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    Neighborhood: Chestertown, Chestertown, MD
    Listing Status: Active
    Map
    53 Properties Available In Chestertown

    53 Properties Available In Chestertown

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    MD >Chestertown >Chestertown >
    Market Insights
    Image
    Address
    Price
    Beds
    Baths
    Area
    Status
    MLS

    409 CALVERT ST, Chestertown, MD 21620

    MLS# MDKE2006794 Listed by Chesapeake Real Estate Associates, LLC

    $155,000

    3
    2
    1,192 SqFt
    Active
    MLS# MDKE2006794

    106 QUEEN ST S, Chestertown, MD 21620

    MLS# MDKE2006152 Listed by Chesapeake Real Estate Associates, LLC

    $829,000

    3
    4
    2,472 SqFt
    Active
    MLS# MDKE2006152

    302 PARK ROW #BASEMENT 2, Chestertown, MD 21620

    MLS# MDKE2006180 Listed by Chesapeake Real Estate Associates, LLC

    $395

    --
    --
    --
    Active
    MLS# MDKE2006180

    302 PARK ROW #BASEMENT OFFICE 3, Chestertown, MD 21620

    MLS# MDKE2006008 Listed by Chesapeake Real Estate Associates, LLC

    $445

    --
    --
    --
    Active
    MLS# MDKE2006008

    115 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2006826 Listed by Real Broker, LLC - Chester

    $259,900

    3
    2
    1,280 SqFt
    Active
    MLS# MDKE2006826

    226 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2006354 Listed by Gunther-McClary Real Estate

    $898,000

    3
    4
    2,172 SqFt
    Active
    MLS# MDKE2006354

    107 CONLEY DR, Chestertown, MD 21620

    MLS# MDKE2006828 Listed by Benson & Mangold, LLC

    $240,000

    3
    1
    1,140 SqFt
    Active
    MLS# MDKE2006828

    200 MANOR AVE, Chestertown, MD 21620

    MLS# MDKE2006808 Listed by TTR Sotheby's International Realty

    $325,000

    4
    2
    2,198 SqFt
    Active
    MLS# MDKE2006808

    121 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2006678 Listed by Real Broker, LLC - Chester

    $264,900

    3
    2
    3,920 Sqft Lot
    Active
    MLS# MDKE2006678

    104 CONLEY DR, Chestertown, MD 21620

    MLS# MDKE2006686 Listed by Cummings & Co. Realtors

    $239,900

    3
    2
    1,280 SqFt
    Active
    MLS# MDKE2006686

    104 ACORN DR, Chestertown, MD 21620

    MLS# MDKE2006668 Listed by Cross Street Realtors LLC

    $275,000

    3
    3
    1,900 SqFt
    Active
    MLS# MDKE2006668

    234 N COLLEGE AVE, Chestertown, MD 21620

    MLS# MDKE2006670 Listed by Cummings & Co Realtors

    $85,000

    2
    1
    1,296 SqFt
    Active
    MLS# MDKE2006670

    110 PROSPECT ST, Chestertown, MD 21620

    MLS# MDKE2006626 Listed by ANR Realty, LLC

    $59,900

    3
    2
    2,210 SqFt
    Active
    MLS# MDKE2006626

    213 BYFORD DR, Chestertown, MD 21620

    MLS# MDKE2006026 Listed by Doug Ashley Realtors, LLC

    $380,000

    4
    2
    1,277 SqFt
    Active
    MLS# MDKE2006026

    522 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2006614 Listed by Benson & Mangold, LLC

    $350,000

    2
    3
    1,518 SqFt
    Active
    MLS# MDKE2006614

    103 SUTTON WAY, Chestertown, MD 21620

    MLS# MDKE2006344 Listed by TTR Sotheby's International Realty

    $550,000

    5
    4
    3,816 SqFt
    Active
    MLS# MDKE2006344

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

    MLS# MDKE2006158 Listed by TTR Sotheby's International Realty

    $1,600,000

    7
    5
    5,400 SqFt
    Active
    MLS# MDKE2006158

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

    MLS# MDKE2006162 Listed by TTR Sotheby's International Realty

    $685,000

    3
    3
    3,000 SqFt
    Active
    MLS# MDKE2006162

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

    MLS# MDKE2006166 Listed by TTR Sotheby's International Realty

    $375,000

    2
    1
    787 SqFt
    Active
    MLS# MDKE2006166

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

    MLS# MDKE2006168 Listed by TTR Sotheby's International Realty

    $350,000

    1
    1
    850 SqFt
    Active
    MLS# MDKE2006168

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

    MLS# MDKE2006164 Listed by TTR Sotheby's International Realty

    $200,000

    1
    1
    700 SqFt
    Active
    MLS# MDKE2006164

    218 CAMELOT DR, Chestertown, MD 21620

    MLS# MDKE2005982 Listed by Coldwell Banker Realty

    $499,999

    5
    4
    3,932 SqFt
    Active
    MLS# MDKE2005982

    #25 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005954 Listed by Gunther-McClary Real Estate

    $1,099,900

    4
    4
    2,784 SqFt
    Active
    MLS# MDKE2005954

    102 LITTLE HARBOR WAY, Chestertown, MD 21620

    MLS# MDKE2005950 Listed by Gunther-McClary Real Estate

    $839,500

    3
    3
    1,964 SqFt
    Active
    MLS# MDKE2005950
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    Chesapeake Real Estate Associates, LLC and Century 21 Gold Key Realty
    Mikeshia Lindsey
    +1(443) 397-1773
    moveswithmikeshia@gmail.com
    Main St, Warwick, MD, 21912, USA

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    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.
    site logo
    Chesapeake Real Estate Associates, LLC and Century 21 Gold Key Realty
    Mikeshia Lindsey
    +1(443) 397-1773
    moveswithmikeshia@gmail.com
    Main St, Warwick, MD, 21912, USA

    Get My App

      • Home
        Rent
        1. Rental Listings
      • Buy
        1. All Listings
        2. Featured Listings
        3. Calculator
        About
        1. My Team
        2. About Us
        3. Contact Us
        4. Reviews
      • Sell
        1. Sell My Home
        2. Home Valuation
        3. Recent Sold
        Market Snapshot

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

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