+1(410) 999-7259 kitti@dmvlifestyle.com
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Planning Tips and Guide
    3. Home Valuation
  • About
    1. About Us
    2. Let's be friends.
    3. Reviews
  • Samson Properties Samson Properties
  • Market Snapshot
  • Calculator
  • Real Estate Blog
  • Interior Design Blog
    • Register
    • /
    • Sign In
    Filters Reset
    1 Filter
    Price
    • Any
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • $ 800,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
    • $ 600,000
    • $ 1,000,000
    Beds
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Baths
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Reset
    0 Filters
    0 Filters Applied

    Price
    • Any
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • $ 800,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
    • $ 600,000
    • $ 1,000,000
    Beds
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Baths
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Days On Site
    Advanced
    Less Than
    Days
    Unit Level

    SqFt
    Switch to Acre
    Sqft
    Sqft
    Lot Size
    Switch to Acre
    Sqft
    Sqft
    Price per Sqft
    Monthly HOA Fee
    Year Built
    Stories
    Kitchens
    Acres
    Full Bathrooms
    Half Bathrooms
    Frontage
    Tax Amount
    Land Lease Fee
    Keyword
    Maintenance Fee
    Assessed Value

    Fireplace Number

    Parking Space
    Garage Space
    Carport Spaces

    Open House
    Has Picture
    New
    Hot
    Virtual Tour
    3D Tour
    Price Reduced
    Save Search (1)
    Save your search to get Alerts
    137 Properties
    Map

    137 Properties Available

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    The average price in the selected areas has remained stable. Learn more
    • 103 LANDING LN, Chestertown, MD 21620
      2 Beds3 Baths2,100 SqFt
      1/41 41
      Active

      $569,000

      103 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2004972

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 128 EDMORE RD, Chestertown, MD 21620
      4 Beds2 Baths2,568 SqFt
      1/59 59
      Active

      $425,000

      128 EDMORE RD, Chestertown, MD 21620

      MLS# MDQA2012546

      Listed by Berkshire Hathaway HomeServices PenFed Realty

      Bright MLS (BMLS)
    • 226 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths3,782 Sqft Lot
      1/22 22
      Active

      $998,000

      226 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2004940

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 118 TUXEDO RD, Chestertown, MD 21620
      3 Beds1 Bath1,056 SqFt
      1/26 26
      Under Contract

      $274,000

      118 TUXEDO RD, Chestertown, MD 21620

      MLS# MDQA2012402

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 21217 TEXAS AVE, Chestertown, MD 21620
      2 Beds1 Bath912 SqFt
      1/16 16
      Active

      $232,000

      21217 TEXAS AVE, Chestertown, MD 21620

      MLS# MDKE2004902

      Listed by RE/MAX Leading Edge

      Bright MLS (BMLS)
    • 24576 LANGFORD RD, Chestertown, MD 21620
      3 Beds3 Baths4,023 SqFt
      1/60 60
      Under Contract

      $799,000

      24576 LANGFORD RD, Chestertown, MD 21620

      MLS# MDKE2004906

      Listed by Maryland Heritage Properties

      Bright MLS (BMLS)
    • 110 FLYING CLOUD COURT, Chestertown, MD 21620
      3 Beds3 Baths1,856 SqFt
      1/17 17
      Under Contract

      $349,900

      110 FLYING CLOUD COURT, Chestertown, MD 21620

      MLS# MDKE2004850

      Listed by Berkshire Hathaway HomeServices Homesale Realty

      Bright MLS (BMLS)
    • 23620 LANDS END RD, Chestertown, MD 21620
      5 Beds8 Baths9,852 SqFt
      1/66 66
      Price Dropped by $650K

      $4,850,000

      23620 LANDS END RD, Chestertown, MD 21620

      MLS# MDKE2004760

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 212 LANDING LN, Chestertown, MD 21620
      3 Beds4 Baths
      1/36 36
      Active

      $759,000

      212 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2004782

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 109 WILTON RD, Chestertown, MD 21620
      3 Beds2 Baths1,392 SqFt
      1/30 30
      Active

      $349,900

      109 WILTON RD, Chestertown, MD 21620

      MLS# MDQA2011782

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 107 DUTCHESS RD, Chestertown, MD 21620
      3 Beds2 Baths1,380 SqFt
      1/23 23
      Under Contract

      $299,000

      107 DUTCHESS RD, Chestertown, MD 21620

      MLS# MDQA2011746

      Listed by The Hogans Agency

      Bright MLS (BMLS)
    • 11040 KYLIE LN, Chestertown, MD 21620
      4 Beds4 Baths3,684 SqFt
      1/67 67
      Price Dropped by $20K

      $659,000

      11040 KYLIE LN, Chestertown, MD 21620

      MLS# MDKE2004586

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 24543 CHESTERTOWN RD, Chestertown, MD 21620
      3 Beds2 Baths3,280 SqFt
      1/55 55
      Pending

      $475,000

      24543 CHESTERTOWN RD, Chestertown, MD 21620

      MLS# MDKE2004580

      Listed by RE/MAX Executive

      Bright MLS (BMLS)
    • 23393 CACAWAY FARM LN, Chestertown, MD 21620
      3 Beds4 Baths4,446 SqFt
      1/44 44
      Active

      $1,350,000

      23393 CACAWAY FARM LN, Chestertown, MD 21620

      MLS# MDKE2004002

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 116 PINE CHIP RD, Chestertown, MD 21620
      3 Beds2 Baths2,767 SqFt
      1/35 35
      Price Dropped by $20K

      $495,000

      116 PINE CHIP RD, Chestertown, MD 21620

      MLS# MDQA2010882

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 117 N WATER ST #1A, Chestertown, MD 21620
      3 Beds3 Baths
      1/28 28
      Active

      $725,000

      117 N WATER ST #1A, Chestertown, MD 21620

      MLS# MDKE2004206

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 349 HIGH ST, Chestertown, MD 21620
      7 Beds4 Baths3,664 SqFt
      1/33 33
      Active

      $395,000

      349 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2004076

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 117 WATER ST N #2A, Chestertown, MD 21620
      2 Beds1 Bath787 SqFt
      1/28 28
      Active

      $399,000

      117 WATER ST N #2A, Chestertown, MD 21620

      MLS# MDKE2003742

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 117 N WATER ST N #3B, Chestertown, MD 21620
      1 Bed1 Bath652 SqFt
      1/24 24
      Pending

      $299,900

      117 N WATER ST N #3B, Chestertown, MD 21620

      MLS# MDKE2003722

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 228 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths2,592 Sqft Lot
      1/23 23
      Active

      $898,000

      228 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2001612

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • COGAR RD, Chestertown, MD 21620
      0.34 Acres
      1/2 2
      New

      $15,000

      COGAR RD, Chestertown, MD 21620

      MLS# MDKE2005472

      Listed by Compass

      Bright MLS (BMLS)
    • TONOPAH RD, Chestertown, MD 21620
      0.34 Acres
      1/2 2
      New

      $15,000

      TONOPAH RD, Chestertown, MD 21620

      MLS# MDKE2005470

      Listed by Compass

      Bright MLS (BMLS)
    • 866 WASHINGTON AVE, Chestertown, MD 21620
      1,224 SqFt
      1/34 34
      Active

      $299,000

      866 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2005460

      Listed by Brenton Realty Group

      Bright MLS (BMLS)
    • 128 N QUEEN ST #3, Chestertown, MD 21620
      1 Bed1 Bath900 SqFt
      1/9 9
      Active

      $1,450

      128 N QUEEN ST #3, Chestertown, MD 21620

      MLS# MDKE2005464

      Listed by Brenton Realty Group

      Bright MLS (BMLS)
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    160-wCoPBUThnwM_LE_upscale_balanced_x8realtor-eho
    Samson Properties

    Kitti Chettri

    +1(410) 999-7259 kitti@dmvlifestyle.com

    License ID: 5018912

    5202 Presidents Ct, Frederick, MD, 21703, USA

    Get My App

        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Planning Tips and Guide
        3. Home Valuation
        About
        1. About Us
        2. Let's be friends.
        3. Reviews
        Market Snapshot
        Calculator
        Real Estate Blog
        Interior Design Blog
    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.

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    160-wCoPBUThnwM_LE_upscale_balanced_x8realtor-eho
    Samson Properties

    Kitti Chettri

    +1(410) 999-7259 kitti@dmvlifestyle.com

    License ID: 5018912

    5202 Presidents Ct, Frederick, MD, 21703, USA

    Get My App

        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Planning Tips and Guide
        3. Home Valuation
        About
        1. About Us
        2. Let's be friends.
        3. Reviews
        Market Snapshot
        Calculator
        Real Estate Blog
        Interior Design Blog
    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.

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility