7,066

Homes in ZIP Code 20650

Section Image
    • 23285 Joanne Dr, Leonardtown, MD 20650
      23285 Joanne Dr, Leonardtown, MD 20650
      23285 Joanne Dr, Leonardtown, MD 20650
      /55

      Est $530,870 Not Listed For Sale

      23285 Joanne Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3 Baths
      • 2,546 Sq Ft
      • Built 2008
      23285 Joanne Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 18% Above List Price
      • $177/SF
      • 65 Days On Market
      • Last Sold Price $450,000
      • Jun 27, 2023

      Last Listing Agent Karen Alford-Brooks Century 21 New Millennium

  • 41516 Marwood Cir, Leonardtown, MD 20650
    41516 Marwood Cir, Leonardtown, MD 20650
    41516 Marwood Cir, Leonardtown, MD 20650
    /55

    $437,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,402 Sq Ft

    41516 Marwood Cir, Leonardtown, MD 20650

    Open House Sat March 21st and Sun March 22nd from 1:00-3:00pm. Welcome home to Marwood Circle in the desirable Clark's Rest Neighborhood of Leonardtown. This nearly new townhome built in 2020 has over 2400 square feet of living space and is in move in condition. Nice open concept on the main level includes an updated kitchen with granite countertops and island, stainless appliances and pantry,

    Cynthia Ballard CENTURY 21 New Millennium

    41516 Marwood Cir, Leonardtown, MD 20650
  • 40738 Bobwhite Ln, Leonardtown, MD 20650
    40738 Bobwhite Ln, Leonardtown, MD 20650
    /2

    $825,000 Sold Jul 31, 2025

    40738 Bobwhite Ln, Leonardtown, MD 20650

    • 5 Beds
    • 4 Baths
    • 4,648 Sq Ft
    • Built 2000

    Last Sold Summary

    • $177/SF
    • 14 Days On Market

    Current Estimated Value $832,467

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    40738 Bobwhite Ln, Leonardtown, MD 20650
    • 21108 Arbor Ct, Leonardtown, MD 20650
      21108 Arbor Ct, Leonardtown, MD 20650
      21108 Arbor Ct, Leonardtown, MD 20650
      /43

      Est $525,585 Not Listed For Sale

      21108 Arbor Ct, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,412 Sq Ft
      • Built 1991
      21108 Arbor Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $207/SF
      • 5 Days On Market
      • Last Sold Price $500,000
      • Oct 04, 2023

      Last Listing Agent Cheryl Bare Century 21 New Millennium

  • Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
    /42

    $479,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650

    ***UNDER CONTRACT***Oakley D1 End Unit at Meadows at Town Run II 2,966 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Oakley 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 2,966 sq ft home offers generous living areas, abundant natural light, and the perfect blend of

    Laura Bernth RE/MAX One

    Lot 113 - 23696 Weeping Willow Way, Leonardtown, MD 20650
  • 40827 Lake and Breton View Dr, Leonardtown, MD 20650
    40827 Lake and Breton View Dr, Leonardtown, MD 20650
    40827 Lake and Breton View Dr, Leonardtown, MD 20650
    /76

    $460,000 Sold Jun 12, 2025

    40827 Lake and Breton View Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 2,524 Sq Ft
    • Built 1969

    Last Sold Summary

    • $182/SF
    • 61 Days On Market

    Current Estimated Value $463,729

    Last Listing Agent Connie Gunn CENTURY 21 New Millennium

    40827 Lake and Breton View Dr, Leonardtown, MD 20650
    • 21136 Catnip Way, Leonardtown, MD 20650
      21136 Catnip Way, Leonardtown, MD 20650
      21136 Catnip Way, Leonardtown, MD 20650
      /39

      Est $614,885 Not Listed For Sale

      21136 Catnip Way, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,748 Sq Ft
      • Built 2002
      21136 Catnip Way, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $167/SF
      • 51 Days On Market
      • Last Sold Price $624,999
      • Apr 18, 2024

      Last Listing Agent Kaitlyn Boas Infinitas Realty Group

  • 22175 Bayside Rd, Leonardtown, MD 20650
    22175 Bayside Rd, Leonardtown, MD 20650
    22175 Bayside Rd, Leonardtown, MD 20650
    /25

    $315,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    22175 Bayside Rd, Leonardtown, MD 20650

    The perfect location for a starter home, Located in Leonardtown MD! This two bedroom and two bathroom open floor plan, single-level rambler is conveniently just a short drive to restaurants, fast food locations, Port Of Leonardtown Winery, Newtowne Neck State Park for the water views and just a short walk next door to check your mail. A few great features about the home include a modern black

    Darrin Carter RE/MAX One

    22175 Bayside Rd, Leonardtown, MD 20650
  • 22064 Daffodil Ct, Leonardtown, MD 20650
    22064 Daffodil Ct, Leonardtown, MD 20650
    22064 Daffodil Ct, Leonardtown, MD 20650
    /82

    $701,650 Sold Sep 11, 2025

    22064 Daffodil Ct, Leonardtown, MD 20650

    • 6 Beds
    • 4.5 Baths
    • 5,012 Sq Ft
    • Built 2022

    Last Sold Summary

    • $140/SF
    • 43 Days On Market

    Current Estimated Value $725,487

    Last Listing Agent Laura Bernth RE/MAX One

    22064 Daffodil Ct, Leonardtown, MD 20650
    • 43950 Blake Creek Rd, Leonardtown, MD 20650
      43950 Blake Creek Rd, Leonardtown, MD 20650
      43950 Blake Creek Rd, Leonardtown, MD 20650
      /19

      Est $350,925 Not Listed For Sale

      43950 Blake Creek Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft
      • Built 1995
      43950 Blake Creek Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 13% Above List Price
      • $220/SF
      • 2 Days On Market
      • Last Sold Price $310,000
      • Feb 09, 2024

      Last Listing Agent Karen Alford-Brooks Century 21 New Millennium

  • 41249 Brenda Ct, Leonardtown, MD 20650
    41249 Brenda Ct, Leonardtown, MD 20650
    41249 Brenda Ct, Leonardtown, MD 20650
    /79

    $669,900

    • 3 Beds
    • 2.5 Baths
    • 3,098 Sq Ft

    41249 Brenda Ct, Leonardtown, MD 20650

    Meticulously cared for rambler, fully updated and move in ready, on nearly one private , partially wooded acre in the waterfront community of The Mulberries at Breton Bay. Brand new engineered hardwood floors plus fresh paint and brand new carpet in all three bedrooms. The kitchen has been updated with a sleek European elegance, white cabinets, granite countertops and stainless steel appliances.

    Robin Errington CENTURY 21 New Millennium

    41249 Brenda Ct, Leonardtown, MD 20650
  • 20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    /13

    $150,000 Sold Apr 03, 2026

    20959 Redgate Ln, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft
    • Built 1961

    Last Sold Summary

    • $146/SF
    • 209 Days On Market

    Current Estimated Value $188,760

    Last Listing Agent Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
    • 40781 Center 40 Cir, Leonardtown, MD 20650
      40781 Center 40 Cir, Leonardtown, MD 20650
      40781 Center 40 Cir, Leonardtown, MD 20650
      /59

      Est $421,672 Not Listed For Sale

      40781 Center 40 Cir, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,992 Sq Ft
      • Built 1967
      40781 Center 40 Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Below List Price
      • $216/SF
      • 18 Days On Market
      • Last Sold Price $430,000
      • Nov 15, 2024

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • 44798 Medleys Neck Rd, Leonardtown, MD 20650
    44798 Medleys Neck Rd, Leonardtown, MD 20650
    44798 Medleys Neck Rd, Leonardtown, MD 20650
    /7

    $772,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    44798 Medleys Neck Rd, Leonardtown, MD 20650

    Other lots in the area, call us to discussTBB - Custom Home - Many other floor plans and locations - call to discuss

    Marie Jozwik RE/MAX Realty Group

    44798 Medleys Neck Rd, Leonardtown, MD 20650
  • Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
    /55

    $464,900 Sold Oct 07, 2025

    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650

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

    Last Sold Summary

    • $157/SF
    • 54 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 89 - 23682 Dragonfly Ln, Leonardtown, MD 20650
    • 42055 Starlight Dr, Leonardtown, MD 20650
      42055 Starlight Dr, Leonardtown, MD 20650
      42055 Starlight Dr, Leonardtown, MD 20650
      /60

      Est $532,792 Not Listed For Sale

      42055 Starlight Dr, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,288 Sq Ft
      • Built 2004
      42055 Starlight Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 20% Above List Price
      • $194/SF
      • 6 Days On Market
      • Last Sold Price $445,000
      • May 19, 2023

      Last Listing Agent Iris McCollam EXP Realty, LLC

  • 43500 Deer Run Ct, Leonardtown, MD 20650
    43500 Deer Run Ct, Leonardtown, MD 20650
    43500 Deer Run Ct, Leonardtown, MD 20650
    /82

    $685,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,972 Sq Ft

    43500 Deer Run Ct, Leonardtown, MD 20650

    Welcome home to this one-of-a-kind retreat in Leonardtown, where privacy, space, and thoughtful craftsmanship come together on over 3.5 gorgeous acres. Tucked away on a peaceful cul-de-sac and backing to beautiful trees, this lovingly maintained one-owner home is the kind of property that truly checks every box. And with the care that has gone into every detail over the years, it barely looks

    Sarah Mulford-Martin EXP Realty, LLC

    43500 Deer Run Ct, Leonardtown, MD 20650
  • 40534 Miss Ettas Way, Leonardtown, MD 20650
    40534 Miss Ettas Way, Leonardtown, MD 20650
    40534 Miss Ettas Way, Leonardtown, MD 20650
    /31

    $480,000 Sold Nov 24, 2025

    40534 Miss Ettas Way, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Built 2016

    Last Sold Summary

    • $271/SF
    • 82 Days On Market

    Current Estimated Value $483,045

    Last Listing Agent Connie Fitzgerald RE/MAX One

    40534 Miss Ettas Way, Leonardtown, MD 20650
    • 21885 Newtowne Neck Rd, Leonardtown, MD 20650
      21885 Newtowne Neck Rd, Leonardtown, MD 20650
      21885 Newtowne Neck Rd, Leonardtown, MD 20650
      /39

      Est $643,986 Not Listed For Sale

      21885 Newtowne Neck Rd, Leonardtown, MD 20650

      • 5 Beds
      • 4.5 Baths
      • 5,488 Sq Ft
      • Built 1999
      21885 Newtowne Neck Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 17% Above List Price
      • $100/SF
      • 32 Days On Market
      • Last Sold Price $550,000
      • Jun 04, 2024

      Last Listing Agent Jonathan Powell Real Broker, LLC

  • 21767 Potomac View Dr, Leonardtown, MD 20650
    21767 Potomac View Dr, Leonardtown, MD 20650
    21767 Potomac View Dr, Leonardtown, MD 20650
    /81

    $555,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 4,384 Sq Ft

    21767 Potomac View Dr, Leonardtown, MD 20650

    Beautifully Updated Home in Sought-After Society Hill – LeonardtownUnique, beautifully maintained, and thoughtfully upgraded, this exceptional home in the desirable Society Hill community offers space, style, and functionality throughout. Featuring 4 bedrooms and 3.5 baths, the layout is designed for both everyday living and effortless entertaining. The impressive two-story family room is

    Jessica Raley CENTURY 21 New Millennium

    21767 Potomac View Dr, Leonardtown, MD 20650
  • 42921 Hungerford Ct, Hollywood, MD 20636
    42921 Hungerford Ct, Hollywood, MD 20636
    42921 Hungerford Ct, Hollywood, MD 20636
    /47

    $745,000 Sold May 15, 2025

    42921 Hungerford Ct, Hollywood, MD 20636

    • 4 Beds
    • 3.5 Baths
    • 3,929 Sq Ft
    • Built 1999

    Last Sold Summary

    • $190/SF
    • 3 Days On Market

    Current Estimated Value $742,821

    Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

    42921 Hungerford Ct, Hollywood, MD 20636
    • 22106 Society Hill Rd, Leonardtown, MD 20650
      22106 Society Hill Rd, Leonardtown, MD 20650
      22106 Society Hill Rd, Leonardtown, MD 20650
      /57

      Est $433,834 Not Listed For Sale

      22106 Society Hill Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft
      • Built 1977
      22106 Society Hill Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $227/SF
      • 23 Days On Market
      • Last Sold Price $412,500
      • Mar 29, 2024

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • 41655 Church St, Leonardtown, MD 20650
    41655 Church St, Leonardtown, MD 20650
    41655 Church St, Leonardtown, MD 20650
    /4

    $725,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 2,834 Sq Ft

    41655 Church St, Leonardtown, MD 20650

    Built in 1875, this substantial 2,800 sq ft residence offers a rare opportunity to own a large historic home in highly desirable Leonardtown. Featuring 5 bedrooms and 2 bathrooms, the property showcases classic architecture with a formal living room and dining room, and enduring period details. Original features include a beautiful antique stamped tin ceiling and two fireplaces, adding

    Chris Norris Topside Realty

    41655 Church St, Leonardtown, MD 20650
  • 19137 Lake Dr, Leonardtown, MD 20650
    19137 Lake Dr, Leonardtown, MD 20650
    19137 Lake Dr, Leonardtown, MD 20650
    /58

    $405,000 Sold Feb 25, 2026

    19137 Lake Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,308 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Above List Price
    • $310/SF

    Current Estimated Value $398,755

    Last Listing Agent Sarah Mulford-Martin EXP Realty, LLC

    19137 Lake Dr, Leonardtown, MD 20650
    • 20529 Deer Wood Park Dr, Leonardtown, MD 20650
      20529 Deer Wood Park Dr, Leonardtown, MD 20650
      20529 Deer Wood Park Dr, Leonardtown, MD 20650
      /53

      Est $609,241 Not Listed For Sale

      20529 Deer Wood Park Dr, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,564 Sq Ft
      • Built 1996
      20529 Deer Wood Park Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Below List Price
      • $173/SF
      • 1 Day On Market
      • Last Sold Price $615,000
      • Apr 26, 2024

      Last Listing Agent Cynthia Crispell Century 21 Redwood Realty

  • 21983 Point Lookout Rd, Leonardtown, MD 20650
    21983 Point Lookout Rd, Leonardtown, MD 20650
    21983 Point Lookout Rd, Leonardtown, MD 20650
    /30

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    21983 Point Lookout Rd, Leonardtown, MD 20650

    Beautifully renovated rambler located in the highly desirable Leonardtown School District, offering the perfect blend of modern updates and peaceful living on almost 1-acre lot.This move-in ready home features 3 bedrooms and 2 full bathrooms, along with a 1-car garage as well as man cave, workshop, or bonus space. The home has been thoughtfully updated with a brand new roof, new windows, new

    Natalya Ford RE/MAX One

    21983 Point Lookout Rd, Leonardtown, MD 20650
  • 23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    23275 Jenifer Ct, Leonardtown, MD 20650
    /113

    $638,000 Sold Aug 12, 2025

    23275 Jenifer Ct, Leonardtown, MD 20650

    • 5 Beds
    • 4.5 Baths
    • 6,311 Sq Ft
    • Built 2005

    Last Sold Summary

    • $101/SF
    • 86 Days On Market

    Current Estimated Value $675,674

    Last Listing Agent Jennifer Goddard CENTURY 21 New Millennium

    23275 Jenifer Ct, Leonardtown, MD 20650
    • 40862 Spring House Ln, Leonardtown, MD 20650
      40862 Spring House Ln, Leonardtown, MD 20650
      40862 Spring House Ln, Leonardtown, MD 20650
      /31

      Est $398,660 Not Listed For Sale

      40862 Spring House Ln, Leonardtown, MD 20650

      • 3 Beds
      • 1.5 Baths
      • 2,055 Sq Ft
      • Built 1962
      40862 Spring House Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 6% Above List Price
      • $182/SF
      • 9 Days On Market
      • Last Sold Price $375,000
      • Jun 26, 2023

      Last Listing Agent Brian Mayer Real Broker, LLC

  • 40412 B Somerville Ln, Leonardtown, MD 20650
    40412 B Somerville Ln, Leonardtown, MD 20650
    40412 B Somerville Ln, Leonardtown, MD 20650
    /28

    $149,900

    • Land
    • 2.28 Acres
    • $65,746 per Acre

    40412 B Somerville Ln, Leonardtown, MD 20650

    Discover 2.28 acres of level, open land offering a great opportunity to build your dream home or investment property. This property includes an existing septic system and nearby power supply. Enjoy privacy and space while still being within easy reach of local amenities and major routes. Buyer to verify all feasibility, utility connections, and intended use with the county.

    Renee Thomas Topside Realty

    40412 B Somerville Ln, Leonardtown, MD 20650
  • 22745 Duke St, Leonardtown, MD 20650
    22745 Duke St, Leonardtown, MD 20650
    22745 Duke St, Leonardtown, MD 20650
    /4

    $285,500 Sold Mar 17, 2026

    22745 Duke St, Leonardtown, MD 20650

    • 2 Beds
    • 1 Bath
    • 868 Sq Ft
    • Built 1949

    Last Sold Summary

    • 5% Below List Price
    • $329/SF
    • 0 Days On Market

    Current Estimated Value $285,392

    Last Listing Agent Jimmy Hayden RE/MAX One

    22745 Duke St, Leonardtown, MD 20650
    • 40472 Port Place, Leonardtown, MD 20650
      40472 Port Place, Leonardtown, MD 20650
      40472 Port Place, Leonardtown, MD 20650
      /46

      Est $845,946 Not Listed For Sale

      40472 Port Place, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 2,828 Sq Ft
      • Built 1972
      40472 Port Place, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Below List Price
      • $309/SF
      • 31 Days On Market
      • Last Sold Price $875,000
      • May 14, 2024

      Last Listing Agent Sean Escobar O'Brien Realty

  • 42249 Saint Johns Rd, Leonardtown, MD 20650
    42249 Saint Johns Rd, Leonardtown, MD 20650
    42249 Saint Johns Rd, Leonardtown, MD 20650
    /10

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,161 Sq Ft

    42249 Saint Johns Rd, Leonardtown, MD 20650

    Charming and beautifully updated brick rancher located in the heart of Leonardtown! This single-level home offers 3 bedrooms and 1.5 bathrooms, making it ideal for easy, comfortable living. Recently remodeled, the property features fresh updates throughout, blending classic charm with modern touches. Enjoy a spacious, level lot perfect for outdoor entertaining, gardening, or simply relaxing. The

    Jason Gregg CENTURY 21 New Millennium

    42249 Saint Johns Rd, Leonardtown, MD 20650
  • 43107 Gum Spring Dr, Leonardtown, MD 20650
    43107 Gum Spring Dr, Leonardtown, MD 20650
    43107 Gum Spring Dr, Leonardtown, MD 20650
    /60

    $625,000 Sold Nov 26, 2025

    43107 Gum Spring Dr, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 2,742 Sq Ft
    • Built 1993

    Last Sold Summary

    • $228/SF
    • 11 Days On Market

    Current Estimated Value $634,434

    Last Listing Agent Josh Yowell EXP Realty, LLC

    43107 Gum Spring Dr, Leonardtown, MD 20650
    • 42454 Wilderness Rd, Leonardtown, MD 20650
      42454 Wilderness Rd, Leonardtown, MD 20650
      42454 Wilderness Rd, Leonardtown, MD 20650
      /22

      Est $396,064 Not Listed For Sale

      42454 Wilderness Rd, Leonardtown, MD 20650

      • 3 Beds
      • 2 Baths
      • 1,388 Sq Ft
      • Built 1994
      42454 Wilderness Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Above List Price
      • $277/SF
      • 12 Days On Market
      • Last Sold Price $385,000
      • Sep 29, 2023

      Last Listing Agent Jimmy Hayden RE/MAX

  • Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
    /42

    $449,900 Open Sun 11AM - 4PM

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

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

    Homesite #111 Madison D3: ****May Delivery***Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a thoughtfully designed 3-level townhome offering 2,604 sq ft of beautifully finished living space. This interior unit features an oversized one-car garage and an entry-level flex space that includes built-in cubbies

    Laura Bernth RE/MAX One

    Lot 111 - 23684 Weeping Willow Way, Leonardtown, MD 20650
  • Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650
    Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650
    Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650
    /39

    $469,900 Sold Dec 02, 2025

    Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 90- 23688 Dragonfly Ln, Leonardtown, MD 20650
    • 42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      42798 Saint Andrews Church Rd, Leonardtown, MD 20650
      /48

      Est $438,702 Not Listed For Sale

      42798 Saint Andrews Church Rd, Leonardtown, MD 20650

      • 3 Beds
      • 3 Baths
      • 3,692 Sq Ft
      • Built 1961
      42798 Saint Andrews Church Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 8% Above List Price
      • $110/SF
      • 1 Day On Market
      • Last Sold Price $405,000
      • Sep 16, 2024

      Last Listing Agent Teresa Dove Remax 100

  • 41708 Fenwick St, Leonardtown, MD 20650
    41708 Fenwick St, Leonardtown, MD 20650
    41708 Fenwick St, Leonardtown, MD 20650
    /22

    $300,000

    • Land
    • 1.51 Acres
    • $198,675 per Acre

    41708 Fenwick St, Leonardtown, MD 20650

    Discover a rare opportunity to create your dream home just moments from the charm and culture of Leonardtown Historic Art District. Ideally situated within walking distance to local shops, dining, the scenic Leonardtown Wharf, and the United States Postal Service. This property offers the perfect balance of privacy and community living. Conveniently located within walking distance of highly rated

    Tig Wright Redfin Corp

    41708 Fenwick St, Leonardtown, MD 20650
  • 23650 Rocky Ridge Ct, Leonardtown, MD 20650
    23650 Rocky Ridge Ct, Leonardtown, MD 20650
    23650 Rocky Ridge Ct, Leonardtown, MD 20650
    /60

    $599,000 Sold Sep 18, 2025

    23650 Rocky Ridge Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,914 Sq Ft
    • Built 1993

    Last Sold Summary

    • $153/SF
    • 20 Days On Market

    Current Estimated Value $604,000

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    23650 Rocky Ridge Ct, Leonardtown, MD 20650
    • 41936 Kentucky Ct, Leonardtown, MD 20650
      41936 Kentucky Ct, Leonardtown, MD 20650
      41936 Kentucky Ct, Leonardtown, MD 20650
      /83

      Est $552,961 Not Listed For Sale

      41936 Kentucky Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 4,115 Sq Ft
      • Built 2002
      41936 Kentucky Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 8% Above List Price
      • $124/SF
      • 6 Days On Market
      • Last Sold Price $510,000
      • Nov 30, 2023

      Last Listing Agent Jessica Raley Century 21 New Millennium

Showing Results 161 - 200, Page 5 of 18

Maryland St Marys County Leonardtown 20650

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