7,050

Homes in ZIP Code 20650

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  • 21345 Fairwood Ct, Leonardtown, MD 20650
    21345 Fairwood Ct, Leonardtown, MD 20650
    21345 Fairwood Ct, Leonardtown, MD 20650
    /33

    $699,900 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,080 Sq Ft

    21345 Fairwood Ct, Leonardtown, MD 20650

    OPEN HOUSE CANCELED! Property is UNDER CONTRACT! Welcome to 21345 Fairwood Court! Thoughtfully updated and meticulously maintained, this move-in-ready home in the desirable Leonardtown Farms community offers space, layout, and functionality. With 5 bedrooms on the upper level, 3.5 bathrooms, and generous living spaces on every level, there is room to grow, gather, and truly settle in. Beautiful

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 230-5835

    21345 Fairwood Ct, Leonardtown, MD 20650
  • 20670 Bloombury Ln, Leonardtown, MD 20650
    20670 Bloombury Ln, Leonardtown, MD 20650
    20670 Bloombury Ln, Leonardtown, MD 20650
    /18

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft
    • House for Rent

    20670 Bloombury Ln, Leonardtown, MD 20650

    Secluded home in Leonardtown area. Wrap around porch, garage, and plenty of area to spread out. 3 bedrooms on upper level one bedroom or office on main level. Unfinished basement and garage. Lots of outside room to roam and explore nature.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 234-0617

    20670 Bloombury Ln, Leonardtown, MD 20650
  • 20483 White Point Rd, Leonardtown, MD 20650
    20483 White Point Rd, Leonardtown, MD 20650
    20483 White Point Rd, Leonardtown, MD 20650
    /22

    $300,000 Sold May 20, 2025

    20483 White Point Rd, Leonardtown, MD 20650

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1953

    Last Sold Summary

    • $259/SF
    • 3 Days On Market

    Current Estimated Value $306,751

    Last Listing Agent Theresa Shoptaw Keller Williams Realty

    20483 White Point Rd, Leonardtown, MD 20650
    • 23822 Hollywood Rd, Hollywood, MD 20636
      23822 Hollywood Rd, Hollywood, MD 20636
      23822 Hollywood Rd, Hollywood, MD 20636
      /32

      Est $518,857 Not Listed For Sale

      23822 Hollywood Rd, Hollywood, MD 20636

      • 3 Beds
      • 3 Baths
      • 2,461 Sq Ft
      • Built 2024
      23822 Hollywood Rd, Hollywood, MD 20636

      Last Sold Summary

      • 2% Below List Price
      • $215/SF
      • 35 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Craig Wright O'Brien Realty

  • 20798 Waterside Dr, Leonardtown, MD 20650
    20798 Waterside Dr, Leonardtown, MD 20650
    20798 Waterside Dr, Leonardtown, MD 20650
    /33

    $500,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 1,018 Sq Ft

    20798 Waterside Dr, Leonardtown, MD 20650

    Stunning Waterfront Opportunity on the Potomac River. Discover the perfect cottage waterfront retreat with breathtaking views of the Potomac River! Currently operating as a successful Airbnb, this property offers a unique opportunity to build your dream home while residing in the charming existing cottage. Step into your backyard and immerse yourself in waterfront living—whether it’s crabbing,

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 230-6008

    20798 Waterside Dr, Leonardtown, MD 20650
  • 44980 Hamptons Blvd, Leonardtown, MD 20650
    44980 Hamptons Blvd, Leonardtown, MD 20650
    44980 Hamptons Blvd, Leonardtown, MD 20650
    /32

    $2,120 - $2,575 per month

    The Hamptons at Leonardtown

    2 - 3 Beds

    44980 Hamptons Blvd, Leonardtown, MD 20650

    The Newest Apartment Community Serving Pax River. Luxury apartment homes in Leonardtown, MD. A Gated Community within walking distance to the town square, which features many restaurants, shops, entertainment venues and the Wharf Waterfront. Short drive to NAVAIR - Pax River Naval Air Station. 2 and 3 bedroom apartments...all with 2 bathrooms, gourmet kitchens, FREE CLIMATE CONTROLLED STORAGE

    44980 Hamptons Blvd, Leonardtown, MD 20650
  • 20503 Deer Wood Park Dr, Leonardtown, MD 20650
    20503 Deer Wood Park Dr, Leonardtown, MD 20650
    20503 Deer Wood Park Dr, Leonardtown, MD 20650
    /117

    $725,000 Sold Apr 17, 2025

    20503 Deer Wood Park Dr, Leonardtown, MD 20650

    • 5 Beds
    • 5 Baths
    • 5,862 Sq Ft
    • Built 1997

    Last Sold Summary

    • $124/SF
    • 19 Days On Market

    Current Estimated Value $752,169

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    20503 Deer Wood Park Dr, Leonardtown, MD 20650
    • 40721 Merlin Way, Leonardtown, MD 20650
      40721 Merlin Way, Leonardtown, MD 20650
      40721 Merlin Way, Leonardtown, MD 20650
      /109

      Est $674,573 Not Listed For Sale

      40721 Merlin Way, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 2,469 Sq Ft
      • Built 2002
      40721 Merlin Way, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Above List Price
      • $265/SF
      • 110 Days On Market

      Last Sold Price $655,000

      Last Listing Agent Ron Leonard Leonard Realty, Inc.

  • 40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    /61

    $679,900

    • 2 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Discover waterfront living at its finest with this charming 2-bedroom, 2.5-bath home with a loft on the Potomac River just minutes from historic Leonardtown. Perfectly designed for those who love life on the water, this property features its own private dock complete with a boat lift and fish cleaning station, making it a dream come true for boaters and anglers alike.Inside, you’ll find a

    Agent Photo

    Mileah Walker

    Real Broker, LLC

    (227) 240-6440

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • 18937 McKays Cove Ln, Leonardtown, MD 20650
    18937 McKays Cove Ln, Leonardtown, MD 20650
    18937 McKays Cove Ln, Leonardtown, MD 20650
    /37

    $2,300 per month

    • 3 Beds
    • 1.5 Baths
    • 1,583 Sq Ft
    • House for Rent

    18937 McKays Cove Ln, Leonardtown, MD 20650

    Welcome to this charming water-access rambler! This inviting 3-bedroom, 1.5-bath home offers comfortable single-level living in a peaceful coastal setting.Inside, you’ll find an updated kitchen featuring granite countertops, stainless steel appliances, and ample cabinet space, perfect for everyday living and entertaining. The functional open floor plan provides bright living areas, well-sized

    Erika Yowell EXP Realty, LLC

    18937 McKays Cove Ln, Leonardtown, MD 20650
  • 44195 Jessica Ln, Leonardtown, MD 20650
    44195 Jessica Ln, Leonardtown, MD 20650
    44195 Jessica Ln, Leonardtown, MD 20650
    /49

    $591,000 Sold May 22, 2025

    44195 Jessica Ln, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,918 Sq Ft
    • Built 1998

    Last Sold Summary

    • $203/SF
    • 5 Days On Market

    Current Estimated Value $588,305

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    44195 Jessica Ln, Leonardtown, MD 20650
    • 23246 Clarks Rest Rd, Leonardtown, MD 20650
      23246 Clarks Rest Rd, Leonardtown, MD 20650
      23246 Clarks Rest Rd, Leonardtown, MD 20650
      /61

      Est $575,681 Not Listed For Sale

      23246 Clarks Rest Rd, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,024 Sq Ft
      • Built 2017
      23246 Clarks Rest Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 5% Above List Price
      • $182/SF
      • 45 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Jesieryl Hartzer Century 21 New Millennium

  • 19921 Tower Hill Rd, Leonardtown, MD 20650
    19921 Tower Hill Rd, Leonardtown, MD 20650
    19921 Tower Hill Rd, Leonardtown, MD 20650
    /13

    $130,000 Under Contract

    • Land
    • 5.09 Acres
    • $25,540 per Acre

    19921 Tower Hill Rd, Leonardtown, MD 20650

    Water access on this 5+ acre lot in sought after Leonardtown buildable, wooded, and perc'd lot. Build your dream home or purchase for access for kayaking. Covenants and Restrictions for neighborhood.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 888-6903

    19921 Tower Hill Rd, Leonardtown, MD 20650
  • 22645 Washington St, Leonardtown, MD 20650
    22645 Washington St, Leonardtown, MD 20650
    22645 Washington St, Leonardtown, MD 20650
    /20

    $1,650 - $1,950 per month

    Seymour Apartments

    1 - 2 Beds

    22645 Washington St, Leonardtown, MD 20650

    Introducing Seymour Apartments, in the heart of Historic Downtown Leonardtown! Come live in town just up the hill from the Warf while being steps away from the shops and restaurants on the square. Apartments in the Seymour Apartment building. Access to unit is from a common stairwell with private entrance. Units have new ductless heat pumps, parking for two cars and access to a large side

    22645 Washington St, Leonardtown, MD 20650
  • 22272 Orchard Ct, Leonardtown, MD 20650
    22272 Orchard Ct, Leonardtown, MD 20650
    22272 Orchard Ct, Leonardtown, MD 20650
    /86

    $633,000 Sold Sep 19, 2025

    22272 Orchard Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,745 Sq Ft
    • Built 2004

    Last Sold Summary

    • $169/SF
    • 1 Day On Market

    Current Estimated Value $635,972

    Last Listing Agent Christina Reed RE/MAX One

    22272 Orchard Ct, Leonardtown, MD 20650
    • 41474 Marwood Cir, Leonardtown, MD 20650
      41474 Marwood Cir, Leonardtown, MD 20650
      41474 Marwood Cir, Leonardtown, MD 20650
      /58

      Est $455,640 Not Listed For Sale

      41474 Marwood Cir, Leonardtown, MD 20650

      • 3 Beds
      • 3.5 Baths
      • 2,522 Sq Ft
      • Built 2021
      41474 Marwood Cir, Leonardtown, MD 20650

      Last Sold Summary

      • 7% Above List Price
      • $170/SF
      • 3 Days On Market

      Last Sold Price $427,500

      Last Listing Agent Cynthia Ballard Century 21 New Millennium

  • 43641 Redmond Rd, Leonardtown, MD 20650
    43641 Redmond Rd, Leonardtown, MD 20650
    43641 Redmond Rd, Leonardtown, MD 20650
    /18

    $589,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,184 Sq Ft

    43641 Redmond Rd, Leonardtown, MD 20650

    This great 8+ acre property with scenic pasture views. Solid 4 bedroom rambler on full basement. So many possibilities.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 231-3115

    43641 Redmond Rd, Leonardtown, MD 20650
  • 26730 Radio Station Way, Leonardtown, MD 20650
    26730 Radio Station Way, Leonardtown, MD 20650
    26730 Radio Station Way, Leonardtown, MD 20650
    /14

    $1,650 per month

    • 1 Bed
    • 1 Bath
    • 2,952 Sq Ft
    • House for Rent

    26730 Radio Station Way, Leonardtown, MD 20650

    Cottage living at its finest. Cozy and quaint. One bedroom, one bath with its own laundry room. Beautiful setting in Leonardtown. Monthly includes water, sewer, trash but does not include electric. Apply online thru Rent Spree

    Jaime Rollins CENTURY 21 New Millennium

    26730 Radio Station Way, Leonardtown, MD 20650
  • 21717 Meadow Ct, Leonardtown, MD 20650
    21717 Meadow Ct, Leonardtown, MD 20650
    21717 Meadow Ct, Leonardtown, MD 20650
    /41

    $449,900 Sold Mar 14, 2025

    21717 Meadow Ct, Leonardtown, MD 20650

    • 3 Beds
    • 2.5 Baths
    • 1,488 Sq Ft
    • Built 1981

    Last Sold Summary

    • $302/SF
    • 9 Days On Market

    Current Estimated Value $440,915

    Last Listing Agent Carol Kalmus-Choporis CENTURY 21 New Millennium

    21717 Meadow Ct, Leonardtown, MD 20650
    • 40077 Big Chestnut Rd, Clements, MD 20624
      40077 Big Chestnut Rd, Clements, MD 20624
      40077 Big Chestnut Rd, Clements, MD 20624
      /46

      Est $476,962 Not Listed For Sale

      40077 Big Chestnut Rd, Clements, MD 20624

      • 5 Beds
      • 3 Baths
      • 2,184 Sq Ft
      • Built 2008
      40077 Big Chestnut Rd, Clements, MD 20624

      Last Sold Summary

      • 16% Above List Price
      • $188/SF
      • 32 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Dorothy Bistransin Redfin Corp

  • 22745 Duke St, Leonardtown, MD 20650
    22745 Duke St, Leonardtown, MD 20650
    22745 Duke St, Leonardtown, MD 20650
    /4

    $299,900 Coming Soon

    • 2 Beds
    • 1 Bath
    • 868 Sq Ft

    22745 Duke St, Leonardtown, MD 20650

    Discover the charm of this beautifully maintained 2-bedroom ranch-style home, nestled in the heart of downtown. Built in 1949, this residence boasts an excellent condition with modern comforts. Crawlspace encapsulated in 2021. New roof in 2016. Step inside to find an inviting entry-level bedroom and a cozy kitchen with ample table space, perfect for gatherings. The home features durable vinyl

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 238-2119

    22745 Duke St, Leonardtown, MD 20650
  • 43859 Bardmore Way, Leonardtown, MD 20650
    43859 Bardmore Way, Leonardtown, MD 20650
    43859 Bardmore Way, Leonardtown, MD 20650
    /11

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    43859 Bardmore Way, Leonardtown, MD 20650

    Property Id: 2200997This well-maintained 3-bedroom, 2-bath single-story home offers comfortable and convenient living in a quiet setting. Featuring a clean, neutral exterior with classic shutters and a welcoming front entrance, the home boasts great curb appeal.Inside, you’ll find a practical layout with freshly painted rooms throughout, three bedrooms, and two fully remodeled

    43859 Bardmore Way, Leonardtown, MD 20650
  • 40744 Fawns Rest Way, Leonardtown, MD 20650
    40744 Fawns Rest Way, Leonardtown, MD 20650
    40744 Fawns Rest Way, Leonardtown, MD 20650
    /21

    $731,084 Sold Dec 04, 2025

    40744 Fawns Rest Way, Leonardtown, MD 20650

    • 4 Beds
    • 3 Baths
    • 3,313 Sq Ft
    • Built 2025

    Last Sold Summary

    • $221/SF
    • 0 Days On Market

    Last Listing Agent Laura Bernth RE/MAX One

    40744 Fawns Rest Way, Leonardtown, MD 20650
    • 18914 Russell Rd, Valley Lee, MD 20692
      18914 Russell Rd, Valley Lee, MD 20692
      18914 Russell Rd, Valley Lee, MD 20692
      /36

      Est $696,641 Not Listed For Sale

      18914 Russell Rd, Valley Lee, MD 20692

      • 3 Beds
      • 2.5 Baths
      • 2,020 Sq Ft
      • Built 1999
      18914 Russell Rd, Valley Lee, MD 20692

      Last Sold Summary

      • 6% Above List Price
      • $327/SF
      • 66 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Michelle Camaioni RE/MAX

  • 22547 Landing Way, Leonardtown, MD 20650
    22547 Landing Way, Leonardtown, MD 20650
    22547 Landing Way, Leonardtown, MD 20650
    /48

    $520,000

    • 3 Beds
    • 3.5 Baths
    • 2,764 Sq Ft

    22547 Landing Way, Leonardtown, MD 20650

    Live in this lovely waterfront community. Enjoy Kayaking, Paddle boarding whatever your hobbies are. There is even yoga on the wharf, You can walk to weekend concerts on the square. Leonardtown is a wonderful place to live. How about an elevator? This home has one. Send your groceries up in the elevator. Send you laundry down in the elevator, 5 decks/porches to enjoy outdoor living. Walk to the

    Agent Photo

    Trish Brow

    EXP Realty, LLC

    (227) 230-5778

    22547 Landing Way, Leonardtown, MD 20650
  • 39564 Potomac Ave, Leonardtown, MD 20650
    39564 Potomac Ave, Leonardtown, MD 20650
    39564 Potomac Ave, Leonardtown, MD 20650
    /20

    $2,200 per month

    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft
    • House for Rent

    39564 Potomac Ave, Leonardtown, MD 20650

    Charming recently renovated rambler situated on a desirable corner lot in a peaceful, quiet neighborhood. This beautifully updated home features 3 spacious bedrooms and 1.5 bathrooms, along with a bright screened-in porch—perfect for relaxing or entertaining. Located in a sought-after water-oriented community offering a pier, pavilion, and playground, this home provides wonderful opportunities to

    Sean Escobar O'Brien Realty ERA Powered

    39564 Potomac Ave, Leonardtown, MD 20650
  • 43985 Main Way Rd, Leonardtown, MD 20650
    43985 Main Way Rd, Leonardtown, MD 20650
    43985 Main Way Rd, Leonardtown, MD 20650
    /74

    $475,000 Sold Jul 15, 2025

    43985 Main Way Rd, Leonardtown, MD 20650

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1973

    Last Sold Summary

    • $198/SF
    • 1 Day On Market

    Current Estimated Value $484,985

    Last Listing Agent Jennifer Mullennix CENTURY 21 New Millennium

    43985 Main Way Rd, Leonardtown, MD 20650
    • 22605 Calvert St, Leonardtown, MD 20650
      22605 Calvert St, Leonardtown, MD 20650
      22605 Calvert St, Leonardtown, MD 20650
      /36

      Est $472,408 Not Listed For Sale

      22605 Calvert St, Leonardtown, MD 20650

      • 4 Beds
      • 3 Baths
      • 2,340 Sq Ft
      • Built 2018
      22605 Calvert St, Leonardtown, MD 20650

      Last Sold Summary

      • 15% Above List Price
      • $175/SF
      • 62 Days On Market

      Last Sold Price $410,000

      Last Listing Agent kyle Antel BHHS PenFed (actual)

  • 22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    22393 Saint Clements Ave, Leonardtown, MD 20650
    /62

    $779,900 Open Sat 12PM - 3PM

    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    Experience refined waterfront living in this completely renovated rancher overlooking Saint Clements Bay. Originally built in 1966, this residence has been thoughtfully reimagined from top to bottom with extensive structural, electrical, and plumbing upgrades, blending modern luxury with effortless coastal charm. Situated on a waterfront lot, the property offers its own private L-shaped

    Ralph Harvey ListWithFreedom.com

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • 22695 Washington St Unit 5, Leonardtown, MD 20650
    22695 Washington St Unit 5, Leonardtown, MD 20650
    22695 Washington St Unit 5, Leonardtown, MD 20650
    /7

    $1,550 per month

    • 1 Bed
    • 1 Bath
    • 11,686 Sq Ft
    • Condo for Rent

    22695 Washington St Unit 5, Leonardtown, MD 20650

    Welcome to your charming new home in the heart of historic Leonardtown! This delightful 1-bedroom, 1-bathroom apartment boasts fresh paint and brand-new luxury vinyl plank (LVP) flooring, providing a modern and comfortable living space. Nestled in an amazing location, you'll enjoy the convenience of being within walking distance to an array of fantastic restaurants, shops, and local attractions.

    Natalya Ford RE/MAX One

    22695 Washington St Unit 5, Leonardtown, MD 20650
  • 22539 Landing Way, Leonardtown, MD 20650
    22539 Landing Way, Leonardtown, MD 20650
    22539 Landing Way, Leonardtown, MD 20650
    /32

    $518,500 Sold Dec 05, 2025

    22539 Landing Way, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,764 Sq Ft
    • Built 2005

    Last Sold Summary

    • $188/SF
    • 12 Days On Market

    Current Estimated Value $514,253

    Last Listing Agent Trish Brow EXP Realty, LLC

    22539 Landing Way, Leonardtown, MD 20650
    • 23748 Coventry Dr, Leonardtown, MD 20650
      23748 Coventry Dr, Leonardtown, MD 20650
      23748 Coventry Dr, Leonardtown, MD 20650
      /72

      Est $676,698 Not Listed For Sale

      23748 Coventry Dr, Leonardtown, MD 20650

      • 5 Beds
      • 5 Baths
      • 3,980 Sq Ft
      • Built 2013
      23748 Coventry Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 9% Above List Price
      • $156/SF
      • 6 Days On Market

      Last Sold Price $620,000

      Last Listing Agent Patrick Deighan Century 21 New Millennium

  • Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
    /35

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650

    Homesite #99 Madison D3: ****ALMOST READY FOR MARCH 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

    Laura Bernth RE/MAX One

    Lot 99 - 23725 Dragonfly Ln, Leonardtown, MD 20650
  • 41820 Eastwick Ln Unit 3304, Leonardtown, MD 20650
    41820 Eastwick Ln Unit 3304, Leonardtown, MD 20650
    41820 Eastwick Ln Unit 3304, Leonardtown, MD 20650
    /11

    $1,950 per month

    • 1 Bed
    • 1 Bath
    • 868 Sq Ft
    • Condo for Rent

    41820 Eastwick Ln Unit 3304, Leonardtown, MD 20650

    This 1 bedroom, 1 bath condo is just a short walk to downtown Leonardtown. Condo is being rented fully furnished. Kitchen w/granite counters, stainless appliances, washer/dryer, pantry, bar style seating and eating area. Foyer, kitchen, and eating area have beautiful hardwood floors. Large bedroom w/walk in closet and full bathroom in hallway. Living room with sliders that open to the balcony. In

    Kelly Padgett CENTURY 21 New Millennium

    41820 Eastwick Ln Unit 3304, Leonardtown, MD 20650
  • 41474 Charismatic Way, Leonardtown, MD 20650
    41474 Charismatic Way, Leonardtown, MD 20650
    41474 Charismatic Way, Leonardtown, MD 20650
    /79

    $639,000 Sold Oct 30, 2025

    41474 Charismatic Way, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,647 Sq Ft
    • Built 2015

    Last Sold Summary

    • $175/SF
    • 57 Days On Market

    Current Estimated Value $636,621

    Last Listing Agent Laura Bernth RE/MAX One

    41474 Charismatic Way, Leonardtown, MD 20650
    • 23287 Crestmar Ln, Leonardtown, MD 20650
      23287 Crestmar Ln, Leonardtown, MD 20650
      23287 Crestmar Ln, Leonardtown, MD 20650
      /71

      Est $688,210 Not Listed For Sale

      23287 Crestmar Ln, Leonardtown, MD 20650

      • 6 Beds
      • 4.5 Baths
      • 4,262 Sq Ft
      • Built 2019
      23287 Crestmar Ln, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $155/SF
      • 26 Days On Market

      Last Sold Price $659,000

      Last Listing Agent Marizel Brewington RE/MAX

  • Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
    /34

    $449,900 New Construction

    • 4 Beds
    • 3.5 Baths

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650

    Homesite #101 Madison D3: ***ALMOST READY FOR MARCH 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

    Laura Bernth RE/MAX One

    Lot 101 - 23713 Dragonfly Ln, Leonardtown, MD 20650
  • 22802 Lawrence Ave, Leonardtown, MD 20650
    22802 Lawrence Ave, Leonardtown, MD 20650
    22802 Lawrence Ave, Leonardtown, MD 20650
    /28

    $2,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,080 Sq Ft
    • House for Rent

    22802 Lawrence Ave, Leonardtown, MD 20650

    Prime Luxury Living Just Seconds from MedStar St. Mary’s! Skip the commute and maximize your downtime in this pristine, never-before-lived-in residence. Perfectly positioned for medical professionals, this home offers a "magazine-worthy" retreat after a long shift. Enjoy a chef’s kitchen with premium stainless appliances for quick meals and a spa-style primary suite designed for ultimate

    Michelle Camaioni RE/MAX One

    22802 Lawrence Ave, Leonardtown, MD 20650
  • 43571 Bayberry Ct, Leonardtown, MD 20650
    43571 Bayberry Ct, Leonardtown, MD 20650
    43571 Bayberry Ct, Leonardtown, MD 20650
    /59

    $600,000 Sold Oct 01, 2025

    43571 Bayberry Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,946 Sq Ft
    • Built 1993

    Last Sold Summary

    • $204/SF
    • 22 Days On Market

    Current Estimated Value $604,241

    Last Listing Agent Jenny Norris EXP Realty, LLC

    43571 Bayberry Ct, Leonardtown, MD 20650
    • 22301 Bayside Rd, Leonardtown, MD 20650
      22301 Bayside Rd, Leonardtown, MD 20650
      22301 Bayside Rd, Leonardtown, MD 20650
      /28

      Est $540,697 Not Listed For Sale

      22301 Bayside Rd, Leonardtown, MD 20650

      • 4 Beds
      • 2.5 Baths
      • 2,368 Sq Ft
      • Built 2012
      22301 Bayside Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 14% Above List Price
      • $201/SF
      • 63 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Chad Istvan EXP Realty, LLC

Showing Results 1 - 40, Page 1 of 18

Maryland St Marys County Leonardtown 20650

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