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    Leonardtown, MD
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    80 Properties Available

    80 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
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    • Square Feet (Biggest)
    23225 SPALDING LN, Leonardtown, MD 20650
    1/2
    Coming Soon

    $339,900

    3 Beds2 Baths1,614 SqFt

    23225 SPALDING LN, Leonardtown, MD 20650

    MLS# MDAA2074786

    Listed by Patterson-Schwartz-Middletown

    Bright MLS (BMLS)
    WATHEN RD, Leonardtown, MD 20650
    Active

    $831,025

    5 Beds4 Baths4,700 SqFt

    WATHEN RD, Leonardtown, MD 20650

    MLS# MDSM2016354

    Listed by Amber & Company Real Estate

    Bright MLS (BMLS)
    42520 RIVERWINDS DR, Leonardtown, MD 20650
    1/10
    Active

    $1,999,999

    4 Beds2 Baths2,744 SqFt

    42520 RIVERWINDS DR, Leonardtown, MD 20650

    MLS# MDSM2003476

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
    44798 MEDLEYS NECK RD, Leonardtown, MD 20650
    1/7
    Under Contract

    $772,000

    4 Beds5 Baths3,000 SqFt

    44798 MEDLEYS NECK RD, Leonardtown, MD 20650

    MLS# MDSM2001338

    Listed by RE/MAX Realty Group

    Bright MLS (BMLS)
    22615 WASHINGTON ST, Leonardtown, MD 20650
    1/4
    Active

    $599,950

    1,691 SqFt

    22615 WASHINGTON ST, Leonardtown, MD 20650

    MLS# MDSM2028632

    Listed by Infinitas Realty Group

    Bright MLS (BMLS)
    42271 BIRD HAVEN DR, Leonardtown, MD 20650
    1/51
    Active

    $2,995

    5 Beds4 Baths3,448 SqFt

    42271 BIRD HAVEN DR, Leonardtown, MD 20650

    MLS# MDSM2028566

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
    44868 BLAKE CREEK RD. ##4, Leonardtown, MD 20650
    1/8
    Active

    $1,350

    2 Beds1 Bath1,028 SqFt

    44868 BLAKE CREEK RD. ##4, Leonardtown, MD 20650

    MLS# MDSM2028442

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
    22802 LAWRENCE AVE, Leonardtown, MD 20650
    1/28
    Active

    $3,200

    3 Beds3 Baths1,080 SqFt

    22802 LAWRENCE AVE, Leonardtown, MD 20650

    MLS# MDSM2028322

    Listed by RE/MAX One

    Bright MLS (BMLS)
    41599 CHURCH ST, Leonardtown, MD 20650
    1/22
    Active
    3D

    $3,200

    3 Beds3 Baths1,080 SqFt

    41599 CHURCH ST, Leonardtown, MD 20650

    MLS# MDSM2028324

    Listed by RE/MAX One

    Bright MLS (BMLS)
    41573 CHURCH ST, Leonardtown, MD 20650
    1/27
    Active

    $3,000

    3 Beds3 Baths909 SqFt

    41573 CHURCH ST, Leonardtown, MD 20650

    MLS# MDSM2028326

    Listed by RE/MAX One

    Bright MLS (BMLS)
    41577 CHURCH ST, Leonardtown, MD 20650
    1/25
    Active
    3D

    $3,000

    3 Beds3 Baths909 SqFt

    41577 CHURCH ST, Leonardtown, MD 20650

    MLS# MDSM2028328

    Listed by RE/MAX One

    Bright MLS (BMLS)
    23067 TOWN RUN DR, Leonardtown, MD 20650
    1/43
    Active

    $3,500

    4 Beds3 Baths2,720 SqFt

    23067 TOWN RUN DR, Leonardtown, MD 20650

    MLS# MDSM2028106

    Listed by Infinitas Realty Group

    Bright MLS (BMLS)
    23398 HOLLYWOOD RD, Leonardtown, MD 20650
    1/10
    Under Contract

    $1,900

    2 Beds1 Bath1,308 SqFt

    23398 HOLLYWOOD RD, Leonardtown, MD 20650

    MLS# MDSM2028108

    Listed by Infinitas Realty Group

    Bright MLS (BMLS)
    40412 B SOMERVILLE LN, Leonardtown, MD 20650
    1/27
    Active

    $149,900

    2.28 Acres

    40412 B SOMERVILLE LN, Leonardtown, MD 20650

    MLS# MDSM2027980

    Listed by Topside Realty

    Bright MLS (BMLS)
    21692 POTOMAC VIEW DR, Leonardtown, MD 20650
    1/48
    Active

    $2,500

    3 Beds2 Baths2,050 SqFt

    21692 POTOMAC VIEW DR, Leonardtown, MD 20650

    MLS# MDSM2027916

    Listed by RE/MAX One

    Bright MLS (BMLS)
    43488 MEDLEYS NECK RD, Leonardtown, MD 20650
    1/10
    Active

    $215,000

    5 Acres

    43488 MEDLEYS NECK RD, Leonardtown, MD 20650

    MLS# MDSM2027738

    Listed by CENTURY 21 New Millennium

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

    $25,000

    0.25 Acres

    SUNSET DR, Leonardtown, MD 20650

    MLS# MDSM2027604

    Listed by The Southside Group Real Estate

    Bright MLS (BMLS)
    20670 BLOOMBURY LN, Leonardtown, MD 20650
    1/18
    Active

    $2,800

    4 Beds3 Baths2,434 SqFt

    20670 BLOOMBURY LN, Leonardtown, MD 20650

    MLS# MDSM2027500

    Listed by RE/MAX One

    Bright MLS (BMLS)
    43840 TARRYWYLE WAY, Leonardtown, MD 20650
    1/42
    Active

    $5,000

    6 Beds5 Baths5,278 SqFt

    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
    1/13
    Under Contract

    $130,000

    5.09 Acres

    19921 TOWER HILL RD, Leonardtown, MD 20650

    MLS# MDSM2026598

    Listed by RE/MAX Realty Group

    Bright MLS (BMLS)
    LONG LEAF LANE, Leonardtown, MD 20650
    1/6
    Active

    $5,000

    0.14 Acres

    LONG LEAF LANE, Leonardtown, MD 20650

    MLS# MDSM2026514

    Listed by O'Brien Realty ERA Powered

    Bright MLS (BMLS)
    LONG LEAF LN, Leonardtown, MD 20650
    1/6
    Active

    $24,900

    0.18 Acres

    LONG LEAF LN, Leonardtown, MD 20650

    MLS# MDSM2026482

    Listed by Residential Plus Real Estate Services

    Bright MLS (BMLS)
    KISKADEE LN, Leonardtown, MD 20650
    1/18
    Pending

    $200,000

    3.53 Acres

    KISKADEE LN, Leonardtown, MD 20650

    MLS# MDSM2023602

    Listed by RE/MAX One

    Bright MLS (BMLS)
    39645 SWEETPEA LN, Leonardtown, MD 20650
    1/67
    Active

    $799,900

    3.56 Acres

    39645 SWEETPEA LN, Leonardtown, MD 20650

    MLS# MDSM2024960

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
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        Home
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        Market Snapshot
    Dave Kolakowski

    Dave Kolakowski

    +1(301) 445-8525 dave@livinginmetrodc.com

    1765 Greensboro Station Dr., McLean, VA, 22102, United States

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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
    Dave Kolakowski

    Dave Kolakowski

    +1(301) 445-8525 dave@livinginmetrodc.com

    1765 Greensboro Station Dr., McLean, VA, 22102, United States

    Get My App

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

    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.