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91 Properties

91 Properties Available

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  • 23155 GREENSTONE, Leonardtown, MD 20650
    1/96 96
    6 Beds 4 Baths 5,888 SqFt
    $1,300,000
    Active

    23155 GREENSTONE, Leonardtown, MD 20650

    MLS# MDSM2025294

    Listed by RE/MAX Realty Group

    Single Family Home

    Bright MLS (BMLS)
  • 21749 POINT LOOKOUT RD, Leonardtown, MD 20650
    1/26 26
    3 Beds 1 Bath 1,212 SqFt
    $249,900
    Under Contract

    21749 POINT LOOKOUT RD, Leonardtown, MD 20650

    MLS# MDSM2025176

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 23674 JM GOUGH CT, Leonardtown, MD 20650
    1/72 72
    4 Beds 3 Baths 2,697 SqFt
    $550,000
    Active

    23674 JM GOUGH CT, Leonardtown, MD 20650

    MLS# MDSM2024680

    Listed by RE/MAX One

    Single Family Home

    Bright MLS (BMLS)
  • 41535 FAIRWOOD CT, Leonardtown, MD 20650
    1/67 67
    4 Beds 4 Baths 4,829 SqFt
    $739,900
    Price Dropped by $10K

    41535 FAIRWOOD CT, Leonardtown, MD 20650

    MLS# MDSM2025060

    Listed by EXP Realty, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 43985 MAIN WAY RD, Leonardtown, MD 20650
    1/74 74
    4 Beds 2 Baths 2,400 SqFt
    $479,900
    Pending

    43985 MAIN WAY RD, Leonardtown, MD 20650

    MLS# MDSM2025202

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 21143 CATNIP CT, Leonardtown, MD 20650
    1/69 69
    4 Beds 3 Baths 2,642 SqFt
    $635,000
    Under Contract

    21143 CATNIP CT, Leonardtown, MD 20650

    MLS# MDSM2025046

    Listed by RE/MAX One

    Single Family Home

    Bright MLS (BMLS)
  • 41412 DOCTORS CROSSING RD, Leonardtown, MD 20650
    1/50 50
    4 Beds 4 Baths 2,686 SqFt
    $540,000
    Pending

    41412 DOCTORS CROSSING RD, Leonardtown, MD 20650

    MLS# MDSM2024976

    Listed by RE/MAX United Real Estate

    Single Family Home

    Bright MLS (BMLS)
  • 41115 PAW PAW HOLLOW LN, Leonardtown, MD 20650
    1/140 140
    4 Beds 6 Baths 6,116 SqFt
    $775,000
    Active

    41115 PAW PAW HOLLOW LN, Leonardtown, MD 20650

    MLS# MDSM2025074

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 40801 KISKADEE LN, Leonardtown, MD 20650
    1/61 61
    5 Beds 3 Baths 6,064 SqFt
    $785,000
    Active

    40801 KISKADEE LN, Leonardtown, MD 20650

    MLS# MDSM2025006

    Listed by RE/MAX One

    Single Family Home

    Bright MLS (BMLS)
  • 23278 APPLEWOOD LN, Leonardtown, MD 20650
    1/47 47
    4 Beds 4 Baths 4,306 SqFt
    $650,000
    Pending

    23278 APPLEWOOD LN, Leonardtown, MD 20650

    MLS# MDSM2025020

    Listed by EXP Realty, LLC

    Single Family Home

    Bright MLS (BMLS)
  • 23641 BELMAR DR, Leonardtown, MD 20650
    1/42 42
    5 Beds 4 Baths 3,236 SqFt
    $630,000
    Pending

    23641 BELMAR DR, Leonardtown, MD 20650

    MLS# MDSM2024660

    Listed by RE/MAX One

    Single Family Home

    Bright MLS (BMLS)
  • 21549 POINT LOOKOUT, Leonardtown, MD 20650
    1/43 43
    5 Beds 4 Baths 3,153 SqFt
    $710,000
    Under Contract

    21549 POINT LOOKOUT, Leonardtown, MD 20650

    MLS# MDSM2024990

    Listed by O'Brien Realty ERA Powered

    Single Family Home

    Bright MLS (BMLS)
  • 44646 MEDLEYS NECK RD, Leonardtown, MD 20650
    3 Beds 1 Bath 924 SqFt
    $99,999
    Price Dropped by $25K

    44646 MEDLEYS NECK RD, Leonardtown, MD 20650

    MLS# MDSM2024652

    Listed by Home Towne Real Estate

    Manufactured Home

    Bright MLS (BMLS)
  • 23242 CLARKS REST RD, Leonardtown, MD 20650
    5 Beds 4 Baths 2,296 SqFt
    $599,000
    Coming Soon

    23242 CLARKS REST RD, Leonardtown, MD 20650

    MLS# MDSM2024822

    Listed by Infinitas Realty Group

    Single Family Home

    Bright MLS (BMLS)
  • 41505 KNIGHT RD, Leonardtown, MD 20650
    1/126 126
    5 Beds 8 Baths 12,113 SqFt
    $5,950,000
    Active

    41505 KNIGHT RD, Leonardtown, MD 20650

    MLS# MDSM2023270

    Listed by Engel & Volkers Annapolis

    Single Family Home

    Bright MLS (BMLS)
  • 40738 BOBWHITE LN, Leonardtown, MD 20650
    1/120 120
    5 Beds 4 Baths 4,648 SqFt
    $843,000
    Under Contract

    40738 BOBWHITE LN, Leonardtown, MD 20650

    MLS# MDSM2023806

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 22626 CHICKADEE LN, Leonardtown, MD 20650
    1/75 75
    4 Beds 4 Baths 2,948 SqFt
    $649,900
    Active

    22626 CHICKADEE LN, Leonardtown, MD 20650

    MLS# MDSM2024686

    Listed by JPAR Real Estate Professionals

    Single Family Home

    Bright MLS (BMLS)
  • 23075 HOLLYWOOD RD, Leonardtown, MD 20650
    1/82 82
    5 Beds 3 Baths 3,238 SqFt
    $574,000
    Under Contract

    23075 HOLLYWOOD RD, Leonardtown, MD 20650

    MLS# MDSM2023778

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 23578 PINE BLUFF WAY, Leonardtown, MD 20650
    1/75 75
    3 Beds 4 Baths 3,188 SqFt
    $585,000
    Pending

    23578 PINE BLUFF WAY, Leonardtown, MD 20650

    MLS# MDSM2023102

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 23275 JENIFER CT, Leonardtown, MD 20650
    1/113 113
    5 Beds 5 Baths 6,311 SqFt
    $625,000
    Price Dropped by $9K

    23275 JENIFER CT, Leonardtown, MD 20650

    MLS# MDSM2023552

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 18937 HODGES LN, Leonardtown, MD 20650
    1/32 32
    3 Beds 2 Baths 1,834 SqFt
    $699,900
    Active

    18937 HODGES LN, Leonardtown, MD 20650

    MLS# MDSM2023654

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 41402 SILVER CHARM CT, Leonardtown, MD 20650
    1/93 93
    5 Beds 4 Baths 4,046 SqFt
    $655,000
    Active

    41402 SILVER CHARM CT, Leonardtown, MD 20650

    MLS# MDSM2023568

    Listed by CENTURY 21 New Millennium

    Single Family Home

    Bright MLS (BMLS)
  • 23558 BELMAR DR, Leonardtown, MD 20650
    3D
    6 Beds 4 Baths 4,267 SqFt
    $685,000
    Under Contract

    23558 BELMAR DR, Leonardtown, MD 20650

    MLS# MDSM2023238

    Listed by RE/MAX One

    Single Family Home

    Bright MLS (BMLS)
  • 21897 FAIRWAY DR, Leonardtown, MD 20650
    1/70 70
    5 Beds 3 Baths 3,664 SqFt
    $624,900
    Under Contract

    21897 FAIRWAY DR, Leonardtown, MD 20650

    MLS# MDSM2022878

    Listed by Infinitas Realty Group

    Single Family Home

    Bright MLS (BMLS)
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2724ae747-fc2a-43f0-bc97-eae5c2f982d9
Samson Properties

Andrew Shirdon License ID: 5006573

+1(240) 476-6069 andrew.shirdon@lifetimeclientgroup.com

16701 Melford Blvd, Bowie, MD, 20715-3410, USA
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Get My App

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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.
2724ae747-fc2a-43f0-bc97-eae5c2f982d9
Samson Properties

Andrew Shirdon License ID: 5006573

+1(240) 476-6069 andrew.shirdon@lifetimeclientgroup.com

16701 Melford Blvd, Bowie, MD, 20715-3410, USA
    • Home
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot
    • Sell
      1. Sell My Home
      2. Home Valuation

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.