47,611

St Marys County, MD Homes

Section Image
  • 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
  • 41952 Loker Ct, Leonardtown, MD 20650
    41952 Loker Ct, Leonardtown, MD 20650
    41952 Loker Ct, Leonardtown, MD 20650
    /27

    $460,000 Sold Mar 14, 2025

    41952 Loker Ct, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,084 Sq Ft
    • Built 2006

    Last Sold Summary

    • $221/SF
    • 15 Days On Market

    Current Estimated Value $477,312

    Last Listing Agent Diane Fenwick RE/MAX One

    41952 Loker Ct, Leonardtown, MD 20650
    • 23399 Lilliflora Dr, California, MD 20619
      23399 Lilliflora Dr, California, MD 20619
      23399 Lilliflora Dr, California, MD 20619
      /54

      Est $595,357 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,872 Sq Ft

      23399 Lilliflora Dr, California, MD 20619

      23399 Lilliflora Dr, California, MD 20619
  • 21620 Defender St, Lexington Park, MD 20653
    21620 Defender St, Lexington Park, MD 20653
    21620 Defender St, Lexington Park, MD 20653
    /49

    $370,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,767 Sq Ft

    21620 Defender St, Lexington Park, MD 20653

    Open House on February 1 Has Been Canceled. An incredible value, this one-level 3-bedroom, 2 full-bath rambler offers a newer roof, a newer heat pump, new LVP flooring, a deck, a fenced-in yard, a shed, and a one-car garage. The sellers have also refreshed the interior with soft neutral paint, making the home truly move-in ready. Located in the peaceful Cedar Cove community, the home is just a

    Jennifer Young Keller Williams Realty

    21620 Defender St, Lexington Park, MD 20653
  • 23111 Azalea Ln, California, MD 20619
    23111 Azalea Ln, California, MD 20619
    23111 Azalea Ln, California, MD 20619
    /79

    $415,000 Sold Apr 30, 2025

    23111 Azalea Ln, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 2,198 Sq Ft
    • Built 2018

    Last Sold Summary

    • $189/SF
    • 43 Days On Market

    Current Estimated Value $415,557

    Last Listing Agent Ana Galvan CENTURY 21 New Millennium

    23111 Azalea Ln, California, MD 20619
    • 22999 Ringtail Dr, California, MD 20619
      22999 Ringtail Dr, California, MD 20619
      22999 Ringtail Dr, California, MD 20619
      /59

      Est $513,604 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,824 Sq Ft

      22999 Ringtail Dr, California, MD 20619

      22999 Ringtail Dr, California, MD 20619
  • 23790 Saint Clair Rd, California, MD 20619
    23790 Saint Clair Rd, California, MD 20619
    23790 Saint Clair Rd, California, MD 20619
    /22

    $1,070,000

    • 6 Beds
    • 5.5 Baths
    • 3,170 Sq Ft

    23790 Saint Clair Rd, California, MD 20619

    Investors dream! This is 2 houses with 4 additional waterfront lots deal! All furnishings convey! Big house has 4beds 3baths, small has has 2beds and 2.5bath! There are swings, gazebo, piers (more than 1) fire pits! Everything for you to enjoy this waterfront paradise and also generate airbnb income! Each waterfront lot alone is worth $175k! Current airbnb ratings are 4.5 star+. Great airbnb

    Seul Lee Samson Properties

    23790 Saint Clair Rd, California, MD 20619
  • 23603 Crosswinds Way, California, MD 20619
    23603 Crosswinds Way, California, MD 20619
    23603 Crosswinds Way, California, MD 20619
    /30

    $447,640 Sold Jun 27, 2025

    23603 Crosswinds Way, California, MD 20619

    • 3 Beds
    • 3 Baths
    • 2,371 Sq Ft

    Last Sold Summary

    • $189/SF
    • 23 Days On Market

    Current Estimated Value $443,590

    Last Listing Agent John Christ Samson Properties

    23603 Crosswinds Way, California, MD 20619
    • 0 Leon Way Unit MDSM2020554, Mechanicsville, MD 20659
      0 Leon Way Unit MDSM2020554, Mechanicsville, MD 20659
      0 Leon Way Unit MDSM2020554, Mechanicsville, MD 20659
      /6

      Not Listed For Sale

      0 Leon Way Unit MDSM2020554, Mechanicsville, MD 20659

      0 Leon Way Unit MDSM2020554, Mechanicsville, MD 20659
  • 0 Mill Point Rd, 4, Chaptico, MD 20621
    0 Mill Point Rd, 4, Chaptico, MD 20621
    0 Mill Point Rd, 4, Chaptico, MD 20621
    /7

    $10,000

    • Land
    • 0.25 Acre
    • $40,000 per Acre

    0 Mill Point Rd, 4, Chaptico, MD 20621

    Build your dream home on this lot in Chaptico.

    Billy Rabbitt The Southside Group Real Estate

    0 Mill Point Rd, 4, Chaptico, MD 20621
  • 23135 Grampton Rd, Clements, MD 20624
    23135 Grampton Rd, Clements, MD 20624
    23135 Grampton Rd, Clements, MD 20624
    /50

    $760,000 Sold Oct 24, 2025

    23135 Grampton Rd, Clements, MD 20624

    • 5 Beds
    • 3.5 Baths
    • 4,236 Sq Ft
    • Built 1925

    Last Sold Summary

    • $179/SF
    • 4 Days On Market

    Current Estimated Value $753,262

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    23135 Grampton Rd, Clements, MD 20624
    • 0 Rustin Family Way Unit MDSM2020426, Mechanicsville, MD 20659
      0 Rustin Family Way Unit MDSM2020426, Mechanicsville, MD 20659
      0 Rustin Family Way Unit MDSM2020426, Mechanicsville, MD 20659
      /12

      Not Listed For Sale

      0 Rustin Family Way Unit MDSM2020426, Mechanicsville, MD 20659

      0 Rustin Family Way Unit MDSM2020426, Mechanicsville, MD 20659
  • 0 Edgewater Pkwy, Mechanicsville, MD 20659
    0 Edgewater Pkwy, Mechanicsville, MD 20659
    0 Edgewater Pkwy, Mechanicsville, MD 20659
    /10

    $590,000

    • Land
    • 11.58 Acres
    • $50,950 per Acre

    0 Edgewater Pkwy, Mechanicsville, MD 20659

    Investment 32 Lots being sold together. Some are waterfront and some are 1 block away from the water and some are on the golf course in Wicomico Shores. The neighborhood offer a Golf Course, Club House, Restaurants, public boat launch, pier for fishing, public park, playground and tennis courts. This is a wonderful opportunity for your future. To view the lots on tax records you can use St

    Sandy Fehl Baldus Real Estate, Inc.

    0 Edgewater Pkwy, Mechanicsville, MD 20659
  • 20755 Deer Wood Park Dr, Leonardtown, MD 20650
    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    /27

    $515,000 Sold Aug 15, 2025

    20755 Deer Wood Park Dr, Leonardtown, MD 20650

    • 4 Beds
    • 2.5 Baths
    • 2,538 Sq Ft
    • Built 1996

    Last Sold Summary

    • $203/SF
    • 10 Days On Market

    Current Estimated Value $526,976

    Last Listing Agent Ebon Jackson EbonAries Realty Group, LLC.

    20755 Deer Wood Park Dr, Leonardtown, MD 20650
    • 0 Flat Iron Rd, Valley Lee, MD 20692
      0 Flat Iron Rd, Valley Lee, MD 20692
      0 Flat Iron Rd, Valley Lee, MD 20692
      /4

      Not Listed For Sale

      0 Flat Iron Rd, Valley Lee, MD 20692

      0 Flat Iron Rd, Valley Lee, MD 20692
  • 19137 Lake Dr, Leonardtown, MD 20650
    19137 Lake Dr, Leonardtown, MD 20650
    19137 Lake Dr, Leonardtown, MD 20650
    /58

    $399,900 Pending

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

    19137 Lake Dr, Leonardtown, MD 20650

    If moody modern colors, classy, and close to the water is your vibe, this is the one. Tucked just steps from the shores of the majestic Potomac River, this updated coastal retreat features 3 bedrooms, 2.5 baths, and two fireplaces...one stone fireplace in the cozy living room and another in the owner’s suite. Inside, the home has been freshly painted in a warm, modern palette with deep blues,

    Sarah Mulford-Martin EXP Realty, LLC

    19137 Lake Dr, Leonardtown, MD 20650
  • 41918 Sara Ann Ct, Leonardtown, MD 20650
    41918 Sara Ann Ct, Leonardtown, MD 20650
    41918 Sara Ann Ct, Leonardtown, MD 20650
    /33

    $505,000 Sold Jun 02, 2025

    41918 Sara Ann Ct, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,392 Sq Ft
    • Built 2005

    Last Sold Summary

    • $149/SF
    • 12 Days On Market

    Current Estimated Value $507,886

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    41918 Sara Ann Ct, Leonardtown, MD 20650
    • 45388 Concord Way, California, MD 20619
      45388 Concord Way, California, MD 20619
      45388 Concord Way, California, MD 20619
      /12

      Est $400,691 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,000 Sq Ft

      45388 Concord Way, California, MD 20619

      45388 Concord Way, California, MD 20619
  • 23238 Rosewood Ct Unit 5, California, MD 20619
    23238 Rosewood Ct Unit 5, California, MD 20619
    23238 Rosewood Ct Unit 5, California, MD 20619
    /8

    $190,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    23238 Rosewood Ct Unit 5, California, MD 20619

    Updated and move-in ready home located in the sought-after Wildewood community, showcasing a modern interior rarely found at this price point in California, MD. This entry-level unit offers convenient, step-free access to the front door with no stairs required for entry.Inside, the home offers a well-designed layout with a bright and inviting living area, dedicated dining space, and an

    Justin Tiede The Southside Group Real Estate

    23238 Rosewood Ct Unit 5, California, MD 20619
  • 24643 Maple Valley Ln, Hollywood, MD 20636
    24643 Maple Valley Ln, Hollywood, MD 20636
    24643 Maple Valley Ln, Hollywood, MD 20636
    /49

    $539,900 Sold Jun 24, 2025

    24643 Maple Valley Ln, Hollywood, MD 20636

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • Built 2001

    Last Sold Summary

    • $223/SF
    • 24 Days On Market

    Current Estimated Value $543,797

    Last Listing Agent Leah Hounshell Home Towne Real Estate

    24643 Maple Valley Ln, Hollywood, MD 20636
    • 23531 Goodwill Way, California, MD 20619
      23531 Goodwill Way, California, MD 20619
      23531 Goodwill Way, California, MD 20619
      /15

      Est $446,064 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,400 Sq Ft

      23531 Goodwill Way, California, MD 20619

      23531 Goodwill Way, California, MD 20619
  • 46502 Glen Mary Farm Rd, Park Hall, MD 20667
    46502 Glen Mary Farm Rd, Park Hall, MD 20667
    46502 Glen Mary Farm Rd, Park Hall, MD 20667
    /50

    $1,495,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft

    46502 Glen Mary Farm Rd, Park Hall, MD 20667

    Your Own Private Island; A 90-Minute Drive from Washington DC Even if our own experience was different, most of us can envision care-free summer days at the shore. Games on the beach, hiking in the forest; only coming back to the house at sunset when it was obvious that we were late for dinner. Now you and your family can create your own summer wonderland with the purchase of an idyllic island

    David DeSantis TTR Sotheby's International Realty

    46502 Glen Mary Farm Rd, Park Hall, MD 20667
  • 23241 Oak Hill Ln, California, MD 20619
    23241 Oak Hill Ln, California, MD 20619
    23241 Oak Hill Ln, California, MD 20619
    /42

    $380,360 Sold Mar 25, 2025

    23241 Oak Hill Ln, California, MD 20619

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Built 1992

    Last Sold Summary

    • $259/SF
    • 1 Day On Market

    Current Estimated Value $384,060

    Last Listing Agent Andrew Shemeta CENTURY 21 New Millennium

    23241 Oak Hill Ln, California, MD 20619
    • 45394 Concord Way, California, MD 20619
      45394 Concord Way, California, MD 20619
      45394 Concord Way, California, MD 20619
      /15

      Est $427,251 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,400 Sq Ft

      45394 Concord Way, California, MD 20619

      45394 Concord Way, California, MD 20619
  • 41010 New Market Turner Rd, Mechanicsville, MD 20659
    41010 New Market Turner Rd, Mechanicsville, MD 20659
    41010 New Market Turner Rd, Mechanicsville, MD 20659
    /14

    $395,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,735 Sq Ft

    41010 New Market Turner Rd, Mechanicsville, MD 20659

    This home offers an opportunity, a level of finish, and details that stand out - so schedule your showing today. A move-in ready home with quality renovations that meet thoughtful design. With 3 bedrooms and 2.5 baths on one level, the floor plan feels spacious and welcoming from the moment you step inside. No HOA and the property is in a USDA eligible area that may offer 100% financing for

    Jaiden Russell Samson Properties

    41010 New Market Turner Rd, Mechanicsville, MD 20659
  • 20944 Brookstone Ct, Lexington Park, MD 20653
    20944 Brookstone Ct, Lexington Park, MD 20653
    20944 Brookstone Ct, Lexington Park, MD 20653
    /54

    $430,000 Sold Mar 21, 2025

    20944 Brookstone Ct, Lexington Park, MD 20653

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft
    • Built 2006

    Last Sold Summary

    • $172/SF
    • 27 Days On Market

    Current Estimated Value $447,931

    Last Listing Agent Peter Nguyen American Homes Realty Group

    20944 Brookstone Ct, Lexington Park, MD 20653
    • 20855 Olen Mattingly Rd, Avenue, MD 20609
      20855 Olen Mattingly Rd, Avenue, MD 20609
      20855 Olen Mattingly Rd, Avenue, MD 20609
      /59

      Est $543,487 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,974 Sq Ft

      20855 Olen Mattingly Rd, Avenue, MD 20609

      20855 Olen Mattingly Rd, Avenue, MD 20609
  • 15363 Holly Dr, Scotland, MD 20687
    15363 Holly Dr, Scotland, MD 20687
    15363 Holly Dr, Scotland, MD 20687
    /45

    $450,000

    • 5 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    15363 Holly Dr, Scotland, MD 20687

    Beach cottage on the Chesapeake bay with three lots. The stress leaves your body when you pull up. Create family memories fishing, crabbing, sail, windsurfing, paddle board waterskiing. Relax on the bay front deck or the large screened porch. VRBO rentals in the neighborhood reach $900 a night peak. Look at the reviews of the area on their site. Close to point Lookout State Park, Saint Mary’s

    Lawrence Lessin Save 6, Incorporated

    15363 Holly Dr, Scotland, MD 20687
  • 16665 Three Notch Rd, Ridge, MD 20680
    16665 Three Notch Rd, Ridge, MD 20680
    16665 Three Notch Rd, Ridge, MD 20680
    /38

    $390,000 Sold Aug 22, 2025

    16665 Three Notch Rd, Ridge, MD 20680

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 2015

    Last Sold Summary

    • $332/SF
    • 8 Days On Market

    Current Estimated Value $389,554

    Last Listing Agent Tina Marie Biggs EXP Realty, LLC

    16665 Three Notch Rd, Ridge, MD 20680
    • 20921 Pine Cone Place, Lexington Park, MD 20653
      20921 Pine Cone Place, Lexington Park, MD 20653
      20921 Pine Cone Place, Lexington Park, MD 20653
      /60

      Est $461,296 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,648 Sq Ft

      20921 Pine Cone Place, Lexington Park, MD 20653

      20921 Pine Cone Place, Lexington Park, MD 20653
  • 21301 Scarborough Dr, Lexington Park, MD 20653
    21301 Scarborough Dr, Lexington Park, MD 20653
    /2

    $312,500 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    21301 Scarborough Dr, Lexington Park, MD 20653

    PRICE is lender approved. SHORT SALE – Property requires a full renovation (down to the studs) and will not qualify for regular FHA financing in its current condition. Possible water damage present. Being sold strictly as-is and subject to third-party approval. Per lender requirements, no offers below list price will be considered. Hold harmless required to show

    Rebecca Ravera Real Broker, LLC

    21301 Scarborough Dr, Lexington Park, MD 20653
  • 21615 Weatherby Ln, Lexington Park, MD 20653
    21615 Weatherby Ln, Lexington Park, MD 20653
    21615 Weatherby Ln, Lexington Park, MD 20653
    /47

    $420,000 Sold Feb 18, 2025

    21615 Weatherby Ln, Lexington Park, MD 20653

    • 4 Beds
    • 2.5 Baths
    • 2,198 Sq Ft
    • Built 1990

    Last Sold Summary

    • $191/SF

    Current Estimated Value $437,930

    Last Listing Agent Dorothy Bistransin Redfin Corp

    21615 Weatherby Ln, Lexington Park, MD 20653
    • 14710 Eisenhower Way, Scotland, MD 20687
      14710 Eisenhower Way, Scotland, MD 20687
      14710 Eisenhower Way, Scotland, MD 20687
      /59

      Est $802,350 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,418 Sq Ft

      14710 Eisenhower Way, Scotland, MD 20687

      14710 Eisenhower Way, Scotland, MD 20687
  • 19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    19166 N Porto Bello Dr, Drayden, MD 20630
    /30

    $776,220 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,253 Sq Ft

    19166 N Porto Bello Dr, Drayden, MD 20630

    The PARKER Model, Elevation One ** Please excuse our mess while construction is underway ** Wonderful Front Porch ** One Acre Plus WOODED Level Lot **FABULOUS KITCHEN w/Super Island & Granite Counters *** Huge PANTRY *** Upgraded STAINLESS Appliances *** First Floor Primary Bedroom complete with Custom Box Ceiling *** Master Bath with CUSTOM Walk in SHOWER w/Custom Seat ** Two Additional Main

    Lisa Riggleman RE/MAX One

    19166 N Porto Bello Dr, Drayden, MD 20630
  • 45705 Robinson Ct, Great Mills, MD 20634
    45705 Robinson Ct, Great Mills, MD 20634
    45705 Robinson Ct, Great Mills, MD 20634
    /28

    $370,000 Sold Oct 09, 2025

    45705 Robinson Ct, Great Mills, MD 20634

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1988

    Last Sold Summary

    • $385/SF
    • 75 Days On Market

    Current Estimated Value $369,186

    Last Listing Agent Carl Beatty RE/MAX Realty Group

    45705 Robinson Ct, Great Mills, MD 20634
    • 46857 Grassholm Ct, Lexington Park, MD 20653
      46857 Grassholm Ct, Lexington Park, MD 20653
      46857 Grassholm Ct, Lexington Park, MD 20653
      /25

      Est $580,663 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,924 Sq Ft

      46857 Grassholm Ct, Lexington Park, MD 20653

      46857 Grassholm Ct, Lexington Park, MD 20653
  • 23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    /57

    $599,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,824 Sq Ft

    23264 Lindsay Dr, Leonardtown, MD 20650

    PRICE IMPROVEMENT! **Custom Floorplan** Front Load Garage with expanded guest parking on driveway, upgraded cabinets, Countertops, and custom Primary suite walk in frameless glass shower. Built on an oversized premium corner lot with extra large fenced backyard. Customized Lusby model built in 2020 in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which

    Wayne & Christine Floyd RE/MAX Realty Group

    23264 Lindsay Dr, Leonardtown, MD 20650
  • 45443 Baringer Dr, California, MD 20619
    45443 Baringer Dr, California, MD 20619
    45443 Baringer Dr, California, MD 20619
    /44

    $365,000 Sold Sep 04, 2025

    45443 Baringer Dr, California, MD 20619

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft
    • Built 1959

    Last Sold Summary

    • $275/SF
    • 7 Days On Market

    Current Estimated Value $363,196

    Last Listing Agent Lindsey Burch Samson Properties

    45443 Baringer Dr, California, MD 20619
    • 48493 Heritage Hill Ln, Saint Inigoes, MD 20684
      48493 Heritage Hill Ln, Saint Inigoes, MD 20684
      48493 Heritage Hill Ln, Saint Inigoes, MD 20684
      /61

      Est $494,037 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,232 Sq Ft

      48493 Heritage Hill Ln, Saint Inigoes, MD 20684

      48493 Heritage Hill Ln, Saint Inigoes, MD 20684
  • 45394 Walnut St, Piney Point, MD 20674
    45394 Walnut St, Piney Point, MD 20674
    45394 Walnut St, Piney Point, MD 20674
    /23

    $314,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    45394 Walnut St, Piney Point, MD 20674

    Welcome to Piney Point living at its finest—your chance to own a slice of waterfront charm on Maryland’s treasured St. George’s Creek. This beautifully maintained rambler delivers the perfect blend of comfort, convenience, and coastal lifestyle, all in a quiet, no-HOA community with DEEDED water access and front-yard water views.Step inside and feel instantly at home. The open-concept layout

    Michael Doyle Taylor Properties

    45394 Walnut St, Piney Point, MD 20674

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