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    89 Properties
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    89 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 23730 HICKS DR, Leonardtown, MD 20650
      3 Beds2 Baths1,992 SqFt
      1/25 25
      Under Contract

      $415,000

      23730 HICKS DR, Leonardtown, MD 20650

      MLS# MDSM2025880

      Listed by EXP Realty, LLC

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

      $470,000

      40534 MISS ETTAS WAY, Leonardtown, MD 20650

      MLS# MDSM2025630

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650
      5 Beds4 Baths3,061 SqFt
      1/41 41
      Under Contract

      $599,900

      20591 CHESTNUT RIDGE DR, Leonardtown, MD 20650

      MLS# MDSM2025274

      Listed by EXP Realty, LLC

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

      $550,000

      41130 CRYER COURT, Leonardtown, MD 20650

      MLS# MDSM2025300

      Listed by CENTURY 21 New Millennium

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

      $1,300,000

      23155 GREENSTONE, Leonardtown, MD 20650

      MLS# MDSM2025294

      Listed by RE/MAX Realty Group

      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)
    • 44646 MEDLEYS NECK RD, Leonardtown, MD 20650
      3 Beds1 Bath924 SqFt
      Price Dropped by $4K

      $95,000

      44646 MEDLEYS NECK RD, Leonardtown, MD 20650

      MLS# MDSM2024652

      Listed by Home Towne Real Estate

      Bright MLS (BMLS)
    • 18937 HODGES LN, Leonardtown, MD 20650
      3 Beds2 Baths1,834 SqFt
      1/32 32
      Active

      $659,000

      18937 HODGES LN, Leonardtown, MD 20650

      MLS# MDSM2023654

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 22362 ARMSTRONG DR, Leonardtown, MD 20650
      3 Beds3 Baths2,028 SqFt
      1/32 32
      Under Contract

      $429,900

      22362 ARMSTRONG DR, Leonardtown, MD 20650

      MLS# MDSM2023036

      Listed by CENTURY 21 New Millennium

      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)
    • 25365 POINT LOOKOUT RD, Leonardtown, MD 20650
      3 Beds3 Baths2,952 SqFt
      1/5 5
      Active

      $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

      $720,000

      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)
    • 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)
    • 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)
    • 43488 MEDLEYS NECK RD, Leonardtown, MD 20650
      5 Acres
      1/10 10
      New

      $225,000

      43488 MEDLEYS NECK RD, Leonardtown, MD 20650

      MLS# MDSM2027738

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • SUNSET DR, Leonardtown, MD 20650
      0.25 Acres
      Active

      $25,000

      SUNSET DR, Leonardtown, MD 20650

      MLS# MDSM2027604

      Listed by The Southside Group Real Estate

      Bright MLS (BMLS)
    • 20670 BLOOMBURY LN, Leonardtown, MD 20650
      4 Beds3 Baths2,434 SqFt
      1/18 18
      Active

      $3,200

      20670 BLOOMBURY LN, Leonardtown, MD 20650

      MLS# MDSM2027500

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 42151 BLACKSMITH SHOP RD, Leonardtown, MD 20650
      2 Beds1 Bath798 SqFt
      1/5 5
      Active

      $2,200

      42151 BLACKSMITH SHOP RD, Leonardtown, MD 20650

      MLS# MDSM2027562

      Listed by EbonAries Realty Group, LLC.

      Bright MLS (BMLS)
    • 43840 TARRYWYLE WAY, Leonardtown, MD 20650
      6 Beds5 Baths5,278 SqFt
      1/42 42
      Active

      $5,000

      43840 TARRYWYLE WAY, Leonardtown, MD 20650

      MLS# MDSM2026596

      Listed by Quasar Property Management And Real Estate LLC

      Bright MLS (BMLS)
    • 19921 TOWER HILL RD, Leonardtown, MD 20650
      5.09 Acres
      1/13 13
      Under Contract

      $130,000

      19921 TOWER HILL RD, Leonardtown, MD 20650

      MLS# MDSM2026598

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
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    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
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        About
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        Home Valuation
        Did You Hear About Your Neighbor
    VA305_primary_cabProud Partner of FGP

    Berkshire Hathaway HomeServices PenFed Realty

    Jared Schwartz Lic# 5012305

    +1(301) 906-5301 jared.schwartz@penfedrealty.com

    1997 Annapolis Exchange Pkwy 101, Annapolis, MD, 21401, 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. Property Portfolio
        Communities
        1. Annapolis
        2. Severna Park
        3. Arnold
        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
        Home Valuation
        Did You Hear About Your Neighbor
    VA305_primary_cabProud Partner of FGP

    Berkshire Hathaway HomeServices PenFed Realty

    Jared Schwartz Lic# 5012305

    +1(301) 906-5301 jared.schwartz@penfedrealty.com

    1997 Annapolis Exchange Pkwy 101, Annapolis, MD, 21401, 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