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    158 Properties
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    158 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 124 WILTON RD, Chestertown, MD 21620
      3 Beds1 Bath1,056 SqFt
      1/26 26
      Open 8/22 12PM-2PM

      $299,900

      124 WILTON RD, Chestertown, MD 21620

      MLS# MDQA2018272

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 109 PARMA RD, Chestertown, MD 21620
      3 Beds2 Baths1,288 SqFt
      1/55 55
      Coming Soon

      $315,000

      109 PARMA RD, Chestertown, MD 21620

      MLS# MDQA2018184

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 115 METCALF RD, Chestertown, MD 21620
      3 Beds2 Baths1,280 SqFt
      1/10 10
      Open Tue 5PM-7PM

      $259,900

      115 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2006826

      Listed by Real Broker, LLC - Chester

      Bright MLS (BMLS)
    • 226 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths2,172 SqFt
      1/31 31
      Open 8/22 11AM-1PM

      $898,000

      226 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2006354

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 1003 TWIN CT, Chestertown, MD 21620
      3 Beds3 Baths2,076 SqFt
      1/43 43
      New

      $524,900

      1003 TWIN CT, Chestertown, MD 21620

      MLS# MDKE2006974

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 117 N WATER ST #3B, Chestertown, MD 21620
      1 Bed1 Bath
      1/18 18
      New

      $295,000

      117 N WATER ST #3B, Chestertown, MD 21620

      MLS# MDKE2006968

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 216 BIRCH RUN RD, Chestertown, MD 21620
      3 Beds3 Baths2,176 SqFt
      1/52 52
      New

      $750,000

      216 BIRCH RUN RD, Chestertown, MD 21620

      MLS# MDKE2006896

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 104 CHURCH ALY, Chestertown, MD 21620
      2 Beds2 Baths1,058 SqFt
      1/34 34
      New

      $440,000

      104 CHURCH ALY, Chestertown, MD 21620

      MLS# MDKE2006900

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 23208 BUCK NECK RD, Chestertown, MD 21620
      3 Beds3 Baths1,650 SqFt
      1/35 35
      New

      $349,900

      23208 BUCK NECK RD, Chestertown, MD 21620

      MLS# MDKE2006980

      Listed by Real Broker, LLC - Chester

      Bright MLS (BMLS)
    • 7464 SHORTALL ST, Chestertown, MD 21620
      3 Beds2 Baths1,232 SqFt
      1/32 32
      Coming Soon

      $304,000

      7464 SHORTALL ST, Chestertown, MD 21620

      MLS# MDKE2006988

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 249 ISLAND LARK WAY, Chestertown, MD 21620
      3 Beds3 Baths1,420 SqFt
      1/17 17
      New

      $259,900

      249 ISLAND LARK WAY, Chestertown, MD 21620

      MLS# MDKE2006972

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 123 TRAFFORD DR, Chestertown, MD 21620
      4 Beds3 Baths2,504 SqFt
      New

      $375,000

      123 TRAFFORD DR, Chestertown, MD 21620

      MLS# MDKE2006970

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 115 CHESTER ARMS DR, Chestertown, MD 21620
      3 Beds2 Baths1,140 SqFt
      Coming Soon

      $263,000

      115 CHESTER ARMS DR, Chestertown, MD 21620

      MLS# MDKE2006958

      Listed by Samson Properties

      Bright MLS (BMLS)
    • 8630 ELM RD, Chestertown, MD 21620
      5 Beds3 Baths1,936 SqFt
      1/55 55
      New

      $445,000

      8630 ELM RD, Chestertown, MD 21620

      MLS# MDKE2006914

      Listed by Save 6, Incorporated

      Bright MLS (BMLS)
    • 10540 TONOPAH RD, Chestertown, MD 21620
      3 Beds2 Baths1,404 SqFt
      1/21 21
      New

      $279,000

      10540 TONOPAH RD, Chestertown, MD 21620

      MLS# MDKE2006880

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 7982 RADCLIFFE RD, Chestertown, MD 21620
      2 Beds2 Baths1,904 SqFt
      1/37 37
      New

      $478,000

      7982 RADCLIFFE RD, Chestertown, MD 21620

      MLS# MDKE2006950

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 101 S COLLEGE AVE, Chestertown, MD 21620
      2 Beds2 Baths1,036 SqFt
      Coming Soon

      $369,000

      101 S COLLEGE AVE, Chestertown, MD 21620

      MLS# MDKE2006918

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 11035 BOTTOM RD, Worton, MD 21678
      3 Beds2 Baths1,300 SqFt
      1/25 25
      New

      $310,000

      11035 BOTTOM RD, Worton, MD 21678

      MLS# MDKE2006948

      Listed by Keller Williams Select Realtors of Annapolis

      Bright MLS (BMLS)
    • 129 TRAFFORD DR, Chestertown, MD 21620
      3 Beds3 Baths3,176 SqFt
      1/15 15
      Active

      $480,000

      129 TRAFFORD DR, Chestertown, MD 21620

      MLS# MDKE2006878

      Listed by Elevated Real Estate Solutions

      Bright MLS (BMLS)
    • 202 PINE ST, Chestertown, MD 21620
      3 Beds1 Bath1,341 SqFt
      Under Contract

      $205,000

      202 PINE ST, Chestertown, MD 21620

      MLS# MDKE2006888

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 533 ROUND TOP RD, Chestertown, MD 21620
      4 Beds2 Baths1,800 SqFt
      Coming Soon

      $225,000

      533 ROUND TOP RD, Chestertown, MD 21620

      MLS# MDQA2018038

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 240 ROUND TOP RD, Chestertown, MD 21620
      3 Beds2 Baths1,132 SqFt
      Coming Soon

      $295,000

      240 ROUND TOP RD, Chestertown, MD 21620

      MLS# MDQA2018166

      Listed by Clark & Co Realty, LLC

      Bright MLS (BMLS)
    • 207 LINCOLN DR, Chestertown, MD 21620
      4 Beds2 Baths1,152 SqFt
      1/24 24
      Pending

      $135,000

      207 LINCOLN DR, Chestertown, MD 21620

      MLS# MDKE2006894

      Listed by Monument Sotheby's International Realty

      Bright MLS (BMLS)
    • 7828 COUNTRY CLUB LN, Chestertown, MD 21620
      3 Beds3 Baths2,857 SqFt
      1/68 68
      Active

      $799,000

      7828 COUNTRY CLUB LN, Chestertown, MD 21620

      MLS# MDKE2006736

      Listed by Cross Street Realtors LLC

      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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Recent Listings
        Communities
        1. Indian Head
        2. Arnold
        3. Waldorf
        4. Brandywine
        5. Upper Marlboro
        6. Bowie
        Sell My Home
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        Home Buyers Guide
        Home Sellers Guide
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        2. Affordability Calculator
        3. Mortgage Calculator
        4. Market Snapshot
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        About
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        3. Client Survey
        4. Testimonials
        5. Contact Me
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    Broker Logo (13)MLS realtor logoProud Partner of FGP

    Samson Properties

    Joe Harrison Lic# 658148

    +1(210) 846-5580 jh3realtor@gmail.com

    16701 Melford Blvd, Suite 100, Bowie, MD 20715

    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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Recent Listings
        Communities
        1. Indian Head
        2. Arnold
        3. Waldorf
        4. Brandywine
        5. Upper Marlboro
        6. Bowie
        Sell My Home
        Services
        Home Buyers Guide
        Home Sellers Guide
        Resources
        1. Get Pre-Qualified
        2. Affordability Calculator
        3. Mortgage Calculator
        4. Market Snapshot
        5. iBuyer Guide
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
        Videos
        Blogs
    Broker Logo (13)MLS realtor logoProud Partner of FGP

    Samson Properties

    Joe Harrison Lic# 658148

    +1(210) 846-5580 jh3realtor@gmail.com

    16701 Melford Blvd, Suite 100, Bowie, MD 20715

    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