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    146 Properties
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    146 Properties Available

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    • Newest Listings
    • Beds (Most)
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    • 234 N COLLEGE AVE, Chestertown, MD 21620
      2 Beds1 Bath1,296 SqFt
      1/3 3
      Price Dropped by $34K

      $130,000

      234 N COLLEGE AVE, Chestertown, MD 21620

      MLS# MDKE2005434

      Listed by Cummings & Co Realtors

      Bright MLS (BMLS)
    • 205 RIVER RD, Chestertown, MD 21620
      3 Beds3 Baths2,877 SqFt
      1/28 28
      Open Sat 12PM-2PM

      $949,000

      205 RIVER RD, Chestertown, MD 21620

      MLS# MDQA2016560

      Listed by Clark & Co Realty, LLC

      Bright MLS (BMLS)
    • 106 QUEEN ST S, Chestertown, MD 21620
      3 Beds4 Baths2,472 SqFt
      1/92 92
      Open Fri 5PM-7PM

      $865,000

      106 QUEEN ST S, Chestertown, MD 21620

      MLS# MDKE2006152

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 101 COLEMAN DR, Chestertown, MD 21620
      3 Beds3 Baths2,268 SqFt
      1/56 56
      Open Sun 12PM-2PM

      $524,900

      101 COLEMAN DR, Chestertown, MD 21620

      MLS# MDQA2016624

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 7989 QUAKER NECK RD, Chestertown, MD 21620
      5 Beds5 Baths4,305 SqFt
      3D
      Open 5/9 11AM-1PM

      $2,400,000

      7989 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005590

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 103 TRAFFORD DR, Chestertown, MD 21620
      3 Beds3 Baths1,944 SqFt
      1/66 66
      New

      $450,000

      103 TRAFFORD DR, Chestertown, MD 21620

      MLS# MDKE2006416

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 301 HILLTOP LN, Chestertown, MD 21620
      3 Beds3 Baths1,197 SqFt
      1/36 36
      New

      $225,000

      301 HILLTOP LN, Chestertown, MD 21620

      MLS# MDKE2006398

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 126 CHAR NOR MANOR BLVD, Chestertown, MD 21620
      3 Beds2 Baths1,304 SqFt
      3D
      New

      $349,000

      126 CHAR NOR MANOR BLVD, Chestertown, MD 21620

      MLS# MDQA2016812

      Listed by RE/MAX Executive

      Bright MLS (BMLS)
    • 24581 WILLOW OAK LN, Chestertown, MD 21620
      3 Beds2 Baths1,352 SqFt
      1/29 29
      New

      $229,990

      24581 WILLOW OAK LN, Chestertown, MD 21620

      MLS# MDKE2006342

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 103 METCALF RD, Chestertown, MD 21620
      3 Beds2 Baths1,280 SqFt
      1/22 22
      New

      $259,900

      103 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2006446

      Listed by Real Broker, LLC

      Bright MLS (BMLS)
    • 115 ACORN DR, Chestertown, MD 21620
      2 Beds3 Baths1,864 SqFt
      1/40 40
      New

      $296,000

      115 ACORN DR, Chestertown, MD 21620

      MLS# MDKE2006360

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 25475 TURNBERRY CT, Chestertown, MD 21620
      4 Beds4 Baths4,145 SqFt
      1/79 79
      Under Contract

      $867,000

      25475 TURNBERRY CT, Chestertown, MD 21620

      MLS# MDKE2006350

      Listed by Taylor Properties

      Bright MLS (BMLS)
    • 136 HILLTOP DR, Chestertown, MD 21620
      3 Beds2 Baths1,432 SqFt
      3D
      Under Contract

      $366,000

      136 HILLTOP DR, Chestertown, MD 21620

      MLS# MDQA2016782

      Listed by Northrop Realty

      Bright MLS (BMLS)
    • 8706 ELM RD, Chestertown, MD 21620
      3 Beds2 Baths1,232 SqFt
      1/7 7
      Active

      $320,000

      8706 ELM RD, Chestertown, MD 21620

      MLS# MDKE2006390

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 10584 KLAMATH RD, Chestertown, MD 21620
      3 Beds2 Baths0.37 Acres Lot
      1/20 20
      Pending

      $319,900

      10584 KLAMATH RD, Chestertown, MD 21620

      MLS# MDKE2006328

      Listed by Real Broker, LLC

      Bright MLS (BMLS)
    • 108 OAK LEAF DR, Chestertown, MD 21620
      2 Beds3 Baths1,867 SqFt
      1/39 39
      Active

      $299,500

      108 OAK LEAF DR, Chestertown, MD 21620

      MLS# MDKE2006224

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 10594 MILLBROOK DR, Chestertown, MD 21620
      3 Beds2 Baths1,499 SqFt
      1/14 14
      Under Contract

      $329,000

      10594 MILLBROOK DR, Chestertown, MD 21620

      MLS# MDKE2006378

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 208 CENTRAL DR, Chestertown, MD 21620
      3 Beds1 Bath1,120 SqFt
      3D
      Price Dropped by $16K

      $299,000

      208 CENTRAL DR, Chestertown, MD 21620

      MLS# MDQA2016836

      Listed by Redfin Corp

      Bright MLS (BMLS)
    • 24295 LANGFORD RD, Chestertown, MD 21620
      3 Beds3 Baths1,857 SqFt
      1/3 3
      Coming Soon

      $445,000

      24295 LANGFORD RD, Chestertown, MD 21620

      MLS# MDKE2006320

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 240 MERGANSER DR, Chestertown, MD 21620
      3 Beds2 Baths1,120 SqFt
      1/8 8
      Coming Soon

      $425,000

      240 MERGANSER DR, Chestertown, MD 21620

      MLS# MDQA2016900

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 10087 JOHN CARVILL RD, Chestertown, MD 21620
      3 Beds2 Baths1,566 SqFt
      1/63 63
      Pending

      $695,000

      10087 JOHN CARVILL RD, Chestertown, MD 21620

      MLS# MDKE2006324

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 2032 PONDTOWN RD, Chestertown, MD 21620
      3 Beds2 Baths1,120 SqFt
      1/32 32
      Under Contract

      $325,000

      2032 PONDTOWN RD, Chestertown, MD 21620

      MLS# MDQA2016688

      Listed by Northrop Realty

      Bright MLS (BMLS)
    • 21217 TEXAS AVE, Chestertown, MD 21620
      2 Beds1 Bath912 SqFt
      1/20 20
      Active

      $265,000

      21217 TEXAS AVE, Chestertown, MD 21620

      MLS# MDKE2006364

      Listed by RE/MAX Leading Edge

      Bright MLS (BMLS)
    • 226 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths2,172 SqFt
      1/32 32
      Active

      $898,000

      226 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2006354

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
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    Kirk Steffes

    Kirk Steffes Lic# 629026

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

    111 Fulford Ave Suite B, Air, MD, 21014

     

    Cummings & Company Realtors
    Office: 410-823-0033
    Lic #579890

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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
        5. Homebuyer Handbook
        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

     

    Cummings & Company Realtors
    Office: 410-823-0033
    Lic #579890

    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