+1(210) 846-5580 jh3realtor@gmail.com
  • Home
  • My Listings
    1. Featured Listings
    2. Sold Listings
    3. Recent Listings
  • Communities
    1. Indian Head
    2. Arnold
    3. Waldorf
    4. Brandywine
    5. Upper Marlboro
    6. Bowie
  • Sell My Home
  • Services
  • Home Buyers Guide
  • Real Estate Professional
  • Home Sellers Guide
  • Resources
    1. Get Pre-Qualified
    2. Affordability Calculator
    3. Mortgage Calculator
    4. Market Snapshot
    5. iBuyer Guide
  • About
    1. My Story
    2. My Resume
    3. Client Survey
    4. Testimonials
    5. Contact Me
  • Videos
  • Blogs
    • 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
    153 Properties
    Map

    153 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
    • 116 HARLAN LOOP, Chestertown, MD 21620
      5 Beds4 Baths4,067 SqFt
      1/21 21
      Active

      $509,000

      116 HARLAN LOOP, Chestertown, MD 21620

      MLS# MDKE2005610

      Listed by Samson Properties

      Bright MLS (BMLS)
    • 118 GRANT CT, Chestertown, MD 21620
      3 Beds2 Baths1,664 SqFt
      1/4 4
      Coming Soon

      $457,500

      118 GRANT CT, Chestertown, MD 21620

      MLS# MDQA2017356

      Listed by RE/MAX Executive

      Bright MLS (BMLS)
    • 240 MERGANSER DR, Chestertown, MD 21620
      3 Beds2 Baths1,120 SqFt
      3D
      Open Sun 12PM-2PM

      $425,000

      240 MERGANSER DR, Chestertown, MD 21620

      MLS# MDQA2016900

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 407 HIGH ST, Chestertown, MD 21620
      3 Beds5 Baths3,047 SqFt
      1/58 58
      Open Sat 10AM-1PM

      $828,000

      407 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2006496

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 105 HIGH ST, Chestertown, MD 21620
      5 Beds5 Baths3,243 SqFt
      1/48 48
      Open 5/24 11AM-1PM

      $1,295,500

      105 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2005890

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 7989 QUAKER NECK RD, Chestertown, MD 21620
      5 Beds5 Baths4,305 SqFt
      3D
      Open Sun 11AM-1PM

      $2,200,000

      7989 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005590

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 103 LANDING LN, Chestertown, MD 21620
      2 Beds3 Baths2,100 SqFt
      1/70 70
      Open 5/24 12PM-2PM

      $499,999

      103 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2005670

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 7761 BROAD NECK RD, Chestertown, MD 21620
      5 Beds3 Baths2,700 SqFt
      1/4 4
      Pending

      $1,500,000

      7761 BROAD NECK RD, Chestertown, MD 21620

      MLS# MDKE2006542

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 25440 LEARMAN RD, Chestertown, MD 21620
      3 Beds4 Baths3,142 SqFt
      1/67 67
      Coming Soon

      $3,000,000

      25440 LEARMAN RD, Chestertown, MD 21620

      MLS# MDKE2006468

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 110 S QUEEN ST, Chestertown, MD 21620
      3 Beds2 Baths1,785 SqFt
      1/30 30
      New

      $525,000

      110 S QUEEN ST, Chestertown, MD 21620

      MLS# MDKE2006520

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 1014 TWIN CT, Chestertown, MD 21620
      3 Beds2 Baths1,817 SqFt
      1/29 29
      Under Contract

      $499,000

      1014 TWIN CT, Chestertown, MD 21620

      MLS# MDKE2006516

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 24295 LANGFORD RD, Chestertown, MD 21620
      2 Beds3 Baths1,857 SqFt
      1/60 60
      New

      $445,000

      24295 LANGFORD RD, Chestertown, MD 21620

      MLS# MDKE2006320

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 423 CALVERT ST, Chestertown, MD 21620
      3 Beds2 Baths1,136 SqFt
      1/30 30
      New

      $185,000

      423 CALVERT ST, Chestertown, MD 21620

      MLS# MDKE2006578

      Listed by Compass

      Bright MLS (BMLS)
    • 127 WOOD DUCK LN, Chestertown, MD 21620
      3 Beds2 Baths1,666 SqFt
      1/23 23
      New

      $138,000

      127 WOOD DUCK LN, Chestertown, MD 21620

      MLS# MDQA2017354

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 22470 FAIRGALE FARM LN, Chestertown, MD 21620
      4 Beds4 Baths4,257 SqFt
      1/3 3
      Coming Soon

      $1,450,000

      22470 FAIRGALE FARM LN, Chestertown, MD 21620

      MLS# MDKE2006502

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 102 FLYING CLOUD DR, Chestertown, MD 21620
      3 Beds3 Baths1,896 SqFt
      1/41 41
      New

      $339,900

      102 FLYING CLOUD DR, Chestertown, MD 21620

      MLS# MDKE2006586

      Listed by Long & Foster Real Estate, Inc.

      Bright MLS (BMLS)
    • 8629 AIRY HILL RD, Chestertown, MD 21620
      3 Beds2 Baths1,440 SqFt
      1/45 45
      New

      $425,000

      8629 AIRY HILL RD, Chestertown, MD 21620

      MLS# MDKE2006526

      Listed by Keller Williams Realty

      Bright MLS (BMLS)
    • 107 FLYING CLOUD DR, Chestertown, MD 21620
      5 Beds4 Baths2,534 SqFt
      1/51 51
      New

      $395,000

      107 FLYING CLOUD DR, Chestertown, MD 21620

      MLS# MDKE2006510

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 22360 GREAT OAK LANDING RD, Chestertown, MD 21620
      5 Beds4 Baths2,688 SqFt
      1/65 65
      Under Contract

      $525,000

      22360 GREAT OAK LANDING RD, Chestertown, MD 21620

      MLS# MDKE2006478

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 23416 CLOQUET RD, Chestertown, MD 21620
      3 Beds2 Baths1,512 SqFt
      1/34 34
      Under Contract

      $384,000

      23416 CLOQUET RD, Chestertown, MD 21620

      MLS# MDKE2006486

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 21363 LYNN LN, Chestertown, MD 21620
      3 Beds1 Bath1,314 SqFt
      1/28 28
      Under Contract

      $205,000

      21363 LYNN LN, Chestertown, MD 21620

      MLS# MDKE2006556

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 304 HADAWAY DR, Chestertown, MD 21620
      4 Beds2 Baths1,325 SqFt
      3D
      Active

      $329,900

      304 HADAWAY DR, Chestertown, MD 21620

      MLS# MDKE2006482

      Listed by Redfin Corporation

      Bright MLS (BMLS)
    • 202 VALLEY RD, Chestertown, MD 21620
      3 Beds1 Bath1,427 SqFt
      Under Contract

      $325,000

      202 VALLEY RD, Chestertown, MD 21620

      MLS# MDKE2006538

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 100 PROSPECT ST, Chestertown, MD 21620
      3 Beds1 Bath1,373 SqFt
      Coming Soon

      $215,000

      100 PROSPECT ST, Chestertown, MD 21620

      MLS# MDKE2006544

      Listed by Real Broker, LLC

      Bright MLS (BMLS)
    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 7
    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. Indian Head
        2. Arnold
        3. Waldorf
        4. Brandywine
        5. Upper Marlboro
        6. Bowie
        Sell My Home
        Services
        Home Buyers Guide
        Home Sellers Guide
        Resources
        1. Get Pre-Qualified
        2. Affordability Calculator
        3. Mortgage Calculator
        4. Market Snapshot
        5. iBuyer Guide
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
        Videos
        Blogs
    Broker Logo (13)MLS realtor logoProud Partner of FGP

    Samson Properties

    Joe Harrison Lic# 658148

    +1(210) 846-5580 jh3realtor@gmail.com

    16701 Melford Blvd, Suite 100, Bowie, MD, 20715

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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

    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. Indian Head
        2. Arnold
        3. Waldorf
        4. Brandywine
        5. Upper Marlboro
        6. Bowie
        Sell My Home
        Services
        Home Buyers Guide
        Home Sellers Guide
        Resources
        1. Get Pre-Qualified
        2. Affordability Calculator
        3. Mortgage Calculator
        4. Market Snapshot
        5. iBuyer Guide
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
        Videos
        Blogs
    Broker Logo (13)MLS realtor logoProud Partner of FGP

    Samson Properties

    Joe Harrison Lic# 658148

    +1(210) 846-5580 jh3realtor@gmail.com

    16701 Melford Blvd, Suite 100, Bowie, MD, 20715

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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