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    ZIP Code: 21620
    Map
    100 Properties Available In 21620

    100 Properties Available In 21620

    • Newest Listings
    • Price-High To Low
    • Price-Low To High
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    MD >21620 >
    Market Insights
    115 METCALF RD, Chestertown, MD 21620
    1/10
    New

    $259,900

    3 Beds2 Baths1,280 SqFt

    115 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2006826

    Listed by Real Broker, LLC - Chester

    Bright MLS (BMLS)
    21324 PERSIMMON DR, Chestertown, MD 21620
    1/21
    Open Sat 11AM-1PM
    3D

    $199,000

    2 Beds1 Bath1,232 SqFt

    21324 PERSIMMON DR, Chestertown, MD 21620

    MLS# MDKE2006816

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    200 MANOR AVE, Chestertown, MD 21620
    1/34
    New

    $325,000

    4 Beds2 Baths2,198 SqFt

    200 MANOR AVE, Chestertown, MD 21620

    MLS# MDKE2006808

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    210 N QUEEN ST, Chestertown, MD 21620
    1/36
    New

    $735,000

    4 Beds3 Baths2,730 SqFt

    210 N QUEEN ST, Chestertown, MD 21620

    MLS# MDKE2006744

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    121 METCALF RD, Chestertown, MD 21620
    1/10
    New

    $264,900

    3 Beds2 Baths3,920 Sqft Lot

    121 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2006678

    Listed by Real Broker, LLC - Chester

    Bright MLS (BMLS)
    200-204 HIGH ST, Chestertown, MD 21620
    1/58
    New

    $2,300,000

    6,000 Sqft Lot

    200-204 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2006810

    Listed by Taylor Properties

    Bright MLS (BMLS)
    233 MERGANSER DR, Chestertown, MD 21620
    1/13
    New

    $60,000

    0.5 Acres

    233 MERGANSER DR, Chestertown, MD 21620

    MLS# MDQA2017912

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    305 ROOSEVELT DR, Chestertown, MD 21620
    New

    $60,000

    0.61 Acres

    305 ROOSEVELT DR, Chestertown, MD 21620

    MLS# MDKE2006830

    Listed by Taylor Properties

    Bright MLS (BMLS)
    10720 FORESTON RD, Chestertown, MD 21620
    1/42
    Open Sat 11AM-1PM

    $335,000

    3 Beds2 Baths1,412 SqFt

    10720 FORESTON RD, Chestertown, MD 21620

    MLS# MDKE2006800

    Listed by Compass

    Bright MLS (BMLS)
    409 CALVERT ST, Chestertown, MD 21620
    1/9
    Active

    $155,000

    3 Beds2 Baths1,192 SqFt

    409 CALVERT ST, Chestertown, MD 21620

    MLS# MDKE2006794

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    7680 COUNTRY CLUB LN, Chestertown, MD 21620
    1/43
    Active

    $885,000

    5 Beds4 Baths2,639 SqFt

    7680 COUNTRY CLUB LN, Chestertown, MD 21620

    MLS# MDKE2006758

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
    9126 FAIRLEE RD, Chestertown, MD 21620
    1/20
    Active

    $344,000

    3 Beds2 Baths1,216 SqFt

    9126 FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006764

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    896 WASHINGTON AVE, Chestertown, MD 21620
    1/34
    Active

    $325,000

    3 Beds1 Bath1,000 SqFt

    896 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2006750

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    25750 COLLINS AVE, Chestertown, MD 21620
    1/50
    Active

    $468,000

    3 Beds2 Baths3,262 SqFt

    25750 COLLINS AVE, Chestertown, MD 21620

    MLS# MDKE2006546

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    101 S MILL ST, Chestertown, MD 21620
    1/39
    Active

    $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)
    517 ROUND TOP RD, Chestertown, MD 21620
    1/28
    Price Dropped by $25K

    $299,900

    3 Beds1 Bath1,248 SqFt

    517 ROUND TOP RD, Chestertown, MD 21620

    MLS# MDQA2017680

    Listed by Keller Williams Flagship

    Bright MLS (BMLS)
    104 CONLEY DR, Chestertown, MD 21620
    1/27
    Price Dropped by $7K

    $239,900

    3 Beds2 Baths1,280 SqFt

    104 CONLEY DR, Chestertown, MD 21620

    MLS# MDKE2006686

    Listed by Cummings & Co. Realtors

    Bright MLS (BMLS)
    104 ACORN DR, Chestertown, MD 21620
    1/26
    Price Dropped by $9K

    $275,000

    3 Beds3 Baths1,900 SqFt

    104 ACORN DR, Chestertown, MD 21620

    MLS# MDKE2006668

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    234 N COLLEGE AVE, Chestertown, MD 21620
    1/3
    Price Dropped by $10K

    $90,000

    2 Beds1 Bath1,296 SqFt

    234 N COLLEGE AVE, Chestertown, MD 21620

    MLS# MDKE2006670

    Listed by Cummings & Co Realtors

    Bright MLS (BMLS)
    FAIRLEE RD, Chestertown, MD 21620
    1/7
    Active

    $75,000

    2.2 Acres

    FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006672

    Listed by RE/MAX Chesapeake

    Bright MLS (BMLS)
    25416 COMMERCE LN, Chestertown, MD 21620
    1/39
    Active

    $1,100,000

    2.03 Acres Lot

    25416 COMMERCE LN, Chestertown, MD 21620

    MLS# MDKE2006664

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    110 PROSPECT ST, Chestertown, MD 21620
    1/6
    Price Dropped by $5K

    $69,900

    3 Beds2 Baths2,210 SqFt

    110 PROSPECT ST, Chestertown, MD 21620

    MLS# MDKE2006626

    Listed by ANR Realty, LLC

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

    $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)
    1904 PONDTOWN RD, Chestertown, MD 21620
    1/11
    Active

    $265,000

    3 Beds1 Bath1,967 SqFt

    1904 PONDTOWN RD, Chestertown, MD 21620

    MLS# MDQA2017480

    Listed by Keller Williams Flagship

    Bright MLS (BMLS)
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      • Home
        Featured Areas
        1. Washington, DC
        2. Maryland
        Meet the Team
        1. Meet The Ireland Group
        2. Contact Us
        3. Reviews
      • Buy
        1. All Listings
        2. Advanced Search
        3. Coming SOON!
        4. Price Reduced
        5. New Construction
        6. 55 + Community
        7. Foreclosures
        8. Open Houses
        9. Buyer Guide
        10. Get Financing
        Market Reports
        1. Annapolis Market Report
        2. Baltimore Market Report
        3. Baltimore City Market Report
        4. Bowie Market Report
        5. Brandywine Market Report
        6. Clinton Market Report
        7. College Park Market Report
        8. Columbia Market Report
        9. Crofton Market Report
        10. Edgewater Market Report
        11. Laurel Market Report
        12. Odenton Market Report
        13. Owings Mills Market Report
        14. Randallstown Market Report
        15. Towson Market Report
        16. Upper Marlboro Market Report
        17. Waldorf Market Report
        Blogs
      • Sell
        1. Home Valuation
        2. Sell My Home
        3. Seller Guide
        4. Recently Sold
        Resources
        1. Montgomery County Council
        2. Ann Arundel County Council
        3. Howard County Council
        4. Things to Consider when Selling a Home
        5. Things to Consider when Buying a Home
        6. The Home Selling Process
        7. The Home Buying Process
    The Ireland Group | EXP Realty, LLC
    Gregory & Stephanie Ireland

    +1(833) 335-7433 homes@theirelandgroup.com

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

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    eXp Realty - WhiteTIG Logo white
      • Home
        Featured Areas
        1. Washington, DC
        2. Maryland
        Meet the Team
        1. Meet The Ireland Group
        2. Contact Us
        3. Reviews
      • Buy
        1. All Listings
        2. Advanced Search
        3. Coming SOON!
        4. Price Reduced
        5. New Construction
        6. 55 + Community
        7. Foreclosures
        8. Open Houses
        9. Buyer Guide
        10. Get Financing
        Market Reports
        1. Annapolis Market Report
        2. Baltimore Market Report
        3. Baltimore City Market Report
        4. Bowie Market Report
        5. Brandywine Market Report
        6. Clinton Market Report
        7. College Park Market Report
        8. Columbia Market Report
        9. Crofton Market Report
        10. Edgewater Market Report
        11. Laurel Market Report
        12. Odenton Market Report
        13. Owings Mills Market Report
        14. Randallstown Market Report
        15. Towson Market Report
        16. Upper Marlboro Market Report
        17. Waldorf Market Report
        Blogs
      • Sell
        1. Home Valuation
        2. Sell My Home
        3. Seller Guide
        4. Recently Sold
        Resources
        1. Montgomery County Council
        2. Ann Arundel County Council
        3. Howard County Council
        4. Things to Consider when Selling a Home
        5. Things to Consider when Buying a Home
        6. The Home Selling Process
        7. The Home Buying Process
    The Ireland Group | EXP Realty, LLC
    Gregory & Stephanie Ireland

    +1(833) 335-7433 homes@theirelandgroup.com

    Get My App

    Powered by Lofty Inc. Copyright 2026. 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.