7,069

Homes in ZIP Code 20650

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  • 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
  • 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 $310,241

    Last Listing Agent Theresa Shoptaw CENTURY 21 New Millennium

    20483 White Point Rd, Leonardtown, MD 20650
    • 41442 Dauber Way, Leonardtown, MD 20650
      41442 Dauber Way, Leonardtown, MD 20650
      41442 Dauber Way, Leonardtown, MD 20650
      /50

      Est $631,998 Not Listed For Sale

      41442 Dauber Way, Leonardtown, MD 20650

      • 4 Beds
      • 3.5 Baths
      • 3,558 Sq Ft
      • Built 2013
      41442 Dauber Way, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $171/SF
      • 3 Days On Market
      • Last Sold Price $610,000
      • May 08, 2025

      Last Listing Agent Lesa Clark Redfin Corp

  • 21335 Fairwood Ct, Leonardtown, MD 20650
    21335 Fairwood Ct, Leonardtown, MD 20650
    21335 Fairwood Ct, Leonardtown, MD 20650
    /39

    $715,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 4,533 Sq Ft

    21335 Fairwood Ct, Leonardtown, MD 20650

    **Multiple offers received. Highest and best offers due by 12:00 PM tomorrow, 4/8. Seller is limiting additional showings—please contact listing agent for availability. Welcome to Leonardtown Farms—where space, comfort, and thoughtful upgrades come together in one beautiful home.This spacious Pinehurst 3 model offers over 4,300 square feet of living space with 5 bedrooms and 3.5 bathrooms,

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 240-6165

    21335 Fairwood Ct, 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

    $2,100 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 $596,465

    Last Listing Agent Mark Frisco CENTURY 21 New Millennium

    44195 Jessica Ln, Leonardtown, MD 20650
    • 41443 Whimsical Ct, Leonardtown, MD 20650
      41443 Whimsical Ct, Leonardtown, MD 20650
      41443 Whimsical Ct, Leonardtown, MD 20650
      /4

      Est $653,340 Not Listed For Sale

      41443 Whimsical Ct, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 3,400 Sq Ft
      • Built 2010
      41443 Whimsical Ct, Leonardtown, MD 20650

      Last Sold Summary

      • 1% Above List Price
      • $190/SF
      • 0 Days On Market
      • Last Sold Price $645,000
      • Apr 22, 2025

      Last Listing Agent Heather Foster RE/MAX

  • 23008 Hopton Ln, Leonardtown, MD 20650
    23008 Hopton Ln, Leonardtown, MD 20650
    23008 Hopton Ln, Leonardtown, MD 20650
    /43

    $559,900 Coming Soon

    • 3 Beds
    • 3 Baths
    • 2,688 Sq Ft

    23008 Hopton Ln, Leonardtown, MD 20650

    This property represents the definition of "Pride of Ownership" and their move is bittersweet. To have everything they have built here is remarkable and you could be the lucky one to obtain this property. Everything has been taken care of like it was purchased yesterday, books and invoices for most included, with comfort and convenience in mind. From the blacktop driveway, manicured lawn, to the

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 232-0831

    23008 Hopton Ln, Leonardtown, MD 20650
  • 44980 Hamptons Blvd, Leonardtown, MD 20650
    44980 Hamptons Blvd, Leonardtown, MD 20650
    44980 Hamptons Blvd, Leonardtown, MD 20650
    /32

    Starting at $2,250 Per Month

    • 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

    The Hamptons at Leonardtown

    (443) 342-9476

    44980 Hamptons Blvd, Leonardtown, MD 20650
  • 41497 Affirmed Way, Leonardtown, MD 20650
    41497 Affirmed Way, Leonardtown, MD 20650
    41497 Affirmed Way, Leonardtown, MD 20650
    /83

    $655,000 Sold Apr 24, 2026

    41497 Affirmed Way, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,934 Sq Ft
    • Built 2008

    Last Sold Summary

    • $166/SF
    • 2 Days On Market

    Current Estimated Value $651,362

    Last Listing Agent Heather Foster RE/MAX One

    41497 Affirmed Way, Leonardtown, MD 20650
    • 40222 Breton Beach Rd, Leonardtown, MD 20650
      40222 Breton Beach Rd, Leonardtown, MD 20650
      40222 Breton Beach Rd, Leonardtown, MD 20650
      /37

      Est $552,987 Not Listed For Sale

      40222 Breton Beach Rd, Leonardtown, MD 20650

      • 2 Beds
      • 1 Bath
      • 1,296 Sq Ft
      • Built 1976
      40222 Breton Beach Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 2% Above List Price
      • $417/SF
      • 207 Days On Market
      • Last Sold Price $540,000
      • Apr 30, 2025

      Last Listing Agent Jake Grier Baldus Real Estate, Inc.

  • 22381 Cedar St, Leonardtown, MD 20650
    22381 Cedar St, Leonardtown, MD 20650
    /2

    $329,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    22381 Cedar St, Leonardtown, MD 20650

    Welcome to 23281 Cedar St in Leonardtown — where thoughtful updates meet easy coastal living in the sought-after St. Clements Shores community.This home was fully refreshed in 2021, offering today’s buyers the perfect blend of modern finishes and established reliability. Inside, you’ll find luxury vinyl plank flooring throughout, bright white trim, and an inviting, light-filled layout.The

    Agent Photo

    Deanna Rothstein

    RE/MAX One

    (227) 888-9336

    22381 Cedar St, Leonardtown, MD 20650
  • 41386 Margrove Cir, Leonardtown, MD 20650
    41386 Margrove Cir, Leonardtown, MD 20650
    41386 Margrove Cir, Leonardtown, MD 20650
    /38

    $3,100 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,195 Sq Ft
    • Townhouse for Rent

    41386 Margrove Cir, Leonardtown, MD 20650

    Discover modern living in this 4-bedroom, 3.5-bath end-unit townhome located in the highly desirable Clark's Rest community. This spacious rental boasts an abundance of natural light, an attached garage, and a fully finished basement for all your living and storage needs. The large balcony off the kitchen is perfect for enjoying your morning coffee or entertaining guests. Pet-friendly on a

    Matthew Burgan Infinitas Realty Group

    41386 Margrove Cir, 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 $647,113

    Last Listing Agent Christina Reed RE/MAX One

    22272 Orchard Ct, Leonardtown, MD 20650
    • 23267 Clarks Rest Rd, Leonardtown, MD 20650
      23267 Clarks Rest Rd, Leonardtown, MD 20650
      23267 Clarks Rest Rd, Leonardtown, MD 20650
      /66

      Est $727,793 Not Listed For Sale

      23267 Clarks Rest Rd, Leonardtown, MD 20650

      • 5 Beds
      • 6 Baths
      • 5,213 Sq Ft
      • Built 2015
      23267 Clarks Rest Rd, Leonardtown, MD 20650

      Last Sold Summary

      • 4% Above List Price
      • $134/SF
      • 3 Days On Market
      • Last Sold Price $700,000
      • Apr 25, 2025

      Last Listing Agent Chris Hill Century 21 New Millennium

  • 21737 Pinehurst Ct, Leonardtown, MD 20650
    21737 Pinehurst Ct, Leonardtown, MD 20650
    21737 Pinehurst Ct, Leonardtown, MD 20650
    /52

    $540,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    21737 Pinehurst Ct, Leonardtown, MD 20650

    Built as a model for the neighborhood, this 3-bedroom, 2-bath Rambler will have you checking off your search boxes! Located on a quiet-cul-de-sac street in desirable Breton Bay, this lovely home includes more than 3,000 sq ft of living space and plenty of storage, too. Attractive landscaping greets you on your way to the welcoming front porch. A custom-glass front door leads into a spacious

    Agent Photo

    Patrick Deighan

    CENTURY 21 New Millennium

    (227) 242-0241

    21737 Pinehurst Ct, 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

    $1,350 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
  • 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
    • 21500 Point Lookout Rd, Callaway, MD 20620
      21500 Point Lookout Rd, Callaway, MD 20620
      21500 Point Lookout Rd, Callaway, MD 20620
      /97

      Est $595,928 Not Listed For Sale

      21500 Point Lookout Rd, Callaway, MD 20620

      • 3 Beds
      • 3 Baths
      • 3,605 Sq Ft
      • Built 1955
      21500 Point Lookout Rd, Callaway, MD 20620

      Last Sold Summary

      • 1% Below List Price
      • $166/SF
      • 253 Days On Market
      • Last Sold Price $600,000
      • May 06, 2025

      Last Listing Agent Minh Lofaso Keller Williams Realty/Lee Beaver & Assoc.

  • 18866 Russell Rd, Leonardtown, MD 20650
    18866 Russell Rd, Leonardtown, MD 20650
    18866 Russell Rd, Leonardtown, MD 20650
    /3

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    18866 Russell Rd, Leonardtown, MD 20650

    ***Rare Waterfront Opportunity*** Welcome to 18866 Russell Rd, Valley Lee /Leonardtown, MD, a truly exceptional waterfront property offering a private, peaceful setting on a premium lot with stunning views of the water. Currently a 3-bedroom, 1.5-bath home, this property presents the perfect opportunity to reimagine, renovate, or rebuild into your dream waterfront retreat. Surrounded by natural

    Agent Photo

    Shelly Hibbert

    KW Metro Center

    (227) 997-7054

    18866 Russell Rd, Leonardtown, MD 20650
  • 41470 Margrove Cir, Leonardtown, MD 20650
    41470 Margrove Cir, Leonardtown, MD 20650
    41470 Margrove Cir, Leonardtown, MD 20650
    /60

    $2,975 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,402 Sq Ft
    • Townhouse for Rent

    41470 Margrove Cir, Leonardtown, MD 20650

    Location is key.... Not just in Leonardtown, but in the community itself. Through every window of the rear of this house is the picturesque setting of the wooded tree line and abundant privacy, not often found in Townhome living. Clarks Rest residents enjoy a range of community amenities, including the community pool, a baby/toddler pool, sports courts (basketball and tennis), a beautiful

    Wayne & Christine Floyd RE/MAX Realty Group

    41470 Margrove Cir, 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 $483,898

    Last Listing Agent Jennifer Mullennix CENTURY 21 New Millennium

    43985 Main Way Rd, Leonardtown, MD 20650
    • 23749 Coventry Dr, Leonardtown, MD 20650
      23749 Coventry Dr, Leonardtown, MD 20650
      23749 Coventry Dr, Leonardtown, MD 20650
      /64

      Est $758,403 Not Listed For Sale

      23749 Coventry Dr, Leonardtown, MD 20650

      • 5 Beds
      • 3.5 Baths
      • 6,015 Sq Ft
      • Built 2013
      23749 Coventry Dr, Leonardtown, MD 20650

      Last Sold Summary

      • 3% Above List Price
      • $123/SF
      • 179 Days On Market
      • Last Sold Price $739,900
      • Apr 25, 2025

      Last Listing Agent Carol Kalmus-Choporis Century 21 Redwood Realty

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

    $450,000

    • 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
  • 20503 Chestnut Ridge Dr, Leonardtown, MD 20650
    20503 Chestnut Ridge Dr, Leonardtown, MD 20650
    20503 Chestnut Ridge Dr, Leonardtown, MD 20650
    /36

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • House for Rent

    20503 Chestnut Ridge Dr, Leonardtown, MD 20650

    Effective 4/26/2026: Owner will consider Pets as follows: 1 dog 75lbs or less, applicant must have at least 700 credit score. ***Price Adjustment 5/5/2026*** Nestled in the serene enclave of Chestnut Ridge, this exquisite Cape Cod-style residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With a generous 3.04-acre lot, this home provides

    Jay Camp Coldwell Banker Premier

    20503 Chestnut Ridge Dr, 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 $522,394

    Last Listing Agent Trish Brow EXP Realty, LLC

    22539 Landing Way, 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 $447,180 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

      • 9% Above List Price
      • $188/SF
      • 32 Days On Market
      • Last Sold Price $410,000
      • Jan 26, 2024

      Last Listing Agent Dorothy Bistransin Redfin Corp

  • 40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    /42

    $650,000

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

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Experience waterfront living at its best with this beautifully maintained 2-bedroom, 2.5-bath home with a loft, perfectly positioned along the Potomac River just minutes from historic Leonardtown. Whether you’re looking for a full-time residence or a relaxing getaway, this property delivers the ideal blend of comfort, functionality, and breathtaking views. Designed for those who truly enjoy life

    Agent Photo

    Billy Rabbitt

    The Southside Group Real Estate

    (227) 239-0461

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • 23581 Belmar Dr, Leonardtown, MD 20650
    23581 Belmar Dr, Leonardtown, MD 20650
    23581 Belmar Dr, Leonardtown, MD 20650
    /54

    $2,695 Per Month

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • House for Rent

    23581 Belmar Dr, Leonardtown, MD 20650

    Recently Renovated Cabin on Over 2 Acres in Leonardtown! 3 Spacious Bedrooms; 2 Full Baths; Fully Renovated Kitchen with New Cabinets, Countertops, Appliances; New Flooring! See it Today! Walking Distance to Duke Elementary and Minutes to Leonardtown Middle School and Leonardtown High School! Close to Leonardtown Square, Shopping, Restaurants, Schools, and More! Application fee is $65 per adult

    Erika Yowell EXP Realty, LLC

    23581 Belmar Dr, 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 $650,464

    Last Listing Agent Laura Bernth RE/MAX One

    41474 Charismatic 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 $654,718 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

      • 1% Below List Price
      • $327/SF
      • 66 Days On Market
      • Last Sold Price $660,000
      • Aug 02, 2024

      Last Listing Agent Michelle Camaioni RE/MAX

  • 40295 Busy Corner Rd, Leonardtown, MD 20650
    40295 Busy Corner Rd, Leonardtown, MD 20650
    40295 Busy Corner Rd, Leonardtown, MD 20650
    /34

    $439,900 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,624 Sq Ft

    40295 Busy Corner Rd, Leonardtown, MD 20650

    "NO HOA" This charming home offers 1,624 sq. ft. of living space, sits on a generous 3/4-acre lot, and features a new concrete stamped patio perfect for outdoor entertaining.. A true highlight of this property is the presence of Two Primary SuitesPrimary Suite 1, is an extremely large suite (24' x 19'—including the walk-in closet and attached bath) and features wood laminate floors, crown

    Agent Photo

    Kelly Niland

    Home Towne Real Estate

    (227) 997-7373

    40295 Busy Corner Rd, Leonardtown, MD 20650
  • 21060 Woodmere Dr, Leonardtown, MD 20650
    21060 Woodmere Dr, Leonardtown, MD 20650
    21060 Woodmere Dr, Leonardtown, MD 20650
    /90

    $575,000 Sold Mar 05, 2026

    21060 Woodmere Dr, Leonardtown, MD 20650

    • 5 Beds
    • 3.5 Baths
    • 3,075 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $187/SF
    • 18 Days On Market

    Current Estimated Value $567,820

    Last Listing Agent Sharon Cox CENTURY 21 New Millennium

    21060 Woodmere Dr, Leonardtown, MD 20650
    • 22605 Calvert St, Leonardtown, MD 20650
      22605 Calvert St, Leonardtown, MD 20650
      22605 Calvert St, Leonardtown, MD 20650
      /36

      Est $450,030 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

      • 10% Above List Price
      • $175/SF
      • 62 Days On Market
      • Last Sold Price $410,000
      • Oct 18, 2023

      Last Listing Agent kyle Antel BHHS PenFed (actual)

  • 41923 Sara Ann Ct, Leonardtown, MD 20650
    41923 Sara Ann Ct, Leonardtown, MD 20650
    41923 Sara Ann Ct, Leonardtown, MD 20650
    /33

    $459,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,034 Sq Ft

    41923 Sara Ann Ct, Leonardtown, MD 20650

    Sellers have outgrown this great Leonardtown location without the hustle and bustle of being in down town. Also offered at less than typical Leonardtown homes where the median sold price is $547,500. This 3 bedroom home has been upgraded with new deck/screened porch in 2023, upstairs vinyl flooring, kitchen quartz and new appliances in 2025 & backsplash & new roof. Be in and settled in this one

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 238-1072

    41923 Sara Ann Ct, 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 $615,299

    Last Listing Agent Jenny Norris EXP Realty, LLC

    43571 Bayberry Ct, Leonardtown, MD 20650
    • 23748 Coventry Dr, Leonardtown, MD 20650
      23748 Coventry Dr, Leonardtown, MD 20650
      23748 Coventry Dr, Leonardtown, MD 20650
      /72

      Est $669,412 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

      • 8% Above List Price
      • $156/SF
      • 6 Days On Market
      • Last Sold Price $620,000
      • Jun 23, 2023

      Last Listing Agent Patrick Deighan Century 21 New Millennium

  • Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650
    Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650
    Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650
    /34

    $449,900 Pending

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

    Lot 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650

    ***PENDING***** Homesite # 134 Madison D3: 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 2,554 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 134 - 23685 Weeping Willow Way, Leonardtown, MD 20650
  • 23445 Grovewood Ct, Leonardtown, MD 20650
    23445 Grovewood Ct, Leonardtown, MD 20650
    23445 Grovewood Ct, Leonardtown, MD 20650
    /61

    $440,000 Sold Jun 16, 2025

    23445 Grovewood Ct, Leonardtown, MD 20650

    • 3 Beds
    • 3.5 Baths
    • 2,379 Sq Ft
    • Built 2022

    Last Sold Summary

    • $185/SF
    • 46 Days On Market

    Current Estimated Value $451,063

    Last Listing Agent John Gatton CENTURY 21 New Millennium

    23445 Grovewood Ct, Leonardtown, MD 20650

Showing Results 1 - 40, Page 1 of 18

Maryland St Marys County Leonardtown 20650

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