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144 Properties
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144 Properties Available

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The average price in the selected areas has remained stable. Learn more
  • 25800 COLLINS AVE, Chestertown, MD 21620
    3 Beds2 Baths2,162 SqFt
    1/31 31
    Open Sat 10:30AM-12:30PM

    $485,000

    25800 COLLINS AVE, Chestertown, MD 21620

    MLS# MDKE2005632

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 103 LANDING LN, Chestertown, MD 21620
    2 Beds3 Baths1,306 SqFt
    1/69 69
    Open 9/20 10AM-12PM

    $559,000

    103 LANDING LN, Chestertown, MD 21620

    MLS# MDKE2005670

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 124 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    2 Beds2 Baths13,500 SqFt
    1/5 5
    Coming Soon

    $245,000

    124 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    MLS# MDQA2014812

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 126 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    3 Beds2 Baths15,000 SqFt
    1/4 4
    Coming Soon

    $349,000

    126 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    MLS# MDQA2014806

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 111 CEE JAY RD, Chestertown, MD 21620
    4 Beds2 Baths15,000 SqFt
    1/38 38
    Coming Soon

    $359,900

    111 CEE JAY RD, Chestertown, MD 21620

    MLS# MDQA2014768

    Listed by Rosendale Realty

    Bright MLS (BMLS)
  • 201 BOUNDARY AVE, Chestertown, MD 21620
    3 Beds3 Baths3,096 SqFt
    1/46 46
    Open Sat 11AM-1PM

    $449,000

    201 BOUNDARY AVE, Chestertown, MD 21620

    MLS# MDQA2014272

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 7989 QUAKER NECK RD, Chestertown, MD 21620
    5 Beds5 Baths4,305 SqFt
    3D
    New

    $2,750,000

    7989 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005590

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 105 PARMA RD, Chestertown, MD 21620
    3 Beds2 Baths15,000 SqFt
    1/28 28
    New

    $326,500

    105 PARMA RD, Chestertown, MD 21620

    MLS# MDQA2014652

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • 110 TUXEDO RD, Chestertown, MD 21620
    3 Beds3 Baths14,986 SqFt
    Coming Soon

    $275,000

    110 TUXEDO RD, Chestertown, MD 21620

    MLS# MDQA2014816

    Listed by Cummings & Co. Realtors

    Bright MLS (BMLS)
  • 100 METCALF RD, Chestertown, MD 21620
    3 Beds2 Baths5,914 SqFt
    1/17 17
    New

    $255,000

    100 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2005634

    Listed by Bayside Realty

    Bright MLS (BMLS)
  • 21316 PERSIMMON DR, Chestertown, MD 21620
    2 Beds1 Bath2,120 SqFt
    1/25 25
    New

    $179,000

    21316 PERSIMMON DR, Chestertown, MD 21620

    MLS# MDKE2005624

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 10751 MILLBROOK DR, Chestertown, MD 21620
    3 Beds2 Baths26,500 SqFt
    1/50 50
    Active

    $375,000

    10751 MILLBROOK DR, Chestertown, MD 21620

    MLS# MDKE2005652

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • 225 DUKE OF KENT ST, Chestertown, MD 21620
    3 Beds3 Baths1,850 SqFt
    1/34 34
    Active

    $399,900

    225 DUKE OF KENT ST, Chestertown, MD 21620

    MLS# MDQA2014684

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 100 ADELA WAY, Chestertown, MD 21620
    4 Beds4 Baths13,739 SqFt
    Coming Soon

    $515,000

    100 ADELA WAY, Chestertown, MD 21620

    MLS# MDKE2005636

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 515 N KENT ST, Chestertown, MD 21620
    4 Beds2 Baths15,000 SqFt
    1/37 37
    Active

    $509,900

    515 N KENT ST, Chestertown, MD 21620

    MLS# MDKE2005592

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 8978 ORCHARD DR, Chestertown, MD 21620
    4 Beds3 Baths79,715 SqFt
    1/44 44
    Under Contract

    $675,000

    8978 ORCHARD DR, Chestertown, MD 21620

    MLS# MDKE2005500

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 23043 BAY SHORE SPUR, Chestertown, MD 21620
    4 Beds3 Baths71,874 SqFt
    1/27 27
    Active

    $395,000

    23043 BAY SHORE SPUR, Chestertown, MD 21620

    MLS# MDKE2005584

    Listed by Rock Hall Properties Real Estate

    Bright MLS (BMLS)
  • 127 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    2 Beds1 Bath10,500 SqFt
    1/42 42
    Pending

    $329,900

    127 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    MLS# MDQA2014664

    Listed by Iron Valley Real Estate of Central PA

    Bright MLS (BMLS)
  • 7483 SHORTALL ST, Chestertown, MD 21620
    3 Beds2 Baths15,000 SqFt
    1/26 26
    Active

    $305,000

    7483 SHORTALL ST, Chestertown, MD 21620

    MLS# MDKE2005616

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 24415 CHESTERTOWN RD, Chestertown, MD 21620
    2 Beds1 Bath43,560 SqFt
    1/29 29
    Active

    $279,900

    24415 CHESTERTOWN RD, Chestertown, MD 21620

    MLS# MDKE2005630

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 224 VALLEY RD, Chestertown, MD 21620
    3 Beds2 Baths16,000 SqFt
    1/24 24
    Under Contract

    $450,000

    224 VALLEY RD, Chestertown, MD 21620

    MLS# MDKE2005546

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 110 S MILL ST, Chestertown, MD 21620
    3 Beds4 Baths8,775 SqFt
    1/39 39
    Under Contract

    $745,000

    110 S MILL ST, Chestertown, MD 21620

    MLS# MDKE2005558

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 116 HARLAN LOOP, Chestertown, MD 21620
    5 Beds4 Baths11,477 SqFt
    1/21 21
    Price Dropped by $9K

    $529,000

    116 HARLAN LOOP, Chestertown, MD 21620

    MLS# MDKE2005610

    Listed by Samson Properties

    Bright MLS (BMLS)
  • 200 WASHINGTON AVE, Chestertown, MD 21620
    4 Beds4 Baths9,100 SqFt
    1/35 35
    Active

    $795,000

    200 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2005538

    Listed by Cross Street Realtors LLC

    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.

SITE MAP

      Home
      My Listings
      1. Featured Listings
      2. Sold Listings
      3. Recent Listings
      Communities
      1. Salisbury
      2. Ocean City
      3. Delmar
      Sell My Home
      Services
      Resources
      1. Affordability Calculator
      2. Mortgage Calculator
      3. Market Snapshot
      About
      1. Client Survey
      2. Testimonials
      3. Contact Me
      4. My Story
      5. My Resume
Coldwell_Banker_Logo-1Proud Partner of FGP

Coldwell Banker Realty

Bradley Rayfield Lic# MD 633057 | DE RS-0038462

+1(443) 880-5964 bradley.rayfield@cbmove.com

1131 South Salisbury Blvd. Suite B, Salisbury, MD, 21801, USA

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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. Salisbury
      2. Ocean City
      3. Delmar
      Sell My Home
      Services
      Resources
      1. Affordability Calculator
      2. Mortgage Calculator
      3. Market Snapshot
      About
      1. Client Survey
      2. Testimonials
      3. Contact Me
      4. My Story
      5. My Resume
Coldwell_Banker_Logo-1Proud Partner of FGP

Coldwell Banker Realty

Bradley Rayfield Lic# MD 633057 | DE RS-0038462

+1(443) 880-5964 bradley.rayfield@cbmove.com

1131 South Salisbury Blvd. Suite B, Salisbury, MD, 21801, USA

Get My App

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

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