6,993

Homes in ZIP Code 20650

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  • /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 Lee Hefley RE/MAX One

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650
    • /9

      Est $531,026

      Not Listed For Sale

      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 2,149 Sq Ft
      • Built 1996
      20995 Chestnut Ridge Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Conor Loughran CENTURY 21 New Millennium

  • /56

    $390,000

    Under Contract
    • 5 Beds
    • 3 Baths
    • 1,080 Sq Ft

    23750 Hollywood Rd, Leonardtown, MD 20650

    Located on a private lot in Leonardtown, this 5 bedroom 3 full bathroom house has been updated and is ready for a new owner! Move right in and make it your own home. The upper level features an open kitchen with breakfast bar, formal dining & living rooms. There are 3 bedrooms and a full bathroom in the hallway. The primary bedroom has it's own bathroom. The lower level has 2 additional bedrooms

    Kelly Padgett Century 21 Redwood Realty

    23750 Hollywood Rd, 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 $581,192

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    23261 Jenifer Ct, Leonardtown, MD 20650
    • /43

      Est $438,680

      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

      Last Listing Agent Farrah Fuchs Redfin Corp

  • /45

    $619,900

    New Construction Open Thu 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,976 Sq Ft

    42096 Wildflower Dr, Leonardtown, MD 20650

    Limited New Home Opportunity in Meadows at Town Run II! Welcome to Homesite 5, featuring Quality Built Homes’ Bell Floorplan ... a 4-bedroom, 2.5-bath single-family home with a smart layout, rear-load garage, and flexible living space.This floorplan offers the convenience of a main-level primary bedroom with a private en suite bath, plus three additional bedrooms upstairs. The main level

    Laura Lee Hefley RE/MAX One

    42096 Wildflower 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 $611,981

    Last Listing Agent Christi Turman-Rojas Fairfax Realty Premier

    23348 Lindsay Dr, Leonardtown, MD 20650
    • /81

      Est $732,437

      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

      Last Listing Agent Mike Hall Long & Foster Real Estate, Inc.

  • /65

    $600,000

    Sold Jun 30, 2026

    43430 Browns Ln, Leonardtown, MD 20650

    • 5 Beds
    • 5 Baths
    • 2,756 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Below List Price
    • $218/SF
    • 18 Days On Market

    Current Estimated Value $600,416

    Last Listing Agent Juliet Brown Residential Plus Real Estate Services

    43430 Browns Ln, Leonardtown, MD 20650
    • /51

      Est $469,389

      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

      Last Listing Agent Melinda Brown EXP Realty, LLC

  • /13

    $399,000

    • Land
    • 10,890 Sq Ft
    • $1,596,000 per Acre

    Parcel 323 Tract 2 Washington St, Leonardtown, MD 20650

    Build your dream home in one of Leonardtown's most desirable locations! Welcome to Parcel 323, Tract 2, a newly created homesite just moments from the heart of historic downtown Leonardtown. Perfectly positioned to take advantage of beautiful water views of Breton Bay, this exceptional parcel offers the opportunity to enjoy the best of small-town coastal living. Imagine strolling to Leonardtown's

    Charlotte Long EXP Realty, LLC

    Parcel 323 Tract 2 Washington St, 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 Lee Hefley RE/MAX One

    Lot 109 - 23672 Weeping Willow Way, Leonardtown, MD 20650
    • /72

      Est $579,002

      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

      Last Listing Agent Leah Molina Samson Properties

  • /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 $591,574

    Last Listing Agent Patrick Deighan CENTURY 21 New Millennium

    21749 Pinehurst Ct, Leonardtown, MD 20650
    • /23

      Est $297,536

      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

      Last Listing Agent Jan Kleponis O'Brien Realty ERA Powered

  • /2

    $470,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,816 Sq Ft

    41614 Briarwood Cir, Leonardtown, MD 20650

    This gorgeous end-unit townhome features more than 2800 sq. ft of finished living space on 3 levels. Located in popular Clark's Rest, and only four years young (and still under builder's warranty), this move-in ready home includes nice upgrades throughout, 4 bedrooms, 3.5 baths, a spacious 2-car garage / w epoxy floor, and all the great CR community amenities! An attractive stacked-stone facade

    Andrew Shemeta CENTURY 21 New Millennium

    41614 Briarwood Cir, Leonardtown, MD 20650
  • /45

    $449,900

    Sold Jun 25, 2026

    Lot 115 - 23708 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 115 - 23708 Weeping Willow Way, Leonardtown, MD 20650
    • /6

      Est $750,177

      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

      Last Listing Agent Stephanie Smith Select Premium Properties, Inc

  • /3

    $779,000

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 2,745 Sq Ft

    40624 Breton Oaks Ln, Leonardtown, MD 20650

    Welcome to Breton Oaks—one of Leonardtown’s most sought-after communities—where this beautifully designed to-be-built home by Mednick Construction offers the perfect blend of modern farmhouse style and peaceful, wooded surroundings. Tucked away on a private, wooded lot on a quiet cul-de-sac, this thoughtfully crafted residence delivers timeless curb appeal paired with today’s most desirable

    Charlotte Long EXP Realty, LLC

    40624 Breton Oaks 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 $799,140

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    40737 Bobwhite Ln, Leonardtown, MD 20650
    • /28

      Est $345,712

      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

      Last Listing Agent Kimberly Bannister T&G Real Estate Advisors, Inc.

  • /10

    $299,000

    • Land
    • 5.8 Acres
    • $51,552 per Acre

    21365 Bogies Ln, Leonardtown, MD 20650

    Looking for land to build your dream home....well wait no more! This 5.8 acre parcel has been perc tested, recorded, surveyed and even has builder specs for a future home site and floor plans. You can also pick your own builder and get construction started on your new home. Property is currently registered and enrolled in an Agricultural program. Close to schools, shopping and area amenities.

    Kelly Padgett Century 21 Redwood Realty

    21365 Bogies Ln, 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 $649,703

    Last Listing Agent Wanda White CENTURY 21 New Millennium

    23246 Lindsay Dr, Leonardtown, MD 20650
    • /37

      Est $635,816

      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

      Last Listing Agent Jonnie Jamison J2 Real Estate

  • /38

    $419,000

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    23898 Speith Rd, Leonardtown, MD 20650

    New millings covered road!! Step into this ONE level, completely renovated home that was stripped down to the studs and everything was replaced from the roof to the floor, new well, and connected to public sewer in 2022. Expand without having to worry about where the septic or septic reserve area is. See and feel the craftsmanship that was put in with wood flooring, stainless appliances, sought

    Jimmy Hayden RE/MAX One

    23898 Speith Rd, Leonardtown, MD 20650
  • /79

    $649,900

    Sold Jul 06, 2026

    23642 Hansel Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,726 Sq Ft
    • Built 2010

    Last Sold Summary

    • $174/SF
    • 17 Days On Market

    Current Estimated Value $648,474

    Last Listing Agent Diane Fenwick RE/MAX One

    23642 Hansel Ct, Leonardtown, MD 20650
    • /41

      Est $483,163

      Not Listed For Sale

      41997 Loker Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,330 Sq Ft
      • Built 2006
      41997 Loker Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jimmy Hayden RE/MAX One

  • /140

    $15,000,000

    • 6 Beds
    • 4.5 Baths
    • 5,500 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    OPEN HOUSES BY APPOINTMENT. PLEASE COME AND TAKE A LOOK AT THIS MAGNIFICENT 500 ACRE ESTATE WHERE THE FOUNDING FATHER'S ONCE MINGLED!Mulberry Fields is one of those rare places where the land itself tells the story. The mile-long cedar avenue announces the approach, its rows planted at an ever-widening angle to draw the eye toward the Potomac below, a feat of 18th-century landscape design

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, 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 Lee Hefley RE/MAX One

    Lot 93- 23706 Dragonfly Ln, Leonardtown, MD 20650
    • /67

      Est $596,164

      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

      Last Listing Agent Dawn Wood O'Brien Realty ERA Powered

  • /65

    $699,900

    $15K PRICE DROP Under Contract
    • 5 Beds
    • 4 Baths
    • 4,744 Sq Ft

    23760 Coventry Dr, Leonardtown, MD 20650

    Welcome home to the Hampton model, featuring fresh paint, newer flooring, and updated carpet throughout! The main level showcases a welcoming two-story foyer and a soaring two-story family room flooded with natural light, along with dedicated formal living and dining room, a private study, and a chef-inspired grand kitchen with an expansive center island. Main level bedroom with a full bath for

    Tracey Summers CENTURY 21 New Millennium

    23760 Coventry Dr, Leonardtown, MD 20650
  • /43

    $449,900

    Sold Jul 31, 2026

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Last Sold Summary

    • $176/SF
    • 99 Days On Market

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    • /88

      Est $608,692

      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

      Last Listing Agent Bill Oosterink CENTURY 21 New Millennium

  • 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 $301,230

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    22323 Saint Clements Ave, Leonardtown, MD 20650
    • /65

      Est $607,147

      Not Listed For Sale

      42279 Bird Haven Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,139 Sq Ft
      • Built 2002
      42279 Bird Haven Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Mike Jordan CENTURY 21 New Millennium

  • /10

    $190,000

    • Land
    • 5 Acres
    • $38,000 per Acre

    43488 Medleys Neck Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location.The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone

    Bill Oosterink CENTURY 21 New Millennium

    43488 Medleys Neck Rd, Leonardtown, MD 20650
  • /18

    $449,900

    Sold Aug 25, 2026

    Lot 129 - 23715 Weeping Willow Way, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft

    Last Sold Summary

    • $176/SF

    Last Listing Agent Laura Lee Hefley RE/MAX One

    Lot 129 - 23715 Weeping Willow Way, Leonardtown, MD 20650

Showing Results 241 - 280, Page 7 of 18

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