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    155 Properties
    Map

    155 Properties Available In 21620

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
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    MD >21620 >
    Market Insights
    • 234 N COLLEGE AVE, Chestertown, MD 21620
      2 Beds1 Bath1,296 SqFt
      1/3 3
      Price Dropped by $20K

      $100,000

      234 N COLLEGE AVE, Chestertown, MD 21620

      MLS# MDKE2006670

      Listed by Cummings & Co Realtors

      Bright MLS (BMLS)
    • 201 RIVER RD, Chestertown, MD 21620
      3 Beds2 Baths2,430 SqFt
      1/4 4
      Open Sat 1:30PM-3:30PM

      $629,900

      201 RIVER RD, Chestertown, MD 21620

      MLS# MDQA2017684

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 101 S MILL ST, Chestertown, MD 21620
      2 Beds3 Baths1,476 SqFt
      1/39 39
      Open Sat 11AM-1PM

      $515,000

      101 S MILL ST, Chestertown, MD 21620

      MLS# MDKE2006674

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 104 CONLEY DR, Chestertown, MD 21620
      3 Beds2 Baths1,280 SqFt
      1/27 27
      Open 6/19 11AM-1PM

      $247,000

      104 CONLEY DR, Chestertown, MD 21620

      MLS# MDKE2006686

      Listed by Cummings & Co. Realtors

      Bright MLS (BMLS)
    • 103 TRAFFORD DR, Chestertown, MD 21620
      3 Beds3 Baths1,944 SqFt
      1/65 65
      Open Sat 11AM-1PM

      $399,900

      103 TRAFFORD DR, Chestertown, MD 21620

      MLS# MDKE2006416

      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 Sat 11AM-1PM

      $2,200,000

      7989 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005590

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 114 CHESTER VW, Chestertown, MD 21620
      3 Beds2 Baths2,064 SqFt
      Pending

      $1,650,000

      114 CHESTER VW, Chestertown, MD 21620

      MLS# MDQA2017518

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 221 DUTCHESS RD, Chestertown, MD 21620
      3 Beds2 Baths2,260 SqFt
      Under Contract

      $228,000

      221 DUTCHESS RD, Chestertown, MD 21620

      MLS# MDQA2017670

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 202 ROYSTON SHORES RD, Chestertown, MD 21620
      4 Beds3 Baths2,292 SqFt
      1/72 72
      New

      $1,200,000

      202 ROYSTON SHORES RD, Chestertown, MD 21620

      MLS# MDQA2017462

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 103 MAPLE AVE, Chestertown, MD 21620
      4 Beds3 Baths4,536 SqFt
      1/13 13
      Coming Soon

      $615,000

      103 MAPLE AVE, Chestertown, MD 21620

      MLS# MDKE2006676

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 10572 WATONGA RD, Chestertown, MD 21620
      3 Beds2 Baths1,404 SqFt
      1/25 25
      Under Contract

      $325,000

      10572 WATONGA RD, Chestertown, MD 21620

      MLS# MDKE2006644

      Listed by Serhant

      Bright MLS (BMLS)
    • 25750 COLLINS AVE, Chestertown, MD 21620
      3 Beds2 Baths3,262 SqFt
      1/50 50
      Coming Soon

      $468,000

      25750 COLLINS AVE, Chestertown, MD 21620

      MLS# MDKE2006546

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 23264 CLARISSA RD, Chestertown, MD 21620
      3 Beds2 Baths1,248 SqFt
      1/30 30
      Under Contract

      $365,000

      23264 CLARISSA RD, Chestertown, MD 21620

      MLS# MDKE2006096

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 104 ACORN DR, Chestertown, MD 21620
      3 Beds3 Baths1,900 SqFt
      1/26 26
      New

      $284,900

      104 ACORN DR, Chestertown, MD 21620

      MLS# MDKE2006668

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 8796 MARYLAND PKWY, Chestertown, MD 21620
      9 Beds7 Baths4,776 SqFt
      1/60 60
      Active

      $1,650,000

      8796 MARYLAND PKWY, Chestertown, MD 21620

      MLS# MDKE2006596

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 110 PROSPECT ST, Chestertown, MD 21620
      3 Beds2 Baths2,210 SqFt
      1/6 6
      Active

      $119,895

      110 PROSPECT ST, Chestertown, MD 21620

      MLS# MDKE2006626

      Listed by ANR Realty, LLC

      Bright MLS (BMLS)
    • 205 RIVER RD, Chestertown, MD 21620
      4 Beds3 Baths2,877 SqFt
      1/68 68
      Pending

      $869,900

      205 RIVER RD, Chestertown, MD 21620

      MLS# MDQA2017560

      Listed by Clark & Co Realty, LLC

      Bright MLS (BMLS)
    • 1904 PONDTOWN RD, Chestertown, MD 21620
      3 Beds1 Bath1,967 SqFt
      1/11 11
      Active

      $265,000

      1904 PONDTOWN RD, Chestertown, MD 21620

      MLS# MDQA2017480

      Listed by Keller Williams Flagship

      Bright MLS (BMLS)
    • 10781 FERMOY RD, Chestertown, MD 21620
      4 Beds3 Baths2,160 SqFt
      1/54 54
      Active

      $449,900

      10781 FERMOY RD, Chestertown, MD 21620

      MLS# MDKE2006640

      Listed by Real Broker, LLC - Chester

      Bright MLS (BMLS)
    • 213 BYFORD DR, Chestertown, MD 21620
      4 Beds2 Baths1,277 SqFt
      1/39 39
      Active

      $380,000

      213 BYFORD DR, Chestertown, MD 21620

      MLS# MDKE2006026

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 21172 WYOMING AVE, Chestertown, MD 21620
      4 Beds1 Bath2,920 SqFt
      Active

      $200,000

      21172 WYOMING AVE, Chestertown, MD 21620

      MLS# MDKE2006642

      Listed by Blue Star Real Estate, LLC

      Bright MLS (BMLS)
    • 25440 LEARMAN RD, Chestertown, MD 21620
      3 Beds4 Baths3,142 SqFt
      1/70 70
      Under Contract

      $3,000,000

      25440 LEARMAN RD, Chestertown, MD 21620

      MLS# MDKE2006468

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 100 PROSPECT ST, Chestertown, MD 21620
      3 Beds1 Bath1,373 SqFt
      1/21 21
      Under Contract

      $215,000

      100 PROSPECT ST, Chestertown, MD 21620

      MLS# MDKE2006544

      Listed by Real Broker, LLC - Chester

      Bright MLS (BMLS)
    • 22470 FAIRGALE FARM LN, Chestertown, MD 21620
      4 Beds5 Baths4,257 SqFt
      1/49 49
      Active

      $1,450,000

      22470 FAIRGALE FARM LN, Chestertown, MD 21620

      MLS# MDKE2006502

      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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        Home
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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

     

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

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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
        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