7,066

Homes in ZIP Code 20650

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  • 23075 Hollywood Rd, Leonardtown, MD 20650
    23075 Hollywood Rd, Leonardtown, MD 20650
    23075 Hollywood Rd, Leonardtown, MD 20650
    /82

    $574,000 Sold Jul 24, 2025

    23075 Hollywood Rd, Leonardtown, MD 20650

    • 5 Beds
    • 2.5 Baths
    • 3,238 Sq Ft
    • Built 1942

    Last Sold Summary

    • $177/SF
    • 55 Days On Market

    Current Estimated Value $572,388

    Last Listing Agent Katy Galloway Century 21 Redwood Realty

    23075 Hollywood Rd, Leonardtown, MD 20650
    • 40539 Port Place, Leonardtown, MD 20650
      40539 Port Place, Leonardtown, MD 20650
      40539 Port Place, Leonardtown, MD 20650
      /92

      Est $1,114,286 Not Listed For Sale

      40539 Port Place, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 3,371 Sq Ft
      • Built 1986
      40539 Port Place, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Below List Price
      • $341/SF
      • 5 Days On Market
      • Last Sold Price $1,150,000
      • May 22, 2024

      Last Listing Agent Andrew Shemeta Century 21 New Millennium

  • 23073 Town Run Dr, Leonardtown, MD 20650
    23073 Town Run Dr, Leonardtown, MD 20650
    23073 Town Run Dr, Leonardtown, MD 20650
    /47

    $639,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,854 Sq Ft

    23073 Town Run Dr, Leonardtown, MD 20650

    Welcome home to 23073 Town Run Drive! Built in 2022, this beautifully maintained home in the highly sought-after neighborhood of The Meadows at Town Run in Leonardtown is truly a standout. Built by QBH, this desirable Ashland model offers thoughtfully designed living space with an open and inviting floor plan—perfect for both everyday living and entertaining. This home truly shines, showing like

    Laura Bernth RE/MAX One

    23073 Town Run Dr, Leonardtown, MD 20650
  • 21143 Catnip Ct, Leonardtown, MD 20650
    21143 Catnip Ct, Leonardtown, MD 20650
    21143 Catnip Ct, Leonardtown, MD 20650
    /69

    $622,500 Sold Jul 21, 2025

    21143 Catnip Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,642 Sq Ft
    • Built 2003

    Last Sold Summary

    • $236/SF
    • 16 Days On Market

    Current Estimated Value $625,355

    Last Listing Agent Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, Leonardtown, MD 20650
    • 21084 Rosebay St, Leonardtown, MD 20650
      21084 Rosebay St, Leonardtown, MD 20650
      21084 Rosebay St, Leonardtown, MD 20650
      /31

      Est $591,129 Not Listed For Sale

      21084 Rosebay St, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,505 Sq Ft
      • Built 2003
      21084 Rosebay St, Leonardtown, MD 20650

      Last Sold Summary

      • 16% Above List Price
      • $146/SF
      • 30 Days On Market
      • Last Sold Price $510,000
      • Dec 08, 2023

      Last Listing Agent Josh Yowell EXP Realty, LLC

  • 40003 Tippit Rd, Leonardtown, MD 20650
    40003 Tippit Rd, Leonardtown, MD 20650
    40003 Tippit Rd, Leonardtown, MD 20650
    /56

    $995,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,490 Sq Ft

    40003 Tippit Rd, Leonardtown, MD 20650

    If you've been looking for Leonardtown waterfront, look no further! This exceptional .83-acre waterfront retreat on deep, protected Combs Creek offers breathtaking, panoramic views stretching across Breton Bay to the Potomac River. A rare and versatile offering, 40003 Tippit Road features TWO beautifully appointed dwellings, blending historic charm with modern comfort in a truly serene setting.

    Charlotte Long EXP Realty, LLC

    40003 Tippit Rd, Leonardtown, MD 20650
  • 20697 Chingville Rd, Leonardtown, MD 20650
    20697 Chingville Rd, Leonardtown, MD 20650
    20697 Chingville Rd, Leonardtown, MD 20650
    /87

    $475,203 Sold Mar 02, 2026

    20697 Chingville Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 2,458 Sq Ft
    • Built 1948

    Last Sold Summary

    • $193/SF
    • 1 Day On Market

    Current Estimated Value $476,096

    Last Listing Agent Jennifer Mullennix CENTURY 21 New Millennium

    20697 Chingville Rd, Leonardtown, MD 20650
    • 23569 Belmar Dr, Leonardtown, MD 20650
      23569 Belmar Dr, Leonardtown, MD 20650
      23569 Belmar Dr, Leonardtown, MD 20650
      /12

      Est $668,364 Not Listed For Sale

      23569 Belmar Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 4,181 Sq Ft
      • Built 2008
      23569 Belmar Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Below List Price
      • $167/SF
      • 0 Days On Market
      • Last Sold Price $700,000
      • Jul 15, 2024

      Last Listing Agent Cynthia Ballard Century 21 New Millennium

  • 40810 Meadow Dr, Leonardtown, MD 20650
    40810 Meadow Dr, Leonardtown, MD 20650
    40810 Meadow Dr, Leonardtown, MD 20650
    /50

    $459,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    40810 Meadow Dr, Leonardtown, MD 20650

    Completely renovated and move-in ready, this stunning rambler in desirable Leonardtown is perfectly positioned near Breton Bay Golf Course and the scenic waters of Breton Bay. Every inch has been thoughtfully updated... brand new roof, windows, heat pump, water heater, washer & dryer, appliances, encapsulated crawl space... nothing to worry about for the years to come, offering a truly turnkey

    Cheryl Bare CENTURY 21 New Millennium

    40810 Meadow Dr, Leonardtown, MD 20650
  • 41403 Heritage Ln, Leonardtown, MD 20650
    41403 Heritage Ln, Leonardtown, MD 20650
    41403 Heritage Ln, Leonardtown, MD 20650
    /53

    $605,000 Sold May 16, 2025

    41403 Heritage Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,340 Sq Ft
    • Built 2016

    Last Sold Summary

    • $181/SF
    • 6 Days On Market

    Current Estimated Value $604,816

    Last Listing Agent Wanda White CENTURY 21 New Millennium

    41403 Heritage Ln, Leonardtown, MD 20650
    • 23005 Abell St, Leonardtown, MD 20650
      23005 Abell St, Leonardtown, MD 20650
      23005 Abell St, Leonardtown, MD 20650
      /37

      Est $383,149 Not Listed For Sale

      23005 Abell St, Leonardtown, MD 20650

      • 3 Beds
      • 1.5 Baths
      • 2,109 Sq Ft
      • Built 1955
      23005 Abell St, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $175/SF
      • 4 Days On Market
      • Last Sold Price $370,000
      • Jun 26, 2024

      Last Listing Agent Dawn Bell RE/MAX

  • 41482 Pensive St, Leonardtown, MD 20650
    41482 Pensive St, Leonardtown, MD 20650
    41482 Pensive St, Leonardtown, MD 20650
    /75

    $574,900

    • 5 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    41482 Pensive St, Leonardtown, MD 20650

    Instant Equity! 5 Bed 3.5 Bath Colonial w/ a fully finished basement and a 2-car garage, boasting over 4500SQFT located in Sought After Neighborhood of Leonard's Grant! Homes with this SQFT at this price point are almost non-existent. Similar homes have sold in this neighborhood for $625,000-$675,000! This home will need some cosmetic repair but is ready to shine again! From the street you are

    Mark Frisco CENTURY 21 New Millennium

    41482 Pensive St, Leonardtown, MD 20650
  • 23664 Dragonfly Ln, Leonardtown, MD 20650
    23664 Dragonfly Ln, Leonardtown, MD 20650
    23664 Dragonfly Ln, Leonardtown, MD 20650
    /48

    $469,900 Sold Sep 18, 2025

    23664 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    23664 Dragonfly Ln, Leonardtown, MD 20650
    • 22265 Orchard Ct, Leonardtown, MD 20650
      22265 Orchard Ct, Leonardtown, MD 20650
      22265 Orchard Ct, Leonardtown, MD 20650
      /65

      Est $837,434 Not Listed For Sale

      22265 Orchard Ct, Leonardtown, MD 20650

      • 6 Beds
      • 5 Baths
      • 4,873 Sq Ft
      • Built 2005
      22265 Orchard Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Below List Price
      • $181/SF
      • 4 Days On Market
      • Last Sold Price $881,000
      • Jul 31, 2024

      Last Listing Agent MaryAnne Crewse O'Brien Realty

  • 0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
    /6

    $175,000

    • Land
    • 6.24 Acres
    • $28,045 per Acre

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650

    6+ acre lot zoned RPD in a prime location with approximately 600 ft of road frontage and high visibility potential. This is NOT currently a residential building lot because it failed a perc test in April 2005. However, the current Comprehensive Zoning Ordinance lists other “potential” uses that may not require on-site sewage disposal. The list includes but is not limited to: Construction

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
  • 41412 Doctors Crossing Rd, Leonardtown, MD 20650
    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    /50

    $537,500 Sold Sep 05, 2025

    41412 Doctors Crossing Rd, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,686 Sq Ft
    • Built 2019

    Last Sold Summary

    • $200/SF
    • 67 Days On Market

    Current Estimated Value $548,717

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    • 40435 Old Breton Beach Rd, Leonardtown, MD 20650
      40435 Old Breton Beach Rd, Leonardtown, MD 20650
      40435 Old Breton Beach Rd, Leonardtown, MD 20650
      /4

      Est $80,000 Not Listed For Sale

      40435 Old Breton Beach Rd, Leonardtown, MD 20650

      40435 Old Breton Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • 482 Days On Market
      • Last Sold Price $75,000
      • Dec 09, 2024

      Last Listing Agent Kelly Loveless BHHS PenFed (actual)

  • 40171 Little Woods Ln, Leonardtown, MD 20650
    40171 Little Woods Ln, Leonardtown, MD 20650
    40171 Little Woods Ln, Leonardtown, MD 20650
    /64

    $875,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,586 Sq Ft

    40171 Little Woods Ln, Leonardtown, MD 20650

    Waterfront Retreat with Spectacular SunsetsWaterfront Retreat with Spectacular Sunsets. Welcome to your dream waterfront retreat! This charming 4-bedroom, 2-bath home is perfectly situated on 2.1 quiet acres with no HOA, offering the peace and privacy you’ve been looking for. Step inside to find large windows that frame breathtaking water views and allow natural light to fill the spacious

    Barbara Blades CENTURY 21 New Millennium

    40171 Little Woods Ln, Leonardtown, MD 20650
  • Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
    /46

    $447,400 Sold Dec 16, 2025

    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft
    • Built 2025

    Last Sold Summary

    • $172/SF
    • 90 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 88 - 23676 Dragonfly Ln, Leonardtown, MD 20650
    • 23028 Hopton Ln, Leonardtown, MD 20650
      23028 Hopton Ln, Leonardtown, MD 20650
      23028 Hopton Ln, Leonardtown, MD 20650
      /23

      Est $328,403 Not Listed For Sale

      23028 Hopton Ln, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1988
      23028 Hopton Ln, Leonardtown, MD 20650

      Last Sold Summary

      • $344/SF
      • 6 Days On Market
      • Last Sold Price $330,000
      • Oct 04, 2024

      Last Listing Agent Emily Gross EXP Realty, LLC

  • 42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    42520 Riverwinds Dr, Leonardtown, MD 20650
    /10

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • 23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    23278 Applewood Ln, Leonardtown, MD 20650
    /47

    $660,000 Sold Jul 14, 2025

    23278 Applewood Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 4,306 Sq Ft
    • Built 2022

    Last Sold Summary

    • $153/SF
    • 10 Days On Market

    Current Estimated Value $675,671

    Last Listing Agent Jonathan Benya EXP Realty, LLC

    23278 Applewood Ln, Leonardtown, MD 20650
    • 21380 Fairwood Ct, Leonardtown, MD 20650
      21380 Fairwood Ct, Leonardtown, MD 20650
      21380 Fairwood Ct, Leonardtown, MD 20650
      /70

      Est $653,329 Not Listed For Sale

      21380 Fairwood Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,228 Sq Ft
      • Built 2008
      21380 Fairwood Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $200/SF
      • 9 Days On Market
      • Last Sold Price $645,000
      • Apr 03, 2024

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • 24645 Springhill Ln, Leonardtown, MD 20650
    24645 Springhill Ln, Leonardtown, MD 20650
    24645 Springhill Ln, Leonardtown, MD 20650
    /3

    $175,000

    • Land
    • 4.83 Acres
    • $36,232 per Acre

    24645 Springhill Ln, Leonardtown, MD 20650

    Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 - 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

    Mark Posey Greenmark Real Estate

    24645 Springhill Ln, Leonardtown, MD 20650
  • 23593 Mitchell Dr, Leonardtown, MD 20650
    23593 Mitchell Dr, Leonardtown, MD 20650
    23593 Mitchell Dr, Leonardtown, MD 20650
    /76

    $580,000 Sold Mar 23, 2026

    23593 Mitchell Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Built 2004

    Last Sold Summary

    • $197/SF
    • 15 Days On Market

    Current Estimated Value $577,404

    Last Listing Agent Heather Foster RE/MAX One

    23593 Mitchell Dr, Leonardtown, MD 20650
    • 43610 Deer Run Ct, Leonardtown, MD 20650
      43610 Deer Run Ct, Leonardtown, MD 20650
      43610 Deer Run Ct, Leonardtown, MD 20650
      /87

      Est $630,620 Not Listed For Sale

      43610 Deer Run Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 2,980 Sq Ft
      • Built 1997
      43610 Deer Run Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $210/SF
      • 4 Days On Market
      • Last Sold Price $625,000
      • Dec 06, 2024

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • 22501 Bull Rd, Leonardtown, MD 20650
    22501 Bull Rd, Leonardtown, MD 20650
    22501 Bull Rd, Leonardtown, MD 20650
    /3

    $175,000

    • Land
    • 7.58 Acres
    • $23,087 per Acre

    22501 Bull Rd, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left! Breton Knolls is a 24 lot subdivision in Leonardtown of 1-7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

    Mark Posey Greenmark Real Estate

    22501 Bull Rd, Leonardtown, MD 20650
  • 44114 Woodmont Dr, Leonardtown, MD 20650
    44114 Woodmont Dr, Leonardtown, MD 20650
    44114 Woodmont Dr, Leonardtown, MD 20650
    /97

    $640,000 Sold Jun 29, 2025

    44114 Woodmont Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,635 Sq Ft
    • Built 1999

    Last Sold Summary

    • $176/SF
    • 10 Days On Market

    Current Estimated Value $651,422

    Last Listing Agent Lori Jean Buongiovanni (Hethmon) EXP Realty, LLC

    44114 Woodmont Dr, Leonardtown, MD 20650
    • 21120 Someday Farm Ln, Leonardtown, MD 20650
      21120 Someday Farm Ln, Leonardtown, MD 20650
      21120 Someday Farm Ln, Leonardtown, MD 20650
      /42

      Est $580,029 Not Listed For Sale

      21120 Someday Farm Ln, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,100 Sq Ft
      • Built 1990
      21120 Someday Farm Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 12% Above List Price
      • $168/SF
      • 4 Days On Market
      • Last Sold Price $520,000
      • Apr 25, 2024

      Last Listing Agent Christiana Keefer EXP Realty, LLC

  • Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
    /45

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650

    Homesite 100 Madison D1: *** Mid March Delivery***Builder Incentive $12,500 in Closing Help with use of Preferred Lender & Title. Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D1 Interior Unit, a thoughtfully designed 3-level townhome offering 2,571 sq ft of beautifully finished living space. This interior unit features an

    Laura Bernth RE/MAX One

    Lot 100 - 23719 Dragonfly Ln, Leonardtown, MD 20650
  • 42239 Riverwinds Dr, Leonardtown, MD 20650
    42239 Riverwinds Dr, Leonardtown, MD 20650
    42239 Riverwinds Dr, Leonardtown, MD 20650
    /42

    $906,500 Sold Jul 18, 2025

    42239 Riverwinds Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 2,167 Sq Ft
    • Built 1980

    Last Sold Summary

    • $418/SF
    • 3 Days On Market

    Current Estimated Value $932,098

    Last Listing Agent Connie Fitzgerald RE/MAX One

    42239 Riverwinds Dr, Leonardtown, MD 20650
    • 20440 Chingville Rd, Leonardtown, MD 20650
      20440 Chingville Rd, Leonardtown, MD 20650
      20440 Chingville Rd, Leonardtown, MD 20650
      /34

      Est $362,654 Not Listed For Sale

      20440 Chingville Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,776 Sq Ft
      • Built 1969
      20440 Chingville Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $200/SF
      • 19 Days On Market
      • Last Sold Price $355,000
      • Jul 31, 2024

      Last Listing Agent Michelle Camaioni RE/MAX

  • 23207 Moakley St, Leonardtown, MD 20650
    23207 Moakley St, Leonardtown, MD 20650
    23207 Moakley St, Leonardtown, MD 20650
    /60

    $520,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    23207 Moakley St, Leonardtown, MD 20650

    Charming home located in Leonardtown, offering the perfect combination of privacy and convenience. Situated on a flat 1-acre lot with no HOA, this property gives you space to spread out while still being just minutes from shopping, dining, and everything Leonardtown has to offer.Inside, you’ll find wood floors throughout the entire first level and a bright white kitchen that feels clean and

    Heather Foster RE/MAX One

    23207 Moakley St, Leonardtown, MD 20650
  • 23598 Belmar Dr, Leonardtown, MD 20650
    23598 Belmar Dr, Leonardtown, MD 20650
    23598 Belmar Dr, Leonardtown, MD 20650
    /10

    $660,000 Sold May 15, 2025

    23598 Belmar Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,758 Sq Ft
    • Built 2010

    Last Sold Summary

    • $176/SF
    • 16 Days On Market

    Current Estimated Value $667,117

    Last Listing Agent Heather Foster RE/MAX One

    23598 Belmar Dr, Leonardtown, MD 20650
    • 41464 Helen Marie Ct, Leonardtown, MD 20650
      41464 Helen Marie Ct, Leonardtown, MD 20650
      41464 Helen Marie Ct, Leonardtown, MD 20650
      /39

      Est $429,774 Not Listed For Sale

      41464 Helen Marie Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 2,010 Sq Ft
      • Built 1995
      41464 Helen Marie Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $211/SF
      • 60 Days On Market
      • Last Sold Price $425,000
      • Oct 06, 2023

      Last Listing Agent Josh Wilson RE/MAX

  • 22343 Newtowne Neck Rd, Leonardtown, MD 20650
    22343 Newtowne Neck Rd, Leonardtown, MD 20650
    22343 Newtowne Neck Rd, Leonardtown, MD 20650
    /40

    $464,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,114 Sq Ft

    22343 Newtowne Neck Rd, Leonardtown, MD 20650

    MOVE-IN READY!! Welcome to this beautifully maintained 4-bedroom, 2-bath rambler situated on a 1-acre lot in Leonardtown, Maryland. Offering the ease of one-level living and a functional, flowing floor plan, this home combines space, comfort, and practicality in a peaceful Southern Maryland setting. Step inside to find a spacious living room with gleaming floors and abundant natural light. The

    Mark Frisco CENTURY 21 New Millennium

    22343 Newtowne Neck Rd, Leonardtown, MD 20650
  • 41438 Silver Charm Ct, Leonardtown, MD 20650
    41438 Silver Charm Ct, Leonardtown, MD 20650
    41438 Silver Charm Ct, Leonardtown, MD 20650
    /105

    $690,000 Sold Mar 31, 2026

    41438 Silver Charm Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,180 Sq Ft
    • Built 2010

    Last Sold Summary

    • $165/SF
    • 5 Days On Market

    Current Estimated Value $683,099

    Last Listing Agent Heather Foster RE/MAX One

    41438 Silver Charm Ct, Leonardtown, MD 20650
    • 20746 Deer Wood Park Dr, Leonardtown, MD 20650
      20746 Deer Wood Park Dr, Leonardtown, MD 20650
      20746 Deer Wood Park Dr, Leonardtown, MD 20650
      /90

      Est $680,331 Not Listed For Sale

      20746 Deer Wood Park Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,748 Sq Ft
      • Built 1999
      20746 Deer Wood Park Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $185/SF
      • 19 Days On Market
      • Last Sold Price $695,000
      • Apr 22, 2024

      Last Listing Agent Lisa Riggleman RE/MAX

  • Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
    /38

    $487,400 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650

    ***UNDER CONTRACT*** New Construction – Cumberland D1 End Unit at Meadows at Town Run II 3095 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Cumberland D1 end-unit townhome at Meadows at Town Run II, crafted by Quality Built Homes and located in the heart of Leonardtown, Maryland. This expansive 3095 sq ft home offers generous living areas, abundant natural light, and the

    Laura Bernth RE/MAX One

    Lot 138 - 23671 Dragonfly Ln, Leonardtown, MD 20650
  • 20919 Ridge Path Way, Leonardtown, MD 20650
    20919 Ridge Path Way, Leonardtown, MD 20650
    20919 Ridge Path Way, Leonardtown, MD 20650
    /56

    $549,000 Sold Oct 30, 2025

    20919 Ridge Path Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,465 Sq Ft
    • Built 1992

    Last Sold Summary

    • $158/SF
    • 69 Days On Market

    Current Estimated Value $559,390

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    20919 Ridge Path Way, Leonardtown, MD 20650

Showing Results 121 - 160, Page 4 of 18

Maryland St Marys County Leonardtown 20650

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