7,080

Homes in ZIP Code 20650

Section Image
  • Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    /41

    $439,900

    Sold Mar 16, 2026

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • Built 2025

    Last Sold Summary

    • 85 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    • 22292 White Oak Rd, Leonardtown, MD 20650
      22292 White Oak Rd, Leonardtown, MD 20650
      22292 White Oak Rd, Leonardtown, MD 20650
      /43

      Est $440,359

      Not Listed For Sale

      22292 White Oak Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,716 Sq Ft
      • Built 1978
      22292 White Oak Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 24 Days On Market

  • 23628 Belmar Dr, Leonardtown, MD 20650
    23628 Belmar Dr, Leonardtown, MD 20650
    /2

    $730,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 4,834 Sq Ft

    23628 Belmar Dr, Leonardtown, MD 20650

    PROFESSIONAL PHOTOS COMING!

    Heather Foster RE/MAX One

    23628 Belmar Dr, Leonardtown, MD 20650
  • 23261 Jenifer Ct, Leonardtown, MD 20650
    23261 Jenifer Ct, Leonardtown, MD 20650
    /2

    $565,000

    Sold Dec 05, 2025

    23261 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,575 Sq Ft
    • Built 2005

    Last Sold Summary

    • $158/SF
    • 15 Days On Market

    Current Estimated Value $578,060

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    23261 Jenifer Ct, Leonardtown, MD 20650
    • 43164 Gum Spring Dr, Leonardtown, MD 20650
      43164 Gum Spring Dr, Leonardtown, MD 20650
      43164 Gum Spring Dr, Leonardtown, MD 20650
      /81

      Est $706,054

      Not Listed For Sale

      43164 Gum Spring Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,000 Sq Ft
      • Built 1999
      43164 Gum Spring Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

  • 25010 Meadowlark Ct, Leonardtown, MD 20650
    25010 Meadowlark Ct, Leonardtown, MD 20650
    25010 Meadowlark Ct, Leonardtown, MD 20650
    /57

    $650,000

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,961 Sq Ft

    25010 Meadowlark Ct, Leonardtown, MD 20650

    Welcome home to this beautifully maintained rambler that is truly move-in ready! From the moment you step inside, you’ll appreciate the bright, airy feel, neutral colors, and pride of ownership throughout.The open floor plan features a gorgeous gourmet kitchen with plenty of space to gather, plus a massive pantry that provides incredible storage. The thoughtfully designed split-bedroom layout

    Heather Foster RE/MAX One

    25010 Meadowlark Ct, Leonardtown, MD 20650
  • 23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    23348 Lindsay Dr, Leonardtown, MD 20650
    /33

    $570,000

    Sold Oct 15, 2025

    23348 Lindsay Dr, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 3,540 Sq Ft
    • Built 2022

    Last Sold Summary

    • $161/SF
    • 129 Days On Market

    Current Estimated Value $601,050

    Last Listing Agent Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, Leonardtown, MD 20650
    • 40688 Clearfields Ct, Leonardtown, MD 20650
      40688 Clearfields Ct, Leonardtown, MD 20650
      40688 Clearfields Ct, Leonardtown, MD 20650
      /56

      Est $710,394

      Not Listed For Sale

      40688 Clearfields Ct, Leonardtown, MD 20650

      • 4 Beds
      • 4.5 Baths
      • 3,524 Sq Ft
      • Built 2003
      40688 Clearfields Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

  • Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650
    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650
    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650
    /15

    $489,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650

    ***TO BE BUILT*** ***Estimated Late November Delivery*** ***Choose your color scheme from of our available options*** Home Site 142 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

    Laura Hefley RE/MAX One

    Lot 142 - 23647 Dragonfly Ln, Leonardtown, MD 20650
  • Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650
    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650
    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650
    /35

    $449,900

    Sold Apr 16, 2026

    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650
    • 40741 Merlin Way, Leonardtown, MD 20650
      40741 Merlin Way, Leonardtown, MD 20650
      40741 Merlin Way, Leonardtown, MD 20650
      /68

      Est $1,028,176

      Not Listed For Sale

      40741 Merlin Way, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 6,226 Sq Ft
      • Built 2003
      40741 Merlin Way, Leonardtown, MD 20650

      Last Sold Summary

      • 42 Days On Market

  • 0 Ferny Hills Ln, Leonardtown, MD 20650
    0 Ferny Hills Ln, Leonardtown, MD 20650
    0 Ferny Hills Ln, Leonardtown, MD 20650
    /35

    $840,000

    • Land
    • 10.2 Acres
    • $82,353 per Acre

    0 Ferny Hills Ln, Leonardtown, MD 20650

    Discover the ultimate canvas for your vision at this 10.2-acre waterfront parcel overlooking Breton Bay. This rare offering combines natural beauty, privacy, and opportunity—an ideal setting to create your own waterfront retreat.With perc approval already in place, the property is ready for your dream home. The land features a mix of open fields and wooded areas, with views of the bay and

    Jennifer Goddard CENTURY 21 New Millennium

    0 Ferny Hills Ln, Leonardtown, MD 20650
  • 21749 Pinehurst Ct, Leonardtown, MD 20650
    21749 Pinehurst Ct, Leonardtown, MD 20650
    21749 Pinehurst Ct, Leonardtown, MD 20650
    /86

    $595,000

    Sold Apr 14, 2026

    21749 Pinehurst Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,410 Sq Ft
    • Built 1993

    Last Sold Summary

    • 4% Above List Price
    • $174/SF
    • 2 Days On Market

    Current Estimated Value $589,826

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21749 Pinehurst Ct, Leonardtown, MD 20650
    • 22152 Breton Woods Ct, Leonardtown, MD 20650
      22152 Breton Woods Ct, Leonardtown, MD 20650
      22152 Breton Woods Ct, Leonardtown, MD 20650
      /51

      Est $479,205

      Not Listed For Sale

      22152 Breton Woods Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,652 Sq Ft
      • Built 1987
      22152 Breton Woods Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

  • 44074 Medleys Neck Rd, Leonardtown, MD 20650
    44074 Medleys Neck Rd, Leonardtown, MD 20650
    44074 Medleys Neck Rd, Leonardtown, MD 20650
    /82

    $675,000

    Sold Aug 14, 2025

    44074 Medleys Neck Rd, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 3,830 Sq Ft
    • Built 2006

    Last Sold Summary

    • $176/SF
    • 3 Days On Market

    Current Estimated Value $684,799

    Last Listing Agent Cynthia Ballard Century 21 Redwood Realty

    44074 Medleys Neck Rd, Leonardtown, MD 20650
    • 23564 Gunnell Dr, Leonardtown, MD 20650
      23564 Gunnell Dr, Leonardtown, MD 20650
      23564 Gunnell Dr, Leonardtown, MD 20650
      /72

      Est $578,919

      Not Listed For Sale

      23564 Gunnell Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,520 Sq Ft
      • Built 2003
      23564 Gunnell Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

  • 40737 Bobwhite Ln, Leonardtown, MD 20650
    40737 Bobwhite Ln, Leonardtown, MD 20650
    /2

    $800,000

    Sold May 05, 2026

    40737 Bobwhite Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 5,454 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Below List Price
    • $147/SF
    • 23 Days On Market

    Current Estimated Value $810,873

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    40737 Bobwhite Ln, Leonardtown, MD 20650
    • 20235 Big Oak Ln, Leonardtown, MD 20650
      20235 Big Oak Ln, Leonardtown, MD 20650
      20235 Big Oak Ln, Leonardtown, MD 20650
      /23

      Est $295,312

      Not Listed For Sale

      20235 Big Oak Ln, Leonardtown, MD 20650

      • 3 Beds
      • 1 Bath
      • 1,036 Sq Ft
      • Built 1934
      20235 Big Oak Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

  • 23246 Lindsay Dr, Leonardtown, MD 20650
    23246 Lindsay Dr, Leonardtown, MD 20650
    23246 Lindsay Dr, Leonardtown, MD 20650
    /34

    $625,000

    Sold Sep 30, 2025

    23246 Lindsay Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,876 Sq Ft
    • Built 2017

    Last Sold Summary

    • $161/SF
    • 55 Days On Market

    Current Estimated Value $645,991

    Last Listing Agent Wanda White CENTURY 21 New Millennium

    23246 Lindsay Dr, Leonardtown, MD 20650
    • 41985 White Point Beach Rd, Leonardtown, MD 20650
      41985 White Point Beach Rd, Leonardtown, MD 20650
      41985 White Point Beach Rd, Leonardtown, MD 20650
      /6

      Est $732,796

      Not Listed For Sale

      41985 White Point Beach Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2 Baths
      • 2,222 Sq Ft
      • Built 1944
      41985 White Point Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 6 Days On Market

  • Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    /43

    $459,900

    Sold Dec 02, 2025

    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,966 Sq Ft
    • Built 2025

    Last Sold Summary

    • $155/SF
    • 29 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    • 22340 Gore St, Leonardtown, MD 20650
      22340 Gore St, Leonardtown, MD 20650
      22340 Gore St, Leonardtown, MD 20650
      /28

      Est $348,347

      Not Listed For Sale

      22340 Gore St, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,292 Sq Ft
      • Built 1964
      22340 Gore St, Leonardtown, MD 20650

      Last Sold Summary

      • 76 Days On Market

  • 22323 Saint Clements Ave, Leonardtown, MD 20650

    $300,000

    Sold Oct 15, 2025

    22323 Saint Clements Ave, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1955

    Last Sold Summary

    • $250/SF
    • 0 Days On Market

    Current Estimated Value $289,644

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    22323 Saint Clements Ave, Leonardtown, MD 20650
    • 41625 Ferber Ct, Leonardtown, MD 20650
      41625 Ferber Ct, Leonardtown, MD 20650
      41625 Ferber Ct, Leonardtown, MD 20650
      /37

      Est $637,547

      Not Listed For Sale

      41625 Ferber Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 4,524 Sq Ft
      • Built 2005
      41625 Ferber Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

  • 40480 Parsons Mill Rd, Leonardtown, MD 20650
    40480 Parsons Mill Rd, Leonardtown, MD 20650
    40480 Parsons Mill Rd, Leonardtown, MD 20650
    /48

    $360,000

    Sold Sep 26, 2025

    40480 Parsons Mill Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,884 Sq Ft
    • Built 1974

    Last Sold Summary

    • $191/SF
    • 35 Days On Market

    Current Estimated Value $370,210

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    40480 Parsons Mill Rd, Leonardtown, MD 20650
    • 23626 Abraham Dr, Leonardtown, MD 20650
      23626 Abraham Dr, Leonardtown, MD 20650
      23626 Abraham Dr, Leonardtown, MD 20650
      /67

      Est $599,773

      Not Listed For Sale

      23626 Abraham Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,916 Sq Ft
      • Built 2005
      23626 Abraham Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 59 Days On Market

  • 41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    /79

    $639,000

    Sold Feb 02, 2026

    41430 Challedon Way, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft
    • Built 2010

    Last Sold Summary

    • $142/SF
    • 12 Days On Market

    Current Estimated Value $645,261

    Last Listing Agent Heather Foster RE/MAX One

    41430 Challedon Way, Leonardtown, MD 20650
    • 23689 Jm Gough Ct, Leonardtown, MD 20650
      23689 Jm Gough Ct, Leonardtown, MD 20650
      23689 Jm Gough Ct, Leonardtown, MD 20650
      /88

      Est $608,962

      Not Listed For Sale

      23689 Jm Gough Ct, Leonardtown, MD 20650

      • 5 Beds
      • 4 Baths
      • 3,828 Sq Ft
      • Built 2005
      23689 Jm Gough Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

  • 23311 Point Lookout Rd, Leonardtown, MD 20650
    23311 Point Lookout Rd, Leonardtown, MD 20650
    23311 Point Lookout Rd, Leonardtown, MD 20650
    /45

    $340,000

    Sold Apr 15, 2026

    23311 Point Lookout Rd, Leonardtown, MD 20650

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1995

    Last Sold Summary

    • 1% Above List Price
    • $322/SF
    • 2 Days On Market

    Current Estimated Value $339,884

    Last Listing Agent JW Abney RE/MAX One

    23311 Point Lookout Rd, Leonardtown, MD 20650
    • 21081 Rosebay St, Leonardtown, MD 20650
      21081 Rosebay St, Leonardtown, MD 20650
      21081 Rosebay St, Leonardtown, MD 20650
      /43

      Est $578,711

      Not Listed For Sale

      21081 Rosebay St, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 3,100 Sq Ft
      • Built 2002
      21081 Rosebay St, Leonardtown, MD 20650

      Last Sold Summary

      • 3 Days On Market

  • 41389 Holiday Ct, Leonardtown, MD 20650
    41389 Holiday Ct, Leonardtown, MD 20650
    41389 Holiday Ct, Leonardtown, MD 20650
    /77

    $728,000

    Sold May 22, 2026

    41389 Holiday Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 4,385 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Above List Price
    • $166/SF
    • 0 Days On Market

    Current Estimated Value $713,168

    Last Listing Agent Laura Hefley RE/MAX One

    41389 Holiday Ct, Leonardtown, MD 20650
    • 22030 Cartwright Rd, Leonardtown, MD 20650
      22030 Cartwright Rd, Leonardtown, MD 20650
      22030 Cartwright Rd, Leonardtown, MD 20650
      /82

      Est $595,545

      Not Listed For Sale

      22030 Cartwright Rd, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 2,475 Sq Ft
      • Built 2005
      22030 Cartwright Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 24 Days On Market

  • 22224 Monterey Place, Leonardtown, MD 20650
    22224 Monterey Place, Leonardtown, MD 20650
    22224 Monterey Place, Leonardtown, MD 20650
    /29

    $440,000

    Sold Apr 24, 2026

    22224 Monterey Place, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 2,176 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $202/SF
    • 9 Days On Market

    Current Estimated Value $446,734

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    22224 Monterey Place, Leonardtown, MD 20650
    • 39790 Lady Baltimore Ave, Leonardtown, MD 20650
      39790 Lady Baltimore Ave, Leonardtown, MD 20650
      39790 Lady Baltimore Ave, Leonardtown, MD 20650
      /30

      Est $334,572

      Not Listed For Sale

      39790 Lady Baltimore Ave, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 1,344 Sq Ft
      • Built 1991
      39790 Lady Baltimore Ave, Leonardtown, MD 20650

      Last Sold Summary

      • 61 Days On Market

  • 40552 Breton Knolls Ct, Leonardtown, MD 20650
    40552 Breton Knolls Ct, Leonardtown, MD 20650
    /2

    $971,725

    Sold Sep 24, 2025

    40552 Breton Knolls Ct, Leonardtown, MD 20650

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft
    • Built 2025

    Last Sold Summary

    • $243/SF
    • 764 Days On Market

    Current Estimated Value $761,000

    Last Listing Agent Michele Posey RE/MAX Realty Group

    40552 Breton Knolls Ct, Leonardtown, MD 20650
    • 20708 Waterside Dr, Leonardtown, MD 20650
      20708 Waterside Dr, Leonardtown, MD 20650
      20708 Waterside Dr, Leonardtown, MD 20650
      /42

      Est $657,653

      Not Listed For Sale

      20708 Waterside Dr, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,836 Sq Ft
      • Built 1925
      20708 Waterside Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 2 Days On Market

  • 41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    41430 Whimsical Ct, Leonardtown, MD 20650
    /30

    $645,000

    Sold Oct 15, 2025

    41430 Whimsical Ct, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,907 Sq Ft
    • Built 2011

    Last Sold Summary

    • $165/SF
    • 26 Days On Market

    Current Estimated Value $655,210

    Last Listing Agent Kristen Quinn Realty Navigator

    41430 Whimsical Ct, Leonardtown, MD 20650
    • 41898 Jenkins Ct, Leonardtown, MD 20650
      41898 Jenkins Ct, Leonardtown, MD 20650
      41898 Jenkins Ct, Leonardtown, MD 20650
      /57

      Est $539,175

      Not Listed For Sale

      41898 Jenkins Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,689 Sq Ft
      • Built 2005
      41898 Jenkins Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

  • 41699 Courthouse Dr, Leonardtown, MD 20650
    41699 Courthouse Dr, Leonardtown, MD 20650
    41699 Courthouse Dr, Leonardtown, MD 20650
    /54

    $531,000

    Sold Jul 18, 2025

    41699 Courthouse Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3 Baths
    • 2,420 Sq Ft
    • Built 2012

    Last Sold Summary

    • $219/SF
    • 5 Days On Market

    Current Estimated Value $533,686

    Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

    41699 Courthouse Dr, Leonardtown, MD 20650
    • 23258 Jenifer Ct, Leonardtown, MD 20650
      23258 Jenifer Ct, Leonardtown, MD 20650
      23258 Jenifer Ct, Leonardtown, MD 20650
      /40

      Est $641,070

      Not Listed For Sale

      23258 Jenifer Ct, Leonardtown, MD 20650

      • 4 Beds
      • 5 Baths
      • 5,100 Sq Ft
      • Built 2005
      23258 Jenifer Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

Showing Results 241 - 280, Page 7 of 18

Maryland St Marys County Leonardtown 20650

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