+1(240) 381-4804 info@jessicarealtor.com
  • Home
  • My Listings
    1. Featured Listings
    2. Sold Listings
    3. Recent Listings
  • Communities
    1. Washington
    2. Baltimore City
    3. Baltimore
    4. Montgomery
  • Sell My Home
  • Real Estate Professional Real Estate Professional
  • Services
  • Resources
    1. Affordability Calculator
    2. Mortgage Calculator
    3. Market Snapshot
  • About
    1. My Story
    2. My Resume
    3. Client Survey
    4. Testimonials
    5. Contact Me
    • 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

    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
    135 Properties
    Map

    135 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
    • 201 PONDVIEW CT, Chestertown, MD 21620
      4 Beds3 Baths3,016 SqFt
      1/37 37
      Pending

      $519,900

      201 PONDVIEW CT, Chestertown, MD 21620

      MLS# MDKE2005246

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 898 WASHINGTON AVE, Chestertown, MD 21620
      2 Beds2 Baths1,384 SqFt
      1/34 34
      Under Contract

      $260,000

      898 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2005250

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 26875 MALLARD RD, Chestertown, MD 21620
      3 Beds4 Baths3,789 SqFt
      1/42 42
      Active

      $1,495,000

      26875 MALLARD RD, Chestertown, MD 21620

      MLS# MDKE2005186

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 24607 CHESTERTOWN RD, Chestertown, MD 21620
      3 Beds3 Baths2,294 SqFt
      1/28 28
      Active

      $375,000

      24607 CHESTERTOWN RD, Chestertown, MD 21620

      MLS# MDKE2005240

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 310 HILLTOP LN, Chestertown, MD 21620
      3 Beds3 Baths1,216 SqFt
      1/18 18
      Under Contract

      $205,000

      310 HILLTOP LN, Chestertown, MD 21620

      MLS# MDKE2005194

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 10670 TINTAH RD, Chestertown, MD 21620
      3 Beds2 Baths1,404 SqFt
      1/29 29
      Under Contract

      $315,000

      10670 TINTAH RD, Chestertown, MD 21620

      MLS# MDKE2005200

      Listed by Samson Properties

      Bright MLS (BMLS)
    • 420 CANNON ST, Chestertown, MD 21620
      2 Beds2 Baths1,080 SqFt
      1/39 39
      Under Contract

      $395,000

      420 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2005174

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 7961 QUAKER NECK RD, Chestertown, MD 21620
      5 Beds4 Baths4,167 SqFt
      1/95 95
      Pending

      $1,495,000

      7961 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005090

      Listed by Compass

      Bright MLS (BMLS)
    • 619 CANNON ST, Chestertown, MD 21620
      1 Bed1 Bath882 SqFt
      1/9 9
      Pending

      $220,000

      619 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2005050

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 10175 JOHN CARVILL RD, Chestertown, MD 21620
      5 Beds4 Baths3,155 SqFt
      1/72 72
      Pending

      $625,000

      10175 JOHN CARVILL RD, Chestertown, MD 21620

      MLS# MDKE2005144

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 10141 FLATLAND RD, Chestertown, MD 21620
      2 Beds1 Bath2,142 SqFt
      1/5 5
      Pending

      $292,900

      10141 FLATLAND RD, Chestertown, MD 21620

      MLS# MDKE2005136

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 236 MERGANSER DR, Chestertown, MD 21620
      1 Bed1 Bath900 SqFt
      1/10 10
      Active

      $213,000

      236 MERGANSER DR, Chestertown, MD 21620

      MLS# MDQA2013084

      Listed by Thurston Wyatt Real Estate, LLC

      Bright MLS (BMLS)
    • 25285 FOXCHASE DR, Chestertown, MD 21620
      3 Beds3 Baths2,010 SqFt
      1/39 39
      Pending

      $575,000

      25285 FOXCHASE DR, Chestertown, MD 21620

      MLS# MDKE2005078

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 114 RYAN CT, Chestertown, MD 21620
      2 Beds2 Baths1,496 SqFt
      1/36 36
      Price Dropped by $10K

      $419,000

      114 RYAN CT, Chestertown, MD 21620

      MLS# MDQA2012972

      Listed by Taylor Properties

      Bright MLS (BMLS)
    • 26889 MORGNEC RD, Chestertown, MD 21620
      2 Beds2 Baths1,966 SqFt
      1/32 32
      Price Dropped by $66K

      $799,000

      26889 MORGNEC RD, Chestertown, MD 21620

      MLS# MDKE2005060

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 24095 CHESTERTOWN RD, Chestertown, MD 21620
      3 Beds1 Bath1,104 SqFt
      1/45 45
      Active

      $310,000

      24095 CHESTERTOWN RD, Chestertown, MD 21620

      MLS# MDKE2005020

      Listed by Taylor Properties

      Bright MLS (BMLS)
    • 7988 ALDAN DR, Chestertown, MD 21620
      5 Beds3 Baths3,394 SqFt
      1/56 56
      Pending

      $749,900

      7988 ALDAN DR, Chestertown, MD 21620

      MLS# MDKE2004966

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 211 DAVID DR, Chestertown, MD 21620
      4 Beds4 Baths4,401 SqFt
      1/52 52
      Pending

      $795,000

      211 DAVID DR, Chestertown, MD 21620

      MLS# MDKE2005038

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 5179 QUAKER NECK RD, Chestertown, MD 21620
      1 Bed1 Bath1,148 SqFt
      1/48 48
      Price Dropped by $20K

      $559,900

      5179 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005028

      Listed by Hyatt & Company Real Estate, LLC

      Bright MLS (BMLS)
    • LITTLE HARBOR WAY #1, Chestertown, MD 21620
      3 Beds3 Baths2,315 SqFt
      1/22 22
      Active

      $1,459,000

      LITTLE HARBOR WAY #1, Chestertown, MD 21620

      MLS# MDKE2004992

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 114 DARDEN RD, Chestertown, MD 21620
      3 Beds1 Bath1,056 SqFt
      1/33 33
      Pending

      $269,900

      114 DARDEN RD, Chestertown, MD 21620

      MLS# MDQA2012808

      Listed by FSBO Broker

      Bright MLS (BMLS)
    • 300 HILLTOP LN, Chestertown, MD 21620
      3 Beds3 Baths1,200 SqFt
      1/20 20
      Price Dropped by $15K

      $220,000

      300 HILLTOP LN, Chestertown, MD 21620

      MLS# MDKE2005004

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 105 HIGH ST, Chestertown, MD 21620
      5 Beds5 Baths3,243 SqFt
      1/52 52
      Active

      $1,395,500

      105 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2005002

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 110 PHILOSOPHERS TER, Chestertown, MD 21620
      2 Beds1 Bath896 SqFt
      1/22 22
      Under Contract

      $199,900

      110 PHILOSOPHERS TER, Chestertown, MD 21620

      MLS# MDKE2004982

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    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. Washington
        2. Baltimore City
        3. Baltimore
        4. Montgomery
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    Logo - Broker9584573-2025_Plaque_AwardProud Partner of FGP

    Samson Properties

    Jess Santizo Lic# 0225264890

    +1(240) 381-4804 info@jessicarealtor.com

    3919 National Dr Suite 310, Burtonsville, MD, 20866, 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

    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. Washington
        2. Baltimore City
        3. Baltimore
        4. Montgomery
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    Logo - Broker9584573-2025_Plaque_AwardProud Partner of FGP

    Samson Properties

    Jess Santizo Lic# 0225264890

    +1(240) 381-4804 info@jessicarealtor.com

    3919 National Dr Suite 310, Burtonsville, MD, 20866, 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