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    89 Properties
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    89 Properties for Sale

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    The average price in the selected areas has remained stable. Learn more
    • 23265 LINDSAY DR, Leonardtown, MD 20650
      3 Beds4 Baths2,306 SqFt
      1/59 59
      Pending

      $435,000

      23265 LINDSAY DR, Leonardtown, MD 20650

      MLS# MDSM2025838

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 23037 TOWN RUN DR, Leonardtown, MD 20650
      4 Beds3 Baths2,720 SqFt
      1/33 33
      Active

      $635,000

      23037 TOWN RUN DR, Leonardtown, MD 20650

      MLS# MDSM2025688

      Listed by Real Broker, LLC

      Bright MLS (BMLS)
    • 40534 MISS ETTAS WAY, Leonardtown, MD 20650
      3 Beds3 Baths1,770 SqFt
      1/31 31
      Active

      $485,000

      40534 MISS ETTAS WAY, Leonardtown, MD 20650

      MLS# MDSM2025630

      Listed by RE/MAX Closers

      Bright MLS (BMLS)
    • 20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650
      5 Beds4 Baths3,061 SqFt
      1/40 40
      Under Contract

      $615,000

      20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650

      MLS# MDSM2025274

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 21056 WOODMERE DR, Leonardtown, MD 20650
      4 Beds3 Baths2,205 SqFt
      1/56 56
      Active

      $583,000

      21056 WOODMERE DR, Leonardtown, MD 20650

      MLS# MDSM2025686

      Listed by Coldwell Banker Jay Lilly Real Estate

      Bright MLS (BMLS)
    • 20755 DEER WOOD PARK DR, Leonardtown, MD 20650
      4 Beds3 Baths2,538 SqFt
      1/27 27
      Pending

      $525,000

      20755 DEER WOOD PARK DR, Leonardtown, MD 20650

      MLS# MDSM2025788

      Listed by EbonAries Realty Group, LLC.

      Bright MLS (BMLS)
    • 22186 MONTEREY PLACE, Leonardtown, MD 20650
      4 Beds2 Baths2,935 SqFt
      1/26 26
      Price Dropped by $15K

      $510,000

      22186 MONTEREY PLACE, Leonardtown, MD 20650

      MLS# MDSM2025464

      Listed by KW Metro Center

      Bright MLS (BMLS)
    • 22338 WHITE OAK RD, Leonardtown, MD 20650
      4 Beds3 Baths2,328 SqFt
      1/66 66
      Under Contract

      $529,900

      22338 WHITE OAK RD, Leonardtown, MD 20650

      MLS# MDSM2025664

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 20814 DEER WOOD PARK DR, Leonardtown, MD 20650
      4 Beds3 Baths3,412 SqFt
      1/41 41
      Price Dropped by $11K

      $599,000

      20814 DEER WOOD PARK DR, Leonardtown, MD 20650

      MLS# MDSM2024842

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 20620 LAUREL CT, Leonardtown, MD 20650
      5 Beds3 Baths3,500 SqFt
      1/43 43
      Pending

      $687,900

      20620 LAUREL CT, Leonardtown, MD 20650

      MLS# MDSM2024896

      Listed by RE/MAX One

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

      $550,000

      41130 CRYER COURT, Leonardtown, MD 20650

      MLS# MDSM2025300

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 41554 BRIARWOOD CIR, Leonardtown, MD 20650
      3 Beds4 Baths2,379 SqFt
      1/72 72
      Pending

      $449,000

      41554 BRIARWOOD CIR, Leonardtown, MD 20650

      MLS# MDSM2025460

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 41997 LOKER CT, Leonardtown, MD 20650
      4 Beds3 Baths2,330 SqFt
      1/41 41
      Under Contract

      $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
      Active

      $700,000

      40461 OLD BRETON BEACH RD, Leonardtown, MD 20650

      MLS# MDSM2025400

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 23745 HICKS DR, Leonardtown, MD 20650
      3 Beds2 Baths984 SqFt
      3D
      Under Contract

      $398,000

      23745 HICKS DR, Leonardtown, MD 20650

      MLS# MDSM2023732

      Listed by Blackwell Real Estate, LLC

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

      $1,300,000

      23155 GREENSTONE, Leonardtown, MD 20650

      MLS# MDSM2025294

      Listed by RE/MAX Realty Group

      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)
    • 23674 JM GOUGH CT, Leonardtown, MD 20650
      4 Beds3 Baths2,697 SqFt
      1/72 72
      Active

      $550,000

      23674 JM GOUGH CT, Leonardtown, MD 20650

      MLS# MDSM2024680

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 41535 FAIRWOOD CT, Leonardtown, MD 20650
      4 Beds4 Baths4,829 SqFt
      1/67 67
      Price Dropped by $10K

      $739,900

      41535 FAIRWOOD CT, Leonardtown, MD 20650

      MLS# MDSM2025060

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 41430 CHALLEDON WAY, Leonardtown, MD 20650
      5 Beds4 Baths4,500 SqFt
      1/79 79
      Active

      $650,000

      41430 CHALLEDON WAY, Leonardtown, MD 20650

      MLS# MDSM2025004

      Listed by RE/MAX One

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

      $640,000

      23264 LINDSAY DR, Leonardtown, MD 20650

      MLS# MDSM2024888

      Listed by RE/MAX Realty Group

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

      $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
      Under Contract

      $775,000

      41115 PAW PAW HOLLOW LN, Leonardtown, MD 20650

      MLS# MDSM2025074

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 40801 KISKADEE LN, Leonardtown, MD 20650
      5 Beds3 Baths6,064 SqFt
      1/75 75
      Active

      $784,990

      40801 KISKADEE LN, Leonardtown, MD 20650

      MLS# MDSM2025006

      Listed by RE/MAX One

      Bright MLS (BMLS)
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    Olson Realty

    Nick Padilla RS- RS-0024607

    +1(302) 535-7785 nick@delawarerealty.net

    614 N DuPont Highway Suite 300, Dover, DE, 19901

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        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    Olson Realty

    Nick Padilla RS- RS-0024607

    +1(302) 535-7785 nick@delawarerealty.net

    614 N DuPont Highway Suite 300, Dover, DE, 19901

    Get My App

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

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

    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.