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Mechanicsville, MD Homes for Sale with Acreage

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  • 29270 Lilly Way, Mechanicsville, MD 20659
    29270 Lilly Way, Mechanicsville, MD 20659
    /2

    $650,000 Coming Soon

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

    29270 Lilly Way, Mechanicsville, MD 20659

    Your story start's here! If these walls could talk, they would whisper stories of cherished memories, home-cooked meals prepared with love, celebrations shared with family and friends—and yes, even weddings held on the property. This beautifully maintained farmhouse is filled with warmth, character, and timeless charm.From the moment you arrive, you are welcomed by a sweeping front porch and

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 997-7478

    29270 Lilly Way, Mechanicsville, MD 20659
  • 25633 Scenic View St, Mechanicsville, MD 20659
    25633 Scenic View St, Mechanicsville, MD 20659
    25633 Scenic View St, Mechanicsville, MD 20659
    /31

    $700,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,860 Sq Ft

    25633 Scenic View St, Mechanicsville, MD 20659

    Welcome to your dream home in the highly desirable Grandview Haven Subdivision, Mechanicsville, Maryland. A vibrant community offering amenities such as a tennis court and spacious playground. This stunning Compton Model by Quality Built Homes showcases 4 bedrooms, 3.5 bathrooms, and a spacious 2-car side-load garage, all perfectly situated on a picturesque 1-acre lot backing to trees for added

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    (227) 232-0452

    25633 Scenic View St, Mechanicsville, MD 20659
  • 26693 Cecilia Ct, Mechanicsville, MD 20659
    26693 Cecilia Ct, Mechanicsville, MD 20659
    26693 Cecilia Ct, Mechanicsville, MD 20659
    /10

    $400,000

    • 4 Beds
    • 2 Baths
    • 1,092 Sq Ft

    26693 Cecilia Ct, Mechanicsville, MD 20659

    Welcome to 26693 Cecilia Court in Mechanicsville, a beautifully updated 4-bedroom, 2-bath rambler offering modern upgrades and move-in-ready convenience. Renovated in Summer 2025, this home features a new roof, new windows, and new siding, giving buyers peace of mind for years to come. Inside, you'll find a functional single-level layout with spacious living areas and stylish updates throughout.

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (227) 229-2151

    26693 Cecilia Ct, Mechanicsville, MD 20659
  • 38310 Pleasant View Dr, Charlotte Hall, MD 20622
    38310 Pleasant View Dr, Charlotte Hall, MD 20622
    38310 Pleasant View Dr, Charlotte Hall, MD 20622
    /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
  • 39510 Pocahontas Dr, Mechanicsville, MD 20659
    39510 Pocahontas Dr, Mechanicsville, MD 20659
    /2

    $465,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 3,400 Sq Ft

    39510 Pocahontas Dr, Mechanicsville, MD 20659

    Situated on approximately one acre, this split-level home offers generous indoor and outdoor living surrounded by mature trees and natural scenery. The landscaped front yard and extended driveway create a welcoming first impression. The home's layout supports both everyday living and weekend retreats.The main level includes a comfortable living area with a fireplace, along with a functional

    Chris Craddock EXP Realty, LLC

    39510 Pocahontas Dr, Mechanicsville, MD 20659
  • 27320 Harpers Ct, Mechanicsville, MD 20659
    27320 Harpers Ct, Mechanicsville, MD 20659
    27320 Harpers Ct, Mechanicsville, MD 20659
    /85

    $1,100,000

    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    27320 Harpers Ct, Mechanicsville, MD 20659

    SHOP AND RESIDENCE on 18+ ACRES. All brick rambler on 18.64 acres of wooded, private land offering exceptional craftsmanship and versatility. Geothermal heat pumps and Andersen windows, extensive power supply specs are just a couple of the steps taken by the owner to make this a long-lasting home. Three-bay garage and shop space in the lower level of the home AND a large shop building, separately

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    27320 Harpers Ct, Mechanicsville, MD 20659
  • Lot 15 Barbara Ct, Mechanicsville, MD 20659
    Lot 15 Barbara Ct, Mechanicsville, MD 20659
    /2

    $150,000

    • Land
    • 1.14 Acres
    • $131,579 per Acre

    Lot 15 Barbara Ct, Mechanicsville, MD 20659

    Build Your Dream Home in Hunter’s Ridge! Rare opportunity to own one of the last undeveloped lot's, in the sought-after Hunter’s Ridge subdivision in Mechanicsville. Located at Lot 15 Barbara Court, this beautiful 1.14± acre homesite offers privacy, mature trees, and a peaceful setting at the end of a quiet community. The heavy lifting has already been done...engineering work and perc testing are

    Michael Fitzgerald, II RE/MAX One

    Lot 15 Barbara Ct, Mechanicsville, MD 20659
  • 39084 Chaptico Rd, Mechanicsville, MD 20659
    39084 Chaptico Rd, Mechanicsville, MD 20659
    39084 Chaptico Rd, Mechanicsville, MD 20659
    /50

    $413,000

    • 3 Beds
    • 1.5 Baths
    • 1,808 Sq Ft

    39084 Chaptico Rd, Mechanicsville, MD 20659

    Escape to country living at its best, while staying close to all the modern conveniences you need. Set on a little over an acre, enjoy one level living at its best. This home features three bedrooms, one-and-a-half baths, a charming country kitchen, hardwood floors, and a generous family room with a cozy fireplace. An oversized barn at the back offers secure storage and lots of potential. A

    Lisa Wills RE/MAX One

    39084 Chaptico Rd, Mechanicsville, MD 20659
  • 28055 Old Village Rd, Mechanicsville, MD 20659
    28055 Old Village Rd, Mechanicsville, MD 20659
    28055 Old Village Rd, Mechanicsville, MD 20659
    /61

    $519,900

    • 4 Beds
    • 4 Baths
    • 2,874 Sq Ft

    28055 Old Village Rd, Mechanicsville, MD 20659

    A great Location and Southern Maryland living at its best. Sitting on over an acre of useable prime land. Come view this charming two story that has the accents of historic touches but a modern feel. The home has a huge addition that contains a rear entrance garage. The home has four bedrooms and two full baths and two half baths. The primary bedroom is very spacious with large walk-in closets

    Deane Wolfe JPAR Real Estate Professionals

    28055 Old Village Rd, Mechanicsville, MD 20659
  • 25965 Timothy Ct, Mechanicsville, MD 20659
    25965 Timothy Ct, Mechanicsville, MD 20659
    /2

    $549,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    25965 Timothy Ct, Mechanicsville, MD 20659

    Nestled in the prestigious Shamrock Glenn Estates, this exquisite ranch-style residence offers a harmonious blend of luxury and comfort, set on a sprawling 7.18-acre lot that backs to serene trees and lush greenery. The property, built in 1998 and undergoing significant renovations in 2026, showcases a meticulous attention to detail and high-end finishes throughout. As you step inside, you are

    Mike Sweeney Taylor Properties

    25965 Timothy Ct, Mechanicsville, MD 20659
  • 27962 Cathedral Dr, Mechanicsville, MD 20659
    27962 Cathedral Dr, Mechanicsville, MD 20659
    27962 Cathedral Dr, Mechanicsville, MD 20659
    /86

    $749,900

    • 6 Beds
    • 4.5 Baths
    • 5,366 Sq Ft

    27962 Cathedral Dr, Mechanicsville, MD 20659

    This private 2.58-acre property is surrounded by mature trees, offering a peaceful and secluded setting. The impressive colonial home features an open floor plan with spacious rooms across all three levels, designed for both comfortable living and entertaining. The main level welcomes you with a dramatic two-story foyer and features a wide-open layout, including a formal dining room and a

    Dawn Wood O'Brien Realty ERA Powered

    27962 Cathedral Dr, Mechanicsville, MD 20659
  • 0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659
    0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659
    0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659
    /8

    $550,000

    • Land
    • 5.96 Acres
    • $92,282 per Acre

    0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659

    ****looking for a spot for your new business . . . 5.96 Acres of Commercial property. This was perked in 2010 but is expired. The property has many possibilities. There was a feasibility study done in the past and is now expired. I will be obtaining this information and any other past information and providing it online in the document section. ****ASK ABOUT OWNER FINANCING Available with down

    Stella Barbour NOVA Brokers, LLC.

    0 Mechanicsville Rd Unit MDSM2020678, Mechanicsville, MD 20659
  • 38842 Foley Mattingly Rd, Mechanicsville, MD 20659
    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
    /15

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659

    This charming one-level home is the perfect balance between relaxing, being outdoors and being close to local shops and restaurants. This open floor plan home features 3 bedrooms, 2 full bathrooms and over 1,620 of comfortable living space. Fresh paint throughout the main living area. The kitchen has tons of natural light and opens up to the dining and living area. The primary is on it's on side

    Kathleen Flanagan RE/MAX One

    38842 Foley Mattingly Rd, Mechanicsville, MD 20659
  • 29910 Richard Cir, Mechanicsville, MD 20659
    29910 Richard Cir, Mechanicsville, MD 20659
    29910 Richard Cir, Mechanicsville, MD 20659
    /8

    $415,000

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

    29910 Richard Cir, Mechanicsville, MD 20659

    Discover your perfect retreat in the heart of Mechanicsville where comfort convenience, and outdoor adventure meet! This well maintained home sits on just over an acre in the Golden Beach Community offering private beaches, boat ramps, and endless opportunities for crabbing, fishing, swimming, and boating. Inviting living room with gleaming hardwood floors. Kitchen with separate dining area to

    Ruth Williams CENTURY 21 New Millennium

    29910 Richard Cir, Mechanicsville, MD 20659
  • 26951 Mechanicsville Rd, Mechanicsville, MD 20659
    26951 Mechanicsville Rd, Mechanicsville, MD 20659
    26951 Mechanicsville Rd, Mechanicsville, MD 20659
    /25

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft

    26951 Mechanicsville Rd, Mechanicsville, MD 20659

    Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home sits on just over 1 acre in the heart of Mechanicsville! Featuring a spacious layout, this home offers a large primary bedroom with a fully updated en-suite bathroom, providing the perfect private retreat. The completely renovated kitchen boasts modern finishes and is ready for everyday living or entertaining. Step outside to

    Jack O'Steen RE/MAX Realty Group

    26951 Mechanicsville Rd, Mechanicsville, MD 20659
  • 40412 Medleys Ln, Mechanicsville, MD 20659
    40412 Medleys Ln, Mechanicsville, MD 20659
    40412 Medleys Ln, Mechanicsville, MD 20659
    /4

    $160,000

    • 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. he value is in the 1+ Acre of land including the private well and septic.

    Sheila Milburn Coldwell Banker Premier

    40412 Medleys Ln, Mechanicsville, MD 20659
  • 0 Mechanicsville Rd Unit MDSM2028432, Mechanicsville, MD 20659
    0 Mechanicsville Rd Unit MDSM2028432, Mechanicsville, MD 20659
    0 Mechanicsville Rd Unit MDSM2028432, Mechanicsville, MD 20659
    /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
  • 38309 Golden Beach Rd, Mechanicsville, MD 20659
    38309 Golden Beach Rd, Mechanicsville, MD 20659
    38309 Golden Beach Rd, Mechanicsville, MD 20659
    /14

    $475,000

    • 4 Beds
    • 2 Baths
    • 7,703 Sq Ft

    38309 Golden Beach Rd, Mechanicsville, MD 20659

    Coming back on the market soon Friday March 13 th .!!!! 12 acres of Country Living with Convenience ...., Rambling Rancher with 4 bedrooms, and Wow 5 garage bays Your view from your front veranda or 3 season room you will enjoy the vista views of bucolic scenery The home is located on 12.32ush wooded acres plus circular driveway , plenty cleared area to install a pool and or park and store all

    Dawn Page Cummings & Co. Realtors

    38309 Golden Beach Rd, Mechanicsville, MD 20659
  • 28590 Old Village Rd, Mechanicsville, MD 20659
    28590 Old Village Rd, Mechanicsville, MD 20659
    28590 Old Village 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
  • 0 Carol Ln, Golden Beach, MD 20659
    0 Carol Ln, Golden Beach, MD 20659
    0 Carol Ln, Golden Beach, MD 20659
    /5

    $175,000

    • Land
    • 4.75 Acres
    • $36,842 per Acre

    0 Carol Ln, Golden Beach, MD 20659

    *Price Adjusted* Perc-approved and ready for you! The last remaining building site in the Quiet Acres neighborhood! Enjoy the peace and privacy of this 4.75 acre wooded lot while still being conveniently located to shopping, restaurants, and a commute to DC or NAS Patuxent River . This secluded lot is perc-approved and there is a previous foundation from many years ago. No further work has been

    Helen Mattingly Wernecke Berkshire Hathaway HomeServices PenFed Realty

    0 Carol Ln, Golden Beach, MD 20659
  • 30087 Cross Woods Dr, Mechanicsville, MD 20659
    30087 Cross Woods Dr, Mechanicsville, MD 20659
    30087 Cross Woods Dr, Mechanicsville, MD 20659
    /11

    $499,000

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

    30087 Cross Woods Dr, Mechanicsville, MD 20659

    JUST REDUCED THIS IS A DEAL = THIS 3 BEDROM 1 1/2 BATH CAPE COD NEEDS A LITTLE WORK ITS WATERFRONT ON INDIAN CREEK WITH A PIER.

    Glen Elrod Elrod & Associates Real Estate, Inc

    30087 Cross Woods Dr, Mechanicsville, MD 20659
  • 26654 Forest Hall Dr, Mechanicsville, MD 20659
    26654 Forest Hall Dr, Mechanicsville, MD 20659
    26654 Forest Hall Dr, Mechanicsville, MD 20659
    /55

    $479,900

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

    26654 Forest Hall Dr, Mechanicsville, MD 20659

    Come home to the country! Bring your horses! Enjoy 3 acres, a Barn/Stable, and a Shed/Workshop. Live a life of luxury in the beautifully renovated, two level, brick & siding home. Its decorated with taste and loaded with upgrades: Kenmore Appliances, Custom 42" European Hung Cabinets, Dining Room, Large Living Room, Synthetic Wood Plank flooring, Plush/high end Carpet with extra padding, 4 king

    Linda Lindley JPAR Real Estate Professionals

    26654 Forest Hall Dr, Mechanicsville, MD 20659
  • 29805 Three Notch Rd, Charlotte Hall, MD 20622
    29805 Three Notch Rd, Charlotte Hall, MD 20622
    /2

    $750,000

    • Land
    • 6.03 Acres
    • $124,378 per Acre

    29805 Three Notch Rd, Charlotte Hall, MD 20622

    This is a property with 2 types of zoning Residential near one access point, Charlotte Hall Road, and on the front on Three Notch Road, Route 5 S RMX Residential Mixed Use zoning. With lots going on around the area you dont want to miss your chance to act now!

    Joe Wustner RE/MAX One

    29805 Three Notch Rd, Charlotte Hall, MD 20622
  • 38888 Reeves Rd, Mechanicsville, MD 20659
    38888 Reeves Rd, Mechanicsville, MD 20659
    38888 Reeves Rd, Mechanicsville, MD 20659
    /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
  • 0 Sandy Acres Ln, Mechanicsville, MD 20659
    0 Sandy Acres Ln, Mechanicsville, MD 20659
    /2

    $345,000

    • Land
    • 12.33 Acres
    • $27,981 per Acre

    0 Sandy Acres Ln, Mechanicsville, MD 20659

    Bring your vision and build the home you’ve always wanted on this expansive 12.33-acre lot in the heart of Mechanicsville. Offering privacy, space, and endless possibilities, this property is perfect for those looking to create their ideal lifestyle. Don’t wait—start planning your future today!

    Billy Rabbitt The Southside Group Real Estate

    0 Sandy Acres Ln, Mechanicsville, MD 20659
  • 0 Serenity Ln, Charlotte Hall, MD 20622
    0 Serenity Ln, Charlotte Hall, MD 20622
    0 Serenity Ln, Charlotte Hall, MD 20622
    /4

    $90,000

    • Land
    • 5.77 Acres
    • $15,598 per Acre

    0 Serenity Ln, Charlotte Hall, MD 20622

    Two stunning lots are now available in Charlotte Hall, offering the perfect blend of community charm and serene privacy. Situated at the end of a peaceful cul-de-sac, these properties span a total of 5.77 acres, surrounded by lush wooded areas. Enjoy the tranquility of nature while still embracing the warmth of a neighborhood setting.

    Billy Rabbitt The Southside Group Real Estate

    0 Serenity Ln, Charlotte Hall, MD 20622
  • 28948 Autumnwood Dr, Mechanicsville, MD 20659
    28948 Autumnwood Dr, Mechanicsville, MD 20659
    28948 Autumnwood Dr, Mechanicsville, MD 20659
    /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
  • 27087 Dogwood Ln, Mechanicsville, MD 20659
    27087 Dogwood Ln, Mechanicsville, MD 20659
    27087 Dogwood Ln, Mechanicsville, MD 20659
    /50

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft

    27087 Dogwood Ln, Mechanicsville, MD 20659

    Nestled in the serene Beverly Estates, this charming split foyer home offers a perfect blend of comfort and modern living. With a major renovation completed in 2020, this residence boasts a fresh and inviting atmosphere, making it an ideal retreat for anyone seeking a peaceful lifestyle. Step inside to discover a thoughtfully designed interior featuring three spacious bedrooms and two full

    Deborah Shirley Real Broker, LLC

    27087 Dogwood Ln, Mechanicsville, MD 20659
  • 29542 Carol Ln, Mechanicsville, MD 20659
    29542 Carol Ln, Mechanicsville, MD 20659
    29542 Carol Ln, Mechanicsville, MD 20659
    /39

    $620,000

    • 3 Beds
    • 4 Baths
    • 3,520 Sq Ft

    29542 Carol Ln, Mechanicsville, MD 20659

    Quiet Acres is the community and aptly named! This beautifully renovated home offers exceptional privacy on 3 wooded acres surrounded by nature. Originally built in 1979 the owners had a whole home renovation by completely gutting the home and rebuilding it in 2006, The home features 3 bedrooms, 2 full and 2 half baths, and a large lower level family/game room. As you enter the paved driveway you

    Helen Mattingly Wernecke Berkshire Hathaway HomeServices PenFed Realty

    29542 Carol Ln, Mechanicsville, MD 20659
  • 29850 Eldorado Farm Dr, Mechanicsville, MD 20659
    29850 Eldorado Farm Dr, Mechanicsville, MD 20659
    29850 Eldorado Farm Dr, Mechanicsville, MD 20659
    /45

    $699,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,344 Sq Ft

    29850 Eldorado Farm Dr, Mechanicsville, MD 20659

    Tucked away on nearly 2 private acres with no HOA, this beautifully maintained brick-front colonial offers the perfect blend of space, comfort, and flexibility. From the moment you arrive, the expansive yard, fresh landscaping, and inviting curb appeal set the tone. Inside, a light-filled two-story foyer opens to a spacious great room anchored by a cozy gas fireplace—ideal for both everyday

    Charnise Calhoun Carter Realty One Group Performance, LLC

    29850 Eldorado Farm Dr, Mechanicsville, MD 20659
Maryland St Marys County Mechanicsville

Homes for Sale with Acreage in Mechanicsville, MD

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

In Mechanicsville, there are currently 30 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Mechanicsville, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Mechanicsville and discover the potential and freedom that comes with owning your own piece of property.

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