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    144 Properties
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    144 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 22570 BAY SHORE RD, Chestertown, MD 21620
      3 Beds2 Baths1,788 SqFt
      1/64 64
      Coming Soon

      $450,000

      22570 BAY SHORE RD, Chestertown, MD 21620

      MLS# MDKE2005230

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 226 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths3,782 Sqft Lot
      1/22 22
      Open Fri 3PM-7PM

      $998,000

      226 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2004940

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 11040 KYLIE LN, Chestertown, MD 21620
      4 Beds4 Baths3,684 SqFt
      1/66 66
      Open Sat 11AM-2PM

      $679,000

      11040 KYLIE LN, Chestertown, MD 21620

      MLS# MDKE2004586

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 228 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths2,592 Sqft Lot
      1/23 23
      Open Fri 3PM-7PM

      $898,000

      228 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2001612

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 209 N WATER ST, Chestertown, MD 21620
      5 Beds4 Baths2,909 SqFt
      Under Contract

      $1,350,000

      209 N WATER ST, Chestertown, MD 21620

      MLS# MDKE2005212

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 9062 FAIRLEE RD, Chestertown, MD 21620
      3 Beds2 Baths1,344 SqFt
      1/31 31
      Coming Soon

      $385,000

      9062 FAIRLEE RD, Chestertown, MD 21620

      MLS# MDKE2005270

      Listed by EXIT Preferred Realty

      Bright MLS (BMLS)
    • 212 CENTRAL DR, Chestertown, MD 21620
      3 Beds1 Bath1,104 SqFt
      1/21 21
      New

      $294,000

      212 CENTRAL DR, Chestertown, MD 21620

      MLS# MDQA2013564

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 201 PONDVIEW CT, Chestertown, MD 21620
      4 Beds3 Baths3,016 SqFt
      1/37 37
      New

      $519,900

      201 PONDVIEW CT, Chestertown, MD 21620

      MLS# MDKE2005246

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 21363 INDIANA AVE, Chestertown, MD 21620
      3 Beds2 Baths896 SqFt
      1/24 24
      Coming Soon

      $299,900

      21363 INDIANA AVE, Chestertown, MD 21620

      MLS# MDKE2005264

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 898 WASHINGTON AVE, Chestertown, MD 21620
      2 Beds2 Baths1,384 SqFt
      1/34 34
      New

      $260,000

      898 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2005250

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 26875 MALLARD RD, Chestertown, MD 21620
      3 Beds4 Baths3,789 SqFt
      1/42 42
      New

      $1,495,000

      26875 MALLARD RD, Chestertown, MD 21620

      MLS# MDKE2005186

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 213 N QUEEN ST, Chestertown, MD 21620
      2 Beds3 Baths1,945 SqFt
      1/49 49
      Under Contract

      $638,750

      213 N QUEEN ST, Chestertown, MD 21620

      MLS# MDKE2005210

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 24607 CHESTERTOWN RD, Chestertown, MD 21620
      3 Beds3 Baths2,294 SqFt
      1/28 28
      New

      $375,000

      24607 CHESTERTOWN RD, Chestertown, MD 21620

      MLS# MDKE2005240

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 305 WASHINGTON AVE, Chestertown, MD 21620
      5 Beds3 Baths2,476 SqFt
      Coming Soon

      $549,000

      305 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2005236

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 310 HILLTOP LN, Chestertown, MD 21620
      3 Beds3 Baths1,216 SqFt
      1/18 18
      Active

      $205,000

      310 HILLTOP LN, Chestertown, MD 21620

      MLS# MDKE2005194

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 10670 TINTAH RD, Chestertown, MD 21620
      3 Beds2 Baths1,404 SqFt
      1/29 29
      Active

      $315,000

      10670 TINTAH RD, Chestertown, MD 21620

      MLS# MDKE2005200

      Listed by Samson Properties

      Bright MLS (BMLS)
    • 811 S MEADOWVIEW DR, Chestertown, MD 21620
      3 Beds2 Baths2,064 SqFt
      3D
      Pending

      $459,000

      811 S MEADOWVIEW DR, Chestertown, MD 21620

      MLS# MDKE2005086

      Listed by Redfin Corp

      Bright MLS (BMLS)
    • 420 CANNON ST, Chestertown, MD 21620
      2 Beds2 Baths1,080 SqFt
      1/39 39
      Active

      $395,000

      420 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2005174

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 107 N QUEEN ST, Chestertown, MD 21620
      4 Beds2 Baths3,050 SqFt
      Pending

      $529,000

      107 N QUEEN ST, Chestertown, MD 21620

      MLS# MDKE2005108

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 222 MOUNT VERNON AVE, Chestertown, MD 21620
      4 Beds2 Baths1,656 SqFt
      1/29 29
      Coming Soon

      $375,000

      222 MOUNT VERNON AVE, Chestertown, MD 21620

      MLS# MDKE2005188

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 508 CANNON ST, Chestertown, MD 21620
      3 Beds3 Baths2,240 SqFt
      1/20 20
      Pending

      $150,000

      508 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2005160

      Listed by Coldwell Banker Realty

      Bright MLS (BMLS)
    • 200 HOFFMAN LN, Chestertown, MD 21620
      3 Beds1 Bath1,128 SqFt
      1/8 8
      Under Contract

      $408,000

      200 HOFFMAN LN, Chestertown, MD 21620

      MLS# MDQA2013020

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 109 EDMORE RD, Chestertown, MD 21620
      3 Beds2 Baths1,344 SqFt
      1/24 24
      Under Contract

      $344,900

      109 EDMORE RD, Chestertown, MD 21620

      MLS# MDQA2013256

      Listed by Benson & Mangold, LLC

      Bright MLS (BMLS)
    • 7961 QUAKER NECK RD, Chestertown, MD 21620
      5 Beds4 Baths4,167 SqFt
      1/95 95
      Pending

      $1,495,000

      7961 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005090

      Listed by Compass

      Bright MLS (BMLS)
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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.

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    21CB_Logo_Vertical_Single_CMYK-removebg-previewProud Partner of FGP

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    Rachel Knapp

    +1(571) 478-2625 rachel@realhomeresults.com

    2000 Duke St, Suite 300, Alexandria, VA, Other

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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 MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Property Portfolio
        Communities
        1. Alexandria
        2. Arlington
        3. Ashburn
        4. Rockville
        5. Upper Marlboro
        6. Waldorf
        7. Fredericksburg
        8. Lake Anna
        9. Richmond
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        4. iBuyer Guide
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    21CB_Logo_Vertical_Single_CMYK-removebg-previewProud Partner of FGP

    Coldwell Banker

    Rachel Knapp

    +1(571) 478-2625 rachel@realhomeresults.com

    2000 Duke St, Suite 300, Alexandria, VA, Other

    Get My App

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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