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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
    • 21549 POINT LOOKOUT, Leonardtown, MD 20650
      5 Beds4 Baths3,153 SqFt
      1/43 43
      Pending

      $710,000

      21549 POINT LOOKOUT, Leonardtown, MD 20650

      MLS# MDSM2024990

      Listed by O'Brien Realty ERA Powered

      Bright MLS (BMLS)
    • 41505 KNIGHT RD, Leonardtown, MD 20650
      5 Beds8 Baths12,113 SqFt
      1/126 126
      Active

      $5,950,000

      41505 KNIGHT RD, Leonardtown, MD 20650

      MLS# MDSM2023270

      Listed by Engel & Volkers Annapolis

      Bright MLS (BMLS)
    • 40738 BOBWHITE LN, Leonardtown, MD 20650
      5 Beds4 Baths4,648 SqFt
      1/120 120
      Under Contract

      $843,000

      40738 BOBWHITE LN, Leonardtown, MD 20650

      MLS# MDSM2023806

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 23075 HOLLYWOOD RD, Leonardtown, MD 20650
      5 Beds3 Baths3,238 SqFt
      1/82 82
      Under Contract

      $574,000

      23075 HOLLYWOOD RD, Leonardtown, MD 20650

      MLS# MDSM2023778

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 23275 JENIFER CT, Leonardtown, MD 20650
      5 Beds5 Baths6,311 SqFt
      1/113 113
      Under Contract

      $625,000

      23275 JENIFER CT, Leonardtown, MD 20650

      MLS# MDSM2023552

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 18937 HODGES LN, Leonardtown, MD 20650
      3 Beds2 Baths1,834 SqFt
      1/32 32
      Price Dropped by $40K

      $659,000

      18937 HODGES LN, Leonardtown, MD 20650

      MLS# MDSM2023654

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 41402 SILVER CHARM CT, Leonardtown, MD 20650
      5 Beds4 Baths4,046 SqFt
      1/97 97
      Active

      $655,000

      41402 SILVER CHARM CT, Leonardtown, MD 20650

      MLS# MDSM2023568

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 23348 LINDSAY DR, Leonardtown, MD 20650
      5 Beds4 Baths3,540 SqFt
      1/33 33
      Under Contract

      $599,900

      23348 LINDSAY DR, Leonardtown, MD 20650

      MLS# MDSM2022602

      Listed by Fairfax Realty Premier

      Bright MLS (BMLS)
    • 22362 ARMSTRONG DR, Leonardtown, MD 20650
      3 Beds3 Baths2,028 SqFt
      1/32 32
      Price Dropped by $5K

      $429,900

      22362 ARMSTRONG DR, Leonardtown, MD 20650

      MLS# MDSM2023036

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 20798 WATERSIDE DR, Leonardtown, MD 20650
      2 Beds1 Bath1,018 SqFt
      1/33 33
      Active

      $450,000

      20798 WATERSIDE DR, Leonardtown, MD 20650

      MLS# MDSM2022922

      Listed by RE/MAX Closers

      Bright MLS (BMLS)
    • 19700 MULBERRY FIELDS RD, Leonardtown, MD 20650
      6 Beds5 Baths13,458 SqFt
      1/139 139
      Active

      $20,000,000

      19700 MULBERRY FIELDS RD, Leonardtown, MD 20650

      MLS# MDSM2022614

      Listed by Long & Foster Real Estate, Inc.

      Bright MLS (BMLS)
    • 23773 MEREDITH CT, Leonardtown, MD 20650
      3 Beds3 Baths3,478 SqFt
      1/91 91
      Under Contract

      $679,900

      23773 MEREDITH CT, Leonardtown, MD 20650

      MLS# MDSM2022554

      Listed by Coldwell Banker Jay Lilly Real Estate

      Bright MLS (BMLS)
    • 25365 POINT LOOKOUT RD, Leonardtown, MD 20650
      3 Beds3 Baths2,952 SqFt
      1/5 5
      Under Contract

      $497,500

      25365 POINT LOOKOUT RD, Leonardtown, MD 20650

      MLS# MDSM2022468

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 41810 CHELSEY FAYE LN, Leonardtown, MD 20650
      4 Beds4 Baths2,650 SqFt
      1/7 7
      Active

      $675,000

      41810 CHELSEY FAYE LN, Leonardtown, MD 20650

      MLS# MDSM2021276

      Listed by JPAR Real Estate Professionals

      Bright MLS (BMLS)
    • Leonardtown, MD 20650
      4 Beds2 Baths2,130 SqFt
      1/30 30
      Active

      $1,750,000

      Leonardtown, MD 20650

      MLS# MDSM2021304

      Listed by Haley Family Realty

      Bright MLS (BMLS)
    • 41815 CHELSEY FAYE, Leonardtown, MD 20650
      3 Beds2 Baths1,627 SqFt
      1/3 3
      Active

      $530,000

      41815 CHELSEY FAYE, Leonardtown, MD 20650

      MLS# MDSM2016780

      Listed by JPAR Real Estate Professionals

      Bright MLS (BMLS)
    • 23225 SPALDING LN, Leonardtown, MD 20650
      3 Beds2 Baths1,614 SqFt
      1/2 2
      Coming Soon

      $339,900

      23225 SPALDING LN, Leonardtown, MD 20650

      MLS# MDAA2074786

      Listed by Patterson-Schwartz-Middletown

      Bright MLS (BMLS)
    • WATHEN RD, Leonardtown, MD 20650
      5 Beds4 Baths4,700 SqFt
      Active

      $831,025

      WATHEN RD, Leonardtown, MD 20650

      MLS# MDSM2016354

      Listed by Amber & Company Real Estate

      Bright MLS (BMLS)
    • 40533 BRETON KNOLLS CT, Leonardtown, MD 20650
      4 Beds3 Baths1.87 Acres Lot
      1/36 36
      Active

      $859,900

      40533 BRETON KNOLLS CT, Leonardtown, MD 20650

      MLS# MDSM2015098

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 40552 BRETON KNOLLS CT, Leonardtown, MD 20650
      5 Beds3 Baths3,127 SqFt
      1/38 38
      Active

      $884,900

      40552 BRETON KNOLLS CT, Leonardtown, MD 20650

      MLS# MDSM2014804

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 42520 RIVERWINDS DR, Leonardtown, MD 20650
      4 Beds2 Baths2,744 SqFt
      1/10 10
      Active

      $1,999,999

      42520 RIVERWINDS DR, Leonardtown, MD 20650

      MLS# MDSM2003476

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 44798 MEDLEYS NECK RD, Leonardtown, MD 20650
      4 Beds5 Baths3,000 SqFt
      1/7 7
      Under Contract

      $772,000

      44798 MEDLEYS NECK RD, Leonardtown, MD 20650

      MLS# MDSM2001338

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 23392 MARVIEW CT, Leonardtown, MD 20650
      3 Beds4 Baths2,306 SqFt
      Coming Soon

      $434,900

      23392 MARVIEW CT, Leonardtown, MD 20650

      MLS# MDSM2026258

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 22770 WASHINGTON ST, Leonardtown, MD 20650
      5,988 SqFt
      1/71 71
      Active

      $1,500,000

      22770 WASHINGTON ST, Leonardtown, MD 20650

      MLS# MDSM2024808

      Listed by Infinitas Realty Group

      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
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        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.