47,752

St Marys County, MD Homes

Section Image
  • /23

    $493,000

    $3K PRICE INCREASE Under Contract
    • 3 Beds
    • 3 Baths
    • 1,612 Sq Ft

    39830 Stillwater Way, Mechanicsville, MD 20659

    Welcome to paradise, or otherwise known as 39830 Stillwater Way. Surrounded by 3.25 acres of untouched, quiet serenity. Enter by driving through the beautiful foliage surrounding the property, when suddenly you arrive at this brick front Cape Cod that meets you with charm before you even enter the front door. With a covered front porch and a generously large attached garage for all your storage

    Heather Cooksey RE/MAX One

    39830 Stillwater Way, Mechanicsville, MD 20659
  • /19

    $2,850 Per Month

    • 3 Beds
    • 3 Baths
    • 2,010 Sq Ft
    • House for Rent

    20850 Autumn Mill Ct, Great Mills, MD 20634

    Beautiful home located at the entrance of Cecil's Mill. Well maintained by the tenants and shows very well. Located minutes from PAX, shopping, restaurants, move theater, gym, and more. Minimum credit score 700, minimum income 2.5x rent amount. Pets are accepted on a case by case basis, no cats

    Roland Mellies O'Brien Realty ERA Powered

    20850 Autumn Mill Ct, Great Mills, MD 20634
  • /35

    $430,000

    Sold Apr 30, 2026

    45429 Englewood Way, California, MD 20619

    • 3 Beds
    • 3.5 Baths
    • 2,548 Sq Ft
    • Built 2020

    Last Sold Summary

    • $169/SF
    • 67 Days On Market

    Current Estimated Value $430,121

    Last Listing Agent Mary Chambers JPAR Real Estate Professionals

    45429 Englewood Way, California, MD 20619
    • /54

      Est $693,877

      Not Listed For Sale

      24420 Fwd Dr, Hollywood, MD 20636

      • 4 Beds
      • 2.5 Baths
      • 3,454 Sq Ft
      • Built 2018
      24420 Fwd Dr, Hollywood, MD 20636

      Last Sold Summary

      • 2 Days On Market

  • /21

    $519,000

    New Construction
    • 4 Beds
    • 2 Baths
    • 2,086 Sq Ft

    22218 Norris Woods St, Great Mills, MD 20634

    Say hello to Southern Maryland's newest beautiful and affordable housing! Schaefer Homes proudly announces its brand new homesites in the Norris Woods community- located in fast growing Great Mills.Close to Shopping, Schools and Naval Air Station PAX.TO BE Built. The Monroe Model offers Four Bedrooms, 2.5 Bath, Open floor plan includes a dedicated office and a large Family room. With

    Theresa Haffer CENTURY 21 New Millennium

    22218 Norris Woods St, Great Mills, MD 20634
  • /13

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft
    • House for Rent

    22696 Bellwood Ln, California, MD 20619

    Lovely one-level spacious 3-bedroom home, large level lot. 2 Bathrooms. Ideal location convenient to many employers, as well as restaurants and retail. The detached one-car garage provides extra storage space and convenience, while the backyard offers a private oasis with a patio area for barbecues or evening relaxation. Whether you’re looking for a peaceful retreat or a vibrant community, this

    Connie Gunn CENTURY 21 New Millennium

    22696 Bellwood Ln, California, MD 20619
  • /48

    $360,000

    Sold May 12, 2026

    45425 Monterey Ln, California, MD 20619

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2010

    Last Sold Summary

    • 4% Above List Price
    • $189/SF
    • 52 Days On Market

    Current Estimated Value $344,521

    Last Listing Agent Brooke Matthews RE/MAX One

    45425 Monterey Ln, California, MD 20619
    • /31

      Est $380,659

      Not Listed For Sale

      23147 Foxglove Way, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,880 Sq Ft
      • Built 2013
      23147 Foxglove Way, California, MD 20619

      Last Sold Summary

      • 27 Days On Market

  • /67

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 5,939 Sq Ft

    20098 Piney Point Rd, Callaway, MD 20620

    Welcome to Ms. Piney Point! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area

    Shanita Kelley Samson Properties

    20098 Piney Point Rd, Callaway, MD 20620
  • /11

    $2,100 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,358 Sq Ft
    • Townhouse for Rent

    21085 Jenna Ct, Lexington Park, MD 20653

    Welcome to 21085 Jenna Court, a freshly renovated end-unit townhome tucked just minutes from Pax River, shopping, dining, and everything you need. This three-bedroom, one-and-a-half-bath home has been updated. The end-unit location offers more privacy and extra natural light, and the backyard is a great space for relaxing, hosting, or simply enjoying the outdoors. You’ll also find the convenience

    Adam Neal A Squared Realty

    21085 Jenna Ct, Lexington Park, MD 20653
  • /40

    $682,000

    Sold Jul 04, 2025

    49685 Buzzs Marina Way, Ridge, MD 20680

    • 4 Beds
    • 3 Baths
    • 1,850 Sq Ft
    • Built 2003

    Last Sold Summary

    • $369/SF
    • 40 Days On Market

    Current Estimated Value $694,624

    Last Listing Agent Grace Boothe OE Realty

    49685 Buzzs Marina Way, Ridge, MD 20680
    • /72

      Est $680,155

      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

      • 6 Days On Market

  • /2

    $2,895,000

    • Land
    • 92 Acres
    • $31,467 per Acre

    Parcel 331 & 332 Willows Rd, Lexington Park, MD 20653

    Available - Raw Land (Parcel 331: 92 AC ±, Parcel 332: 40 AC ±, Total = 132 AC ±); Zoning: Parcel 331: RM (Residential Med), Parcel 332: RL (Residential Low)

    Scott Wimbrow, SIOR Mackenzie Commercial R E SVCS, LLC

    Parcel 331 & 332 Willows Rd, Lexington Park, MD 20653
  • /30

    $2,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft
    • House for Rent

    48180 Mayflower Dr, Lexington Park, MD 20653

    FOR RENT – Spacious Cedar Cove Colonial Near Pax River Welcome home to spacious cedar cove colonial near Pax River. This well-maintained 3-bedroom, 2.5-bath home offers just under 2000 square feet of living space and features an attached 2-car garage, comfortable living areas, and a private backyard perfect for relaxing after a long day. The main level offers a welcoming floor plan with a primary

    Michelle Camaioni RE/MAX One

    48180 Mayflower Dr, Lexington Park, MD 20653
  • /48

    $447,400

    Sold Oct 09, 2025

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 2,554 Sq Ft
    • Built 2025

    Last Sold Summary

    • $175/SF
    • 58 Days On Market

    Last Listing Agent Laura Hefley RE/MAX One

    Lot 87-23670 Dragonfly Ln, Leonardtown, MD 20650
    • /71

      Est $697,736

      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

      • 26 Days On Market

  • /13

    $749,999

    Coming Soon
    • 5 Beds
    • 4 Baths
    • 4,764 Sq Ft

    44481 Boxwood Dr, Callaway, MD 20620

    Welcome to your own private retreat! Nestled on 2.2 beautifully landscaped acres, this stunning 5-bedroom, 4-bathroom brick-front home offers the perfect combination of space, comfort, and outdoor living. From the moment you arrive, you'll appreciate the home's impressive curb appeal, complete with a side-load 2-car attached garage and a setting that provides exceptional privacy. Inside, you'll

    Mariah Riedell O'Brien Realty ERA Powered

    44481 Boxwood Dr, Callaway, MD 20620
  • /35

    $2,800 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    21707 Harrison St, Great Mills, MD 20634

    HUGE house with HUGE, fully fenced in backyard, upgraded kitchen, HUGE garage with workshop, and bonus room in basement with full kitchen. Located minutes from shopping, entertainment, and PAX. Minimum accepted credit score: 700 Minimum combined monthly income: 3x rent amount. No pets, no exceptions!! Tenant is responsible for trash removal, landscaping, lawncare, and all utilities.

    Roland Mellies O'Brien Realty ERA Powered

    21707 Harrison St, Great Mills, MD 20634
  • /2

    $149,000

    Sold Apr 28, 2026

    46349 Columbus Dr, Lexington Park, MD 20653

    • 3 Beds
    • 1.5 Baths
    • 990 Sq Ft
    • Built 1989

    Last Sold Summary

    • $151/SF
    • 7 Days On Market

    Current Estimated Value $223,367

    Last Listing Agent Ron Lord Home Towne Real Estate

    46349 Columbus Dr, Lexington Park, MD 20653
    • /30

      Est $473,069

      Not Listed For Sale

      37810 Mohawk Dr, Charlotte Hall, MD 20622

      • 3 Beds
      • 2 Baths
      • 1,350 Sq Ft
      • Built 2018
      37810 Mohawk Dr, Charlotte Hall, MD 20622

      Last Sold Summary

      • 0 Days On Market

  • /46

    $489,900

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 3,095 Sq Ft

    Lot 151 - 23790 Wisteria Ln, Leonardtown, MD 20650

    ***PENDING********* Lot 151 New Construction – Cumberland D1 End Unit at Meadows at Town Run II 3095 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage. Discover the spacious Cumberland 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 3095 sq ft home offers generous living areas, abundant natural light, and

    Laura Hefley RE/MAX One

    Lot 151 - 23790 Wisteria Ln, Leonardtown, MD 20650
  • /11

    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 907 Sq Ft
    • Condo for Rent

    22026 Gloucester Ct, Lexington Park, MD 20653

    Move-in ready first-floor apartment available at 22026 Gloucester Ct, Unit A-8, Lexington Park, MD 20653.This renovated first-level condo features 2 bedrooms and 1 full bathroom, offering comfortable and convenient living.Highlights: First-floor unit 2 parking spaces: 1 reserved + 1 community space Water, sewer, and trash included Central air conditioning Dogs welcome, no aggressive

    Marizel Brewington JPAR Real Estate Professionals

    22026 Gloucester Ct, Lexington Park, MD 20653
  • /43

    $704,000

    Sold Aug 08, 2025

    27702 Ben Oaks Dr, Mechanicsville, MD 20659

    • 6 Beds
    • 4 Baths
    • 3,528 Sq Ft
    • Built 2008

    Last Sold Summary

    • $200/SF
    • 2 Days On Market

    Current Estimated Value $718,104

    Last Listing Agent Farrah Fuchs Redfin Corp

    27702 Ben Oaks Dr, Mechanicsville, MD 20659
    • /6

      Not Listed For Sale

      46350 Creeping Primrose Ln Unit A, Lexington Park, MD 20653

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 2018
      46350 Creeping Primrose Ln Unit A, Lexington Park, MD 20653

      Last Sold Summary

      • 17 Days On Market

  • /67

    $577,000

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

    37420 River Springs Rd, Avenue, MD 20609

    Priced below assessed value! Current VA Loan could be assumable at under 4%. Unique waterfront property w/ guest house. New dock, w/ marine grade lumber and stainless-steel fasteners was raised to be higher than the avg. high tide. Enjoy crabbing and sunset views from the dock in spring, summer and fall. Property has 69' of shoreline with 2' at low tide and 4-5' at high tide. Open concept floor

    Jimmy Hayden RE/MAX One

    37420 River Springs Rd, Avenue, MD 20609
  • /29

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    18162 White Tail Way, Saint Inigoes, MD 20684

    This custom-built home situated in a private setting, offering a tranquil and peaceful living environment. The home features a spacious open floor plan, with the primary suite conveniently located on the first floor, providing a comfortable and convenient living arrangement. The second floor includes two additional bedrooms and another full bathroom, providing ample living space for family or

    Tracey Summers CENTURY 21 New Millennium

    18162 White Tail Way, Saint Inigoes, MD 20684
  • /2

    $315,000

    Sold Apr 24, 2026

    22056 Spring Valley Dr, Lexington Park, MD 20653

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Above List Price
    • $225/SF
    • 12 Days On Market

    Current Estimated Value $310,090

    Last Listing Agent Tracey Summers CENTURY 21 New Millennium

    22056 Spring Valley Dr, Lexington Park, MD 20653
    • /57

      Est $293,692

      Not Listed For Sale

      23570 F D R Blvd Unit 105, California, MD 20619

      • 2 Beds
      • 2 Baths
      • 1,204 Sq Ft
      • Built 2018
      23570 F D R Blvd Unit 105, California, MD 20619

      Last Sold Summary

      • 31 Days On Market

  • /6

    $175,000

    • Land
    • 6.24 Acres
    • $28,045 per Acre

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650

    6+ acre lot zoned RPD in a prime location with approximately 600 ft of road frontage and high visibility potential. This is NOT currently a residential building lot because it failed a perc test in April 2005. However, the current Comprehensive Zoning Ordinance lists other “potential” uses that may not require on-site sewage disposal. The list includes but is not limited to: Construction

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
  • /43

    $2,850 Per Month

    • 3 Beds
    • 3 Baths
    • 2,331 Sq Ft
    • House for Rent

    22397 Armstrong Dr, Leonardtown, MD 20650

    Just 7 minutes from the Leonardtown Square & Wharf, St. Mary's Hospital. 10 minutes from the beaches & trails of Newtowne Neck State Park. Armstrong Drive is located in the charming Breton Bay community. This delightful split-level home offers a perfect blend of comfort and convenience. Students are served by Benjamin Banneker Elementary School and Leonardtown Middle & High School. If you would

    Jonathan Powell Real Broker, LLC

    22397 Armstrong Dr, Leonardtown, MD 20650
  • /9

    $7,900

    Sold May 26, 2026

    0 Fielding Dr, 7, Milestown, MD 20618

    • Land
    • 10,018 Sq Ft
    • $34,348 per Acre

    Last Sold Summary

    • 319 Days On Market

    Last Listing Agent Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Fielding Dr, 7, Milestown, MD 20618
    • /40

      Est $341,605

      Not Listed For Sale

      22460 Dark Star Way, Lexington Park, MD 20653

      • 3 Beds
      • 3.5 Baths
      • 2,106 Sq Ft
      • Built 2013
      22460 Dark Star Way, Lexington Park, MD 20653

      Last Sold Summary

      • 1 Day On Market

  • /45

    $454,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    Lot 157 - 23640 Dragonfly Ln, Leonardtown, MD 20650

    Hurry in! Secure your new home now and personalize it with your choice of interior colors. Expected December delivery, with a beautiful lot backing to trees for added privacy and a peaceful setting! Homesite 157 Madison D1: Welcome to Meadows at Town Run.... Leonardtown’s Newest Townhome Community by Quality Built Homes! Discover the Madison-D1 Interior Unit, a thoughtfully designed 3-level

    Laura Hefley RE/MAX One

    Lot 157 - 23640 Dragonfly Ln, Leonardtown, MD 20650
  • /73

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 2,256 Sq Ft
    • House for Rent

    38125 Louis Thomas Rd, Avenue, MD 20609

    Beautifully remodeled 3BR, 2BA rambler situated on 20 private and secluded acres. This exceptional home has been updated throughout and offers the perfect blend of modern finishes and peaceful country living. Features include granite countertops, luxury vinyl plank flooring, updated tile bathroom, double vanity in the hall bath, primary bathroom title flooring, and new ceiling fans and light

    Teresa Klopfer RE/MAX Realty Group

    38125 Louis Thomas Rd, Avenue, MD 20609
  • /71

    $599,900

    Sold Jun 25, 2025

    42261 Bird Haven Dr, Leonardtown, MD 20650

    • 4 Beds
    • 3.5 Baths
    • 3,233 Sq Ft
    • Built 2002

    Last Sold Summary

    • $186/SF
    • 18 Days On Market

    Current Estimated Value $598,322

    Last Listing Agent Melissa Rodriguez RE/MAX One

    42261 Bird Haven Dr, Leonardtown, MD 20650
    • /28

      Est $538,995

      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

      • 63 Days On Market

  • /48

    $529,000

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,376 Sq Ft

    26530 Forest Hall Dr, Mechanicsville, MD 20659

    This beautifully renovated split foyer home in Helen Estates offers a perfect blend of modern comfort and timeless charm. With five spacious bedrooms and three full bathrooms, this residence is designed for both relaxation and entertaining. The heart of the home features stunning hardwood flooring that flows seamlessly throughout, creating a warm and inviting atmosphere. The fully finished

    Marielys Montero RE/MAX Excellence Realty

    26530 Forest Hall Dr, Mechanicsville, MD 20659
  • /2

    $2,400 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,775 Sq Ft
    • House for Rent

    21683 Hancock Rd, Lexington Park, MD 20653

    Stunning Fully Updated Home for Rent– 4 Beds 4 Full Bath Welcome to this beautifully renovated three-level home offering modern upgrades, space, and privacy. This almost brand-new property features 4 bedrooms, 3 full bathrooms, and 1 half bath, perfect for comfortable family living. Home Features: Brand new kitchen with modern cabinetsElegant quartz countertopsNew vanities

    Arif Khan Smart Realty, LLC

    21683 Hancock Rd, Lexington Park, MD 20653
  • /61

    $315,000

    Sold Jul 31, 2025

    48273 Picketts Harbor Ct, Lexington Park, MD 20653

    • 3 Beds
    • 2.5 Baths
    • 1,453 Sq Ft
    • Built 1997

    Last Sold Summary

    • $217/SF
    • 3 Days On Market

    Current Estimated Value $319,671

    Last Listing Agent Robin Errington CENTURY 21 New Millennium

    48273 Picketts Harbor Ct, Lexington Park, MD 20653
    • /33

      Est $380,772

      Not Listed For Sale

      43531 Wild Iris St, California, MD 20619

      • 4 Beds
      • 3.5 Baths
      • 2,080 Sq Ft
      • Built 2013
      43531 Wild Iris St, California, MD 20619

      Last Sold Summary

      • 23 Days On Market

Showing Results 321 - 360, Page 9 of 18

How to Buy a Home How to Finance a Home How to Sell a Home