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    133 Properties
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    133 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 143 CHAR NOR MANOR BLVD, Chestertown, MD 21620
      3 Beds3 Baths2,073 SqFt
      3D
      Open Sat 12PM-2PM

      $868,000

      143 CHAR NOR MANOR BLVD, Chestertown, MD 21620

      MLS# MDQA2014274

      Listed by Redfin Corp

      Bright MLS (BMLS)
    • 201 BOUNDARY AVE, Chestertown, MD 21620
      4 Beds3 Baths3,096 SqFt
      1/49 49
      Open Sat 10AM-1PM

      $470,000

      201 BOUNDARY AVE, Chestertown, MD 21620

      MLS# MDQA2014272

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 101 BIRCH RUN RD, Chestertown, MD 21620
      3 Beds2 Baths1,961 SqFt
      1/22 22
      Open Sat 11AM-1PM

      $549,000

      101 BIRCH RUN RD, Chestertown, MD 21620

      MLS# MDKE2005088

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 7729 COUNTRY CLUB LN, Chestertown, MD 21620
      3 Beds3 Baths2,280 SqFt
      1/17 17
      Coming Soon

      $635,000

      7729 COUNTRY CLUB LN, Chestertown, MD 21620

      MLS# MDKE2005552

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 112 METCALF RD, Chestertown, MD 21620
      3 Beds2 Baths1,280 SqFt
      1/20 20
      New

      $280,000

      112 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2005498

      Listed by Engel & Volkers Annapolis

      Bright MLS (BMLS)
    • 200 WASHINGTON AVE, Chestertown, MD 21620
      4 Beds4 Baths2,917 SqFt
      1/35 35
      Coming Soon

      $795,000

      200 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2005538

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 600 ROSIN DR, Chestertown, MD 21620
      3 Beds3 Baths1,300 SqFt
      1/36 36
      New

      $424,000

      600 ROSIN DR, Chestertown, MD 21620

      MLS# MDQA2014374

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 251 DEVON DR, Chestertown, MD 21620
      3 Beds3 Baths3,935 SqFt
      1/54 54
      New

      $595,000

      251 DEVON DR, Chestertown, MD 21620

      MLS# MDKE2005536

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 224 VALLEY RD, Chestertown, MD 21620
      3 Beds2 Baths1,886 SqFt
      1/2 2
      Coming Soon

      $450,000

      224 VALLEY RD, Chestertown, MD 21620

      MLS# MDKE2005546

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 907 N MEADOWVIEW DR, Chestertown, MD 21620
      3 Beds3 Baths1,842 SqFt
      1/28 28
      Coming Soon

      $440,000

      907 N MEADOWVIEW DR, Chestertown, MD 21620

      MLS# MDKE2005540

      Listed by Coldwell Banker Chesapeake Real Estate Company

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

      $199,900

      234 N COLLEGE AVE, Chestertown, MD 21620

      MLS# MDKE2005434

      Listed by Cummings & Co Realtors

      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
      1/38 38
      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)
    • 23370 LOVELY LN, Chestertown, MD 21620
      3 Beds2 Baths1,680 SqFt
      1/31 31
      Active

      $309,000

      23370 LOVELY LN, Chestertown, MD 21620

      MLS# MDKE2005510

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 108 S KENT ST, Chestertown, MD 21620
      1 Bed2 Baths936 SqFt
      1/19 19
      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
      Active

      $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

      $64,885

      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)
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