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    138 Properties
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    138 Properties Available

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    • 201 BOUNDARY AVE, Chestertown, MD 21620
      4 Beds3 Baths3,096 SqFt
      1/7 7
      Coming Soon

      $470,000

      201 BOUNDARY AVE, Chestertown, MD 21620

      MLS# MDQA2014272

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 9194 N BAYVIEW AVE, Chestertown, MD 21620
      2 Beds2 Baths1,460 SqFt
      1/45 45
      New

      $698,000

      9194 N BAYVIEW AVE, Chestertown, MD 21620

      MLS# MDKE2005488

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 9190 N BAYVIEW AVE, Chestertown, MD 21620
      2 Beds1 Bath1,160 SqFt
      1/28 28
      New

      $319,500

      9190 N BAYVIEW AVE, Chestertown, MD 21620

      MLS# MDKE2005442

      Listed by Select Land & Homes, LLC

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

      $175,000

      141 PROSPECT ST, Chestertown, MD 21620

      MLS# MDKE2005504

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 600 ROSIN DR, Chestertown, MD 21620
      3 Beds3 Baths1,300 SqFt
      1/4 4
      Coming Soon

      $424,000

      600 ROSIN DR, Chestertown, MD 21620

      MLS# MDQA2014374

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 23370 LOVELY LN, Chestertown, MD 21620
      3 Beds2 Baths1,680 SqFt
      1/9 9
      New

      $309,000

      23370 LOVELY LN, Chestertown, MD 21620

      MLS# MDKE2005510

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 112 METCALF RD, Chestertown, MD 21620
      3 Beds2 Baths1,280 SqFt
      1/6 6
      Coming Soon

      $280,000

      112 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2005498

      Listed by Engel & Volkers Annapolis

      Bright MLS (BMLS)
    • 108 S KENT ST, Chestertown, MD 21620
      1 Bed2 Baths936 SqFt
      1/4 4
      Coming Soon

      $325,000

      108 S KENT ST, Chestertown, MD 21620

      MLS# MDKE2005496

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 205 PINE ST, Chestertown, MD 21620
      3 Beds2 Baths2,212 SqFt
      1/23 23
      New

      $325,000

      205 PINE ST, Chestertown, MD 21620

      MLS# MDKE2005492

      Listed by Davis Real Estate, Inc.

      Bright MLS (BMLS)
    • 492 PEAR TREE POINT RD, Chestertown, MD 21620
      3 Beds2 Baths2,600 SqFt
      1/7 7
      Coming Soon

      $1,100,000

      492 PEAR TREE POINT RD, Chestertown, MD 21620

      MLS# MDQA2013108

      Listed by Meredith Fine Properties

      Bright MLS (BMLS)
    • 209 RIVERSHORE RD, Chestertown, MD 21620
      2 Beds2 Baths1,401 SqFt
      1/62 62
      Under Contract

      $815,000

      209 RIVERSHORE RD, Chestertown, MD 21620

      MLS# MDQA2013938

      Listed by Douglas Realty LLC

      Bright MLS (BMLS)
    • 7425 WILKINS LN, Chestertown, MD 21620
      3 Beds2 Baths1,341 SqFt
      1/29 29
      Pending

      $320,000

      7425 WILKINS LN, Chestertown, MD 21620

      MLS# MDKE2005418

      Listed by Realty ONE Group Unlimited

      Bright MLS (BMLS)
    • 304 HILLTOP LN, Chestertown, MD 21620
      3 Beds3 Baths1,199 SqFt
      1/31 31
      Active

      $209,900

      304 HILLTOP LN, Chestertown, MD 21620

      MLS# MDKE2005440

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 132 PROSPECT ST, Chestertown, MD 21620
      2 Beds1 Bath910 SqFt
      1/10 10
      Active

      $64,890

      132 PROSPECT ST, Chestertown, MD 21620

      MLS# MDKE2005444

      Listed by ANR Realty, LLC

      Bright MLS (BMLS)
    • 206 SILVER HEEL DR, Chestertown, MD 21620
      5 Beds4 Baths2,302 SqFt
      1/36 36
      Pending

      $375,000

      206 SILVER HEEL DR, Chestertown, MD 21620

      MLS# MDKE2005338

      Listed by Samson Properties

      Bright MLS (BMLS)
    • 10715 KASOTA RD, Chestertown, MD 21620
      4 Beds3 Baths3,401 SqFt
      1/49 49
      Under Contract

      $975,000

      10715 KASOTA RD, Chestertown, MD 21620

      MLS# MDKE2005366

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
      4 Beds3 Baths2,258 SqFt
      1/58 58
      Active

      $499,000

      165 CHAR NOR MANOR BLVD, Chestertown, MD 21620

      MLS# MDQA2013956

      Listed by RE/MAX Executive

      Bright MLS (BMLS)
    • 206 S WATER ST, Chestertown, MD 21620
      4 Beds4 Baths2,008 SqFt
      1/38 38
      Price Dropped by $50K

      $648,750

      206 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2005362

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 106 WILTON RD, Chestertown, MD 21620
      3 Beds1 Bath1,056 SqFt
      1/36 36
      Under Contract

      $299,500

      106 WILTON RD, Chestertown, MD 21620

      MLS# MDQA2013930

      Listed by RE/MAX Executive

      Bright MLS (BMLS)
    • 234 N COLLEGE AVE, Chestertown, MD 21620
      2 Beds1 Bath1,296 SqFt
      1/3 3
      Coming Soon

      $199,900

      234 N COLLEGE AVE, Chestertown, MD 21620

      MLS# MDKE2005434

      Listed by Cummings & Co Realtors

      Bright MLS (BMLS)
    • 134 CHAR NOR MANOR BLVD, Chestertown, MD 21620
      3 Beds1 Bath1,128 SqFt
      1/42 42
      Active

      $325,000

      134 CHAR NOR MANOR BLVD, Chestertown, MD 21620

      MLS# MDQA2013988

      Listed by Meredith Fine Properties

      Bright MLS (BMLS)
    • 7071 POMONA RD, Chestertown, MD 21620
      4 Beds4 Baths2,544 SqFt
      1/47 47
      Under Contract

      $665,000

      7071 POMONA RD, Chestertown, MD 21620

      MLS# MDKE2005364

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 201 BIRCH RUN RD, Chestertown, MD 21620
      3 Beds2 Baths1,588 SqFt
      1/23 23
      Active

      $495,000

      201 BIRCH RUN RD, Chestertown, MD 21620

      MLS# MDKE2005380

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 10674 KASOTA RD, Chestertown, MD 21620
      2 Beds1 Bath1,350 SqFt
      1/34 34
      Price Dropped by $15K

      $309,999

      10674 KASOTA RD, Chestertown, MD 21620

      MLS# MDKE2005402

      Listed by Long & Foster Real Estate, Inc.

      Bright MLS (BMLS)
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    Exit Realty Central

    EXIT Realty Central License ID: 0226020528

    +1(757) 466-1009 ercsellshomes@gmail.com

    870 N Military Hwy Suite 100

    Get My App

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

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    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.