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140 Properties

140 Properties Available

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  • 492 PEAR TREE POINT RD, Chestertown, MD 21620
    1/73 73
    Open Sat 10AM-12PM

    $875,000

    3 Beds2 Baths3,720 SqFt

    492 PEAR TREE POINT RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2015126

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 304 HADAWAY DR, Chestertown, MD 21620
    1/47 47
    New

    $425,000

    4 Beds2 Baths1,325 SqFt

    304 HADAWAY DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005848

    Listed by Cummings & Co. Realtors

    Bright MLS (BMLS)

    READ MORE

  • 204 ROLLING RD, Chestertown, MD 21620
    1/40 40
    Coming Soon

    $370,000

    3 Beds2 Baths2,296 SqFt

    204 ROLLING RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005896

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 222 MOUNT VERNON AVE, Chestertown, MD 21620
    1/30 30
    New

    $499,999

    4 Beds2 Baths1,656 SqFt

    222 MOUNT VERNON AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005876

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 545 HIGH ST #545, Chestertown, MD 21620
    1/18 18
    New

    $289,900

    2 Beds2 Baths929 SqFt

    545 HIGH ST #545, Chestertown, MD 21620

    Condo

    MLS# MDKE2005846

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)

    READ MORE

  • 101 METCALF RD, Chestertown, MD 21620
    1/26 26
    Pending

    $264,900

    3 Beds2 Baths1,280 SqFt

    101 METCALF RD, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005882

    Listed by Real Broker, LLC

    Bright MLS (BMLS)

    READ MORE

  • 10230 JOHN CARVILL RD, Chestertown, MD 21620
    1/41 41
    New

    $750,000

    4 Beds3 Baths2,350 SqFt

    10230 JOHN CARVILL RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005716

    Listed by Shoreline Realty

    Bright MLS (BMLS)

    READ MORE

  • 112 SILVER HEEL DR, Chestertown, MD 21620
    1/43 43
    New

    $250,000

    5 Beds4 Baths2,615 SqFt

    112 SILVER HEEL DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005880

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)

    READ MORE

  • 216 BLAKEFIELD DR, Chestertown, MD 21620
    Coming Soon

    $579,000

    4 Beds3 Baths2,400 SqFt

    216 BLAKEFIELD DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2015520

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)

    READ MORE

  • 411 GREENWOOD AVE, Chestertown, MD 21620
    1/32 32
    Under Contract

    $419,000

    3 Beds3 Baths1,676 SqFt

    411 GREENWOOD AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005824

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 303 E CAMPUS AVE, Chestertown, MD 21620
    1/32 32
    New

    $363,000

    3 Beds2 Baths1,532 SqFt

    303 E CAMPUS AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005756

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 302 ROSIN DR, Chestertown, MD 21620
    1/70 70
    Under Contract

    $574,000

    5 Beds4 Baths3,877 SqFt

    302 ROSIN DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2015470

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 318 LINCOLN, Chestertown, MD 21620
    1/21 21
    New

    $269,000

    3 Beds2 Baths960 SqFt

    318 LINCOLN, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005842

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 10121 FAIRLEE RD, Chestertown, MD 21620
    1/67 67
    Active

    $2,350,000

    6 Beds5 Baths4,954 SqFt

    10121 FAIRLEE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005852

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)

    READ MORE

  • 8951 ORCHARD DR, Chestertown, MD 21620
    1/47 47
    Pending

    $695,000

    4 Beds4 Baths3,735 SqFt

    8951 ORCHARD DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005836

    Listed by Rock Hall Properties Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 8620 PARK DR, Chestertown, MD 21620
    1/53 53
    Active

    $499,900

    4 Beds3 Baths2,524 SqFt

    8620 PARK DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005850

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 109 S COLLEGE AVE, Chestertown, MD 21620
    1/26 26
    Active

    $449,900

    3 Beds3 Baths1,216 SqFt

    109 S COLLEGE AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005818

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)

    READ MORE

  • 7844 CHESTER CT, Chestertown, MD 21620
    1/51 51
    Active

    $770,000

    4 Beds3 Baths3,248 SqFt

    7844 CHESTER CT, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005796

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)

    READ MORE

  • 10781 FERMOY RD, Chestertown, MD 21620
    Coming Soon

    $449,900

    3 Beds3 Baths2,160 SqFt

    10781 FERMOY RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005854

    Listed by Real Broker, LLC

    Bright MLS (BMLS)

    READ MORE

  • 206 S WATER ST, Chestertown, MD 21620
    1/43 43
    Active

    $619,000

    4 Beds4 Baths2,008 SqFt

    206 S WATER ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005840

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)

    READ MORE

  • 222 DUTCHESS RD, Chestertown, MD 21620
    1/24 24
    Active

    $320,000

    3 Beds2 Baths1,096 SqFt

    222 DUTCHESS RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014830

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 228 S WATER ST, Chestertown, MD 21620
    1/32 32
    Active

    $878,000

    3 Beds4 Baths2,310 SqFt

    228 S WATER ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005812

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)

    READ MORE

  • 8750 GEORGETOWN RD, Chestertown, MD 21620
    1/30 30
    Active

    $339,000

    3 Beds2 Baths1,900 SqFt

    8750 GEORGETOWN RD, Chestertown, MD 21620

    Manufactured Home

    MLS# MDKE2005834

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)

    READ MORE

  • 124 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    1/31 31
    Under Contract

    $245,000

    2 Beds2 Baths1,024 SqFt

    124 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014812

    Listed by RE/MAX Executive

    Bright MLS (BMLS)

    READ MORE

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Get My App

Re/Max In-Style Realty
Gary Pallay
+1(908) 698-1053
gary@thepallayteam.com
21 Belle Mead Griggstown Road Suite 107, Belle Mead, NJ, 08502, USA
Each office is independently owned and operated. All information is deemed reliable but is not guaranteed and should be independently verified if your home is currently listed with a real estate broker this is not intended as a solicitation of that listing.
      Home
      Why Us
      1. About Us
      2. Contact Us
      Sell
      1. Sell My Home
      2. Home Valuation
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot
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.

Each office is independently owned and operated. All information is deemed reliable but is not guaranteed and should be independently verified if your home is currently listed with a real estate broker this is not intended as a solicitation of that listing.

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

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

Asset 147New REMAX_InStyle_Logo_Redesign_FINAL2_Horz Transparent White

Get My App

Re/Max In-Style Realty
Gary Pallay
+1(908) 698-1053
gary@thepallayteam.com
21 Belle Mead Griggstown Road Suite 107, Belle Mead, NJ, 08502, USA
Each office is independently owned and operated. All information is deemed reliable but is not guaranteed and should be independently verified if your home is currently listed with a real estate broker this is not intended as a solicitation of that listing.
      Home
      Why Us
      1. About Us
      2. Contact Us
      Sell
      1. Sell My Home
      2. Home Valuation
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot
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.

Each office is independently owned and operated. All information is deemed reliable but is not guaranteed and should be independently verified if your home is currently listed with a real estate broker this is not intended as a solicitation of that listing.

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

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