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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
    • LOT 94 - 23712 DRAGONFLY LN, Leonardtown, MD 20650
      4 Beds4 Baths3,315 Sqft Lot
      3D
      Pending

      $479,900

      LOT 94 - 23712 DRAGONFLY LN, Leonardtown, MD 20650

      MLS# MDSM2027378

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • LOT 95-23718 DRAGONFLY LN, Leonardtown, MD 20650
      4 Beds4 Baths2,340 Sqft Lot
      3D
      Active

      $445,900

      LOT 95-23718 DRAGONFLY LN, Leonardtown, MD 20650

      MLS# MDSM2027394

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 21039 WOODMERE DR, Leonardtown, MD 20650
      5 Beds3 Baths4,112 SqFt
      1/60 60
      Price Dropped by $15K

      $580,000

      21039 WOODMERE DR, Leonardtown, MD 20650

      MLS# MDSM2027164

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • LOT 107-23677 DRAGONFLY LN, Leonardtown, MD 20650
      4 Beds4 Baths3,315 Sqft Lot
      3D
      Active

      $479,900

      LOT 107-23677 DRAGONFLY LN, Leonardtown, MD 20650

      MLS# MDSM2027396

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • LOT 93-23706 DRAGONFLY LN, Leonardtown, MD 20650
      4 Beds4 Baths2,966 SqFt
      1/43 43
      Pending

      $469,900

      LOT 93-23706 DRAGONFLY LN, Leonardtown, MD 20650

      MLS# MDSM2027384

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 42043 STARLIGHT DR, Leonardtown, MD 20650
      4 Beds4 Baths2,472 SqFt
      1/49 49
      Active

      $559,900

      42043 STARLIGHT DR, Leonardtown, MD 20650

      MLS# MDSM2027150

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 21745 PINEHURST CT, Leonardtown, MD 20650
      4 Beds3 Baths2,860 SqFt
      1/82 82
      Under Contract

      $605,000

      21745 PINEHURST CT, Leonardtown, MD 20650

      MLS# MDSM2027072

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 41535 SINGLETREE DR, Leonardtown, MD 20650
      4 Beds3 Baths2,262 SqFt
      1/54 54
      Active

      $530,000

      41535 SINGLETREE DR, Leonardtown, MD 20650

      MLS# MDSM2027210

      Listed by JPAR Real Estate Professionals

      Bright MLS (BMLS)
    • 41650 MATTHEW CT, Leonardtown, MD 20650
      4 Beds3 Baths2,230 SqFt
      1/15 15
      Price Dropped by $20K

      $520,000

      41650 MATTHEW CT, Leonardtown, MD 20650

      MLS# MDSM2026860

      Listed by Pax River Realty LLC

      Bright MLS (BMLS)
    • 41435 OSBORNE LN, Leonardtown, MD 20650
      6 Beds5 Baths4,145 SqFt
      1/59 59
      Under Contract

      $665,000

      41435 OSBORNE LN, Leonardtown, MD 20650

      MLS# MDSM2026256

      Listed by RE/MAX United Real Estate

      Bright MLS (BMLS)
    • 23745 BAYSIDE RD, Leonardtown, MD 20650
      3 Beds2 Baths1,344 SqFt
      1/36 36
      Pending

      $399,900

      23745 BAYSIDE RD, Leonardtown, MD 20650

      MLS# MDSM2026368

      Listed by RE/MAX United Real Estate

      Bright MLS (BMLS)
    • 20413 SCARLET TANAGER WAY, Leonardtown, MD 20650
      4 Beds3 Baths3,094 SqFt
      1/34 34
      Pending

      $575,000

      20413 SCARLET TANAGER WAY, Leonardtown, MD 20650

      MLS# MDSM2026816

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 41536 FAIRWOOD CT, Leonardtown, MD 20650
      4 Beds4 Baths3,308 SqFt
      1/85 85
      Under Contract

      $569,000

      41536 FAIRWOOD CT, Leonardtown, MD 20650

      MLS# MDSM2027022

      Listed by RE/MAX Realty Group

      Bright MLS (BMLS)
    • 40461 OLD BRETON BEACH RD, Leonardtown, MD 20650
      2 Beds3 Baths2,040 SqFt
      1/61 61
      Active

      $689,900

      40461 OLD BRETON BEACH RD, Leonardtown, MD 20650

      MLS# MDSM2027068

      Listed by Real Broker, LLC

      Bright MLS (BMLS)
    • 21983 POINT LOOKOUT RD, Leonardtown, MD 20650
      2 Beds1 Bath1,144 SqFt
      1/4 4
      Pending

      $70,000

      21983 POINT LOOKOUT RD, Leonardtown, MD 20650

      MLS# MDSM2027026

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • 20959 REDGATE LN, Leonardtown, MD 20650
      3 Beds1 Bath1,026 SqFt
      1/13 13
      Price Dropped by $10K

      $229,000

      20959 REDGATE LN, Leonardtown, MD 20650

      MLS# MDSM2026838

      Listed by Keller Williams Legacy

      Bright MLS (BMLS)
    • 22626 CHICKADEE LN, Leonardtown, MD 20650
      4 Beds4 Baths3,048 SqFt
      1/65 65
      Price Dropped by $10K

      $624,900

      22626 CHICKADEE LN, Leonardtown, MD 20650

      MLS# MDSM2025998

      Listed by Infinitas Realty Group

      Bright MLS (BMLS)
    • LOT 88-23676 DRAGONFLY LN, Leonardtown, MD 20650
      4 Beds4 Baths2,604 SqFt
      3D
      Pending

      $447,400

      LOT 88-23676 DRAGONFLY LN, Leonardtown, MD 20650

      MLS# MDSM2026204

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 20919 RIDGE PATH WAY, Leonardtown, MD 20650
      4 Beds4 Baths3,465 SqFt
      1/56 56
      Under Contract

      $549,000

      20919 RIDGE PATH WAY, Leonardtown, MD 20650

      MLS# MDSM2025994

      Listed by Infinitas Realty Group

      Bright MLS (BMLS)
    • 41474 CHARISMATIC WAY, Leonardtown, MD 20650
      5 Beds4 Baths3,647 SqFt
      1/79 79
      Under Contract

      $639,000

      41474 CHARISMATIC WAY, Leonardtown, MD 20650

      MLS# MDSM2026164

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 23242 CLARKS REST RD, Leonardtown, MD 20650
      5 Beds4 Baths3,296 SqFt
      1/52 52
      Under Contract

      $589,000

      23242 CLARKS REST RD, Leonardtown, MD 20650

      MLS# MDSM2024822

      Listed by Infinitas Realty Group

      Bright MLS (BMLS)
    • 41900 NAZARETH CT, Leonardtown, MD 20650
      4 Beds3 Baths2,528 SqFt
      1/26 26
      Under Contract

      $470,000

      41900 NAZARETH CT, Leonardtown, MD 20650

      MLS# MDSM2025890

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 39825 SWEETPEA LN, Leonardtown, MD 20650
      4 Beds4 Baths2,442 SqFt
      1/80 80
      Price Dropped by $60K

      $730,000

      39825 SWEETPEA LN, Leonardtown, MD 20650

      MLS# MDSM2026028

      Listed by RE/MAX One

      Bright MLS (BMLS)
    • 23534 BELMAR DR, Leonardtown, MD 20650
      5 Beds4 Baths4,738 SqFt
      1/45 45
      Pending

      $639,000

      23534 BELMAR DR, Leonardtown, MD 20650

      MLS# MDSM2025758

      Listed by CENTURY 21 New Millennium

      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

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        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