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St Marys County MD Homes for Sale

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  • /3

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,456 Sq Ft

    22685 Maddox Rd, Bushwood, MD 20618

    A perfect opportunity for buyers looking to build equity while making a home their own. This solid, well-maintained home features a newer roof and an upgraded heat pump system with central air. Set on a spacious, level lot, the heavy lifting is already done—just bring your vision and style. A great chance to turn good bones into something truly special.

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (227) 238-2455

    22685 Maddox Rd, Bushwood, MD 20618
  • /57

    $455,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,926 Sq Ft

    49078 Wynne Rd, Ridge, MD 20680

    An extraordinary opportunity awaits—where home and land come together in perfect harmony. Nestled on 1.04 acres, this property includes an incredible bonus of 6.56 additional acres behind the home, creating a rare total of 7.60 acres to explore, enjoy, and make your own.This charming three-bedroom, two-full-bath home offers the ease of highly sought-after one-level living, paired with

    Jessica Raley CENTURY 21 New Millennium

    49078 Wynne Rd, Ridge, MD 20680
  • /40

    $479,900

    • 4 Beds
    • 3 Baths
    • 1,764 Sq Ft

    26596 Yowaiski Mill Rd, Mechanicsville, MD 20659

    One-level home offering over 1,700 sq ft of living space. Originally built in 1987 with a complete renovation in 2018, including kitchen, dining, living areas, bedrooms, and bathrooms. Updates include new flooring throughout, fresh paint, updated cabinetry, vanities, fixtures, and appliances. A 600+ sq ft addition completed in 2024 adds a second primary suite with an oversized bedroom,

    Chris Norris JR. Topside Realty

    26596 Yowaiski Mill Rd, Mechanicsville, MD 20659
  • /26

    $289,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,220 Sq Ft

    46345 Creeping Primrose Ln Unit G, Lexington Park, MD 20653

    Welcome to 46345 Creeping Primrose Ln #G, a beautifully maintained 3-level interior townhome featuring 3 spacious bedrooms and 2.5 bathrooms townhome. This home offers refined comfort in a prime location. Step inside to a light-filled living space designed for both relaxation and entertaining, with thoughtful finishes and a warm, inviting atmosphere throughout. Perfectly positioned just minutes

    Earl Castain EbonAries Realty Group, LLC.

    46345 Creeping Primrose Ln Unit G, Lexington Park, MD 20653
  • /18

    $589,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,184 Sq Ft

    43641 Redmond Rd, Leonardtown, MD 20650

    This great 8+ acre property with scenic pasture views. Solid 4 bedroom rambler on full basement. So many possibilities.

    Agent Photo

    Jimmy Hayden

    RE/MAX One

    (227) 231-3115

    43641 Redmond Rd, Leonardtown, MD 20650
  • /6

    $175,000

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

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

    6+ lot zoned RPD in a prime location with 600 +/- ft of road frontage with 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 Materials and

    Lewie Aldridge III Berkshire Hathaway HomeServices PenFed Realty

    0 St Andrews Church Rd Unit MDSM2029070, Leonardtown, MD 20650
  • /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
  • /2

    $315,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    22175 Bayside Rd, Leonardtown, MD 20650

    The perfect location for a starter home, Located in Leonardtown MD! This two bedroom and two bathroom open floor plan, single-level rambler is conveniently just a short drive to restaurants, fast food locations, Port Of Leonardtown Winery, Newtowne Neck State Park for the water views and just a short walk next door to check your mail. A few great features about the home include a modern black

    Darrin Carter RE/MAX One

    22175 Bayside Rd, Leonardtown, MD 20650
  • /68

    $779,900

    • 4 Beds
    • 4 Baths
    • 2,097 Sq Ft

    22393 Saint Clements Ave, Leonardtown, MD 20650

    Experience refined waterfront living in this completely renovated rancher overlooking Saint Clements Bay. Originally built in 1966, this residence has been thoughtfully reimagined from top to bottom with extensive structural, electrical, and plumbing upgrades, blending modern luxury with effortless coastal charm. Situated on a waterfront lot, the property offers its own private L-shaped

    Ralph Harvey ListWithFreedom.com

    22393 Saint Clements Ave, Leonardtown, MD 20650
  • /39

    $474,900

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    23015 Wedgewood Ln, California, MD 20619

    23015 Wedgewood Ln | Wildewood Community Welcome to 23015 Wedgewood Lane, a beautifully maintained 3-bedroom, 2.5-bath home tucked away on a peaceful cul-de-sac in the highly sought-after Wildewood community. Designed for comfort and easy living, this home offers a main floor primary suite complete with a private en suite bath — the perfect retreat at the end of the day. Step inside to an

    Matthew Burgan Infinitas Realty Group

    23015 Wedgewood Ln, California, MD 20619
  • /48

    $479,786

    • 5 Beds
    • 3 Baths
    • 2,280 Sq Ft

    24676 Old Three Notch Rd, Hollywood, MD 20636

    Experience modern luxury in this fully renovated house! This gem has been masterfully updated for 2026 living, offering 5 spacious bedrooms and 3 elegant upgraded full bathrooms. The open-concept main level is bathed in natural light and features gleaming Hardwood flooring, recessed lighting, and a gourmet kitchen equipped with brand-new stainless steel appliances, brand new cabinets and quartz

    Hameedullah Virk Samson Properties

    24676 Old Three Notch Rd, Hollywood, MD 20636
  • /35

    $809,900 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 5,454 Sq Ft

    40737 Bobwhite Ln, Leonardtown, MD 20650

    Avenmar beauty situated on over 3.5 acres, offering exceptional space and privacy. The custom kitchen features top-of-the-line appliances, custom cabinetry, solid-surface countertops, and stunning light fixtures. The main level includes formal dining and living rooms, a dedicated office space, and a two-story family room with an overlook from above. Floor-to-ceiling windows showcase peaceful

    Jennifer Goddard CENTURY 21 New Millennium

    40737 Bobwhite Ln, Leonardtown, MD 20650
  • /35

    $430,000

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

    45429 Englewood Way, California, MD 20619

    Luxury Living in Style describes this stunning end unit townhome with 2,548 finished sq ft in a premium location close to schools, shopping, restaurants and commuter routes in California, Maryland. This beautifully maintained 3-level end-unit of superb living space including a fully finished basement. With 3 spacious bedrooms, 3 full bathrooms, and a convenient half bath, there’s room for

    Mary Chambers JPAR Real Estate Professionals

    45429 Englewood Way, California, MD 20619
  • /4

    $200,000

    • 3 Beds
    • 2 Baths
    • 780 Sq Ft

    40412 Medleys Ln, Mechanicsville, MD 20659

    This partially secluded property boasts a level lot with mature trees. Income potential from mobile home that is currently, under lease.

    Sheila Milburn Coldwell Banker Premier

    40412 Medleys Ln, Mechanicsville, MD 20659
  • /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
  • /72

    $1,399,998 New Construction

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

    16242 Thomas Rd, Piney Point, MD 20674

    Exceptional waterfront residence set on 2.07 private acres in prestigious Piney Point, offering refined coastal living with breathtaking sunrises and glimpses of sunset over the water. This thoughtfully designed home features 3 bedrooms and 2.5 baths, anchored by a spectacular chef’s kitchen equipped with high‐end Café appliances, including a 36‐inch Café gas range, and an oversized island

    Payam Bakhaje Realty ONE Group Capital

    16242 Thomas Rd, Piney Point, MD 20674
  • /2

    $490,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft

    39141 Persimmon Creek Rd, Mechanicsville, MD 20659

    More info coming soon!

    Monica Embrey Samson Properties

    39141 Persimmon Creek Rd, Mechanicsville, MD 20659
  • /39

    $714,900

    • 4 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    28590 Old Village Rd, Mechanicsville, MD 20659

    YOUR DREAM HOME, YOUR WAY – TO BE BUILT on 1 acre, please note the tax record is wrong. Why spend your weekends touring older homes that need "just a little work" when you can build exactly what you want? Avoid the bidding wars and move into a masterpiece designed specifically for you. This 4-bedroom, 2.5-bathroom "Ariana" floor plan by Litz Custom Homes is the perfect blend of luxury and

    Michele Posey RE/MAX Realty Group

    28590 Old Village Rd, Mechanicsville, MD 20659
  • /62

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    48836 Park Pines Dr, Lexington Park, MD 20653

    Well maintained and thoughtfully prepared for the market, this home sits on nearly 2.5 private, wooded acres with exceptional outdoor living. The backyard features a custom greenhouse, fenced raised-bed gardens, chicken coop, a small storage shed, and a large shed with electric service. A wraparound composite deck is wired for a hot tub and includes a fire pit and screened enclosure—ideal for

    Heather Foster RE/MAX One

    48836 Park Pines Dr, Lexington Park, MD 20653
  • /59

    $519,995

    • 5 Beds
    • 3 Baths
    • 2,572 Sq Ft

    20945 Rowan Knight Dr, Lexington Park, MD 20653

    Like-new 5-bedroom home in the heart of Lexington Park offering exceptional space, storage, and a highly convenient location. Enter the main floor to an open floor plan, front room is a flex space perfect for a home office or dining room, with a main level bedroom and full bathroom. The second floor features a versatile bonus room ideal for a home office, playroom, or flex space, along with an

    Jesieryl Hartzer CENTURY 21 New Millennium

    20945 Rowan Knight Dr, Lexington Park, MD 20653
  • /89

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    27245 Cat Creek Rd, Mechanicsville, MD 20659

    OPEN HOUSE TODAY!****Temporary off-market status was due to recent weather conditions. Property is now available for showings. Schedule your appointment today.**** Here's your opportunity to own a water-oriented property Just off the Patuxent River located on Cat Creek that offers a peaceful, natural setting surrounded by a tranquility. While the creek is not visible from the home, the

    Tina Marie Biggs EXP Realty, LLC

    27245 Cat Creek Rd, Mechanicsville, MD 20659
  • /6

    $59,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    26861 Pine Dr, Mechanicsville, MD 20659

    The house is an unstaffed structure no interior inspections. There is no information about the septic or the well being sold as is where is.

    Ron Lord Home Towne Real Estate

    26861 Pine Dr, Mechanicsville, MD 20659
  • /14

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    36061 Roosevelt Blvd, Chaptico, MD 20621

    Welcome to 36061 Roosevelt Boulevard, a solid brick raised rambler nestled in the established Mill Point Shores community of Chaptico, Maryland. This three-bedroom, two-full-bath home offers 1,780 square feet of above-grade living space and sits on a quarter-acre lot, providing a peaceful setting with room to personalize and add value. Built in 1945, the home features classic brick construction,

    Nathaniel Arnold Epique Realty

    36061 Roosevelt Blvd, Chaptico, MD 20621
  • /112

    $425,000

    • 4 Beds
    • 3 Baths
    • 2,091 Sq Ft

    30560 Serenity Ln, Charlotte Hall, MD 20622

    Nestled on 1.23 acres in a quiet cul-de-sac, this beautiful two-level home offers privacy, space, and versatility. The rear of the property is surrounded by trees, creating a peaceful and scenic setting.The main level features wood flooring throughout, a spacious living room with plenty of natural light, and an upgraded kitchen that opens into a sunroom overlooking the wooded backyard,

    Alex Hodges Cottage Street Realty LLC

    30560 Serenity Ln, Charlotte Hall, MD 20622
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    $499,000

    • 3 Beds
    • 2 Baths
    • 2,600 Sq Ft

    38624 Woodwind Way, Mechanicsville, MD 20659

    Private single family home in great condition with 2600 square feet of living space, nestled on 15 acres of wooded land (.5 acres cleared) located in a small development with a paved driveway. - 3 Bedrooms (Master BR with en suite full bath)- 2 Full bathrooms- Large laundry room, kitchen and family room- Full walkout basement (half finished with 9 foot ceilings)- Artisan well

    Thomas Hennerty NetRealtyNow.com, LLC

    38624 Woodwind Way, Mechanicsville, MD 20659
  • /25

    $259,900

    • 3 Beds
    • 1.5 Baths
    • 1,258 Sq Ft

    21421 Manon Way, Lexington Park, MD 20653

    Beautifully updated and move-in ready 3-bedroom, 1.5-bath townhome. This home features three spacious bedrooms on the upper level, a bright living room, and stunning hardwood floors throughout. The large kitchen offers ample space for cooking and dining, especially impressive for a townhome. Recent updates make this property truly turnkey. At this price, this home will not last long—schedule your

    Robert Bishop Smart Realty, LLC

    21421 Manon Way, Lexington Park, MD 20653
  • /2

    $295,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,238 Sq Ft

    46017 E Sunrise Dr, Lexington Park, MD 20653

    Nice location in the desirable Town Creek neighborhood, just minutes from Patuxent River Naval Base and nearby shopping. This 3-bedroom, 1-bath home features hardwood floors, a spacious kitchen, a fireplace, additional space suitable for a home office or flex room, an attached carport, and a huge, fully fenced rear yard—offering plenty of potential inside and out. The expansive backyard is ideal

    Jennifer Goddard CENTURY 21 New Millennium

    46017 E Sunrise Dr, Lexington Park, MD 20653
  • /35

    $588,500

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    47558 Lucas Cove Ln, Lexington Park, MD 20653

    Waterfront Home with Local History on Lucas Cove Own a rare piece of waterfront property rich in local and family history. This charming home, lovingly maintained by a military couple who raised five children here, sits on a deep, protected cove just minutes from the St. Mary’s River and the Potomac River. Enjoy all the Chesapeake lifestyle offers — crabbing, fishing, and swimming from your

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    47558 Lucas Cove Ln, Lexington Park, MD 20653
  • /2

    $399,999 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,904 Sq Ft

    21165 Lizmill Way, California, MD 20619

    Heather Foster RE/MAX One

    21165 Lizmill Way, California, MD 20619
  • /7

    $145,000

    • Land
    • 3.42 Acres
    • $42,398 per Acre

    41180 Living Water Ln, Mechanicsville, MD 20659

    Set among the calm, rolling hills of Mechanicsville, Maryland, this 3.429-acre perced lot offers a rare blend of privacy, natural beauty, and readiness for development. Tucked into a peaceful wooded landscape, the property provides a blank canvas for building a single-family home in a setting that feels like a retreat. Property Highlights: Perced and Ready to Build: The lot has passed percolation

    Ralph Harvey ListWithFreedom.com

    41180 Living Water Ln, Mechanicsville, MD 20659
  • /57

    $479,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,298 Sq Ft

    29057 Ann Cir, Mechanicsville, MD 20659

    THIS IS YOUR BEAUTIFUL NEW HOME!! NEW CONSTRUCTION COMPLETE AND READY. MOVE IN AND START THE NEW YEAR IN THIS BEAUTIFUL NEW HOME! OPEN FLOOR PLAN RAMBLER WITH 9 FT CEILINGS, GORGEOUS TRIM AND FLOORING. ENTER HOME FROM COVERED FRONT PORCH INTO BRIGHT AND OPEN MAIN FLOOR TO DECK IN BACK OVERLOOKING TREED BACK YARD. THE MAIN LEVEL IS A WONDERFUL GATHERING PLACE WITH KITCHEN FEATURING WHITE CABINETS,

    Kathy McClary Berkshire Hathaway HomeServices PenFed Realty

    29057 Ann Cir, Mechanicsville, MD 20659
  • /4

    $275,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    26445 Peninsular Dr, Hollywood, MD 20636

    Professional photos coming soon. Welcome to the Hollywood Shores neighborhood....a waterfront community! This home features two bedrooms and one bathroom. the home provides a comfortable layout with room for everyone. The front door faces the water though views are limited. A sliding glass door leads to a deck that wraps around to the front and is perfect for outdoor entertaining. More details to

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    26445 Peninsular Dr, Hollywood, MD 20636
  • /49

    $589,900

    • 7 Beds
    • 3.5 Baths
    • 3,940 Sq Ft

    44556 Aspen Ln, California, MD 20619

    This beautifully maintained home offers 7 bedrooms and 3.5 baths across multiple levels of comfortable living. The main level features a bright family room, an eat-in kitchen, and a separate dining room perfect for gatherings. A sliding glass door leads to a maintenance-free deck—ideal for cookouts or morning coffee.Enjoy the convenience of a main-level bedroom (currently used as an office)

    Olive Kelsey JPAR Real Estate Professionals

    44556 Aspen Ln, California, MD 20619
  • /30

    $555,000

    • 4 Beds
    • 2.5 Baths
    • 2,222 Sq Ft

    41635 Ferber Ct, Leonardtown, MD 20650

    !!!! Seller offering $6500 concession on full price offer to buyer for closing assistance or wherever benefits buyer**** Beautiful 2 story home situated on a professionally landscaped level lot with fully fenced back yard. Home is freshly painted and has newly installed carpet throughout main and upper levels. Roof and gutters were recently replaced in 2025. HVAC has been serviced annually. Upper

    Alvin Frazier Home Towne Real Estate

    41635 Ferber Ct, Leonardtown, MD 20650
  • /39

    $449,900

    • 5 Beds
    • 3 Baths
    • 2,160 Sq Ft

    27047 Yowaiski Mill Rd, Mechanicsville, MD 20659

    Nestled near the back of the desirable Country Lakes community, this completely remodeled split foyer home offers a harmonious blend of privacy and comfort. Step inside to discover a bright and open floor plan of the living room, dining room and kitchen areas. The kitchen features upgraded 36" white Shaker soft-close cabinets, quartz countertops, an island with seating space, and stainless-steel

    Cindy Hill EXP Realty, LLC

    27047 Yowaiski Mill Rd, Mechanicsville, MD 20659
  • /58

    $435,000

    • 3 Beds
    • 3.5 Baths
    • 2,308 Sq Ft

    23369 Marview Ct, Leonardtown, MD 20650

    Beautiful Clark’s Rest townhome offering three finished levels, a two-car garage, and over 2,300 square feet of living space. The main level features hardwood floors, a gourmet kitchen with granite countertops and 42-inch cabinetry, a separate formal dining space, and a large family room—ideal for both everyday living and entertaining.The fully finished lower level includes a spacious

    Jennifer Goddard CENTURY 21 New Millennium

    23369 Marview Ct, Leonardtown, MD 20650
  • /8

    $295,000

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    48907 Chisleytown Rd, Saint Inigoes, MD 20684

    This 3 bedroom, 1 bath Home being renovated in Saint Inigoes. Sits on 1/2 acre lot.

    Gloria Abell Coldwell Banker Premier

    48907 Chisleytown Rd, Saint Inigoes, MD 20684
  • /2

    $7,500

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

    35296 Diplomat Dr, Mechanicsville, MD 20659

    Billy Rabbitt The Southside Group Real Estate

    35296 Diplomat Dr, Mechanicsville, MD 20659
  • /14

    $8,000

    • Land
    • 0.54 Acre
    • $14,815 per Acre

    0 Pine, Ridge, MD 20680

    ONLINE AUCTION: Bidding begins 2/06/2026 @ 10:00 AM. Bidding ends 2/10/2026 @ 12:40 PM. List Price is Suggested Opening Bid. Deposit: $5,000 Approximately half an acre parcel of land located in Ridge Maryland. JUST MINUTES to Chesapeake Bay and the Potomac River. Easy access to major traffic artery Point Lookout Rd. Property is a vacant parcel of land.

    Adam Shpritz

    0 Pine, Ridge, MD 20680
  • /14

    $5,000

    • Land
    • 0.17 Acre
    • $29,412 per Acre

    49701 Fresh Pond Neck Rd, Scotland, MD 20687

    ONLINE AUCTION: Bidding begins 2/10/2026 @ 10:00 AM. Bidding ends 2/12/2026 @ 12:50 PM.. List Price is Suggested Opening Bid. Deposit: $5,000. +/- 7,274sq ft parcel of land located in Scotland Maryland. JUST MINUTES to Chesapeake Bay and the Potomac River. Easy access to major traffic artery Point Lookout Rd. Property is a vacant parcel of land.

    Adam Shpritz

    49701 Fresh Pond Neck Rd, Scotland, MD 20687

Showing Results 41 - 80, Page 2 of 7

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