294

St Marys County MD Homes for Sale

Section Image Section Image
  • /68

    $599,900

    • 5 Beds
    • 3 Baths
    • 3,464 Sq Ft

    40855 Spring House Ln, Leonardtown, MD 20650

    Here is a rare incoming-generating opportunity in Breton Bay – a waterfront community surrounding a beautiful golf course. Maximize your investment with this unique 3,464 sq. ft. residence, well designed to function as two distinct homes under one roof. Whether you are looking to "house hack" by offsetting your mortgage or seeking a turnkey multi-unit investment, this property offers a proven

    Helen Mattingly Wernecke Berkshire Hathaway HomeServices PenFed Realty

    40855 Spring House Ln, Leonardtown, MD 20650
  • /43

    $329,900

    • 5 Beds
    • 3 Baths
    • 1,836 Sq Ft

    21415 Williams Dr, Lexington Park, MD 20653

    Welcome to 21415 Williams Dr, a charming home 10 minutes from NAS Pax River and surrounded by amenities. Numerous updates to the property make it a great “blank slate” ready for its next chapter. Improvements include a new roof, fresh paint inside and out, and new flooring in the bathrooms and lower level. The main level features a kitchen, living room, and dining room, along with a primary

    Kate Ulma Coastal Life Realty Group LLC

    21415 Williams Dr, Lexington Park, MD 20653
  • /104

    $729,900

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft

    49993 Airedele Rd, Ridge, MD 20680

    If you've been looking for peace and tranquility then this waterfront ranch-style home is for you. With front AND back views of St. Jerome Creek, every room is special. Built in 1997, this well-maintained residence welcomes you with a spacious foyer that leads to the formal living room on the front of the house and the family room off the back. The kitchen has been updated with a beachy theme

    Trish Wallmark RE/MAX One

    49993 Airedele Rd, Ridge, MD 20680
  • /50

    $320,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    45756 Horsehead Rd, Great Mills, MD 20634

    Step inside this sweet Southern Maryland gem—an older home filled with charm, thoughtfully renovated in 2017 to bring in the best of both worlds. Sunlight pours through the windows, warming the hardwood floors and giving every room a bright, welcoming feel. The kitchen is a real centerpiece, featuring stainless appliances, modern tile floors, and a spacious island where everyone will want to

    Jesieryl Hartzer CENTURY 21 New Millennium

    45756 Horsehead Rd, Great Mills, MD 20634
  • /3

    $299,000

    • Land
    • 31.3 Acres
    • $9,553 per Acre

    0 Mechanicsville Rd Unit MDSM2028432, Mechanicsville, MD 20659

    Patrick Dugan O'Brien Realty ERA Powered

    0 Mechanicsville Rd Unit MDSM2028432, Mechanicsville, MD 20659
  • /2

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    17863 2nd St, Tall Timbers, MD 20690

    Freshly painted and ready for it's next chapter! This delightful 3-bedroom home in Tall Timbers offers comfortable living with plenty of potential to make it your own. Featuring a light and bright interior with new paint throughout, it’s the perfect canvas for your personal style. Enjoy the peaceful surroundings of this sought-after community while still being just minutes from local

    Robin Cavallaro RE/MAX Realty Group

    17863 2nd St, Tall Timbers, MD 20690
  • /8

    $200,000

    • Land
    • 1.2 Acres
    • $166,667 per Acre

    0 Saint Johns Rd, Hollywood, MD 20636

    Rare opportunity to own prime land in Hollywood, MD! This vacant, flat, and open parcel sits at the high-visibility intersection of Three Notch Road and St. John’s Road, offering exceptional exposure and accessibility. Public water and sewer are adjacent to the property, creating outstanding development potential. Ideal for a variety of uses—including a farmers market, roadside produce stand,

    John Gatton CENTURY 21 New Millennium

    0 Saint Johns Rd, Hollywood, MD 20636
  • /12

    $374,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft

    23173 Hilltop Dr, Bushwood, MD 20618

    Discover an exquisite opportunity to own a brand-new residence in the Long View subdivision, where luxury meets tranquility. This stunning ranch-style home, completed in 2025, boasts a modern design and high-end finishes that cater to an exclusive lifestyle. The gourmet kitchen is equipped with stainless steel appliances, including a built-in microwave, electric oven/range, and a spacious

    Kathy Lee Suite Samson Properties

    23173 Hilltop Dr, Bushwood, MD 20618
  • /5

    $79,900

    • Land
    • 1 Acre
    • $79,900 per Acre

    28948 Autumnwood Dr, Mechanicsville, MD 20659

    Coming soon...

    Michael Gray CENTURY 21 New Millennium

    28948 Autumnwood Dr, Mechanicsville, MD 20659
  • /31

    $599,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    19163 N Porto Bello Ln, Drayden, MD 20630

    *** To Be Built *** ONE ACRE Plus Wooded Level LOT *** THE ARUNDEL Model, Elevation II*** 2 CAR GARAGE ****FABULOUS KITCHEN w/Super Island & GRANITE Counters *** Pantry *** STAINLESS appliances *** Open Concept ** 1st Floor FAMILY ROOM open to the Kitchen *** full BASEMENT w/Rough in for a FULL BATH ** Optional REC ROOM and DEN *** INTERNET Available *** Street LIGHTS ** WARRANTY *** Pick this

    Lisa Riggleman RE/MAX One

    19163 N Porto Bello Ln, Drayden, MD 20630
  • /28

    $149,900

    • Land
    • 2.28 Acres
    • $65,746 per Acre

    40412 B Somerville Ln, Leonardtown, MD 20650

    Discover 2.28 acres of level, open land offering a great opportunity to build your dream home or investment property. This property includes an existing septic system and nearby power supply. Enjoy privacy and space while still being within easy reach of local amenities and major routes. Buyer to verify all feasibility, utility connections, and intended use with the county.

    Renee Thomas Topside Realty

    40412 B Somerville Ln, Leonardtown, MD 20650
  • /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
  • /4

    $899,000

    • Land
    • 1.69 Acres
    • $531,953 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    Discover an unparalleled opportunity to own a stunning 1.69-acre parcel of land nestled along the serene banks of Hickory Landing Creek. This exclusive waterfront property boasts an impressive 400 feet of pristine water frontage, offering breathtaking panoramic views that will captivate your senses and inspire your imagination. Imagine waking up to the gentle sounds of nature, with the shimmering

    Steve Lowe United Real Estate Premier

    45410 Clarks Mill Rd, Hollywood, MD 20636
  • /48

    $695,990

    • 3 Beds
    • 2 Baths
    • 2,055 Sq Ft

    26669 Queentree Rd, Mechanicsville, MD 20659

    Price drop and Endless Opportunities on a Historic Gem! This beautifully maintained 100+ year old home sitting on 11.82 acres, combines classic charm with modern amenities. Featuring a wrap-around porch, original craftsman staircase, 3 bedrooms, 2 baths, with fully finished attic perfect for an office. The main level bath includes jacuzzi tub and walk-in shower. Enjoy outdoor living with a new

    Deb Kollar Coldwell Banker Premier

    26669 Queentree Rd, Mechanicsville, MD 20659
  • /58

    $499,900

    • 3 Beds
    • 2 Baths
    • 3,140 Sq Ft

    43979 Drum Cliff Rd, Hollywood, MD 20636

    Enjoy waterfront living with this cottage style home offering breathtaking views of the Patuxent River and St. Thomas Creek. The open main-level floor plan of this 3BR 2FB home captures water views from most areas of the home, as does the rear of the fully finished walkout-level basement. The spacious walk-up attic could potentially offer future expansion into a third floor, perhaps maybe with

    Ken Phipps CENTURY 21 New Millennium

    43979 Drum Cliff Rd, Hollywood, MD 20636
  • /9

    $200,000

    • Land
    • 3.16 Acres
    • $63,291 per Acre

    Lot 2 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

    Lot 2 Ewell Ln, Hollywood, MD 20636
  • /47

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,591 Sq Ft

    38884 Collinwood Dr, Abell, MD 20606

    ***OPEN HOUSE*** SATURDAY, March 7th from 1 - 3 PM. Stunning Waterfront Rambler! Move-In Ready! Experience the charm of coastal living in this beautifully renovated all-brick rambler perfectly situated on 1.19 acres with 262 feet of waterfront! From sunrise to sunset, enjoy 360-degree panoramic water views in a peaceful, private setting surrounded by mature trees and wildlife. Step inside to

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 232-4482

    38884 Collinwood Dr, Abell, MD 20606
  • /10

    $206,550

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

    24984 Forrest Cove Way, Hollywood, MD 20636

    3 bedroom 2 bath detached single family home situated on a beautiful private lot (1.49 acre). HUD MAKES NO REPAIRS. HUD CASE#241-765957). EQUAL HOUSING OPPORTUNITY. GROUND RENT/HOA/CONDO FEES/FF Fees if any to be verified by purchaser. All offers submitted to HUDHOMESTORE for bid status and availability visit HUDHOMESTORE.

    Christopher White Classic Select Inc

    24984 Forrest Cove Way, Hollywood, MD 20636
  • /17

    $45,000

    • Land
    • 0.23 Acre
    • $195,652 per Acre

    36685 Owens Dr, Maddox, MD 20621

    Build your home or a second home here in this quiet community. Neatly tucked away. This lot is cleared with a buffer for privacy. Minutes walk to the private pier, boating and fishing. Beautiful views of the Wicomico River. Come see the possibilities.

    Agent Photo

    Myra Wallace

    Samson Properties

    (227) 230-0359

    36685 Owens Dr, Maddox, MD 20621
  • /7

    $200,000

    • Land
    • 2.56 Acres
    • $78,125 per Acre

    26350 Three Notch Rd, Mechanicsville, MD 20659

    **Prime Commercial Opportunity on 2.56 Acres with Excellent Visibility!** This **corner lot** boasts approximately 750 feet of road frontage on busy Route 235 northbound, offering fantastic visibility and accessibility for your business. Zoned **RCL**, this property provides a wide range of commercial possibilities (county verification required), making it a flexible choice for entrepreneurs and

    Jessica Raley CENTURY 21 New Millennium

    26350 Three Notch Rd, Mechanicsville, MD 20659
  • /43

    $874,900

    • 6 Beds
    • 3 Baths
    • 2,683 Sq Ft

    17203 Piney Point Rd, Piney Point, MD 20674

    The current owners have lovingly maintained this home as their second residence, and it truly shows! Inside, you’ll find formal living and dining rooms, an updated eat-in kitchen with a center island, quartz countertops, and stainless steel appliances. The living room features a cozy wood-burning fireplace, and a great sunroom overlooks the Potomac River.Natural hardwood floors run throughout

    Agent Photo

    DANNY LEUNG

    Century 21 Redwood Realty

    (240) 896-5594

    17203 Piney Point Rd, Piney Point, MD 20674
  • /96

    $799,900

    • 4 Beds
    • 4 Baths
    • 2,544 Sq Ft

    21210 Bernie Lawrence Ln, Abell, MD 20606

    Motivated Seller! Waterfront in historic 7th heaven, almost over 1.5 acres, over 150 feet on protected Canoe Neck Creek with immediate access to St. Clements Bay and the Potomac River. You can dock your boat in your slip with electric where you can fish & crab, watch blue heron, osprey, ducks or geese .Close to historic St. Clements Island Lighthouse & Museum. Well maintained, custom built, with

    Billy Fitzgerald Fitzgerald Realty & Auctioneers

    21210 Bernie Lawrence Ln, Abell, MD 20606
  • /10

    $205,000

    • Land
    • 5 Acres
    • $41,000 per Acre

    43488 Medleys Neck Rd, Leonardtown, MD 20650

    PRICE IMPROVEMENT!Discover the potential of this beautiful parcel in the heart of Southern Maryland. Located on Medleys Neck Road in Leonardtown, this property offers the perfect opportunity to build your dream home or investment project in a highly desirable location. The lot features three active perc approvals, making it an attractive option for builders, developers, or anyone seeking

    Bill Oosterink CENTURY 21 New Millennium

    43488 Medleys Neck Rd, Leonardtown, MD 20650
  • /6

    $74,000

    • Land
    • 0.92 Acre
    • $80,435 per Acre

    18390 Matthews Dr, Lexington Park, MD 20653

    Peaceful Coastal Lot Near the Beach — Just Under One Acre!Discover the perfect blend of privacy and convenience with this beautiful vacant lot, nestled in a quiet, partially cleared setting just under one acre. Located less than a mile from the waterfront and Elm’s Beach Park, and just seven minutes from the Patuxent River Naval Base, this property offers endless

    Christine Chatmon Dudley Pro Realty, LLC

    18390 Matthews Dr, Lexington Park, MD 20653
  • /34

    $319,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    48683 Beachville Rd, Saint Inigoes, MD 20684

    4 acres w/ trailer, trailer sold AS-IS. Possible 3 additional buildable lots - all percs approved.

    Brooke Matthews RE/MAX One

    48683 Beachville Rd, Saint Inigoes, MD 20684
  • /47

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 1,962 Sq Ft

    20938 Olen Mattingly Rd, Avenue, MD 20609

    This Cape Cod is located on a 1-acre waterfront lot on Saint Patrick's Creek. Bring the boat! It's the perfect location for boosting in the sun, fishing, and crabbing. It has an extensive pier and floating dock that was recently resurfaced w/ marine pressure-treated timber. It spacious with 4 Bedrooms 3.5 Baths. The home features two main-level master bedrooms with ensuite bathrooms. The

    Thomas Hennerty NetRealtyNow.com, LLC

    20938 Olen Mattingly Rd, Avenue, MD 20609
  • /2

    $12,000

    • Land
    • 0.25 Acre
    • $48,000 per Acre

    0 Sunset Dr, Chaptico, MD 20621

    Motivated Seller!!! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Southern Maryland. The community has beach access, club house, boat ramp, and much more. Buyer to perform all due diligence.

    Agent Photo

    Stephanie Rivers

    The Southside Group Real Estate

    (227) 274-0438

    0 Sunset Dr, Chaptico, MD 20621
  • /14

    $300,000

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    20436 Bowles Rd, Coltons Point, MD 20626

    Huge price adjustment! Bring your vision to 20436 Bowles Road and create your own water-oriented piece of heaven in Coltons Point! Set on a dead-end road, this adorable cape cod sits on 3.45 acres with waterfront/access. The main level is cozy, with a living room, eat in kitchen, 2 bedrooms, and a full bathroom. Upstairs is a finished attic space and another full bath that could be made into a

    Samantha Bowling Samson Properties

    20436 Bowles Rd, Coltons Point, MD 20626
  • /17

    $18,000

    • Land
    • 0.31 Acre
    • $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
  • /3

    $7,500

    • Land
    • 0.23 Acre
    • $32,609 per Acre

    0 Skyview Dr Unit MDSM2027410, Bushwood, MD 20618

    POST AUCTION - Make an offer, buy it now! Deposit: $5,000. Lot of land located in Longview, MD within St. Mary’s County. The property is in close proximity to the Wicomico River, Long View Beach Club, and the 7th District waterfront. Major traffic arteries include Maddox Rd and Colton Point Rd, offering straightforward access to area amenities.

    Adam Shpritz Ashland Auction Group LLC

    0 Skyview Dr Unit MDSM2027410, Bushwood, MD 20618
  • /50

    $999,999

    • 4 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    38888 Reeves Rd, Mechanicsville, MD 20659

    This is an outstanding opportunity to acquire a charming Cape Cod home that has been thoughtfully upgraded and is ready for a new family, just off Hwy 5. The residence features four bedrooms and two and a half bathrooms. Recent improvements include replacing all windows, the roof, and siding, as well as installing an indoor laundry unit and a new well. Additionally, the property offers 2 to 3

    Genet Lulu Fairfax Realty Premier

    38888 Reeves Rd, Mechanicsville, MD 20659
  • /15

    $20,000

    • Land
    • 0.49 Acre
    • $40,816 per Acre

    0 Scott Cir Unit MDSM2027260, Mechanicsville, MD 20659

    Over-sized mostly flat lot in the desirable water privileged community of Golden Beach. Community has access to Patuxent River with boat ramp, pier, beaches, picnic tables, grill and tot lot. Owner has not applied for perc however the neighboring lot perked so owner feels this lot should as well. Lot can possibly be used for boat storage or garage if not ready to build at this time.

    Christie Bowen CENTURY 21 New Millennium

    0 Scott Cir Unit MDSM2027260, Mechanicsville, MD 20659
  • /35

    $565,000

    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft

    38310 Pleasant View Dr, Charlotte Hall, MD 20622

    Welcome to this unique opportunity in a well-established neighborhood, where privacy and potential meet! This home offers a new roof, siding, shutters, & gutters with plenty of space between neighbors and sits on an expansive 3.8 acres, & includes the adjoining 3.5-acre lot next door.The home itself could truly shine with a little cosmetic updating, making it a perfect fit for buyers looking

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 240-6072

    38310 Pleasant View Dr, Charlotte Hall, MD 20622
  • /38

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,049 Sq Ft

    35575 Army Navy Dr, Mechanicsville, MD 20659

    Showings restricted to Thursdays 4:30pm-6:30pm. Tenant Occupied until 7/31/2026. To purchase now Buyer agrees to take property subject to current lease. Welcome Home to this lovely single family home in the Water Access & Golf Course community of Wicomico Shores. This single story home with Open floor plan, 3 bedrooms, 2 baths and 2 car garage may be just what you are looking for. Enjoy your days

    Jack Fegeley O'Brien Realty ERA Powered

    35575 Army Navy Dr, Mechanicsville, MD 20659
  • /61

    $679,900

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

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    MOTIVATED SELLER! COME FALL IN LOVE WITH THE VIEW AND MAKE AN OFFER! Discover waterfront living at its finest with this charming 2-bedroom, 2.5-bath home with a loft on the Potomac River just minutes from historic Leonardtown. Perfectly designed for those who love life on the water, this property features its own private dock complete with a boat lift and fish cleaning station, making it a dream

    Agent Photo

    Mileah Walker

    Real Broker, LLC

    (227) 230-0320

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • /10

    $9,900

    • Land
    • 0.23 Acre
    • $43,043 per Acre

    0 Owens Dr Unit MDSM2026946, Bushwood, MD 20618

    Corner Lot! Make an offer on this beautiful residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .23-acre lot is already cleared and ready for a perc test. Longview Beach property owners who are up-to-date with the modest yearly HOA dues are granted access to community amenities, including the beach, boat ramp, fishing pier,

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Owens Dr Unit MDSM2026946, Bushwood, MD 20618
  • /10

    $590,000 New Construction

    • Studio
    • 2,000 Sq Ft

    0 Wicomico Shores Unit MDSM2026932, Mechanicsville, MD 20659

    Sandy Fehl Baldus Real Estate, Inc.

    0 Wicomico Shores Unit MDSM2026932, Mechanicsville, MD 20659
  • /2

    $7,500

    • Land
    • 0.23 Acre
    • $32,609 per Acre

    0 Lagoon Dr, Maddox, MD 20621

    POST AUCTION - Make an offer, buy it now! Deposit: $5,000. This lot of land is located in Chaptico, MD within St. Mary’s County. The property is in close proximity to Wicomico Shores Golf Course, Christ Episcopal Church, Bachelor's Hope, and Deep Falls. Nestled just off Maryland Route 234, this property enjoys easy entry to a major roadway for regional connectivity, including swift westward

    Adam Shpritz Ashland Auction Group LLC

    0 Lagoon Dr, Maddox, MD 20621
  • /4

    $185,000

    • Land
    • 17.51 Acres
    • $10,565 per Acre

    20920 Colton Point Rd, Coltons Point, MD 20626

    Discover the perfect opportunity to own 17.5 acres of agricultural land in the heart of St. Mary’s County. This expansive property offers open space is ideal for a variety of crops. Whether you’re looking to expand your farming operation, start a new agricultural venture, or invest in land with long-term potential, this parcel provides plenty of options. The acreage provides both the room and

    Samantha Bowling Samson Properties

    20920 Colton Point Rd, Coltons Point, MD 20626
  • /2

    $44,900

    • Land
    • 0.71 Acre
    • $63,239 per Acre

    25106 Pinto Dr, Hollywood, MD 20636

    0.71 Acres of Land for Sale: Hollywood, Maryland 2063625106 Pinto Dr, Hollywood, MD 20636Features:Land is Approximately 5.34 Miles Away from Patuxent River (See Aerial Map.)Land is Approx. a 39 Minute Drive to King George, Virginia.Zoning:Residential

    Anjie Deonauth Rise Real Estate, LLC

    25106 Pinto Dr, Hollywood, MD 20636

Showing Results 201 - 240, Page 6 of 8

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