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    129 Properties
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    129 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 234 N COLLEGE AVE, Chestertown, MD 21620
      2 Beds1 Bath1,296 SqFt
      1/3 3
      Under Contract

      $164,000

      234 N COLLEGE AVE, Chestertown, MD 21620

      MLS# MDKE2005434

      Listed by Cummings & Co Realtors

      Bright MLS (BMLS)
    • 201 GREENWOOD AVE, Chestertown, MD 21620
      4 Beds3 Baths3,984 SqFt
      1/62 62
      Under Contract

      $495,000

      201 GREENWOOD AVE, Chestertown, MD 21620

      MLS# MDKE2006030

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 10800 CLIFF RD, Chestertown, MD 21620
      5 Beds4 Baths5,241 SqFt
      1/14 14
      Coming Soon

      $1,495,000

      10800 CLIFF RD, Chestertown, MD 21620

      MLS# MDKE2005898

      Listed by Taylor Properties

      Bright MLS (BMLS)
    • 104 IRIS RD, Chestertown, MD 21620
      3 Beds2 Baths1,700 SqFt
      1/36 36
      Open Sat 12PM-2PM

      $379,000

      104 IRIS RD, Chestertown, MD 21620

      MLS# MDQA2015798

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 22481 GOOSE HOLLOW DR, Chestertown, MD 21620
      3 Beds2 Baths1,296 SqFt
      1/18 18
      Open Sun 1PM-3PM

      $379,500

      22481 GOOSE HOLLOW DR, Chestertown, MD 21620

      MLS# MDKE2006012

      Listed by Realty Mark Cityscape

      Bright MLS (BMLS)
    • 218 CAMELOT DR, Chestertown, MD 21620
      5 Beds4 Baths3,932 SqFt
      1/45 45
      Open Sat 12PM-2PM

      $525,000

      218 CAMELOT DR, Chestertown, MD 21620

      MLS# MDKE2005982

      Listed by Coldwell Banker Realty

      Bright MLS (BMLS)
    • 204 ROLLING RD, Chestertown, MD 21620
      3 Beds2 Baths2,296 SqFt
      1/31 31
      Open 1/17 11AM-1PM

      $345,000

      204 ROLLING RD, Chestertown, MD 21620

      MLS# MDKE2005896

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 121 PRIMROSE RD, Chestertown, MD 21620
      3 Beds3 Baths2,034 SqFt
      1/22 22
      Open 1/18 10AM-12PM

      $350,000

      121 PRIMROSE RD, Chestertown, MD 21620

      MLS# MDQA2015570

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 222 MOUNT VERNON AVE, Chestertown, MD 21620
      4 Beds2 Baths1,656 SqFt
      1/29 29
      Open Sun 1PM-3PM

      $469,000

      222 MOUNT VERNON AVE, Chestertown, MD 21620

      MLS# MDKE2005876

      Listed by Long & Foster Real Estate, Inc.

      Bright MLS (BMLS)
    • 7844 CHESTER CT, Chestertown, MD 21620
      4 Beds3 Baths3,248 SqFt
      1/51 51
      Open Sun 12PM-2:30PM

      $745,000

      7844 CHESTER CT, Chestertown, MD 21620

      MLS# MDKE2005796

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 100 ADELA WAY, Chestertown, MD 21620
      4 Beds4 Baths3,799 SqFt
      1/71 71
      Open Sat 12PM-2PM

      $500,000

      100 ADELA WAY, Chestertown, MD 21620

      MLS# MDKE2005636

      Listed by Berkshire Hathaway HomeServices PenFed Realty

      Bright MLS (BMLS)
    • 141 PROSPECT ST, Chestertown, MD 21620
      4 Beds2 Baths1,156 SqFt
      1/16 16
      New

      $165,000

      141 PROSPECT ST, Chestertown, MD 21620

      MLS# MDKE2006036

      Listed by Taylor Properties

      Bright MLS (BMLS)
    • 24775 LANGFORD RD, Chestertown, MD 21620
      3 Beds1 Bath1,008 SqFt
      1/36 36
      New

      $319,900

      24775 LANGFORD RD, Chestertown, MD 21620

      MLS# MDKE2005992

      Listed by RE/MAX 1st Choice - Middletown

      Bright MLS (BMLS)
    • 6746 QUAKER NECK RD, Chestertown, MD 21620
      5 Beds3 Baths3,371 SqFt
      1/50 50
      New

      $445,000

      6746 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2006014

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 110 TRAFFORD DR, Chestertown, MD 21620
      4 Beds3 Baths2,880 SqFt
      1/26 26
      New

      $475,000

      110 TRAFFORD DR, Chestertown, MD 21620

      MLS# MDKE2005964

      Listed by RE/MAX Advantage Realty

      Bright MLS (BMLS)
    • 303 CEDAR ST, Chestertown, MD 21620
      3 Beds3 Baths2,577 SqFt
      1/26 26
      Under Contract

      $333,900

      303 CEDAR ST, Chestertown, MD 21620

      MLS# MDKE2005970

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 21111 TEXAS AVE, Chestertown, MD 21620
      3 Beds2 Baths1,680 SqFt
      1/16 16
      Under Contract

      $370,000

      21111 TEXAS AVE, Chestertown, MD 21620

      MLS# MDKE2005932

      Listed by Keller Williams Select Realtors of Easton

      Bright MLS (BMLS)
    • 109 METCALF RD, Chestertown, MD 21620
      3 Beds2 Baths1,280 SqFt
      1/27 27
      Active

      $264,900

      109 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2005968

      Listed by Real Broker, LLC

      Bright MLS (BMLS)
    • 676 DEEP LANDING RD, Chestertown, MD 21620
      3 Beds3 Baths1,468 SqFt
      1/24 24
      Under Contract

      $315,000

      676 DEEP LANDING RD, Chestertown, MD 21620

      MLS# MDQA2015466

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • #25 LANDING LN, Chestertown, MD 21620
      4 Beds4 Baths2,784 SqFt
      1/22 22
      Active

      $1,099,900

      #25 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2005954

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 102 LITTLE HARBOR WAY, Chestertown, MD 21620
      3 Beds3 Baths1,964 SqFt
      1/23 23
      Active

      $839,500

      102 LITTLE HARBOR WAY, Chestertown, MD 21620

      MLS# MDKE2005950

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 104 LANDING LN, Chestertown, MD 21620
      3 Beds4 Baths2,192 SqFt
      1/24 24
      Active

      $813,900

      104 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2005952

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • #35 LANDING LN, Chestertown, MD 21620
      3 Beds3 Baths1,964 SqFt
      1/26 26
      Active

      $786,900

      #35 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2005956

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • #37 LANDING LN, Chestertown, MD 21620
      3 Beds3 Baths1,964 SqFt
      1/24 24
      Active

      $765,900

      #37 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2005960

      Listed by Gunther-McClary Real Estate

      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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    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. 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. My Team
        6. 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 2026. All Rights Reserved.

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