 21620
    1/24
    Active

    $375,000

    2 Beds1 Bath787 SqFt

    117 WATER ST N #2A, Chestertown, MD 21620

    MLS# MDKE2006166

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    117 WATER ST N #2B, Chestertown, MD 21620
    1/23
    Active

    $350,000

    1 Bed1 Bath850 SqFt

    117 WATER ST N #2B, Chestertown, MD 21620

    MLS# MDKE2006168

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    117 WATER ST N #1B, Chestertown, MD 21620
    1/20
    Active

    $200,000

    1 Bed1 Bath700 SqFt

    117 WATER ST N #1B, Chestertown, MD 21620

    MLS# MDKE2006164

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    110 TRAFFORD DR, Chestertown, MD 21620
    1/22
    Price Dropped by $15K

    $450,000

    4 Beds3 Baths2,880 SqFt

    110 TRAFFORD DR, Chestertown, MD 21620

    MLS# MDKE2005964

    Listed by RE/MAX Advantage Realty

    Bright MLS (BMLS)
    218 CAMELOT DR, Chestertown, MD 21620
    1/45
    Price Dropped by $10K

    $499,999

    5 Beds4 Baths3,932 SqFt

    218 CAMELOT DR, Chestertown, MD 21620

    MLS# MDKE2005982

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
    311 DEVON DR, Chestertown, MD 21620
    1/41
    Price Dropped by $24K

    $475,000

    4 Beds3 Baths3,504 SqFt

    311 DEVON DR, Chestertown, MD 21620

    MLS# MDKE2005930

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    LITTLE HARBOR WAY #1, Chestertown, MD 21620
    1/25
    Active

    $1,459,000

    3 Beds3 Baths2,231 SqFt

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    MLS# MDKE2005768

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
    105 HIGH ST, Chestertown, MD 21620
    1/48
    Price Dropped by $100K

    $1,295,500

    5 Beds5 Baths3,243 SqFt

    105 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2005890

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    LITTLE HARBOR WAY #1, Chestertown, MD 21620
    1/29
    Active

    $1,800,000

    4 Beds4 Baths3,540 SqFt

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    MLS# MDKE2004992

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
    • 1

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    AMB (1)
    AMB Property Group | Keller Williams Capital Properties
    Angelica Dennis
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    +1(240) 688-8762
    angelica@ambpropertygroup.com
    519 C Street NE, Washington, DC, 20002

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    AMB (1)
    AMB Property Group | Keller Williams Capital Properties
    Angelica Dennis
        Top Areas
        1. Prince Georges County
        2. Montgomery County
        3. Anne Arundel County
        4. Calvert County
        5. Charles County
        6. Washington, DC
        7. Northern Virginia
        Buyers
        1. Mortgage Calculator
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        Sellers
        1. Home Valuation
        2. Sell My Home
        3. Services
        4. Schedule
        Market Snapshot
        News
        About Us
    +1(240) 688-8762
    angelica@ambpropertygroup.com
    519 C Street NE, Washington, DC, 20002

    Get My App

    Do Not Sell or Share My Personal Data
    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.

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

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