47,611

St Marys County, MD Homes

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  • /26

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    25934 Hill Top Ct, Mechanicsville, MD 20659

    Beautifully updated 3BR, 2.5BA, 2100 square foot rambler with a fully finished basement in the highly desirable Wicomico Shores golf cart community—where relaxed coastal living meets everyday convenience. This move-in-ready home has been thoughtfully renovated with a new roof, board-and-batten siding, new gutters, and new LVP flooring throughout, with plush new carpet in the bedrooms. Updated

    Jack O'Steen RE/MAX United Real Estate

    25934 Hill Top Ct, Mechanicsville, MD 20659
  • /2

    $1,950 per month

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • House for Rent

    45910 Halsey Ct, California, MD 20619

    This charming 3-bedroom, 2-bathroom ranch-style home in the desirable San Souci neighborhood is ready to be your next haven. Built in 1986, this detached residence offers a cozy atmosphere with a spacious layout, perfect for relaxation and entertaining. Enjoy the convenience of a driveway with space for two vehicles, ensuring easy access. Available starting February 1, 2026, this home is nestled

    Ebon Jackson EbonAries Realty Group, LLC.

    45910 Halsey Ct, California, MD 20619
  • /32

    $435,000 Sold Dec 18, 2025

    23756 Myrtle Glen Way, California, MD 20619

    • 4 Beds
    • 3.5 Baths
    • 2,432 Sq Ft
    • Built 2020

    Last Sold Summary

    • $179/SF
    • 23 Days On Market

    Last Listing Agent Ashley Frazier Five Star Real Estate

    23756 Myrtle Glen Way, California, MD 20619
    • /40

      Est $336,502 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,106 Sq Ft

      22460 Dark Star Way, Lexington Park, MD 20653

      22460 Dark Star Way, Lexington Park, MD 20653
  • /2

    $155,000 Pending

    • Land
    • 2.09 Acres
    • $74,163 per Acre

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630

    Lot 5 of Mount Pleasant Farms Minor Subdivision off Drayden Road on Hebb Road. Build your dream home on this beautiful, lot and enjoy the peaceful tranquility of nature and the beauty of Southern Maryland sunsets at their finest. Ap5proved perc for septic, utilities to be installed underground, call with any questions.

    Charlotte Long EXP Realty, LLC

    Lot 5 Mt Pleasant Fa Drayden Rd, Drayden, MD 20630
  • /42

    $5,000 per month

    • 6 Beds
    • 5 Baths
    • 5,278 Sq Ft
    • House for Rent

    43840 Tarrywyle Way, Leonardtown, MD 20650

    Tatiana Bell Quasar Property Management And Real Estate LLC

    43840 Tarrywyle Way, Leonardtown, MD 20650
  • /32

    $210,000 Sold Dec 12, 2025

    19791 Sams Way, Lexington Park, MD 20653

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1980

    Last Sold Summary

    • $227/SF
    • 7 Days On Market

    Last Listing Agent Debbie Buckingham Samson Properties

    19791 Sams Way, Lexington Park, MD 20653
    • /28

      Est $523,097 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,368 Sq Ft

      22301 Bayside Rd, Leonardtown, MD 20650

      22301 Bayside Rd, Leonardtown, MD 20650
  • /24

    $249,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft

    22405 Indian Bridge Rd, California, MD 20619

    Sited on a one-acre level lot, this spacious ranch-style home is waiting for you to make it yours. It has over 1800 sqft of living space, a large entertainment room, and a formal living room. The home has hardwood floors and ceramic tile, and it has a pool house with a large inground deep pool. Conveniently located

    Pennie Platt Home Towne Real Estate

    22405 Indian Bridge Rd, California, MD 20619
  • /51

    $5,500 per month

    • 5 Beds
    • 4 Baths
    • 2,545 Sq Ft
    • House for Rent

    28795 Old Village Rd, Mechanicsville, MD 20659

    Joe Wustner RE/MAX One

    28795 Old Village Rd, Mechanicsville, MD 20659
  • /92

    $525,000 Sold Oct 09, 2025

    44021 Silverwood Ln, California, MD 20619

    • 4 Beds
    • 2.5 Baths
    • 2,120 Sq Ft
    • Built 1998

    Last Sold Summary

    • $248/SF
    • 4 Days On Market

    Current Estimated Value $521,014

    Last Listing Agent Jessica Raley CENTURY 21 New Millennium

    44021 Silverwood Ln, California, MD 20619
    • /30

      Est $397,790 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft

      23226 Woodland Acres Rd, California, MD 20619

      23226 Woodland Acres Rd, California, MD 20619
  • /113

    $2,595,000

    • 5 Beds
    • 5.5 Baths
    • 4,690 Sq Ft

    23396 Esperanza Cir, Lexington Park, MD 20653

    Bella Vista on the Patuxent River – An Elevated Waterfront Retreat Nestled on the banks of the Patuxent River in Esperanza Farms, Bella Vista is a five-bedroom, five-and-a-half-bath waterfront retreat where intentional design meets resort-style living. Thoughtfully reimagined with a full interior renovation in 2023 and an exterior transformation in 2024, this multilevel home offers the rare

    Jennifer Goddard CENTURY 21 New Millennium

    23396 Esperanza Cir, Lexington Park, MD 20653
  • /13

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 2,212 Sq Ft
    • House for Rent

    43998 Fresia Ln, California, MD 20619

    Single family house in the middle of Wildewood. 3 bed 2.5 bath with a deck and 2 car garage. Unfinished basement has exterior access. Large deck in rear for relaxing. Easy access in and out of Wildewood to shopping, entertainment, etc. Located minutes from the pool, tennis court, and clubhouse. Pool access is included!

    Roland Mellies O'Brien Realty ERA Powered

    43998 Fresia Ln, California, MD 20619
  • /2

    $400,000 Sold Aug 18, 2025

    22190 Bull Rd, Leonardtown, MD 20650

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 1987

    Last Sold Summary

    • $290/SF

    Current Estimated Value $400,599

    Last Listing Agent Gabriela Montgomery RE/MAX Realty Group

    22190 Bull Rd, Leonardtown, MD 20650
    • /33

      Est $382,012 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,080 Sq Ft

      43531 Wild Iris St, California, MD 20619

      43531 Wild Iris St, California, MD 20619
  • /95

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    25890 Whiskey Creek Rd, Hollywood, MD 20636

    Welcome to your waterfront sanctuary and entertainers dream home! The custom craftmanship in this home will amaze you. This 4 bedroom 2 1/2 bathroom home has everything at your fingertips. Family room w/fireplace and exposed beams. Built in bar and entertainment space off family room and kitchen. Large gourmet kitchen and formal dining room. Upper level with primary bedroom and primary bathroom.

    Edna Wentworth CENTURY 21 New Millennium

    25890 Whiskey Creek Rd, Hollywood, MD 20636
  • /23

    $1,600 per month

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

    44600 Tall Timbers Rd Unit B, Tall Timbers, MD 20690

    Modern Tiny-Living 1BR/1Bath Bungalow! Beautifully designed and thoughtfully crafted throughout. Fully renovated 2023. Nestled in Tall Timbers with a large, custom, covered front porch. Unit B is light and bright and comes with a separate 12 x 12 storage shed for your kayak, bike or extra garage items. Crisp modern white kitchen with stone counter tops and white appliances. Bar seating and a

    MaryAnne Crewse O'Brien Realty ERA Powered

    44600 Tall Timbers Rd Unit B, Tall Timbers, MD 20690
  • /16

    $281,650 Sold Sep 30, 2025

    43658 Redmond Rd, Leonardtown, MD 20650

    • 4 Beds
    • 1.5 Baths
    • 2,078 Sq Ft
    • Built 1959

    Last Sold Summary

    • $136/SF
    • 12 Days On Market

    Current Estimated Value $285,103

    Last Listing Agent Candide Rayle CENTURY 21 New Millennium

    43658 Redmond Rd, Leonardtown, MD 20650
    • /57

      Est $334,939 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,470 Sq Ft

      23570 F D R Blvd Unit 208, California, MD 20619

      23570 F D R Blvd Unit 208, California, MD 20619
  • /35

    $415,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,610 Sq Ft

    21346 Caraway Place, Lexington Park, MD 20653

    Lovely colonial home tucked away on a cul-de-sac conveniently located in Lexington Park with an easy commute to Patuxent River NAS. This home is priced to sell! With over 2,610 sq ft of living space featuring 4 bedrooms, 2.5 baths, and an expansive family room open to a well-appointed lovely kitchen with island, open to a light filled family room with a gorgeous stone fireplace. Upstairs

    Mary Chambers JPAR Real Estate Professionals

    21346 Caraway Place, Lexington Park, MD 20653
  • /2

    $3,200 per month

    • 5 Beds
    • 3.5 Baths
    • 2,861 Sq Ft
    • House for Rent

    41910 Nazareth Ct, Leonardtown, MD 20650

    5 bedroom, 3.5 bath home for rent in Leonardtown, MD. Close to shops, schools, parks and more. Property has main floor kitchen with large pantry space, beautiful new countertops, island style with optional dining area or formal dining room. Living/family room off of kitchen. The basement can double as an in-law suite with its own kitchen, bathroom, bedroom and living space. 2 car garage with

    Courtney Phipps Hooper & Associates

    41910 Nazareth Ct, Leonardtown, MD 20650
  • /45

    $380,000 Sold May 27, 2025

    18631 Cherryfield Rd, Drayden, MD 20630

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • Built 1978

    Last Sold Summary

    • $204/SF
    • 5 Days On Market

    Current Estimated Value $383,372

    Last Listing Agent Cynthia Cartwright CENTURY 21 New Millennium

    18631 Cherryfield Rd, Drayden, MD 20630
    • /24

      Est $392,224 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,080 Sq Ft

      43564 Wild Iris St, California, MD 20619

      43564 Wild Iris St, California, MD 20619
  • /18

    $49,900

    • Land
    • 1.23 Acres
    • $40,569 per Acre

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636

    Incredible opportunity to own a build-ready 1.23-acre parcel on Hollywood Road in Hollywood, MD, offering paved road access and power at the street. This gently rolling land, zoned RPD, provides endless possibilities for barndominiums, modular homes, multifamily units, RVs, single-family homes, and site-built homes. With the option for approved mobile/manufactured homes, the potential is

    Joseph Hawkins Hawkins Real Estate Company

    0 Hollywood Rd Unit MDSM2029210, Hollywood, MD 20636
  • /29

    $519,990 Sold Jun 23, 2025

    20965 Rowan Knight Dr, Lexington Park, MD 20653

    • 5 Beds
    • 3 Baths
    • 2,914 Sq Ft
    • Built 2025

    Last Sold Summary

    • $178/SF
    • 0 Days On Market

    Current Estimated Value $528,500

    Last Listing Agent Justin K Wood D.R. Horton Realty of Virginia, LLC

    20965 Rowan Knight Dr, Lexington Park, MD 20653
    • /35

      Est $545,754 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,652 Sq Ft

      46731 Al Mar St, Lexington Park, MD 20653

      46731 Al Mar St, Lexington Park, MD 20653
  • /29

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,100 Sq Ft

    46600 Midway Dr, Lexington Park, MD 20653

    Nestled in the charming Patuxent Park neighborhood, this beautifully renovated, move-in ready Colonial home is set to impress with its thoughtful updates and inviting atmosphere. With a major renovation completed in 2025, this residence seamlessly blends classic charm with modern conveniences, making it the perfect sanctuary for those seeking comfort. Major updates include a new roof, new siding,

    Blanche Lewis AIP Realty, LLC

    46600 Midway Dr, Lexington Park, MD 20653
  • /32

    $511,590 Sold May 02, 2025

    46802 Kylie Addison Ct, Lexington Park, MD 20653

    • 5 Beds
    • 3 Baths
    • 2,914 Sq Ft
    • Built 2025

    Last Sold Summary

    • $176/SF
    • 0 Days On Market

    Current Estimated Value $518,162

    Last Listing Agent Kathleen Cassidy D R Horton Realty of Virginia LLC

    46802 Kylie Addison Ct, Lexington Park, MD 20653
    • /69

      Est $648,414 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,736 Sq Ft

      23567 Pine Bluff Way, Leonardtown, MD 20650

      23567 Pine Bluff Way, Leonardtown, MD 20650
  • /6

    $15,000

    • Land
    • 0.74 Acre
    • $20,270 per Acre

    Lot 9 Chesapeake Dr, Ridge, MD 20680

    Great opportunity to have access to St. Jerome's Creek. This lot has not been perced, and it is doubtful that it ever will perc. Build a storage shed or barn, store your boat trailer, and use the community pier and boat ramp. The HOA fee is $90 to join and $30 per year after the initial fee.

    Dawn Wood O'Brien Realty ERA Powered

    Lot 9 Chesapeake Dr, Ridge, MD 20680
  • /9

    $347,000 Sold Feb 05, 2026

    47100 Sorrel Dr, Lexington Park, MD 20653

    • 4 Beds
    • 2.5 Baths
    • 2,356 Sq Ft
    • Built 2004

    Last Sold Summary

    • $147/SF
    • 63 Days On Market

    Last Listing Agent Robert Gauger EXP Realty, LLC

    47100 Sorrel Dr, Lexington Park, MD 20653
    • /61

      Est $440,295 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,064 Sq Ft

      22384 Douglas Ct, Great Mills, MD 20634

      22384 Douglas Ct, Great Mills, MD 20634
  • /17

    $399,999

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659

    This beautiful home is ready for new owners! This charming one-level home is the perfect balance between relaxing, being outdoors and being close to local shops and restaurants. This open floor plan home features 3 bedrooms, 2 full bathrooms and over 1,620 of comfortable living space. Fresh paint throughout the main living area. The kitchen has tons of natural light and opens up to the dining and

    Kathleen Flanagan RE/MAX One

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
  • /49

    $447,400 Sold Dec 11, 2025

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Laura Bernth RE/MAX One

    Lot 96-23724 Dragonfly Ln, Leonardtown, MD 20650
    • /27

      Est $352,907 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,584 Sq Ft

      44178 Honeysuckle Ln, California, MD 20619

      44178 Honeysuckle Ln, California, MD 20619
  • /137

    $1,650,000 Pending

    • 5 Beds
    • 5 Baths
    • 4,857 Sq Ft

    24754 Half Pone Point Rd, Hollywood, MD 20636

    Waterfront Craftsman on the Patuxent River – Built for Coastal LivingExperience the perfect blend of luxury and lifestyle in this stunning 2015 waterfront Craftsman home nestled on the Patuxent River. Designed for comfort and entertaining, the home showcases panoramic water views, a flowing open floor plan, and high-end finishes throughout.The heart of the home is the gourmet kitchen,

    Jennifer Goddard CENTURY 21 New Millennium

    24754 Half Pone Point Rd, Hollywood, MD 20636
  • /18

    $355,800 Sold Nov 26, 2025

    49894 Gray Goose Ln, Ridge, MD 20680

    • 4 Beds
    • 1 Bath
    • 1,404 Sq Ft
    • Built 1964

    Last Sold Summary

    • $253/SF
    • 34 Days On Market

    Last Listing Agent Christopher White Classic Select Inc

    49894 Gray Goose Ln, Ridge, MD 20680
    • /38

      Est $425,545 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft

      26959 Mechanicsville Rd, Mechanicsville, MD 20659

      26959 Mechanicsville Rd, Mechanicsville, MD 20659
  • /41

    $449,900 Pending

    • 4 Beds
    • 3.5 Baths

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***READY-NOW Builder 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 106 Madison D3: Welcome to Meadows at Town Run....Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D3 Interior Unit, a

    Laura Bernth RE/MAX One

    lot 106 - 23683 Dragonfly Ln, Leonardtown, MD 20650

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