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St Marys County MD Homes for Sale

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  • /32

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    21344 Lookout Dr, Lexington Park, MD 20653

    Nestled in a highly sought-after neighborhood, this beautifully maintained townhouse offers 3 spacious bedrooms, 2 full bathrooms, and a convenient half bath, eat-In kitchen with island and stainless steel appliances. Designed for both comfort and functionality, it features a bright recreation room, in-unit laundry, and a one-car garage with remote access. The primary suite boasts a generous

    Karla Rhodes Samson Properties

    21344 Lookout Dr, Lexington Park, MD 20653
  • /51

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 3,118 Sq Ft

    23185 Piney Wood Cir, California, MD 20619

    Beautifully Updated Colonial on One Acre in WildwoodThis stunning colonial home sits on a spacious one-acre lot in Wildwood and features numerous high-end updates throughout. The heart of the home is the beautifully remodeled kitchen (2022), showcasing new cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining.The main

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    23185 Piney Wood Cir, California, MD 20619
  • /38

    $425,000

    • 5 Beds
    • 3.5 Baths
    • 3,021 Sq Ft

    21375 Lookout Dr, Lexington Park, MD 20653

    You don't want to miss this one! Spacious colonial with 3 finished levels and a 2 car garage. Main level boasts a kitchen with island, family room off kitchen, formal dining room, formal sitting room, and the laundry! Make your way upstairs where you'll find a primary suite with full bath and walk in closet. 3 additional bedrooms and a shared bath complete the upper level. The basement is set up

    Cheryl Bare CENTURY 21 New Millennium

    21375 Lookout Dr, Lexington Park, MD 20653
  • /62

    $469,900

    • 5 Beds
    • 3.5 Baths
    • 2,326 Sq Ft

    47311 Willow Wood Dr, Lexington Park, MD 20653

    Welcome home to this beautifully updated and move-in ready home. This spacious 5-bedroom, 3.5-bath home offers modern upgrades and a versatile floor plan. The main level showcases a newer kitchen with crisp white cabinetry, stainless steel appliances, and a formal dining/living area perfect for gatherings and a half bath. Luxury vinyl plank flooring flows throughout all levels, creating a

    Jennifer Goddard CENTURY 21 New Millennium

    47311 Willow Wood Dr, Lexington Park, MD 20653
  • /13

    $239,000

    • 3 Beds
    • 1 Bath
    • 1,026 Sq Ft

    20959 Redgate Ln, Leonardtown, MD 20650

    A True Hidden Gem just a few miles South of Downtown Leonardtown. Leonardtown, Maryland offers promising opportunities for both homebuyers and investors, driven by its growing real estate market and strategic economic initiatives over the years. This property may be best suited for an investor or seasoned buyer who has the vision and capacity to restore it with some well-deserved TLC.This

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /32

    $649,950

    • 6 Beds
    • 4.5 Baths
    • 3,632 Sq Ft

    27691 Valley Wood Ct, Mechanicsville, MD 20659

    Rare Find! This beautifully updated six bedroom, four and a half full bath home sits on just over 5 acres! updates to include luxury vinyl plank flooring and carpet and paint throughout -- its move in ready and has space for everyone! Each bedroom on the upper level has an attached bathroom (Jack & Jill style). Kitchen features quartz countertops, tile backsplash, stainless appliances, and a

    Ross Simone RE/MAX Realty Group

    27691 Valley Wood Ct, Mechanicsville, MD 20659
  • /3

    $299,999

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    24992 Sotterley Rd, Hollywood, MD 20636

    Welcome to your charming retreat in the heart of Hollywood, MD! This delightful property features a cozy front porch that invites you to unwind and enjoy the serene surroundings. Nestled on over an acre of lush, level land, this home provides a picturesque view of nature's beauty. Imagine sipping your morning coffee while deer occasionally grace the yard with their presence. The tranquility and

    Ron Lord Home Towne Real Estate

    24992 Sotterley Rd, Hollywood, MD 20636
  • /55

    $640,000

    • 5 Beds
    • 3.5 Baths
    • 5,677 Sq Ft

    45656 Edge Mill Ct, Great Mills, MD 20634

    From the moment you step through the grand 2-story foyer, this home will take your breath away. Sunlight pours through Palladian windows and skylights, highlighting the rich hardwood floors, crown molding, and detailed craftsmanship throughout. The heart of the home is the chef’s kitchen—complete with stainless steel appliances, a spacious island, and a bright breakfast room with a cathedral

    Gianni Cavero-Aponte Coldwell Banker Realty

    45656 Edge Mill Ct, Great Mills, MD 20634
  • /10

    $699,900

    • Land
    • 4.12 Acres
    • $169,879 per Acre

    20287 Point Lookout Rd, Great Mills, MD 20634

    Prime Commercial Opportunity on Route 5!Four acres of commercial property in a highly visible, desirable location. Zoned Medium Intensity Mixed Use (MXM), with a copy of the zoning ordinance available for review. Engineer drawings and a concept site plan for Great Mills Plaza are also available. This property offers endless possibilities to bring your vision to life—retail, office, or

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    20287 Point Lookout Rd, Great Mills, MD 20634
  • /52

    $435,000 Open Thu 4PM - 6:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    46260 Lewis Creek Rd, Lexington Park, MD 20653

    Photos coming! Welcome home to the beautiful Esperanza Farms Neighborhood! This colonial home sits on a large flat lot. The home offers 4 of the largest bedrooms you have ever seen, 2 full bathrooms and 1 half bath. A nice screened in porch to relax in after a long day! New carpet and paint on the upper level.

    Kimberly Huffnagle CENTURY 21 New Millennium

    46260 Lewis Creek Rd, Lexington Park, MD 20653
  • /55

    $435,000

    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft

    26599 Yowaiski Mill Rd, Mechanicsville, MD 20659

    Just listed in the Country Lakes Subdivision of Mechanicsville! Pride of ownership is evident in this meticulously maintained 4 bedroom 2 bath Split Foyer which features approximately 1,900 above grade living square footage and is situated on a one acre wooded lot. The entire interior of this home was just recently painted a neutral palette & the HVAC system is approximately 3 years old.

    Joseph Holland Maryland Residential Realty

    26599 Yowaiski Mill Rd, Mechanicsville, MD 20659
  • /16

    $325,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    26914 Bartlett St, Mechanicsville, MD 20659

    This adorable 3 bedroom 1 bath home offers the perfect blend of coastal living and modern convenience, just steps away from beloved local seafood spots like Seabreeze and with easy boat access right down the street. Completely renovated within the last two years, this home has been kept in pristine shape. Featuring a reliable 7 year old roof with brand new gutters with gutter guards installed

    Heather Cooksey RE/MAX One

    26914 Bartlett St, Mechanicsville, MD 20659
  • /41

    $449,000

    • 4 Beds
    • 2.5 Baths
    • 2,545 Sq Ft

    44313 Poplar Wood Dr, California, MD 20619

    Welcome to 44313 Poplar Wood Dr, a spacious 4-bedroom, 2.5-bath home nestled on a serene, wooded lot in the heart of the highly sought-after Wildewood community. Perched atop a gentle hill, this home offers exceptional privacy and beautiful views of the surrounding landscape.Step inside to discover a sun-filled interior with generously sized rooms and an open layout perfect for

    Matthew Burgan Infinitas Realty Group

    44313 Poplar Wood Dr, California, MD 20619
  • /4

    $150,000

    • Land
    • 4.20 Acres
    • $35,714 per Acre

    43245 Joy Ln, Hollywood, MD 20636

    Discover the perfect blend of privacy, convenience, and opportunity with this beautifully wooded 4-acre lot. Tucked away in a peaceful setting, this property offers endless possibilities. Whether you’re looking to build your dream home, explore development potential, or secure a smart investment for the future.The land features a level build site perched on a ridge, providing a stunning

    Michael Fitzgerald, II RE/MAX Closers

    43245 Joy Ln, Hollywood, MD 20636
  • /39

    $435,000

    • 5 Beds
    • 3 Baths
    • 2,010 Sq Ft

    26167 Cresent Ln, Mechanicsville, MD 20659

    Welcome to your dream home in the highly sought-after Wicomico Shores community! This beautifully maintained 5-bedroom, 3-bathroom residence is truly move-in ready, featuring a brand-new roof and flooring installed in 2024.Step inside and discover spacious living areas designed for comfort and style. The fully fenced backyard offers privacy and is perfect for outdoor activities, complete

    Amanda Holmes EXP Realty, LLC

    26167 Cresent Ln, Mechanicsville, MD 20659
  • /39

    $589,999

    • 4 Beds
    • 3.5 Baths
    • 3,847 Sq Ft

    46486 Hilton Ridge Dr, Lexington Park, MD 20653

    * paint & carpet credit * Hilton Ridge Community BEAUTY on over 2 acres! Located at the end of a private cul-de-sac and backing to your own private land. Main level has a large mudroom, formal living area, dining area, large kitchen, breakfast area and family room with fireplace and an entry to the back deck. The back yard will be your own personal sanctuary, plenty of yard but also surrounded by

    Kaitlyn Boas Infinitas Realty Group

    46486 Hilton Ridge Dr, Lexington Park, MD 20653
  • /15

    $79,990

    • Land
    • 3.57 Acres
    • $22,406 per Acre

    0 Piney Point Rd, Valley Lee, MD

    3.57 acres of residential land located on Piney Point Rd (MD-249) in Valley Lee, St. Mary’s County. This parcel offers a great opportunity to build your custom home in a peaceful setting just 1.5 miles from Tall Timbers Marina, providing easy access to boating and waterfront recreation on the Potomac River. Conveniently situated within driving distance to California, Lexington Park, and King

    Donnell Williams NextHome Prime Properties

    0 Piney Point Rd, Valley Lee, MD
  • /75

    $439,990

    • 5 Beds
    • 3 Baths
    • 2,484 Sq Ft

    29954 Richard Cir, Mechanicsville, MD 20659

    DO NOT WAIT ON THIS ONE - Great Property! Plenty of Room to Spread Out - 5 Bedrooms, 3 Full baths, Living Room, Dining Area, Family Room, Laundry room, and on over an Acre of land. 1.36 Acres. The home offers space to spread out and grow, New Kitchen Counter Tops, No Carpet (only on the stairs), Fresh Paint, Have big gatherings in the Large Private Back Yard, 1 Car Carport, Large Deck, and

    Donna Lacey CENTURY 21 New Millennium

    29954 Richard Cir, Mechanicsville, MD 20659
  • /33

    $420,000

    • 3 Beds
    • 3.5 Baths
    • 2,822 Sq Ft

    23305 Hyacinth Ln, California, MD 20619

    Step inside this beautiful, spacious duplex in the sought-after Dahlia Park community of Wildewood. With its open, sun-filled layout, you’ll enjoy the feel of single-family living—without the extra upkeep.The main level offers a large kitchen, a formal dining area, multiple living spaces, a half bath, and access to your maintenance-free back deck—perfect for entertaining or quiet evenings

    Lauren Garner EXP Realty, LLC

    23305 Hyacinth Ln, California, MD 20619
  • /2

    $16,000

    • Land
    • 0.80 Acre
    • $20,000 per Acre

    0 3rd Way, Scotland, MD 20687

    4 lots combined equal .80 acre. Raw land, no perc and not cleared. But a lot of potential use with community water access and just a short walk to Point Lookout State Park. Surrounded by local full time residents along with campers, seasonal residents and Airbnb properties. Several local dining options and a short drive to historic St. Marys City and College.

    Trish Wallmark RE/MAX One

    0 3rd Way, Scotland, MD 20687
  • /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
  • /64

    $610,000

    • 5 Beds
    • 3.5 Baths
    • 3,768 Sq Ft

    20411 Monte Carlo Ln, Lexington Park, MD 20653

    Welcome to your private retreat! This spacious 5-bedroom, 3.5-bath home sits at the end of a quiet private road on 2.29 beautifully manicured acres. With over 3,700 sq ft of finished living space across three levels, this home offers room to grow, entertain, and relax.The fully finished lower level includes a complete **in-law suite** with an updated kitchen, new flooring, bar seating,

    Thomas Hennerty NetRealtyNow.com, LLC

    20411 Monte Carlo Ln, Lexington Park, MD 20653
  • /41

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    17309 Piney Point Rd, Piney Point, MD 20674

    Welcome to your dream coastal retreat, where luxury and convenience meet unparalleled natural beauty. This charming three-bedroom, two-bathroom home offers a perfect blend of modern comforts and serene surroundings, making it an ideal escape for those seeking both relaxation and adventure.Step inside to discover stunning luxury vinyl plank flooring throughout, paired with pristine tile

    John Gatton CENTURY 21 New Millennium

    17309 Piney Point Rd, Piney Point, MD 20674
  • /137

    $1,799,000

    • 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
  • /25

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft

    29831 Lee Rd, Mechanicsville, MD 20659

    Beautifully remodeled home in Golden Beach. On level living with new everything. New luxury vinyl planking, new carpet in bedrooms, newly remodeled bathrooms, new roof, new windows, new septic system, new hot water heater. You'll enjoy access to the beaches and boat ramps. Main suite has double closets and an ensuite bathroom. This home is also for rent so hurry, if it rents before it sells

    Joyce Krouse CENTURY 21 New Millennium

    29831 Lee Rd, Mechanicsville, MD 20659
  • /27

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    46281 Mako Way, Lexington Park, MD 20653

    Very nice townhome freshly painted and completely renovated. New Range, New range exhaust fan, New Refrigerator, New Countertops New bathroom sink, New Bathroom vanity, New bathroom light, New bathroom medicine cabinet, New Carpet and Vinyl Flooring. New privacy fence, New fence gate. Roof one year old, hot water heater one year old. HVAC recently replaced. Low HOA fee of only $150 a year.

    James Hess HomeSmart

    46281 Mako Way, Lexington Park, MD 20653
  • /76

    $769,000

    • 5 Beds
    • 4 Baths
    • 4,591 Sq Ft

    40312 Laurel Cir, Mechanicsville, MD 20659

    Welcome to this stunning home sweet home in Laurel Preserve! This beautiful Wingate design offers the perfect blend of elegance, functional living space & comfort. Well maintained by the original owners and only seven years old, shows like- new. Main level is open and offers a spacious family room off the gourmet kitchen, formal living room and dining room which is being used for office. The

    Jaime Rollins CENTURY 21 New Millennium

    40312 Laurel Cir, Mechanicsville, MD 20659
  • /22

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    36797 Ricardo Dr, Bushwood, MD 20618

    JUST REDUCED!!This home is located in the tucked-away community of Longview Beach at 36797 Ricardo Drive, Bushwood, Maryland, and is currently priced at $340,000.00. Sitting on 10,500 sf. is just under 1/4 acre. This recently updated home with great features for winter is the perfect location for the summer. A new metal roof with lighting rods was installed in 2019, including upgrading

    Lisa Witherspoon Coldwell Banker Realty

    36797 Ricardo Dr, Bushwood, MD 20618
  • /32

    $375,000

    • 4 Beds
    • 1.5 Baths
    • 1,168 Sq Ft

    40760 King Dr, Mechanicsville, MD 20659

    Charming, Completely Renovated 4-Bedroom Rambler with Beautiful Landscaping & Plenty of ParkingWelcome home to this beautifully renovated 1,169 sq ft rambler-style gem offering the perfect blend of comfort, functionality, and modern design. This single-level ranch home features 4 bedrooms and 1 1⁄2 updated bathrooms, ideal for families, guests, or a home office setup.Step inside

    Taunya Greenwell Long & Foster Real Estate, Inc.

    40760 King Dr, Mechanicsville, MD 20659
  • /43

    $434,900

    • 3 Beds
    • 3.5 Baths
    • 2,264 Sq Ft

    20966 Black Duck Ct, Callaway, MD 20620

    3% Seller Credit towards buyer's closing costs PLUS additional $10k credit towards cosmetic improvements with an accepted offer! Hunting Quarter! Located in Callaway with current school zoning of Leonardtown HS, Leonardtown MS, and Piney Point ES. Quiet location within the community and situated near the end of a cul-de-sac with few cars driving by. 3 BR/3.5 BA with brand new finished basement

    Farrah Fuchs Redfin Corp

    20966 Black Duck Ct, Callaway, MD 20620
  • /23

    $206,000

    • Land
    • 19 Acres
    • $10,597 per Acre

    38335 Collins Rd, Avenue, MD 20609

    Don’t miss your chance to own a combined 19.44 acres of beautiful, wooded land in the peaceful and picturesque 7th District. This sale includes two separate parcels: a 14.24-acre main lot located at the end of a private dead-end road on Collins Rd, and a 5.2-acre buffer lot (Outparcel A) on Olen Mattingly Rd. Together, these parcels offer privacy, potential, and the perfect setting for your dream

    Brittany Russell CENTURY 21 New Millennium

    38335 Collins Rd, Avenue, MD 20609
  • /31

    $440,000

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft

    38988 Lupes Ct, Mechanicsville, MD 20659

    Welcome to this beautifully maintained 1,424+ sq ft home nestled on a generous 1.23-acre lot at the end of a peaceful cul-de-sac. Enjoy the best of outdoor living on your brand-new deck, overlooking a spacious backyard—ideal for entertaining or relaxing. This property is packed with features, including a NEW roof, solar panels for energy efficiency and reduced utility costs, and a large

    Lisa Van Tassel Home Towne Real Estate

    38988 Lupes Ct, Mechanicsville, MD 20659
  • /6

    $7,500

    • Land
    • 0.30 Acre
    • $25,000 per Acre

    0 Hughes Ave Unit MDSM2026518, Chaptico, MD 20621

    Great opportunity to own land near Mill Point Shores. New owner would need to verify with St Mary's county for use and options for building. May have access to Mill Point Shores. New owner to verify.

    Jan Kleponis O'Brien Realty ERA Powered

    0 Hughes Ave Unit MDSM2026518, Chaptico, MD 20621
  • /6

    $5,000

    • Land
    • 0.14 Acre
    • $35,714 per Acre

    0 Long Leaf Ln Unit MDSM2026514, Leonardtown, MD 20650

    Wonderful opportunity with a buyer that has vision. Nice lot to possibly build on. Call St Mary's county for details and confirm if suitable for your needs.

    Jan Kleponis O'Brien Realty ERA Powered

    0 Long Leaf Ln Unit MDSM2026514, Leonardtown, MD 20650
  • /4

    $8,750

    • Land
    • 0.21 Acre
    • $41,667 per Acre

    0 3rd Way, Scotland, MD 20687

    Lovely lot with tons of potential. Could be your new home or a spot to use for storage. Please do call St Mary's county and do some research to see if this site will meet your needs in the future. Very near St Mary's City and other parks for hiking and water access including Point Lookout. Many here are local full time residents. There are some seasonal residents and AirBNB's near too.

    Jan Kleponis O'Brien Realty ERA Powered

    0 3rd Way, Scotland, MD 20687
  • /65

    $609,900

    • 4 Beds
    • 3.5 Baths
    • 3,234 Sq Ft

    44628 Cedar Ct, California, MD 20619

    This is the story of a charming home in Wildewood's premier neighborhood. Situated on a 1.21 acre lot on a peaceful cul-de-sac, with a lush green lawn dappled with shade trees, where the scenery is beautiful all year round. Gorgeous hardscape patio out back with a stone fire pit, complete with a seasoned woodpile, is ideal for outdoor gatherings. A large 2-car garage includes a utility

    Kimberly St. Laurent RE/MAX One

    44628 Cedar Ct, California, MD 20619
  • /11

    $130,000

    • Land
    • 5 Acres
    • $24,857 per Acre

    49430 Harry James Rd, Ridge, MD 20680

    5.23-Acre lot in a Beautiful, Quiet SettingEscape to the calm and natural beauty of this 5.23-acre property, perfectly situated at the intersection of Fresh Pond Neck Road and Point Lookout Road. Located in a beautiful, quiet area, this land offers a rare opportunity to enjoy natural harmony and a sense of timeless stillness. A private road easement provides direct access from Harry James

    Heather Hooper Berkshire Hathaway HomeServices PenFed Realty

    49430 Harry James Rd, Ridge, MD 20680
  • /6

    $24,900

    • Land
    • 0.18 Acre
    • $138,333 per Acre

    0 Long Leaf Ln Unit MDSM2026482, Leonardtown, MD 20650

    These wooded lots are almost across the street from the St. Clements Shores Community Park! Invest in undeveloped land now, for future building lot. Public sewer hook up planned to be available, as system expansion is slated to occur within a few years per MetCom. Currently could possibly be used for storage building or similar.

    Juliet Brown Residential Plus Real Estate Services

    0 Long Leaf Ln Unit MDSM2026482, Leonardtown, MD 20650
  • /11

    $135,000

    • Land
    • 1.46 Acres
    • $92,466 per Acre

    0 Three Notch Rd Unit MDSM2026484, Mechanicsville, MD 20659

    Two lots and two approved perc sites! Being sold together, 1.46 acres. Wooded and mostly level with slope on the north side. One lot has 180 ft and other has 157 ft of road frontage. If you're thinking of a home business, you could have 2 structures and plenty of visibility. Or build back off the road for more privacy, and an easy mid county commute in either direction. Also located near

    Juliet Brown Residential Plus Real Estate Services

    0 Three Notch Rd Unit MDSM2026484, Mechanicsville, MD 20659
  • /28

    $429,900

    • 3 Beds
    • 2 Baths
    • 2,292 Sq Ft

    25757 Jones Wharf Rd, Hollywood, MD 20636

    Experience the best of countryside charm at 25757 Jones Wharf Road. Situated on 4.7 acres, this 2,292 sqft residence offers 3 bedrooms and 2 bathrooms. It features an expansive sunroom, offering a bright and inviting space to enjoy year-round. Recent improvements in 2025 include a new heat pump with oil backup, new gutter guards(with warranty) and some new kitchen appliances. The layout includes

    Stephanie Glaubitz Home Towne Real Estate

    25757 Jones Wharf Rd, Hollywood, MD 20636

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