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St Marys County MD Homes for Sale

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  • /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
  • /25

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    39030 Chaptico Rd, Mechanicsville, MD 20659

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (227) 238-1353

    39030 Chaptico Rd, Mechanicsville, MD 20659
  • /36

    $308,500

    • 1 Bed
    • 1.5 Baths
    • 1,645 Sq Ft

    44140 Outrigger Way, California, MD 20619

    Step into modern comfort with this beautifully designed 1-bedroom, 1.5-bath condo, featuring an open-concept layout and high-end finishes throughout. The spacious living room boasts dramatic vaulted ceilings, creating a light-filled and airy space perfect for relaxing or hosting. A convenient half bath adds functionality for guests. The impressive kitchen is a true showpiece, complete with

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    Connie Gunn

    CENTURY 21 New Millennium

    (240) 901-9263

    44140 Outrigger Way, California, MD 20619
  • /24

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    23530 F D R Blvd Unit 206, California, MD 20619

    Welcome to Southern Living in California, Maryland! Step into the beautifully designed Ensign Model, a spacious 2-bedroom, 2-bath condominium offering over 1,220 sq. ft. of comfortable living space. This thoughtfully crafted home boasts an open-concept layout, perfect for both relaxing and entertaining.The well-appointed kitchen is a chef’s delight, featuring granite countertops, gleaming

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    Connie Fitzgerald

    RE/MAX One

    (240) 792-7028

    23530 F D R Blvd Unit 206, California, MD 20619
  • /47

    $825,000

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

    38884 Collinwood Dr, Abell, MD 20606

    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 discover 3 spacious bedrooms, updated 2.5 bathrooms, and

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    Connie Fitzgerald

    RE/MAX One

    (227) 232-4482

    38884 Collinwood Dr, Abell, MD 20606
  • /47

    $469,000

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    19809 Point Lookout Rd, Lexington Park, MD 20653

    Step inside to a large home that needs your finishing touches WITH a HUGE detached building 35' deep x 105' long. The sale is AS IS. Most of the repairs needed are cosmetic, ie. flooring, painting, appliances, etc. This home has 2 main level bedrooms, sunroom, HUGE family room, large kitchen and dining area, laundry closet, and more. The upper level has a family room, a full bath, and 2

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    Jimmy Hayden

    RE/MAX One

    (240) 261-5827

    19809 Point Lookout Rd, Lexington Park, MD 20653
  • /42

    $520,000

    • 3 Beds
    • 3.5 Baths
    • 2,764 Sq Ft

    22547 Landing Way, Leonardtown, MD 20650

    Live in this lovely waterfront community. Enjoy Kayaking, Paddle boarding whatever your hobbies are. There is even yoga on the wharf, You can walk to weekend concerts on the square. Leonardtown is a wonderful place to live. How about an elevator? This home has one. Send your groceries up in the elevator. Send you laundry down in the elevator, 5 decks/porches to enjoy outdoor living. Walk to the

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    Trish Brow

    EXP Realty, LLC

    (227) 999-2906

    22547 Landing Way, Leonardtown, MD 20650
  • /48

    $449,000

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    23272 Hickory Hollow Ln, California, MD 20619

    Back on the market, through no fault of the sellers! Welcome home to this beautifully maintained property that truly shows pride of ownership at every turn. Step inside to find thoughtful updates throughout, including brand-new carpet, gleaming hardwood and porcelain floors, and a spacious, inviting layout perfect for both relaxing and entertaining. The kitchen is the heart of this home,

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    Deanna Rothstein

    RE/MAX One

    (240) 237-9515

    23272 Hickory Hollow Ln, California, MD 20619
  • /16

    $100,000

    • Land
    • 1.26 Acres
    • $79,365 per Acre

    22453 Macarthur Blvd, California, MD 20619

    Discover the perfect canvas for your next home on this pristine, level 1+ acre parcel. Thoughtfully center your home to quick and accessible amenities in the county. This buildable lot offers a rare combination of natural beauty and modern convenience. Fruit trees were planted just a couple of years ago, (9 apple trees, varying types and 2 mature plum trees) This can add charm and the promise of

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    Connie Gunn

    CENTURY 21 New Millennium

    (240) 262-3802

    22453 Macarthur Blvd, California, MD 20619
  • /43

    $800,000

    • 3 Beds
    • 4 Baths
    • 3,683 Sq Ft

    41832 Foxwell Point Ln, Leonardtown, MD 20650

    Discover this stunning cedar siding contemporary waterfront home offering a perfect blend of comfort and character. Enjoy water access with a private shared dock, ideal for relaxing days on the water. Freshly painted throughout with brand-new flooring in basement and two bedrooms, this home shines inside and out.The sunroom features beautiful slate floors and peaceful views of the surrounding

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    Connie Fitzgerald

    RE/MAX One

    (227) 238-0627

    41832 Foxwell Point Ln, Leonardtown, MD 20650
  • /25

    $279,999

    • 4 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    20801 Harlequin Ln, Callaway, MD 20620

    Welcome to 20801 Harlequin Ln, a serene retreat in the heart of Callaway. This inviting property offers the perfect blend of comfort, space, and privacy—surrounded by peaceful natural views and a setting that feels truly removed from the everyday rush. Inside, the home features a bright and open layout with generous living areas, a well-appointed kitchen, and rooms designed for both relaxation

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    Ben Kessie

    RE/MAX Galaxy

    (240) 414-8939

    20801 Harlequin Ln, Callaway, MD 20620
  • /25

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    23560 F D R Blvd Unit 402, California, MD 20619

    Lovely Top floor Condo. One of the largest condos in Saint Marys County. This primary bath room has been updated for ease of use and handicapped accessibility. LVP has been installed throughout. Appliances have been upgraded. There are 2 good sized bedrooms and a den. The private garage is great for parking or additional storage, The condo has a private balcony for relaxing, The building has a

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    Trish Brow

    EXP Realty, LLC

    (240) 696-2046

    23560 F D R Blvd Unit 402, California, MD 20619
  • /33

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 4,080 Sq Ft

    21345 Fairwood Ct, Leonardtown, MD 20650

    Welcome to 21345 Fairwood Court! Thoughtfully updated and meticulously maintained, this move-in-ready home in the desirable Leonardtown Farms community offers space, layout, and functionality. With 5 bedrooms on the upper level, 3.5 bathrooms, and generous living spaces on every level, there is room to grow, gather, and truly settle in. Beautiful landscaping welcomes you to the covered front

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    Deanna Rothstein

    RE/MAX One

    (227) 203-7895

    21345 Fairwood Ct, Leonardtown, MD 20650
  • /14

    $184,500

    • 1 Bed
    • 1.5 Baths
    • 879 Sq Ft

    45521 Westmeath Way Unit 12, Great Mills, MD 20634

    Beautiful First-Floor Condo Offering Comfort, Convenience, and Low-Maintenance LivingDiscover the perfect blend of comfort, style, and easy living in this beautifully maintained first-floor condo. Featuring 1 bedroom, 1.5 baths, and 879 square feet, this home is designed for simplicity and function without sacrificing modern appeal.Step through the secure entryway into a bright,

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    Danielle Sloan

    JPAR Real Estate Professionals

    (240) 628-6899

    45521 Westmeath Way Unit 12, Great Mills, MD 20634
  • /15

    $79,990

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

    18832 Piney Point Rd, Valley Lee, MD 20692

    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

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    Donnell Williams

    NextHome Prime Properties

    (240) 262-3964

    18832 Piney Point Rd, Valley Lee, MD 20692
  • /39

    $449,999

    • 4 Beds
    • 3.5 Baths
    • 4,650 Sq Ft

    46806 Planters Ct, Lexington Park, MD 20653

    Discover comfort, space, and modern convenience in this beautifully maintained 3-level home featuring 4 bedrooms, 3 full baths, and a main-level half bath. The main level offers an open-concept layout with a bright living area, flexible dining space, and a recently updated kitchen with granite counters and stainless steel appliances. Enjoy the breakfast bar, ideal for casual meals or

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    Christian Jackson

    Keller Williams Preferred Properties

    (240) 808-8763

    46806 Planters Ct, Lexington Park, MD 20653
  • /2

    $10,000

    • Land
    • 0.23 Acre
    • $43,478 per Acre

    Lot 14 Fielding Dr, Maddox, MD 20621

    This is a relatively flat lot to build on.

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    Tony Lee

    Berkshire Hathaway HomeServices PenFed Realty

    (227) 240-9447

    Lot 14 Fielding Dr, Maddox, MD 20621
  • /6

    $335,000

    • 3 Beds
    • 1 Bath
    • 3,234 Sq Ft

    24691 Old Three Notch Rd, Hollywood, MD 20636

    Great investment opportunity with this current residential use property. 3 BR 1 BA centrally located in Hollywood. Property is zoned TMX that allows for many uses. Use existing rental as it is until commercial plans are approved to help pay for zoning and engineering as well as the taxes. Or use it for yourself and with a little sweat equity you can have a nice home that has main floor bedroom

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    Jimmy Hayden

    RE/MAX One

    (227) 232-3211

    24691 Old Three Notch Rd, Hollywood, MD 20636
  • /35

    $575,000

    • 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

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    Jimmy Hayden

    RE/MAX One

    (227) 240-6072

    38310 Pleasant View Dr, Charlotte Hall, MD 20622
  • /9

    $350,000

    • Land
    • 10.02 Acres
    • $34,930 per Acre

    45493 Deer Crossing Ln, California, MD 20619

    Own your piece of heaven. Over 10 acres on Little Kingston Creek awaiting your design plans and lifestyle. If privacy is what you desire this lot is what you have been waiting for. This lot has a MetCom approval for water and sewer. Convenient to shopping, yet you will feel like you are in the country. Build your dream home with lots of acreage. Short boat ride to Solomons for restaurants or

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    Trish Brow

    EXP Realty, LLC

    (240) 451-8457

    45493 Deer Crossing Ln, California, MD 20619
  • /2

    $35,000

    • Land
    • 0.23 Acre
    • $152,174 per Acre

    36764 Roberto Dr, Bushwood, MD 20618

    Raw Land only - Comes with community amenities, utilize for temporary Rv site with water access, additional lot conveys

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    Rhonda Darden

    ISA 4319 Realty LLC

    (240) 226-3669

    36764 Roberto Dr, Bushwood, MD 20618
  • /2

    $25,000

    • Land
    • 0.25 Acre
    • $100,000 per Acre

    0 Sunset Dr, 2, Valley Lee, MD 20650

    Mills Point Perfection! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Mills Point in Southern Maryland. Buyer to perform all due diligence.

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    Stephanie Rivers

    The Southside Group Real Estate

    (227) 234-0672

    0 Sunset Dr, 2, Valley Lee, MD 20650
  • /46

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 2,200 Sq Ft

    27522 Birch Manor Cir, Mechanicsville, MD 20659

    This beautiful 3 bedroom in Birch Manor offers over 2,000 sq ft of living space plus a fully fenced in backyard with two sheds (one has electric right off the deck.) This home features recently painted throughout, bonus room, and a porch off the back deck. Covered front porch. Move in Ready

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    Vicki Alvey

    RE/MAX One

    (227) 240-8205

    27522 Birch Manor Cir, Mechanicsville, MD 20659
  • /15

    $25,000

    • Land
    • 0.92 Acre
    • $27,174 per Acre

    0 Lake Dr Unit MDSM2028612, Scotland, MD 20687

    Almost 1 acre of raw, wooded land. Use for recreational purposes or contact the county about a perc to build a house. This property includes community beach access on the Chesapeake Bay and is a short distance from Point Lookout State Park Seller financing available.

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    Sarah Swann

    Baldus Real Estate, Inc.

    (301) 643-9492

    0 Lake Dr Unit MDSM2028612, Scotland, MD 20687
  • /2

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,631 Sq Ft

    24931 Sotterley Rd, Hollywood, MD 20636

    TO BE BUILT. Brand New Construction. NO School Excise Tax! Floor Plans to be uploaded soon. Plans to break ground Jan/Feb 2026 with a projected completion date of June/Aug 2026 or sooner. Front of the home will showcase Board & Batten vinyl siding, black framed Double-Hung, Low-E windows, a 6x24' covered front porch with black metal roofing. Rear and sides of the home with Vinyl Lap Siding and

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    Sandi Foraci

    RE/MAX One

    (227) 234-0860

    24931 Sotterley Rd, Hollywood, MD 20636
  • /61

    $679,900

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

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    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 come true for boaters and anglers alike.Inside, you’ll find a

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    Mileah Walker

    Real Broker, LLC

    (227) 240-6440

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • /6

    $45,000

    • Land
    • 0.73 Acre
    • $61,644 per Acre

    47217 Lincoln Ave, Lexington Park, MD 20653

    Almost 3/4 of an acre of land with sewer access and remnants of a manufacture home. Build new or bring in another manufactured home and be minutes from NAS Patuxent River, shopping, restaurants, and much more. Seller financing available. Contact county to confirm sewer access and manufactured home replacement.

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    Sarah Swann

    Baldus Real Estate, Inc.

    (240) 226-2029

    47217 Lincoln Ave, Lexington Park, MD 20653
  • /41

    $445,000

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    35587 Golf Course Dr, Mechanicsville, MD 20659

    USDA ELIGIBLE - 100% FINANCING ELIGIBLE. Enjoy the view from the 16th fairway in this beautiful home located in Wicomico Shores. Modern open kitchen concept with granite countertops and maple cabinets. This 4 Bedroom 3 bath home is spacious and inviting. You'll love the large deck that is partially screened plus access to the private above ground pool. The Community landing has its own picnic

    Rich Thomas Redfin Corp

    35587 Golf Course Dr, Mechanicsville, MD 20659
  • /38

    $489,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,169 Sq Ft

    23175 Whistlewood Ln, California, MD 20619

    Details coming soon — you won’t want to miss this beautiful home!

    Rich Thomas Redfin Corp

    23175 Whistlewood Ln, California, MD 20619
  • /46

    $449,900 Open Sat 12PM - 4PM

    • 4 Beds
    • 3.5 Baths

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650

    ***Immediate Delivery***READY-NOW Builder Incentive, Receive $10,000 in Builder Credit plus $12,500 in Closing Help OR $10,000 Builder Credit plus a 2/1 Rate Buydown AND $5,000 Closing Help with Preferred Lender & Title company. Unit 105 Madison D2: Photos Coming Soon New Construction: Madison D2 at Meadows at Town Run II 2604 Sq Ft | 4 Bedrooms | 3.5 Baths | 1-Car Garage Welcome to the Madison

    Laura Bernth RE/MAX One

    Lot 105 - 23689 Dragonfly Ln, Leonardtown, MD 20650
  • /55

    $900,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,657 Sq Ft

    48800 Spring Ridge Rd, Lexington Park, MD 20653

    Coming soon — a rare opportunity to live in luxury by the water. An exceptional property is on the way, offering elevated design, stunning surroundings, and an unmatched lifestyle. Stay tuned for more details!

    Dorothy Bistransin Redfin Corp

    48800 Spring Ridge Rd, Lexington Park, MD 20653
  • /29

    $540,000

    • 4 Beds
    • 3.5 Baths
    • 3,413 Sq Ft

    43998 Swift Fox Dr, California, MD 20619

    Welcome to 43998 Swift Fox Dr—an inviting three-story home featuring four bedrooms, three full baths, and a convenient half bath. The heart of the home is the spacious kitchen, complete with rich wood cabinetry, granite countertops, and stainless steel appliances. It opens to a bright, airy living area that’s perfect for entertaining or unwinding after a long day. Upstairs, the primary suite

    John Ippolito Redfin Corp

    43998 Swift Fox Dr, California, MD 20619
  • /20

    $249,000

    • Land
    • 1 Acre
    • $249,000 per Acre

    25895 Point Lookout Rd, Leonardtown, MD 20650

    Position your business for success with this 1.00-acre commercial lot in Leonardtown, MD, zoned Commercial Highway (C-H). Located next to PNC Bank and across from a storage facility, this property boasts great visibility and easy access, making it ideal for a variety of commercial uses.Zoning allows for flexible development options such as: Retail and Business Establishments

    Krista Depenthal Lands2Love

    25895 Point Lookout Rd, Leonardtown, MD 20650
  • /11

    $539,000

    • 4 Beds
    • 2 Baths
    • 1,456 Sq Ft

    40265 Beach Dr, Mechanicsville, MD 20659

    Time to enjoy the beautiful views of this 4 Bedroom 2 Bath rambler that has a 2 car garage. HUD MAKES NO REPAIRS. HUD CASE#241-931775). 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

    40265 Beach Dr, Mechanicsville, MD 20659
  • /60

    $333,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    Nassau Cove Plan at Wildewood Village 55+ - Villas 55+, California, MD 20619

    The Nassau Cove truly lives up to its name. Enter this attached home through the one-car garage and step right into the gorgeous gourmet kitchen. Its large center island overlooks both the inviting great room and the formal dining space. Entertain family and friends here or outside on the optional outdoor patio. The main level also includes your luxury owner’s suite, which features a dual vanity

    Ryan Homes Builder
    23058 Wetstone Ln Unit 36143064, California, MD 20619
  • /9

    $45,000

    • Land
    • 0.38 Acre
    • $118,421 per Acre

    0 Saint Georges Park Rd, Piney Point, MD 20690

    You don't want to miss this! This lot has many features including a flat lot in a small quiet neighborhood and a short walking distance to water views. This lot includes 1 public EDU for sewer connection and a well will be required. Clear this lot and it is ready to be built on! There are two lots available next to each other- Buy 1 lot or buy them both! This parcel includes lot 12, 14, and 16.

    Brittany Russell CENTURY 21 New Millennium

    0 Saint Georges Park Rd, Piney Point, MD 20690
  • /34

    $480,000 Pre-Foreclosure

    • 4 Beds
    • 3.5 Baths
    • 3,490 Sq Ft

    20932 Sawgrass Dr, Lexington Park, MD 20653

    No HOA – Pride of Ownership Shines Here! This beautifully maintained home truly stands out for its meticulous care, both inside and out. From the moment you arrive, you’ll notice the attention to detail and the pride of ownership throughout. The spacious backyard- fenced and backing to open ball fields—offers plenty of usable land for play, gardening, or simply relaxing outdoors. Spend your

    James Barnes EXP Realty, LLC

    20932 Sawgrass Dr, Lexington Park, MD 20653
  • /90

    $565,000

    • 5 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    21060 Woodmere Dr, Leonardtown, MD 20650

    Nestled on a beautifully maintained 1 acre lot, this 5 bedroom, 3.5 bathroom home is conveniently located in Leonardtown's Wilderness Run community. A welcoming foyer leads to a formal dining room and a charming country style kitchen which opens to a spacious family room. The kitchen features space for a table, a large pantry, stainless steel appliances, granite countertops, and direct access to

    Sharon Cox CENTURY 21 New Millennium

    21060 Woodmere Dr, Leonardtown, MD 20650
  • /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
  • /6

    $450,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,203 Sq Ft

    30170 Curtiss Rd, Mechanicsville, MD 20659

    Welcome to this inviting split-foyer home tucked away in the desirable Golden Beach/Mechanicsville community. The upper level features an open-concept kitchen, dining, and living area—perfect for everyday living and effortless entertaining. Natural light flows through the space, creating a warm and welcoming atmosphere. Step outside to the rear screened-in porch, an ideal spot to enjoy morning

    Gemma Nelson Berkshire Hathaway HomeServices PenFed Realty

    30170 Curtiss Rd, Mechanicsville, MD 20659

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