349

St Marys County MD Homes for Sale

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  • /40

    $455,000

    • 3 Beds
    • 3.5 Baths
    • 2,436 Sq Ft

    23606 Crosswinds Way, California, MD 20619

    Welcome to 23606 Crosswinds Way – Like-New Luxury Townhome LivingThis stunning three-story townhouse, built just three years ago, offers the perfect blend of modern style and effortless functionality. Featuring 3 bedrooms, two car garage, private deck, and concrete patio, this home provides plenty of space to live and entertain both indoors and out. Step inside to discover a thoughtfully

    Tanya Becraft Real Estate Professionals, Inc.

    23606 Crosswinds Way, California, MD 20619
  • /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
  • /59

    $415,000

    $15K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    42205 Ridge Rd, Mechanicsville, MD 20659

    Welcome to 42205 Ridge Road in Mechanicsville, a move-in ready Colonial located in the established St. Mary's Beach community. Renovated in 2018, this 4 bedroom, 3 full bathroom home offers a comfortable and functional layout. The main level features a welcoming foyer, kitchen and dining area, breakfast nook, crown molding, and a full bathroom. Upstairs, you'll find all four bedrooms, including

    Ashley Frazier Five Star Real Estate

    42205 Ridge Rd, Mechanicsville, MD 20659
  • /16

    $15,000

    • Land
    • 14,810 Sq Ft
    • $44,118 per Acre

    0 Longview Unit MDSM2031952, Bushwood, MD 20618

    Prime Beach Community Lot for Sale – Waterfront Access & Private Dock Discover the perfect opportunity to build your dream coastal retreat in this exclusive beachside community. This spacious, flat lot is ideally situated near the entrance of the neighborhood, offering both convenience and tranquility. With direct water access just steps away and ownership including access to a private dock, you

    Brendan Wilson KW Metro Center

    0 Longview Unit MDSM2031952, Bushwood, MD 20618
  • /26

    $254,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 1,172 Sq Ft

    21412 Manon Way, Lexington Park, MD 20653

    Move-in ready and full of updates! This charming interior townhome offers 3 bedrooms, 2.5 baths, updated flooring throughout the main level, and a beautifully updated powder room. The large kitchen features upgraded appliances, abundant cabinetry, and plenty of space for everyday living and entertaining. The roof is 7 years old and a brand-new HVAC system has recently been installed, offering

    Agent Photo

    Catherine Stottlemyer

    CENTURY 21 New Millennium

    21412 Manon Way, Lexington Park, MD 20653
  • /45

    $399,900

    • 4 Beds
    • 2.5 Baths
    • 1,748 Sq Ft

    22513 Castle Pollard Way, Great Mills, MD 20634

    This charming home in the desirable Hickory Hills community offers a perfect blend of comfort and modern living. With four spacious bedrooms and 2.5 baths, this residence is designed for both relaxation and entertaining. The inviting interior features beautiful hardwood floors and ceramic tile, creating a warm atmosphere throughout. The kitchen is equipped with brand new cabinets, granite

    Peter Nguyen American Homes Realty Group

    22513 Castle Pollard Way, Great Mills, MD 20634
  • /25

    $440,000

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

    45363 Concord Way, California, MD 20619

    Welcome home to this like-new townhome in the beautiful community of The Woods at Myrtle Point! As you enter this immaculate townhome, you're greeted with a lovely foyer area, a bonus room and half bath, as well as a sliding door to your fully fenced back yard and patio. Walk up the stairs to your spacious and bright main level, which includes a gourmet kitchen with an amazing granite island,

    Deborah Radvany EXP Realty, LLC

    45363 Concord Way, California, MD 20619
  • /10

    $175,000

    • Land
    • 3.16 Acres
    • $55,380 per Acre

    0 Ewell Ln, Hollywood, MD 20636

    Tucked along the peaceful, navigable waters of Cuckold Creek, this waterfront lot ready to build offers the perfect blend of privacy and possibility! With a recent perc approval (April 2025), it’s ready for your dream home plans! Community pier borders the lot and a perfect spot for fishing, kayaking, or just enjoying the views. Neighboring homes feature piers—buyer to verify any desired water

    Cheryl Bare CENTURY 21 New Millennium

    0 Ewell Ln, Hollywood, MD 20636
  • /57

    $485,000

    $2K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    22137 Goldenrod Dr, Great Mills, MD 20634

    If you've been searching for a home with a truly contemporary feel right here in Southern Maryland, your search may be over. This beautifully updated Colonial offers over 3,100 square feet of finished living space and combines modern design with the space and functionality today's buyers are looking for. The heart of the home is the stunning contemporary kitchen featuring updated cabinetry, sleek

    Anissa Hutchins CENTURY 21 New Millennium

    22137 Goldenrod Dr, Great Mills, MD 20634
  • /14

    $559,900

    • 4 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    23195 Esperanza Dr, California, MD 20653

    Welcome to one-level living at its finest in this beautiful, brand-new 4-bedroom, 2.5-bath rancher located in Lexington Park. Thoughtfully designed with comfort and functionality in mind, this home is ideal for anyone seeking easy living without stairs. Step inside to discover a bright, open floor plan featuring luxury vinyl plank flooring, a spacious living area, and a stylish kitchen outfitted

    Agent Photo

    Edward Tully

    RE/MAX One

    23195 Esperanza Dr, California, MD 20653
  • /44

    $449,900

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

    Lot 116 - 23714 Weeping Willow Way, Leonardtown, MD 20650

    ***Builder Incentive $12,500 in Closing Help with use of both Preferred Lender & Title. **** Homesite #116 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

    Laura Hefley RE/MAX One

    Lot 116 - 23714 Weeping Willow Way, Leonardtown, MD 20650
  • /21

    $479,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 1,928 Sq Ft

    44114 Honeysuckle Ln, California, MD 20619

    August Move-In!! Don't miss this rare opportunity for main level living, backing to woods, upgraded linen cabinets, granite counters, finished rec room in basement and much more!! Receive $10,000 toward closing costs when using NVR Mortgage!

    Ryan Homes Builder
    44114 Honeysuckle Ln, California, MD 20619
  • /23

    $699,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,465 Sq Ft

    17480 Lighthouse Commons Dr, Piney Point, MD 20674

    Brand-New Rambler Near Piney Point Lighthouse! Experience the perfect blend of modern comfort and coastal charm in this beautifully crafted new construction rambler. Featuring luxury vinyl plank flooring, this thoughtfully designed home offers a spacious family room, separate dining room, and a large eat-in kitchen perfect for gathering with family and friends. Vaulted ceilings create an open,

    Carol Kalmus-Choporis Century 21 Redwood Realty

    17480 Lighthouse Commons Dr, Piney Point, MD 20674
  • /44

    $449,900

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

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650

    ***Builder Incentive $12,500 in Closing Help with use of both Preferred Lender & Title. ** Homesite #114 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

    Laura Hefley RE/MAX One

    Lot 114 - 23702 Weeping Willow Way, Leonardtown, MD 20650
  • /32

    $134,900

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    21704 Ranger Rd, Lexington Park, MD 20653

    Welcome to Patuxent Park.... This 3 bedroom, 1 bath home is located in one of the oldest subdivisions in Lexington Park and is in Fair condition and ready for you to make it "Like New again". Nice size level yard with off street parking, rear deck and plenty of space to play with partial fencing is a good place to start for the first time home buyer to make home ownership come true. Conveniently

    Jack Fegeley O'Brien Realty ERA Powered

    21704 Ranger Rd, Lexington Park, MD 20653
  • /60

    $419,900

    • 3 Beds
    • 4 Baths
    • 2,772 Sq Ft

    45397 Englewood Way, California, MD 20619

    Welcome to 45397 Englewood Way, a beautiful 3-level end-unit townhome in The Woods at Myrtle Point, located just minutes from NAS Patuxent River in desirable California, Maryland. Built in 2020, this newer home offers the quality, comfort, and modern finishes buyers want — without the wait for new construction. Inside, you’ll find 3 bedrooms, 2 full baths, and 2 half baths across three bright and

    Bill Oosterink CENTURY 21 New Millennium

    45397 Englewood Way, California, MD 20619
  • /12

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,542 Sq Ft

    45515 Knockeyon Ln, Great Mills, MD 20634

    Welcome home to this beautifully maintained end-unit townhome in the sought-after Hickory Hills community of Great Mills! Offering three finished levels of living space, this charming Colonial-style home combines comfort, convenience, and value. Inside, you'll find a bright and inviting layout featuring a spacious living area, cozy fireplace with glass doors, and an updated kitchen complete with

    Robin Cavallaro RE/MAX Realty Group

    45515 Knockeyon Ln, Great Mills, MD 20634
  • /65

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 2,934 Sq Ft

    24249 Mcintosh Rd, Hollywood, MD 20636

    Rare opportunity to own a breathtaking Horse Farm that features an exquisite custom farmhouse on 21.95 breathtaking acres just 2 miles from downtown Leonardtown! This unbelievable location offers the perfect balance of privacy and convenience with easy access to schools, shopping, restaurants, coffee shops, and commuter routes while enjoying the peace and tranquility of country living. The

    Mary Chambers JPAR Real Estate Professionals

    24249 Mcintosh Rd, Hollywood, MD 20636
  • /22

    $195,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    16448 Ball Point Rd, Piney Point, MD 20674

    Have you always wanted a weekend retreat in a neighborhood surrounded by water? You might not have ever been to St Georges Island but you will be in for a treat! Community park, picnic area and boat ramps within about a mile of the property. Great for fishing, crabbing, boating and outdoor events. Water views from your back yard are already yours. Peaceful and quiet neighborhood, you will

    Gail Nyman RE/MAX United Real Estate

    16448 Ball Point Rd, Piney Point, MD 20674
  • /87

    $579,000

    Open Sun 4PM - 6PM
    • 5 Beds
    • 4.5 Baths
    • 4,145 Sq Ft

    23423 Canna Ct, California, MD 20619

    NEW PRICE + FRESH UPDATES IN WILDEWOOD!23423 Canna Court is now offered at $579,000! More space. More flexibility. More value — and now even more move-in ready. The sellers have just installed brand-new carpet and padding throughout and had the entire property professionally powerwashed, giving this spacious Wildewood home a fresh, clean feel inside and out. Welcome to a beautifully sized

    Bill Oosterink CENTURY 21 New Millennium

    23423 Canna Ct, California, MD 20619
  • /30

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    48695 Saint James Church Rd, Lexington Park, MD 20653

    Welcome to 48695 Saint James Church Road, a beautifully updated 3-bedroom, 2-bath rambler tucked away on a 0.64-acre lot! This move-in-ready home features fresh paint, new flooring, and thoughtful updates throughout. The living area flows seamlessly into the dining area and updated kitchen. Kitchen upgrades include brand-new white shaker cabinets with soft-close doors, granite countertops, and

    Jonathan Benya EXP Realty, LLC

    48695 Saint James Church Rd, Lexington Park, MD 20653
  • /8

    $429,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    23898 Speith Rd, Leonardtown, MD 20650

    Step into this ONE level, completely renovated home that was stripped down to the studs and everything was replaced from the roof to the floor, new well, and connected to public sewer in 2022. Expand without having to worry about where the septic or septic reserve area is. See and feel the craftsmanship that was put in with wood flooring, stainless appliances, sought after barn type door bedroom

    Jimmy Hayden RE/MAX One

    23898 Speith Rd, Leonardtown, MD 20650
  • /2

    $500,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,576 Sq Ft

    37580 Asher Rd, Mechanicsville, MD 20659

    Coming Soon! A grand double-door entrance welcomes you into the foyer then head up to main level featuring hardwood floors, a spacious living room, a formal dining room perfect for gatherings, and kitchen with rich granite countertops, ample cabinet space, and room to expand. The main level also includes primary suite with a private bath alongside two additional bedrooms and a hall bath. The

    Becky King Home Towne Real Estate

    37580 Asher Rd, Mechanicsville, MD 20659
  • /2

    $315,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,162 Sq Ft

    45611 Longfields Village Dr, Great Mills, MD 20634

    Professional photos coming soon!Brand new floorsRenovated bathroom

    Marizel Brewington JPAR Real Estate Professionals

    45611 Longfields Village Dr, Great Mills, MD 20634
  • /18

    $5,000

    • Land
    • 20,473 Sq Ft
    • $10,638 per Acre

    0 Allison Cir Unit 766, Mechanicsville, MD 20659

    Water-privileged opportunity in the Golden Beach community of Mechanicsville, St. Mary's County. This +/- 0.47 acre (+/- 20,492 SF) lot is zoned RNC (Residential Neighborhood Conservation), and enjoys views of the Patuxent River. The shops and restaurants of Charlotte Hall are just minutes away, with easy access to MD Route 5 connecting throughout Southern Maryland; Waldorf is approximately 25

    Adam Shpritz

    0 Allison Cir Unit 766, Mechanicsville, MD 20659
  • /67

    $579,900

    • 5 Beds
    • 3.5 Baths
    • 3,174 Sq Ft

    26845 Majestic Oak Ct, Mechanicsville, MD 20659

    26845 Majestic Oak is fit for a king! Pride of ownership is evident in this well-maintained farmhouse-style Colonial home, lovingly cared for by the original owners. The charming curb appeal with its inviting front porch is just the beginning! The freshly painted, naturally bright interior creates a calm living space. Highlights include a cheerful kitchen with a subway-tile backsplash, marble

    Brooke Matthews RE/MAX One

    26845 Majestic Oak Ct, Mechanicsville, MD 20659
  • /42

    $430,000

    • 4 Beds
    • 3 Baths
    • 2,345 Sq Ft

    21700 Endeavor St, Lexington Park, MD 20653

    Welcome to 21700 Endeavor Street, a beautifully maintained home tucked away on a quiet street just minutes from NAS Patuxent River. Enjoy the convenience of biking to work while coming home to the peace and privacy of an established neighborhood. Lovingly cared for by the same owners for more than 30 years, this home showcases true pride of ownership throughout. The thoughtfully updated kitchen

    Lauren Garner EXP Realty, LLC

    21700 Endeavor St, Lexington Park, MD 20653
  • /46

    $489,000

    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    20894 Governors Mill Ct, Great Mills, MD 20634

    This spacious 4-bedroom, 3.5-bath home offers the perfect blend of comfort, functionality, and outdoor living. Featuring hardwood flooring on the main level, the home boasts a warm and inviting family room with a gas fireplace, ideal for gathering with family and friends.The generous owner's suite serves as a private retreat, complete with a spa-inspired bath featuring a corner soaking tub,

    Janet Weaver RE/MAX One

    20894 Governors Mill Ct, Great Mills, MD 20634
  • /2

    $670,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 4,051 Sq Ft

    23591 Margrave Dr, Leonardtown, MD 20650

    Photos coming soon

    Heather Foster RE/MAX One

    23591 Margrave Dr, Leonardtown, MD 20650
  • /35

    $569,900

    Open Sat 2PM - 4PM
    • 5 Beds
    • 3.5 Baths
    • 2,860 Sq Ft

    30020 Tomahawk Ct, Mechanicsville, MD 20659

    Privacy and Southern Maryland charm come together on nearly 1.5 acres at the end of a peaceful cul-de-sac. This tree-lined property creates a secluded retreat just 2 miles from the beach and features an impressive 3⁄4-acre privacy-fenced backyard, offering endless space for entertaining, pets, play, and outdoor enjoyment. It is conveniently located with easy access to Washington, DC, Northern

    Dorothy Bistransin Redfin Corp

    30020 Tomahawk Ct, Mechanicsville, MD 20659
  • /79

    $799,900

    • 4 Beds
    • 4.5 Baths
    • 5,609 Sq Ft

    26144 Harmony View St, Mechanicsville, MD 20659

    Custom Home with In-Law Suite, Private Backyard, and Dual Garages in Grandview Haven! This beautifully maintained home offers the perfect combination of comfortable everyday living, entertaining space, and flexibility for multi-generational living. With 4 bedrooms, 4.5 bathrooms, and thoughtfully designed living areas, there's room for everyone to spread out and enjoy. At the heart of the home is

    Christy Mausen CENTURY 21 New Millennium

    26144 Harmony View St, Mechanicsville, MD 20659
  • /29

    $365,000

    • 4 Beds
    • 2 Baths
    • 2,474 Sq Ft

    40743 Magee Dr, Leonardtown, MD 20650

    Unlock the potential in this 4-bedroom, 2-bath handyman special located in the highly desirable Brenton Bay community of Leonardtown! Perfect for investors, renovators, or buyers looking to create their dream home while building instant equity. The main level features a functional layout with a kitchen, separate dining room, spacious living room, two bedrooms, and a full bathroom. The finished

    Liam Coonahan Real of Pennsylvania

    40743 Magee Dr, Leonardtown, MD 20650
  • /6

    $515,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,365 Sq Ft

    24301 Old Hollywood Rd, Hollywood, MD 20636

    One owner for almost 60 years! Home recently had new roof, new windows, new doors, and appliances. If you desire no subdivision, 1+ acres, detached garage/workshop, extra outside storage, secluded area, centrally located, and ONE level, this may be what you're looking for. Unfinished walk up/out basement centrally located in Hollywood close to park. Close to downtown Leonardtown, hospital,

    Jimmy Hayden RE/MAX One

    24301 Old Hollywood Rd, Hollywood, MD 20636
  • /2

    $386,964

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    43569 Marguerite Way, California, MD 20619

    Beautiful end-unit townhome showcasing exceptional care and attention to detail throughout. Tastefully decorated and move-in ready, this home is waiting for your personal touch. The spacious kitchen features granite countertops, abundant workspace, and plenty of room for entertaining. Overlooking a huge family room, the layout embodies today's sought after open concept design. Step directly from

    Agent Photo

    Trish Brow

    O'Brien Realty ERA Powered

    43569 Marguerite Way, California, MD 20619
  • /54

    $774,900

    Open Sat 1PM - 4PM
    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    Experience waterfront living at its finest in this beautifully renovated home overlooking Saint Clements Bay. Designed to maximize the stunning bay views, the light-filled interior offers an open-concept layout that seamlessly blends comfortable everyday living with exceptional entertaining space. Featuring 4 bedrooms, 2 full baths, and 2 half baths, this home showcases modern finishes, coastal

    Alyson Anderson Allfirst Realty, Inc.

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • /2

    $450,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    40626 Waterview Dr, Mechanicsville, MD 20659

    COMING SOON. WATERFRONT RAMBLER WITH 3 BEDROOM 1 BATH.

    Stella Barbour NOVA Brokers, LLC.

    40626 Waterview Dr, Mechanicsville, MD 20659
  • /17

    $18,000

    • Land
    • 13,503 Sq Ft
    • $58,065 per Acre

    26319 Chancery Dr, Mechanicsville, MD 20659

    This beautiful lot offers the perfect opportunity to design and build the home you’ve always envisioned. Nestled within a desirable golf course and water access community, you’ll enjoy access to an array of amenities including golf, boat ramp, beach, clubhouse, tennis, walking trails, and more. While no perc test or engineering has been completed, the property is believed to be buildable, just

    Bryan Clarke RE/MAX One

    26319 Chancery Dr, Mechanicsville, MD 20659
  • /36

    $93,500

    • Land
    • 4.11 Acres
    • $22,749 per Acre

    00 Saint Andrews Church Rd, Leonardtown, MD 20650

    Tucked away in Leonardtown in St. Mary's County, this 4.11 acre wooded parcel on St. Andrews Church Road is a rare chance to build, invest, or settle into your own recreational retreat. The property already has a previous perc site in place for a conventional septic system. Soil stability testing will be required, but preliminary work points to favorable conditions. Buyers are encouraged to

    Casey Kennedy Whitetail Properties Real Estate

    00 Saint Andrews Church Rd, Leonardtown, MD 20650
  • /46

    $349,000

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,699 Sq Ft

    23146 Esperanza Dr, Lexington Park, MD 20653

    NEW PRICE! CALLING ALL INVESTORS - Motivated Sellers! UPDATE - Some of the rooms have been professionally cleaned, and more stuff has been cleared out. Come take a look and make an offer! Welcome to the highly sought-after community of Esperanza Farms! This sturdy 4-level split-level home, constructed with a durable brick and vinyl siding exterior, offers a spacious 2,800-square-foot traditional

    Dawn Bell RE/MAX One

    23146 Esperanza Dr, Lexington Park, MD 20653
  • /36

    $600,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    37526 River Springs Rd, Avenue, MD 20609

    Priced below tax assessed value, this rare waterfront retreat on beautiful White’s Neck Creek offers a renovated guest house, private dock, and true Southern Maryland charm. Set on over half an acre in the established River Springs waterfront community, 37526 River Springs Road offers the kind of lifestyle buyers wait years to find: peaceful water views, navigable creek access, private outdoor

    Devin Moore Innovation Properties, LLC

    37526 River Springs Rd, Avenue, MD 20609

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