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141 Properties

141 Properties Available

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  • 411 GREENWOOD AVE, Chestertown, MD 21620
    1/6 6
    Coming Soon

    $419,000

    3 Beds3 Baths1,676 SqFt

    411 GREENWOOD AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005824

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 8750 GEORGETOWN RD, Chestertown, MD 21620
    1/30 30
    Open Sat 1PM-3PM

    $339,000

    3 Beds2 Baths1,900 SqFt

    8750 GEORGETOWN RD, Chestertown, MD 21620

    Manufactured Home

    MLS# MDKE2005834

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)

    READ MORE

  • 103 LANDING LN, Chestertown, MD 21620
    1/69 69
    Open 11/2 11AM-2PM

    $559,000

    2 Beds3 Baths2,100 SqFt

    103 LANDING LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2005670

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 200 WASHINGTON AVE, Chestertown, MD 21620
    1/35 35
    Open Sat 10AM-2PM

    $695,000

    4 Beds4 Baths2,917 SqFt

    200 WASHINGTON AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005538

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 105 HIGH ST, Chestertown, MD 21620
    1/52 52
    Open 11/2 11AM-1PM

    $1,395,500

    5 Beds5 Baths3,243 SqFt

    105 HIGH ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005002

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 10121 FAIRLEE RD, Chestertown, MD 21620
    1/6 6
    Coming Soon

    $2,350,000

    6 Beds5 Baths4,954 SqFt

    10121 FAIRLEE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005852

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 7844 CHESTER CT, Chestertown, MD 21620
    1/51 51
    New

    $770,000

    4 Beds3 Baths3,248 SqFt

    7844 CHESTER CT, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005796

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 10781 FERMOY RD, Chestertown, MD 21620
    Coming Soon

    $449,900

    3 Beds3 Baths2,160 SqFt

    10781 FERMOY RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005854

    Listed by Real Broker, LLC

    Bright MLS (BMLS)

    READ MORE

  • 206 S WATER ST, Chestertown, MD 21620
    1/46 46
    New

    $619,000

    4 Beds4 Baths2,008 SqFt

    206 S WATER ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005840

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)

    READ MORE

  • 8951 ORCHARD DR, Chestertown, MD 21620
    1/12 12
    Coming Soon

    $695,000

    4 Beds4 Baths3,735 SqFt

    8951 ORCHARD DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005836

    Listed by Rock Hall Properties Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 222 DUTCHESS RD, Chestertown, MD 21620
    1/24 24
    New

    $320,000

    3 Beds2 Baths1,096 SqFt

    222 DUTCHESS RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014830

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 492 PEAR TREE POINT RD, Chestertown, MD 21620
    1/73 73
    New

    $920,000

    3 Beds2 Baths2,632 SqFt

    492 PEAR TREE POINT RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2015126

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 318 LINCOLN, Chestertown, MD 21620
    1/5 5
    Coming Soon

    $269,000

    3 Beds2 Baths960 SqFt

    318 LINCOLN, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005842

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 228 S WATER ST, Chestertown, MD 21620
    1/29 29
    New

    $878,000

    3 Beds4 Baths2,310 SqFt

    228 S WATER ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005812

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 124 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    1/31 31
    Under Contract

    $245,000

    2 Beds2 Baths1,024 SqFt

    124 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014812

    Listed by RE/MAX Executive

    Bright MLS (BMLS)

    READ MORE

  • 101 BIRCH RUN RD, Chestertown, MD 21620
    1/38 38
    Active

    $525,000

    3 Beds2 Baths1,961 SqFt

    101 BIRCH RUN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005810

    Listed by Remax Vision

    Bright MLS (BMLS)

    READ MORE

  • 10050 FORREST LN, Chestertown, MD 21620
    1/49 49
    Under Contract

    $899,000

    4 Beds2 Baths1,820 SqFt

    10050 FORREST LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005792

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 127 WOOD DUCK LN, Chestertown, MD 21620
    1/26 26
    Active

    $215,000

    3 Beds2 Baths1,666 SqFt

    127 WOOD DUCK LN, Chestertown, MD 21620

    Mobile Home

    MLS# MDQA2015154

    Listed by RE/MAX Point Realty

    Bright MLS (BMLS)

    READ MORE

  • 206 VALLEY, Chestertown, MD 21620
    1/35 35
    Active

    $639,900

    4 Beds2 Baths2,869 SqFt

    206 VALLEY, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005762

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 107 MALONE AVE, Chestertown, MD 21620
    1/27 27
    Price Dropped by $15K

    $290,000

    3 Beds1 Bath1,200 SqFt

    107 MALONE AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005764

    Listed by Douglas Realty LLC

    Bright MLS (BMLS)

    READ MORE

  • 118 LITTLE HARBOR WAY #202, Chestertown, MD 21620
    1/19 19
    Coming Soon

    $695,000

    3 Beds2 Baths1,600 SqFt

    118 LITTLE HARBOR WAY #202, Chestertown, MD 21620

    Condo

    MLS# MDKE2005800

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)

    READ MORE

  • 119 HIGH ST, Chestertown, MD 21620
    1/60 60
    Pending

    $1,250,000

    5 Beds5 Baths4,409 SqFt

    119 HIGH ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005728

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 600 ROSIN DR, Chestertown, MD 21620
    1/35 35
    Price Dropped by $9K

    $415,000

    3 Beds2 Baths1,300 SqFt

    600 ROSIN DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014896

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 221 OLD BRIDGE RD, Chestertown, MD 21620
    1/29 29
    Active

    $369,900

    3 Beds2 Baths1,851 SqFt

    221 OLD BRIDGE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014888

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)

    READ MORE

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The Watson Realty Group LLC

Glenn Watson, Jr. RS RS-0012994

+1(302) 422-4400 glenn@thewatsonrealtygroup.com

115 N. Washington Street, Milford, DE, 19963, United States
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The Watson Realty Group LLC

Glenn Watson, Jr. RS RS-0012994

+1(302) 422-4400 glenn@thewatsonrealtygroup.com

115 N. Washington Street, Milford, DE, 19963, United States
    • Home
      MEET THE TEAM
    • BUY
    • SELL

Get My App

SITE BY CHIME PREMIER

Powered by Lofty Inc. Copyright 2025. 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.