6,749

Leonardtown, MD Homes

Section Image
  • 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 $573,653

    Last Listing Agent Katy Galloway CENTURY 21 New Millennium

    23075 Hollywood Rd, Leonardtown, MD 20650
    • 23569 Belmar Dr, Leonardtown, MD 20650
      23569 Belmar Dr, Leonardtown, MD 20650
      23569 Belmar Dr, Leonardtown, MD 20650
      /12

      Est $676,974 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

      • 3% Below List Price
      • $167/SF
      • 0 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Cynthia Ballard 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
  • 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 $623,267

    Last Listing Agent Melissa Rodriguez RE/MAX One

    21143 Catnip Ct, Leonardtown, MD 20650
    • 23005 Abell St, Leonardtown, MD 20650
      23005 Abell St, Leonardtown, MD 20650
      23005 Abell St, Leonardtown, MD 20650
      /37

      Est $398,574 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

      • 8% Above List Price
      • $175/SF
      • 4 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Dawn Bell RE/MAX

  • 20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    /13

    $189,000

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

    20959 Redgate Ln, Leonardtown, MD 20650

    *Back on the market. A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, 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 $601,824

    Last Listing Agent Wanda White CENTURY 21 New Millennium

    41403 Heritage Ln, Leonardtown, MD 20650
    • 21126 Arbor Ct, Leonardtown, MD 20650
      21126 Arbor Ct, Leonardtown, MD 20650
      21126 Arbor Ct, Leonardtown, MD 20650
      /45

      Est $448,309 Not Listed For Sale

      21126 Arbor Ct, Leonardtown, MD 20650

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft
      • Built 1997
      21126 Arbor Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 15% Above List Price
      • $226/SF
      • 63 Days On Market

      Last Sold Price $389,990

      Last Listing Agent Gabriela Montgomery Remax 100

  • 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
  • 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 $898,449 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

      • 2% Above List Price
      • $181/SF
      • 4 Days On Market

      Last Sold Price $881,000

      Last Listing Agent MaryAnne Crewse O'Brien Realty

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

    $474,900

    • 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
  • 22925 Downs Cir, Leonardtown, MD 20650
    22925 Downs Cir, Leonardtown, MD 20650
    22925 Downs Cir, Leonardtown, MD 20650
    /38

    $387,000 Sold Apr 21, 2025

    22925 Downs Cir, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 1977

    Last Sold Summary

    • $203/SF
    • 0 Days On Market

    Current Estimated Value $387,066

    Last Listing Agent Ross Simone RE/MAX Realty Group

    22925 Downs Cir, 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 $164,000 Not Listed For Sale

      40435 Old Breton Beach Rd, Leonardtown, MD 20650

      40435 Old Breton Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 119% Above List Price
      • 482 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Kelly Loveless BHHS PenFed (actual)

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

    $725,000 Coming Soon

    • 4 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
  • 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 $544,341

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    41412 Doctors Crossing Rd, Leonardtown, MD 20650
    • 23028 Hopton Ln, Leonardtown, MD 20650
      23028 Hopton Ln, Leonardtown, MD 20650
      23028 Hopton Ln, Leonardtown, MD 20650
      /23

      Est $343,676 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

      • 4% Above List Price
      • $344/SF
      • 6 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Emily Gross EXP Realty, 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
  • 22395 Hood Ln, Leonardtown, MD 20650
    22395 Hood Ln, Leonardtown, MD 20650
    22395 Hood Ln, Leonardtown, MD 20650
    /95

    $605,000 Sold Mar 14, 2025

    22395 Hood Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,120 Sq Ft
    • Built 2011

    Last Sold Summary

    • $194/SF
    • 42 Days On Market

    Current Estimated Value $628,300

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    22395 Hood Ln, Leonardtown, MD 20650
    • 41488 Pensive St, Leonardtown, MD 20650
      41488 Pensive St, Leonardtown, MD 20650
      41488 Pensive St, Leonardtown, MD 20650
      /76

      Est $668,217 Not Listed For Sale

      41488 Pensive St, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,992 Sq Ft
      • Built 2008
      41488 Pensive St, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $157/SF
      • 42 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Heather Foster RE/MAX

  • 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

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths

    Lot 104 - 23695 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***Builder Incentive, READY- NOW Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 104 Madison D3: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit,

    Laura Bernth RE/MAX One

    Lot 104 - 23695 Dragonfly 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
    • 21380 Fairwood Ct, Leonardtown, MD 20650
      21380 Fairwood Ct, Leonardtown, MD 20650
      21380 Fairwood Ct, Leonardtown, MD 20650
      /70

      Est $704,297 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

      • 9% Above List Price
      • $200/SF
      • 9 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • 22224 Monterey Place, Leonardtown, MD 20650
    22224 Monterey Place, Leonardtown, MD 20650
    /2

    $469,900 Coming Soon

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

    22224 Monterey Place, Leonardtown, MD 20650

    Welcome to this beautifully maintained contemporary home in the sought-after Society Hill section of Breton Bay, offering privacy, space, and timeless character on a generous .60-acre lot. From the moment you step inside, you’re greeted by soaring two-story ceilings in the great room, highlighted by rich hardwood floors and a striking stone gas fireplace that creates a warm and inviting focal

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    22224 Monterey Place, 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 $665,363

    Last Listing Agent Jonathan Benya EXP Realty, LLC

    23278 Applewood Ln, 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 $654,310 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

      • 5% Above List Price
      • $210/SF
      • 4 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Jennifer Goddard Century 21 New Millennium

  • 0 Cedar Lane Rd, Leonardtown, MD 20650
    0 Cedar Lane Rd, Leonardtown, MD 20650
    0 Cedar Lane Rd, Leonardtown, MD 20650
    /17

    $3,800,000 Pending

    • Land
    • 52.18 Acres
    • $72,825 per Acre

    0 Cedar Lane Rd, Leonardtown, MD 20650

    This property offers the perfect blend of rural charm and convenient access to urban amenities. With the potential for annexation into the town of Leonardtown, there are exciting development possibilities on the horizon. Don't miss this unique opportunity!

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    0 Cedar Lane 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 $643,966

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

    44114 Woodmont Dr, Leonardtown, MD 20650
    • 22480 Sparrow Ct, Leonardtown, MD 20650
      22480 Sparrow Ct, Leonardtown, MD 20650
      22480 Sparrow Ct, Leonardtown, MD 20650
      /44

      Est $495,512 Not Listed For Sale

      22480 Sparrow Ct, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 2,204 Sq Ft
      • Built 1983
      22480 Sparrow Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 15% Above List Price
      • $195/SF
      • 8 Days On Market

      Last Sold Price $429,900

      Last Listing Agent Drema Ballengee-grunst EXP Realty, LLC

  • 23369 Marview Ct, Leonardtown, MD 20650
    23369 Marview Ct, Leonardtown, MD 20650
    23369 Marview Ct, Leonardtown, MD 20650
    /58

    $435,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,308 Sq Ft

    23369 Marview Ct, Leonardtown, MD 20650

    Beautiful Clark’s Rest townhome offering three finished levels, a two-car garage, and over 2,300 square feet of living space. The main level features hardwood floors, a gourmet kitchen with granite countertops and 42-inch cabinetry, a separate formal dining space, and a large family room—ideal for both everyday living and entertaining.The fully finished lower level includes a spacious

    Jennifer Goddard CENTURY 21 New Millennium

    23369 Marview Ct, 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 $914,452

    Last Listing Agent Connie Fitzgerald RE/MAX One

    42239 Riverwinds 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 $605,423 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

      • 16% Above List Price
      • $168/SF
      • 4 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Christiana Keefer EXP Realty, LLC

  • Lot 137- 23667 Weeping Willow Way, Leonardtown, MD 20650
    Lot 137- 23667 Weeping Willow Way, Leonardtown, MD 20650
    Lot 137- 23667 Weeping Willow Way, Leonardtown, MD 20650
    /42

    $479,900 Pending

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

    Lot 137- 23667 Weeping Willow Way, Leonardtown, MD 20650

    ***UNDER CONTRACT*** Unit 137 Oakley D1New Construction – 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

    Laura Bernth RE/MAX One

    Lot 137- 23667 Weeping Willow Way, 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 $659,896

    Last Listing Agent Heather Foster RE/MAX One

    23598 Belmar Dr, Leonardtown, MD 20650
    • 20440 Chingville Rd, Leonardtown, MD 20650
      20440 Chingville Rd, Leonardtown, MD 20650
      20440 Chingville Rd, Leonardtown, MD 20650
      /34

      Est $402,976 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

      • 14% Above List Price
      • $200/SF
      • 19 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Michelle Camaioni RE/MAX

  • 0 Bayside Rd, Leonardtown, MD 20650
    0 Bayside Rd, Leonardtown, MD 20650
    0 Bayside Rd, Leonardtown, MD 20650
    /30

    $1,750,000

    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft

    0 Bayside Rd, Leonardtown, MD 20650

    Welcome to Bayside Road. Residents of Leonardtown believe this is THE place to live. This is a beautiful, well-maintained waterfront farm that is located a few minutes from historic Downtown Leonardtown. When you enter the property gates, you will see the most beautiful canopy of trees leading you through the whole farm. The Charming Cape Cod house is situated on 48.9 acres of gorgeous land. The

    Bonnie Haley Haley Family Realty

    0 Bayside Rd, 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 $570,559

    Last Listing Agent Matthew Burgan Infinitas Realty Group

    20919 Ridge Path Way, 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 $488,888 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

      • 15% Above List Price
      • $211/SF
      • 60 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Josh Wilson RE/MAX

  • 22204 Nomoni St, Leonardtown, MD 20650
    22204 Nomoni St, Leonardtown, MD 20650
    /2

    $315,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    22204 Nomoni St, Leonardtown, MD 20650

    Welcome to this bright and inviting home with an open-concept layout perfect for everyday living and entertaining. The spacious living area flows into the kitchen, featuring stainless steel appliances and convenient stackable washer and dryer access. Relax in the sunroom with a partial bay view and plenty of natural light. The primary suite offers a private en-suite bathroom, while an additional

    Tig Wright Redfin Corp

    22204 Nomoni St, Leonardtown, MD 20650
  • 22239 Point Lookout Rd, Leonardtown, MD 20650
    22239 Point Lookout Rd, Leonardtown, MD 20650
    22239 Point Lookout Rd, Leonardtown, MD 20650
    /23

    $285,000 Sold Mar 20, 2025

    22239 Point Lookout Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,669 Sq Ft
    • Built 1966

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Current Estimated Value $323,634

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    22239 Point Lookout Rd, Leonardtown, MD 20650

Showing Results 121 - 160, Page 4 of 18

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