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    33 Properties
    Map

    33 Properties Available In 20650

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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
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    MD >20650 >
    Market Insights
    23073 TOWN RUN DR, Leonardtown, MD 20650
    Open Sat 12PM-2PM

    $639,900

    23073 TOWN RUN DR, Leonardtown, MD 20650

    3 Beds2 Baths2,854 SqFt

    MLS# MDSM2030476

    Listed by RE/MAX One

    Bright MLS (BMLS)
    21130 SOMEDAY FARM LN, Leonardtown, MD 20650
    Open Sun 1PM-3PM

    $800,000

    21130 SOMEDAY FARM LN, Leonardtown, MD 20650

    5 Beds3 Baths3,122 SqFt

    MLS# MDSM2030588

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
    41585 AUSTIN CT, Leonardtown, MD 20650
    3D
    Open 5/2 11AM-1PM

    $635,000

    41585 AUSTIN CT, Leonardtown, MD 20650

    5 Beds3 Baths3,030 SqFt

    MLS# MDSM2030616

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
    LOT 111 - 23684 WEEPING WILLOW WAY, Leonardtown, MD 20650
    Open Sat 11AM-4PM

    $449,900

    LOT 111 - 23684 WEEPING WILLOW WAY, Leonardtown, MD 20650

    4 Beds4 Baths2,554 SqFt

    MLS# MDSM2030402

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 135 - 23679 WEEPING WILLOW WAY, Leonardtown, MD 20650
    3D
    Open Sat 11AM-3:45PM

    $449,900

    LOT 135 - 23679 WEEPING WILLOW WAY, Leonardtown, MD 20650

    4 Beds4 Baths2,604 SqFt

    MLS# MDSM2030032

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 101 - 23713 DRAGONFLY LN, Leonardtown, MD 20650
    3D
    Open Sat 11AM-4PM

    $449,900

    LOT 101 - 23713 DRAGONFLY LN, Leonardtown, MD 20650

    4 Beds4 Baths2,340 Sqft Lot

    MLS# MDSM2029486

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 99 - 23725 DRAGONFLY LN, Leonardtown, MD 20650
    3D
    Open Sat 11AM-4PM

    $449,900

    LOT 99 - 23725 DRAGONFLY LN, Leonardtown, MD 20650

    4 Beds4 Baths2,340 Sqft Lot

    MLS# MDSM2029488

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 134 - 23685 WEEPING WILLOW WAY, Leonardtown, MD 20650
    3D
    Pending

    $449,900

    LOT 134 - 23685 WEEPING WILLOW WAY, Leonardtown, MD 20650

    4 Beds4 Baths2,554 SqFt

    MLS# MDSM2031008

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 136 - 23673 WEEPING WILLOW WAY, Leonardtown, MD 20650
    3D
    New

    $449,900

    LOT 136 - 23673 WEEPING WILLOW WAY, Leonardtown, MD 20650

    4 Beds4 Baths2,554 SqFt

    MLS# MDSM2031006

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 158 - 23646 DRAGONFLY LN, Leonardtown, MD 20650
    3D
    Pending

    $449,900

    LOT 158 - 23646 DRAGONFLY LN, Leonardtown, MD 20650

    4 Beds4 Baths2,554 SqFt

    MLS# MDSM2031014

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 115 - 23708 WEEPING WILLOW WAY, Leonardtown, MD 20650
    3D
    Pending

    $449,900

    LOT 115 - 23708 WEEPING WILLOW WAY, Leonardtown, MD 20650

    4 Beds4 Baths2,340 Sqft Lot

    MLS# MDSM2030874

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 144 - 23635 DRAGONFLY LN, Leonardtown, MD 20650
    3D
    Pending

    $449,900

    LOT 144 - 23635 DRAGONFLY LN, Leonardtown, MD 20650

    4 Beds4 Baths2,604 SqFt

    MLS# MDSM2030872

    Listed by RE/MAX One

    Bright MLS (BMLS)
    41389 HOLIDAY CT, Leonardtown, MD 20650
    Under Contract

    $715,000

    41389 HOLIDAY CT, Leonardtown, MD 20650

    5 Beds4 Baths4,385 SqFt

    MLS# MDSM2030306

    Listed by RE/MAX One

    Bright MLS (BMLS)
    43500 DEER RUN CT, Leonardtown, MD 20650
    Pending

    $685,000

    43500 DEER RUN CT, Leonardtown, MD 20650

    4 Beds3 Baths2,972 SqFt

    MLS# MDSM2030578

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
    23282 LINDSAY DR, Leonardtown, MD 20650
    3D
    Active

    $590,000

    23282 LINDSAY DR, Leonardtown, MD 20650

    5 Beds4 Baths3,123 SqFt

    MLS# MDSM2030258

    Listed by Samson Properties

    Bright MLS (BMLS)
    40855 SPRING HOUSE LN, Leonardtown, MD 20650
    Active

    $550,000

    40855 SPRING HOUSE LN, Leonardtown, MD 20650

    5 Beds3 Baths3,464 SqFt

    MLS# MDSM2030444

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
    41488 PENSIVE ST, Leonardtown, MD 20650
    3D
    Under Contract

    $680,000

    41488 PENSIVE ST, Leonardtown, MD 20650

    5 Beds4 Baths3,992 SqFt

    MLS# MDSM2029900

    Listed by RE/MAX One

    Bright MLS (BMLS)
    40840 GREENWOOD LN, Leonardtown, MD 20650
    Under Contract

    $1,049,900

    40840 GREENWOOD LN, Leonardtown, MD 20650

    9 Beds5 Baths6,476 SqFt

    MLS# MDSM2030418

    Listed by Samson Properties

    Bright MLS (BMLS)
    LOT 142 - 23647 DRAGONFLY LN, Leonardtown, MD 20650
    Active

    $489,900

    LOT 142 - 23647 DRAGONFLY LN, Leonardtown, MD 20650

    4 Beds4 Baths3,095 SqFt

    MLS# MDSM2030268

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 141 - 23653 DRAGONFLY LN, Leonardtown, MD 20650
    Active

    $479,900

    LOT 141 - 23653 DRAGONFLY LN, Leonardtown, MD 20650

    4 Beds4 Baths3,315 Sqft Lot

    MLS# MDSM2030224

    Listed by RE/MAX One

    Bright MLS (BMLS)
    LOT 128 - 23721 WEEPING WILLOW WAY, Leonardtown, MD 20650
    Pending

    $479,900

    LOT 128 - 23721 WEEPING WILLOW WAY, Leonardtown, MD 20650

    4 Beds4 Baths2,966 SqFt

    MLS# MDSM2029480

    Listed by RE/MAX One

    Bright MLS (BMLS)
    20045 TOWER HILL RD, Leonardtown, MD 20650
    3D
    Under Contract

    $1,450,000

    20045 TOWER HILL RD, Leonardtown, MD 20650

    5 Beds7 Baths7,376 SqFt

    MLS# MDSM2029738

    Listed by KW Metro Center

    Bright MLS (BMLS)
    LOT 132 - 23697 WEEPING WILLOW WAY, Leonardtown, MD 20650
    Pending

    $489,900

    LOT 132 - 23697 WEEPING WILLOW WAY, Leonardtown, MD 20650

    4 Beds4 Baths3,095 SqFt

    MLS# MDSM2029994

    Listed by RE/MAX One

    Bright MLS (BMLS)
    41377 DOCTORS CROSSING RD, Leonardtown, MD 20650
    3D
    Price Dropped by $19K

    $620,000

    41377 DOCTORS CROSSING RD, Leonardtown, MD 20650

    5 Beds4 Baths3,724 SqFt

    MLS# MDSM2029722

    Listed by Keller Williams Realty/Lee Beaver & Assoc.

    Bright MLS (BMLS)
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    explore listings in 20650

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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.

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    defaultProud Partner of FGP

    Kirk Steffes

    Kirk Steffes Lic# 629026

    +1(443) 640-5126 krs3005@gmail.com

    111 Fulford Ave Suite B, Air, MD, 21014

     

    Cummings & Company Realtors
    Office: 410-823-0033
    Lic #579890

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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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Recent Listings
        Communities
        1. Bel Air
        2. Havre de Grace
        3. Fallston
        4. Abingdon
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. iBuyer Guide
        3. Mortgage Calculator
        4. Market Snapshot
        5. Homebuyer Handbook
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. My Team
        6. Contact Me
        Videos
    defaultProud Partner of FGP

    Kirk Steffes

    Kirk Steffes Lic# 629026

    +1(443) 640-5126 krs3005@gmail.com

    111 Fulford Ave Suite B, Air, MD, 21014

     

    Cummings & Company Realtors
    Office: 410-823-0033
    Lic #579890

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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