eXp Realty
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Neighborhoods
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Market Snapshot
  • Register
  • Sign In
Filters Reset
1 Filter
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Reset
0 Filters
0 Filters Applied

Days On Site
Advanced
Less Than
Days
Unit Level

SqFt
Switch to Acre
Sqft
Sqft
Lot Size
Switch to Acre
Sqft
Sqft
Price per Sqft
Monthly HOA Fee
Year Built
Stories
Kitchens
Acres
Full Bathrooms
Half Bathrooms
Frontage
Tax Amount
Land Lease Fee
Keyword
Maintenance Fee
Assessed Value

Fireplace Number

Parking Space
Garage Space
Carport Spaces

Open House
Has Picture
New
Hot
Virtual Tour
3D Tour
Price Reduced
Save Search (1)
Save your search to get Alerts
95 Properties
Map

95 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
The average price in the selected areas has remained stable. Learn more
  • 44114 WOODMONT DR, Leonardtown, MD 20650
    5 Beds4 Baths3,635 SqFt
    Coming Soon

    $615,000

    44114 WOODMONT DR, Leonardtown, MD 20650

    MLS# MDSM2023726

    Listed by RE/MAX Realty Group

    Bright MLS (BMLS)
  • 24554 PIN CUSHION RD, Leonardtown, MD 20650
    3 Beds2 Baths1,856 SqFt
    Coming Soon

    $355,000

    24554 PIN CUSHION RD, Leonardtown, MD 20650

    MLS# MDSM2023730

    Listed by RE/MAX Closers

    Bright MLS (BMLS)
  • 41402 SILVER CHARM CT, Leonardtown, MD 20650
    5 Beds4 Baths4,046 SqFt
    1/93 93
    Open 5/17 11AM-1PM

    $665,000

    41402 SILVER CHARM CT, Leonardtown, MD 20650

    MLS# MDSM2023568

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 23773 MEREDITH CT, Leonardtown, MD 20650
    3 Beds3 Baths3,478 SqFt
    1/51 51
    Open 5/17 11AM-3PM

    $699,900

    23773 MEREDITH CT, Leonardtown, MD 20650

    MLS# MDSM2022554

    Listed by Coldwell Banker Jay Lilly Real Estate

    Bright MLS (BMLS)
  • 23242 CLARKS REST RD, Leonardtown, MD 20650
    5 Beds4 Baths2,296 SqFt
    Coming Soon

    $599,000

    23242 CLARKS REST RD, Leonardtown, MD 20650

    MLS# MDSM2024822

    Listed by Infinitas Realty Group

    Bright MLS (BMLS)
  • 41505 KNIGHT RD, Leonardtown, MD 20650
    5 Beds8 Baths12,113 SqFt
    1/126 126
    New

    $5,950,000

    41505 KNIGHT RD, Leonardtown, MD 20650

    MLS# MDSM2023270

    Listed by Engel & Volkers Annapolis

    Bright MLS (BMLS)
  • 20640 LAUREL CT, Leonardtown, MD 20650
    4 Beds4 Baths2,692 SqFt
    1/54 54
    New

    $600,000

    20640 LAUREL CT, Leonardtown, MD 20650

    MLS# MDSM2024664

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
  • 23674 JM GOUGH CT, Leonardtown, MD 20650
    4 Beds3 Baths2,600 SqFt
    1/62 62
    Coming Soon

    $550,000

    23674 JM GOUGH CT, Leonardtown, MD 20650

    MLS# MDSM2024680

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 21821 COVE LN, Leonardtown, MD 20650
    2 Beds3 Baths2,748 SqFt
    1/7 7
    Coming Soon

    $675,000

    21821 COVE LN, Leonardtown, MD 20650

    MLS# MDSM2024720

    Listed by KW Metro Center

    Bright MLS (BMLS)
  • 40738 BOBWHITE LN, Leonardtown, MD 20650
    5 Beds4 Baths4,648 SqFt
    1/120 120
    New

    $843,000

    40738 BOBWHITE LN, Leonardtown, MD 20650

    MLS# MDSM2023806

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 23641 BELMAR DR, Leonardtown, MD 20650
    5 Beds4 Baths3,236 SqFt
    1/42 42
    Coming Soon

    $630,000

    23641 BELMAR DR, Leonardtown, MD 20650

    MLS# MDSM2024660

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 23635 ABRAHAM DR, Leonardtown, MD 20650
    6 Beds4 Baths3,272 SqFt
    1/41 41
    Under Contract

    $560,000

    23635 ABRAHAM DR, Leonardtown, MD 20650

    MLS# MDSM2023696

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 40461 OLD BRETON BEACH RD, Leonardtown, MD 20650
    3 Beds3 Baths2,040 SqFt
    1/41 41
    New

    $750,000

    40461 OLD BRETON BEACH RD, Leonardtown, MD 20650

    MLS# MDSM2023928

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 22626 CHICKADEE LN, Leonardtown, MD 20650
    4 Beds4 Baths2,948 SqFt
    1/75 75
    Active

    $649,900

    22626 CHICKADEE LN, Leonardtown, MD 20650

    MLS# MDSM2024686

    Listed by JPAR Real Estate Professionals

    Bright MLS (BMLS)
  • 44662 BLAKE CREEK RD, Leonardtown, MD 20650
    3 Beds1 Bath1,344 SqFt
    1/6 6
    Pending

    $275,000

    44662 BLAKE CREEK RD, Leonardtown, MD 20650

    MLS# MDSM2024654

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 42261 BIRD HAVEN DR, Leonardtown, MD 20650
    4 Beds4 Baths3,233 SqFt
    1/71 71
    Active

    $599,900

    42261 BIRD HAVEN DR, Leonardtown, MD 20650

    MLS# MDSM2023896

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 42439 DEAN FOREST CT, Leonardtown, MD 20650
    5 Beds4 Baths2,519 SqFt
    1/31 31
    Pending

    $574,000

    42439 DEAN FOREST CT, Leonardtown, MD 20650

    MLS# MDSM2023976

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
  • 20161 TOWER HILL RD, Leonardtown, MD 20650
    2 Beds2 Baths1,661 SqFt
    1/56 56
    Pending

    $395,000

    20161 TOWER HILL RD, Leonardtown, MD 20650

    MLS# MDSM2023878

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 40801 KISKADEE LN, Leonardtown, MD 20650
    5 Beds3 Baths6,064 SqFt
    1/61 61
    Pending

    $785,000

    40801 KISKADEE LN, Leonardtown, MD 20650

    MLS# MDSM2023638

    Listed by RE/MAX One

    Bright MLS (BMLS)
  • 23433 GROVEWOOD CT, Leonardtown, MD 20650
    4 Beds4 Baths2,804 SqFt
    1/78 78
    Pending

    $519,000

    23433 GROVEWOOD CT, Leonardtown, MD 20650

    MLS# MDSM2023900

    Listed by RE/MAX Realty Group

    Bright MLS (BMLS)
  • 41430 CHALLEDON WAY, Leonardtown, MD 20650
    5 Beds4 Baths4,500 SqFt
    1/48 48
    Price Dropped by $30K

    $629,900

    41430 CHALLEDON WAY, Leonardtown, MD 20650

    MLS# MDSM2023910

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 23075 HOLLYWOOD RD, Leonardtown, MD 20650
    5 Beds3 Baths3,238 SqFt
    1/82 82
    Under Contract

    $574,000

    23075 HOLLYWOOD RD, Leonardtown, MD 20650

    MLS# MDSM2023778

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
  • 41430 WHIMSICAL CT, Leonardtown, MD 20650
    5 Beds4 Baths3,907 SqFt
    1/30 30
    Active

    $649,999

    41430 WHIMSICAL CT, Leonardtown, MD 20650

    MLS# MDSM2023560

    Listed by Realty Navigator

    Bright MLS (BMLS)
  • 20540 DEER WOOD PARK DR, Leonardtown, MD 20650
    4 Beds4 Baths3,850 SqFt
    1/34 34
    Pending

    $615,000

    20540 DEER WOOD PARK DR, Leonardtown, MD 20650

    MLS# MDSM2023400

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
  • 1
  • 2
  • 3
  • 4
site logo
eXp Realty

Irene Hunter, CFM, RENE, Luxury Cert

+1(484) 574-0855 irene.hunter@exprealty.com

    • 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.
site logo
eXp Realty

Irene Hunter, CFM, RENE, Luxury Cert

+1(484) 574-0855 irene.hunter@exprealty.com

    • 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.