+1(703) 517-0452 bh@brockharrishomes.com
  • Home
  • My Listings
    1. Featured Listings
    2. Sold Listings
  • Communities
    1. Winchester
    2. Stephens City
    3. Front Royal
  • Sell My Home
  • Services
  • Real Estate Professionals
  • Resources
    1. Affordability Calculator
    2. Mortgage Calculator
    3. Market Snapshot
  • About
    1. Client Survey
    2. Testimonials
    3. Contact Me
  • Marketing Your Home
  • Living in Winchester
    • 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
    97 Properties
    Map

    97 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
    • 23745 HICKS DR, Leonardtown, MD 20650
      3 Beds2 Baths984 SqFt
      3D
      Open 6/21 1PM-2PM

      $398,000

      23745 HICKS DR, Leonardtown, MD 20650

      MLS# MDSM2023732

      Listed by Blackwell Real Estate, LLC

      Bright MLS (BMLS)
    • 23674 JM GOUGH CT, Leonardtown, MD 20650
      4 Beds3 Baths2,697 SqFt
      1/72 72
      Open Sat 11AM-1PM

      $550,000

      23674 JM GOUGH CT, Leonardtown, MD 20650

      MLS# MDSM2024680

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 41430 CHALLEDON WAY, Leonardtown, MD 20650
      5 Beds4 Baths4,500 SqFt
      1/79 79
      Open Fri 4PM-6PM

      $650,000

      41430 CHALLEDON WAY, Leonardtown, MD 20650

      MLS# MDSM2025004

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 21143 CATNIP CT, Leonardtown, MD 20650
      4 Beds3 Baths2,642 SqFt
      1/69 69
      Open Sat 10AM-12PM

      $635,000

      21143 CATNIP CT, Leonardtown, MD 20650

      MLS# MDSM2025046

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 24554 PIN CUSHION RD, Leonardtown, MD 20650
      3 Beds2 Baths1,856 SqFt
      Coming Soon

      $355,000

      24554 PIN CUSHION RD, Leonardtown, MD 20650

      MLS# MDSM2023730

      Listed by RE/MAX Closers

      Bright MLS (BMLS)
    • 23773 MEREDITH CT, Leonardtown, MD 20650
      3 Beds3 Baths3,478 SqFt
      1/91 91
      Open Tue 11AM-2PM

      $699,900

      23773 MEREDITH CT, Leonardtown, MD 20650

      MLS# MDSM2022554

      Listed by Coldwell Banker Jay Lilly Real Estate

      Bright MLS (BMLS)
    • 41130 CRYER COURT, Leonardtown, MD 20650
      3 Beds2 Baths1,488 SqFt
      1/15 15
      Coming Soon

      $550,000

      41130 CRYER COURT, Leonardtown, MD 20650

      MLS# MDSM2025300

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 41997 LOKER CT, Leonardtown, MD 20650
      4 Beds3 Baths2,330 SqFt
      1/40 40
      New

      $479,900

      41997 LOKER CT, Leonardtown, MD 20650

      MLS# MDSM2025256

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 40461 OLD BRETON BEACH RD, Leonardtown, MD 20650
      3 Beds3 Baths2,040 SqFt
      1/41 41
      New

      $700,000

      40461 OLD BRETON BEACH RD, Leonardtown, MD 20650

      MLS# MDSM2025400

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 23155 GREENSTONE, Leonardtown, MD 20650
      6 Beds4 Baths5,888 SqFt
      1/96 96
      New

      $1,300,000

      23155 GREENSTONE, Leonardtown, MD 20650

      MLS# MDSM2025294

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 41699 COURTHOUSE DR, Leonardtown, MD 20650
      5 Beds3 Baths2,420 SqFt
      Coming Soon

      $525,000

      41699 COURTHOUSE DR, Leonardtown, MD 20650

      MLS# MDSM2025318

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 21749 POINT LOOKOUT RD, Leonardtown, MD 20650
      3 Beds1 Bath1,212 SqFt
      1/26 26
      Under Contract

      $249,900

      21749 POINT LOOKOUT RD, Leonardtown, MD 20650

      MLS# MDSM2025176

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650
      5 Beds4 Baths3,061 SqFt
      Coming Soon

      $615,000

      20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650

      MLS# MDSM2025274

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 41535 FAIRWOOD CT, Leonardtown, MD 20650
      4 Beds4 Baths4,829 SqFt
      1/67 67
      Active

      $750,000

      41535 FAIRWOOD CT, Leonardtown, MD 20650

      MLS# MDSM2025060

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 43985 MAIN WAY RD, Leonardtown, MD 20650
      4 Beds2 Baths2,400 SqFt
      1/74 74
      Pending

      $479,900

      43985 MAIN WAY RD, Leonardtown, MD 20650

      MLS# MDSM2025202

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 23264 LINDSAY DR, Leonardtown, MD 20650
      3 Beds2 Baths2,824 SqFt
      1/59 59
      Pending

      $640,000

      23264 LINDSAY DR, Leonardtown, MD 20650

      MLS# MDSM2024888

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 23350 POTATO HILL FARM LN, Leonardtown, MD 20650
      5 Beds6 Baths6,508 SqFt
      1/64 64
      Under Contract

      $1,100,000

      23350 POTATO HILL FARM LN, Leonardtown, MD 20650

      MLS# MDSM2024800

      Listed by Berkshire Hathaway HomeServices PenFed Realty

      Bright MLS (BMLS)
    • 41412 DOCTORS CROSSING RD, Leonardtown, MD 20650
      4 Beds4 Baths2,686 SqFt
      1/50 50
      Active

      $540,000

      41412 DOCTORS CROSSING RD, Leonardtown, MD 20650

      MLS# MDSM2024976

      Listed by RE/MAX United Real Estate

      Bright MLS (BMLS)
    • 41115 PAW PAW HOLLOW LN, Leonardtown, MD 20650
      4 Beds6 Baths6,116 SqFt
      1/140 140
      Active

      $775,000

      41115 PAW PAW HOLLOW LN, Leonardtown, MD 20650

      MLS# MDSM2025074

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 23278 APPLEWOOD LN, Leonardtown, MD 20650
      4 Beds4 Baths4,306 SqFt
      1/47 47
      Pending

      $650,000

      23278 APPLEWOOD LN, Leonardtown, MD 20650

      MLS# MDSM2025020

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 23641 BELMAR DR, Leonardtown, MD 20650
      5 Beds4 Baths3,236 SqFt
      1/42 42
      Pending

      $630,000

      23641 BELMAR DR, Leonardtown, MD 20650

      MLS# MDSM2024660

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 21549 POINT LOOKOUT, Leonardtown, MD 20650
      5 Beds4 Baths3,153 SqFt
      1/43 43
      Under Contract

      $700,000

      21549 POINT LOOKOUT, Leonardtown, MD 20650

      MLS# MDSM2024990

      Listed by O'Brien Realty ERA Powered

      Bright MLS (BMLS)
    • 44646 MEDLEYS NECK RD, Leonardtown, MD 20650
      3 Beds1 Bath924 SqFt
      Active

      $125,000

      44646 MEDLEYS NECK RD, Leonardtown, MD 20650

      MLS# MDSM2024652

      Listed by Home Towne Real Estate

      Bright MLS (BMLS)
    • 20814 DEER WOOD PARK DR, Leonardtown, MD 20650
      4 Beds3 Baths3,412 SqFt
      1/4 4
      Coming Soon

      $610,000

      20814 DEER WOOD PARK DR, Leonardtown, MD 20650

      MLS# MDSM2024842

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 1
    • 2
    • 3
    • 4
    • 5
    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
        Communities
        1. Winchester
        2. Stephens City
        3. Front Royal
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        About
        1. Client Survey
        2. Testimonials
        3. Contact Me
        Marketing Your Home
        Living in Winchester
    Broker Logo - White (2)Fusion

    Sampson Properties

    Brock Harris Lic# 0225227555

    +1(703) 517-0452 bh@brockharrishomes.com

    2 N Ken St Winchester VA 22601

    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
        Communities
        1. Winchester
        2. Stephens City
        3. Front Royal
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        About
        1. Client Survey
        2. Testimonials
        3. Contact Me
        Marketing Your Home
        Living in Winchester
    Broker Logo - White (2)Fusion

    Sampson Properties

    Brock Harris Lic# 0225227555

    +1(703) 517-0452 bh@brockharrishomes.com

    2 N Ken St Winchester VA 22601

    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