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    138 Properties
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    138 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 10121 FAIRLEE RD, Chestertown, MD 21620
      6 Beds5 Baths4,954 SqFt
      1/67 67
      Active

      $2,350,000

      10121 FAIRLEE RD, Chestertown, MD 21620

      MLS# MDKE2005852

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 8951 ORCHARD DR, Chestertown, MD 21620
      4 Beds4 Baths3,735 SqFt
      1/47 47
      Pending

      $695,000

      8951 ORCHARD DR, Chestertown, MD 21620

      MLS# MDKE2005836

      Listed by Rock Hall Properties Real Estate

      Bright MLS (BMLS)
    • 8620 PARK DR, Chestertown, MD 21620
      4 Beds3 Baths2,524 SqFt
      1/53 53
      Active

      $499,900

      8620 PARK DR, Chestertown, MD 21620

      MLS# MDKE2005850

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 109 S COLLEGE AVE, Chestertown, MD 21620
      3 Beds3 Baths1,216 SqFt
      1/26 26
      Active

      $449,900

      109 S COLLEGE AVE, Chestertown, MD 21620

      MLS# MDKE2005818

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 7844 CHESTER CT, Chestertown, MD 21620
      4 Beds3 Baths3,248 SqFt
      1/51 51
      Active

      $770,000

      7844 CHESTER CT, Chestertown, MD 21620

      MLS# MDKE2005796

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 206 S WATER ST, Chestertown, MD 21620
      4 Beds4 Baths2,008 SqFt
      1/43 43
      Active

      $619,000

      206 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2005840

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 222 DUTCHESS RD, Chestertown, MD 21620
      3 Beds2 Baths1,096 SqFt
      1/24 24
      Active

      $320,000

      222 DUTCHESS RD, Chestertown, MD 21620

      MLS# MDQA2014830

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 492 PEAR TREE POINT RD, Chestertown, MD 21620
      3 Beds2 Baths3,720 SqFt
      1/73 73
      Under Contract

      $875,000

      492 PEAR TREE POINT RD, Chestertown, MD 21620

      MLS# MDQA2015126

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 228 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths2,310 SqFt
      1/32 32
      Active

      $878,000

      228 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2005812

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 8750 GEORGETOWN RD, Chestertown, MD 21620
      3 Beds2 Baths1,900 SqFt
      1/30 30
      Active

      $339,000

      8750 GEORGETOWN RD, Chestertown, MD 21620

      MLS# MDKE2005834

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 101 BIRCH RUN RD, Chestertown, MD 21620
      3 Beds2 Baths1,961 SqFt
      1/38 38
      Price Dropped by $25K

      $499,999

      101 BIRCH RUN RD, Chestertown, MD 21620

      MLS# MDKE2005810

      Listed by Remax Vision

      Bright MLS (BMLS)
    • 127 WOOD DUCK LN, Chestertown, MD 21620
      3 Beds2 Baths1,666 SqFt
      1/26 26
      Active

      $215,000

      127 WOOD DUCK LN, Chestertown, MD 21620

      MLS# MDQA2015154

      Listed by RE/MAX Point Realty

      Bright MLS (BMLS)
    • 206 VALLEY, Chestertown, MD 21620
      4 Beds2 Baths2,869 SqFt
      1/35 35
      Pending

      $615,000

      206 VALLEY, Chestertown, MD 21620

      MLS# MDKE2005762

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 107 MALONE AVE, Chestertown, MD 21620
      3 Beds1 Bath1,200 SqFt
      1/27 27
      Price Dropped by $15K

      $290,000

      107 MALONE AVE, Chestertown, MD 21620

      MLS# MDKE2005764

      Listed by Douglas Realty LLC

      Bright MLS (BMLS)
    • 118 LITTLE HARBOR WAY #202, Chestertown, MD 21620
      3 Beds2 Baths1,600 SqFt
      1/19 19
      Coming Soon

      $695,000

      118 LITTLE HARBOR WAY #202, Chestertown, MD 21620

      MLS# MDKE2005800

      Listed by Benson & Mangold, LLC

      Bright MLS (BMLS)
    • 119 HIGH ST, Chestertown, MD 21620
      5 Beds5 Baths4,409 SqFt
      1/60 60
      Pending

      $1,250,000

      119 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2005728

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 600 ROSIN DR, Chestertown, MD 21620
      3 Beds2 Baths1,300 SqFt
      1/35 35
      Under Contract

      $415,000

      600 ROSIN DR, Chestertown, MD 21620

      MLS# MDQA2014896

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 221 OLD BRIDGE RD, Chestertown, MD 21620
      3 Beds2 Baths1,851 SqFt
      1/29 29
      Pending

      $369,900

      221 OLD BRIDGE RD, Chestertown, MD 21620

      MLS# MDQA2014888

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 8833 GEORGETOWN RD, Chestertown, MD 21620
      4 Beds2 Baths1,625 SqFt
      1/47 47
      Active

      $314,000

      8833 GEORGETOWN RD, Chestertown, MD 21620

      MLS# MDKE2005766

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 110 TUXEDO RD, Chestertown, MD 21620
      3 Beds3 Baths1,664 SqFt
      Price Dropped by $6K

      $269,000

      110 TUXEDO RD, Chestertown, MD 21620

      MLS# MDQA2014816

      Listed by Cummings & Co. Realtors

      Bright MLS (BMLS)
    • 423 CALVERT ST, Chestertown, MD 21620
      3 Beds2 Baths1,136 SqFt
      3D
      Price Dropped by $20K

      $165,000

      423 CALVERT ST, Chestertown, MD 21620

      MLS# MDKE2005718

      Listed by Redfin Corp

      Bright MLS (BMLS)
    • 7653 BROAD NECK RD, Chestertown, MD 21620
      4 Beds3 Baths1,790 SqFt
      1/39 39
      Under Contract

      $375,000

      7653 BROAD NECK RD, Chestertown, MD 21620

      MLS# MDKE2005742

      Listed by Benson & Mangold, LLC

      Bright MLS (BMLS)
    • 100 ADELA WAY, Chestertown, MD 21620
      4 Beds4 Baths3,799 SqFt
      1/71 71
      Active

      $515,000

      100 ADELA WAY, Chestertown, MD 21620

      MLS# MDKE2005636

      Listed by Berkshire Hathaway HomeServices PenFed Realty

      Bright MLS (BMLS)
    • 103 METCALF RD, Chestertown, MD 21620
      3 Beds2 Baths1,280 SqFt
      1/25 25
      Active

      $259,900

      103 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2005688

      Listed by Real Broker, 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.

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    defaultProud Partner of FGP

    Kirk Steffes

    Kirk Steffes Lic# 629026

    +1(443) 640-5126 krs3005@gmail.com

    111 Fulford Ave Suite B, Air, MD, 21014

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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. Bel Air
        2. Havre de Grace
        3. Fallston
        4. Abingdon
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. iBuyer Guide
        3. Mortgage Calculator
        4. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
        Videos
    defaultProud Partner of FGP

    Kirk Steffes

    Kirk Steffes Lic# 629026

    +1(443) 640-5126 krs3005@gmail.com

    111 Fulford Ave Suite B, Air, MD, 21014

    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