168

Homes for Sale near Leonardtown High School

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  • 20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    20814 Deer Wood Park Dr, Leonardtown, MD 20650
    /45

    $589,000

    • 4 Beds
    • 2.5 Baths
    • 3,412 Sq Ft

    20814 Deer Wood Park Dr, Leonardtown, MD 20650

    This spacious 4-bedroom Colonial offers the perfect blend of charm, comfort, and privacy on a beautifully treed 4 acre lot. The first floor features a private office/den, formal living room, and elegant dining room. The large kitchen includes a cozy breakfast nook and opens to a step-down family room with a slider leading to a screened-in porch—ideal for indoor-outdoor living.Upstairs,

    Cynthia Crispell CENTURY 21 New Millennium

    20814 Deer Wood Park Dr, Leonardtown, MD 20650
  • 17615 Driftwood Dr, Tall Timbers, MD 20690
    17615 Driftwood Dr, Tall Timbers, MD 20690
    17615 Driftwood Dr, Tall Timbers, MD 20690
    /59

    $624,900

    • 3 Beds
    • 2.5 Baths
    • 2,945 Sq Ft

    17615 Driftwood Dr, Tall Timbers, MD 20690

    If you've been waiting for a great house to hit the market, here's your chance. Located in The Landings at Piney Point, this sought-after location offers a desirable waterfront location and unparalleled community amenities. Enjoy the private, deep water marina with your own deeded boat slip (#58) that has a 10,000 lbs boat lift and direct access to the Potomac River. Soak up the sun at the

    Matthew Burgan Infinitas Realty Group

    17615 Driftwood Dr, Tall Timbers, MD 20690
  • 24925 Sotterley Rd, Hollywood, MD 20636
    24925 Sotterley Rd, Hollywood, MD 20636
    24925 Sotterley Rd, Hollywood, MD 20636
    /45

    $529,900

    • 5 Beds
    • 3 Baths
    • 1,856 Sq Ft

    24925 Sotterley Rd, Hollywood, MD 20636

    Private 5-Bedroom Home Near Patuxent River – Minutes from Parks, Towns & Water Access. No HOA.Tucked away in a peaceful, private setting, this spacious 5-bedroom, 3-bathroom home offers a rare combination of seclusion and convenience. Located just one mile from the Patuxent River and boat ramp access, and right down the street from Greenview State Park with its beach and scenic trails,

    Natalya Ford RE/MAX One

    24925 Sotterley Rd, Hollywood, MD 20636
  • 23000 Wapiti Way, California, MD 20619
    23000 Wapiti Way, California, MD 20619
    23000 Wapiti Way, California, MD 20619
    /54

    $529,900 Open Sat 9AM - 11AM

    • 4 Beds
    • 3.5 Baths
    • 3,195 Sq Ft

    23000 Wapiti Way, California, MD 20619

    A large corner lot, in the heart of Wildewood - this beautiful home is ready for its new owner! A welcoming front porch, to enjoy the community feel of Woodland Park, brings you inside where you are greeted with gleaming hardwood floors and tall ceilings. The entry offers a designated dining room, half bathroom and a seamless transition from the kitchen to the large living room. This gourmet

    Delaney Burgess RE/MAX United Real Estate

    23000 Wapiti Way, California, MD 20619
  • 41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    41535 Singletree Dr, Leonardtown, MD 20650
    /54

    $530,000

    • 4 Beds
    • 2.5 Baths
    • 2,262 Sq Ft

    41535 Singletree Dr, Leonardtown, MD 20650

    Welcome home to 41535 Singletree Dr. This beautiful colonial offers 4 bedrooms and 2.5 baths with laminate hardwood floors throughout the first level. The kitchen features quartz countertops and opens to a living room with a cozy gas fireplace, as well as a formal dining room and sitting area, perfect for gatherings and everyday living. Upstairs, you’ll find four spacious bedrooms, while

    Karen Taylor JPAR Real Estate Professionals

    41535 Singletree Dr, Leonardtown, MD 20650
  • 43220 Rosalinds Dr, Hollywood, MD 20636
    43220 Rosalinds Dr, Hollywood, MD 20636
    43220 Rosalinds Dr, Hollywood, MD 20636
    /43

    $494,900

    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    43220 Rosalinds Dr, Hollywood, MD 20636

    Charming One-Story Home on a Private 1-Acre Lot in Hollywood!This well-maintained, single-level home is nestled on a peaceful 1-acre lot, offering privacy and space both inside and out. Remodeled bathrooms with custom tile work and a large walk-in shower in primary bath. The great room features an arched ceiling, creating a bright and open living space. A dedicated office/den opens

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    43220 Rosalinds Dr, Hollywood, MD 20636
  • 44668 Scarlet Oak Ct, California, MD 20619
    44668 Scarlet Oak Ct, California, MD 20619
    44668 Scarlet Oak Ct, California, MD 20619
    /20

    $294,900

    • 3 Beds
    • 2.5 Baths
    • 1,328 Sq Ft

    44668 Scarlet Oak Ct, California, MD 20619

    Location, location, location!! Charming townhome in the desirable community of Wildewood. Featuring 3 bedrooms and 2.5 baths. The main level has Luxury Vinyl Plank flooring throughout, kitchen, separate dining room and family room with a cozy wood burning fireplace. The upper level has a primary bath with a walk-in closet and attached full bath. Two additional bedrooms and a full bath. In the

    Christy Mausen CENTURY 21 New Millennium

    44668 Scarlet Oak Ct, California, MD 20619
  • 44939 Clarks Mill Rd, Hollywood, MD 20636
    44939 Clarks Mill Rd, Hollywood, MD 20636
    44939 Clarks Mill Rd, Hollywood, MD 20636
    /36

    $350,000

    • 5 Beds
    • 3 Baths
    • 3,213 Sq Ft

    44939 Clarks Mill Rd, Hollywood, MD 20636

    Discover the potential of 44939 Clarkes Mill Rd, an exceptional investment opportunity in the picturesque rural corridor of St. Mary's County. This house boasts an open layout with over 3000 square ft and endless opportunity ready for your custom design and vision. Surrounded by serene landscapes on a spacious 5.66 acre gently sloping lot, this site offers the perfect blend of tranquility and

    Luke Pahel The Southside Group Real Estate

    44939 Clarks Mill Rd, Hollywood, MD 20636
  • 17850 4th St, Tall Timbers, MD 20690
    17850 4th St, Tall Timbers, MD 20690
    17850 4th St, Tall Timbers, MD 20690
    /30

    $520,000

    • 4 Beds
    • 3.5 Baths
    • 2,495 Sq Ft

    17850 4th St, Tall Timbers, MD 20690

    Coastal Charm in Tall Timbers!! Welcome to 17850 4th Street, a beautifully designed 4-bedroom, 3.5-bath coastal-style home offering over 2,450 square feet of living space just minutes from Saint George Island, public boat ramps, beaches, and parks. Step inside and be greeted by gleaming hardwood floors, soaring 9 ft ceilings, and an abundance of natural light that enhances the home’s

    Charlotte Long EXP Realty, LLC

    17850 4th St, Tall Timbers, MD 20690
  • 43640 Winterberry Way, California, MD 20619
    43640 Winterberry Way, California, MD 20619
    43640 Winterberry Way, California, MD 20619
    /43

    $385,000

    • 4 Beds
    • 3.5 Baths
    • 2,165 Sq Ft

    43640 Winterberry Way, California, MD 20619

    Nestled in the highly desirable Evergreen Park section of Wildwood, this 4-bedroom, 3.5-bath townhome is the perfect blend of comfort, convenience, and community charm. From the moment you step inside, you’re greeted with a bright and open foyer. On the entry level, you’ll find a thoughtfully designed large walkout bedroom with its own full bath, walk-in closet, and private sliding glass door

    Diana Washabaugh CENTURY 21 New Millennium

    43640 Winterberry Way, California, MD 20619
  • 43915 Honeysuckle Way, California, MD 20619
    43915 Honeysuckle Way, California, MD 20619
    43915 Honeysuckle Way, California, MD 20619
    /49

    $469,000

    • 3 Beds
    • 2.5 Baths
    • 2,104 Sq Ft

    43915 Honeysuckle Way, California, MD 20619

    Beautiful Single family home with 2-car garage in the charming Sycamore Hollow section of Wildewood! Step inside to a classic colonial floor plan with living room and dining room plus separate (large!) family room with gas fireplace open to kitchen with breakfast nook. Kitchen features gas cooking, upgraded stainless steel appliances, and large breakfast bar. Family room leads out to a great

    Christina Fischer Coldwell Banker Jay Lilly Real Estate

    43915 Honeysuckle Way, California, MD 20619
  • 23125 Winterberry Ln, California, MD 20619
    23125 Winterberry Ln, California, MD 20619
    23125 Winterberry Ln, California, MD 20619
    /36

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,523 Sq Ft

    23125 Winterberry Ln, California, MD 20619

    Charming Corner-Lot Gem in Wildewood with Modern Upgrades! Step into comfort and convenience with this beautifully maintained home nestled on a spacious corner lot. Featuring a 2-car garage and paved driveway, this property offers curb appeal and functionality from the moment you arrive. Recent Updates Include a New roof (2024),New HVAC system (2024) and Newer gas on-demand hot water tankless

    Jan Kleponis O'Brien Realty ERA Powered

    23125 Winterberry Ln, California, MD 20619
  • 44018 Bellflower Way, California, MD 20619
    44018 Bellflower Way, California, MD 20619
    44018 Bellflower Way, California, MD 20619
    /34

    $512,000

    • 5 Beds
    • 4.5 Baths
    • 3,455 Sq Ft

    44018 Bellflower Way, California, MD 20619

    Welcome to a wonderfully updated and maintained 5-bedroom, 4.5-bathroom colonial home in the highly sought-after Dahlia Park of Wildewood community. This spacious oasis has been restored to new-like condition with new paint and carpet throughout, new bathroom updates on all four levels of living. The main level features a open-concept layout (no doors) which connects the living, dining, family

    Christina Proctor HomeSmart

    44018 Bellflower Way, California, MD 20619
  • 44014 Silverwood Ln, California, MD 20619
    44014 Silverwood Ln, California, MD 20619
    44014 Silverwood Ln, California, MD 20619
    /35

    $489,990

    • 4 Beds
    • 2.5 Baths
    • 2,553 Sq Ft

    44014 Silverwood Ln, California, MD 20619

    Welcome to 44014 Silverwood Lane, a stunning Colonial home nestled in the highly sought-after Wildewood community. This exquisite property boasts four spacious bedrooms, two and a half well-appointed bathrooms, and a suite of modern amenities that blend seamlessly with its timeless architectural charm.As you approach the residence, you are greeted by the inviting ambiance of the covered front

    Shelia Kuhfahl CENTURY 21 New Millennium

    44014 Silverwood Ln, California, MD 20619
  • 25005 Secretariate Dr, Hollywood, MD 20636
    25005 Secretariate Dr, Hollywood, MD 20636
    25005 Secretariate Dr, Hollywood, MD 20636
    /26

    $529,900

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

    25005 Secretariate Dr, Hollywood, MD 20636

    Beautiful back to nature setting surrounds this charming Cape Cod. Five acres of wooded seclusion, you can't even see a neighbor. Sit on your front porch and watch the birds, squirrls and deer pass by. There's even a lilly pad pond out back. Trails to walk. Open areas for parking campers, boats or other toys. Inside you'll find an open floorplan with an owners suite on the first level, full

    Carl Beatty RE/MAX Realty Group

    25005 Secretariate Dr, Hollywood, MD 20636
  • 20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    20959 Redgate Ln, Leonardtown, MD 20650
    /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
  • 24992 Sotterley Rd, Hollywood, MD 20636
    24992 Sotterley Rd, Hollywood, MD 20636
    24992 Sotterley Rd, Hollywood, MD 20636
    /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
  • 20287 Point Lookout Rd, Great Mills, MD 20634
    20287 Point Lookout Rd, Great Mills, MD 20634
    20287 Point Lookout Rd, 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
  • 44313 Poplar Wood Dr, California, MD 20619
    44313 Poplar Wood Dr, California, MD 20619
    44313 Poplar Wood Dr, California, MD 20619
    /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
  • 43245 Joy Ln, Hollywood, MD 20636
    43245 Joy Ln, Hollywood, MD 20636
    43245 Joy Ln, Hollywood, MD 20636
    /4

    $150,000

    • Land
    • 4.2 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
  • 18832 Piney Point Rd, Valley Lee, MD 20692
    18832 Piney Point Rd, Valley Lee, MD 20692
    18832 Piney Point Rd, Valley Lee, MD 20692
    /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

    Donnell Williams NextHome Prime Properties

    18832 Piney Point Rd, Valley Lee, MD 20692
  • 17838 4th St, Tall Timbers, MD 20690
    17838 4th St, Tall Timbers, MD 20690
    17838 4th St, Tall Timbers, MD 20690
    /69

    $520,000

    • 4 Beds
    • 3.5 Baths
    • 2,802 Sq Ft

    17838 4th St, Tall Timbers, MD 20690

    Step into this beautifully upgraded and thoughtfully designed coastal-style home offering nearly 2,500 square feet of elevated living space and exceptional outdoor living. This home is located at the end of a dead end street and backs to a peaceful farm for added privacy and tranquility. This home is loaded with features that make everyday living feel like a retreat. The main level greets you

    Kimberly Scott RE/MAX Realty Group

    17838 4th St, Tall Timbers, MD 20690
  • 17309 Piney Point Rd, Piney Point, MD 20674
    17309 Piney Point Rd, Piney Point, MD 20674
    17309 Piney Point Rd, Piney Point, MD 20674
    /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
  • 24754 Half Pone Point Rd, Hollywood, MD 20636
    24754 Half Pone Point Rd, Hollywood, MD 20636
    24754 Half Pone Point Rd, Hollywood, MD 20636
    /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
  • 20966 Black Duck Ct, Callaway, MD 20620
    20966 Black Duck Ct, Callaway, MD 20620
    20966 Black Duck Ct, Callaway, MD 20620
    /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
  • 25757 Jones Wharf Rd, Hollywood, MD 20636
    25757 Jones Wharf Rd, Hollywood, MD 20636
    25757 Jones Wharf Rd, Hollywood, MD 20636
    /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
  • 22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    22626 Chickadee Ln, Leonardtown, MD 20650
    /65

    $649,000

    • 4 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    22626 Chickadee Ln, Leonardtown, MD 20650

    Welcome to 22626 Chickadee Lane—an exceptional 4-bedroom, 3.5-bath home nestled on a serene 2-acre lot in the highly sought-after Avenmar neighborhood of Leonardtown. This elegant property offers the perfect blend of privacy, space, and convenience with an open-concept layout that is flooded with natural light and designed for comfortable living and entertaining.Inside, you'll find

    Matthew Burgan Infinitas Realty Group

    22626 Chickadee Ln, Leonardtown, MD 20650
  • 21312 Fox Wood Ln, California, MD 20619
    21312 Fox Wood Ln, California, MD 20619
    21312 Fox Wood Ln, California, MD 20619
    /31

    $540,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    21312 Fox Wood Ln, California, MD 20619

    Option of an Assumable Loan! Welcome to 21312 Fox Wood Lane in the sought after Elizabeth Hills neighborhood, a charming 4-bedroom, 2-bath home nestled on a quiet cul-de-sac in California, MD. This beautifully maintained property features an updated kitchen, luxury vinyl plank flooring throughout, and a spacious primary suite with a private bath. The backyard is perfect for entertaining, with a

    William Rabbitt The Southside Group Real Estate

    21312 Fox Wood Ln, California, MD 20619
  • 45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
    /64

    $419,999

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690

    Charming Cottage Home with Detached Workshop & Apartment in the St. Georges Beach Neighborhood.Welcome to this inviting 3-bedroom, 2-bath cottage nestled on a spacious corner lot in the St. Georges Beach neighborhood. Full of character and charm, this property offers a unique combination of comfortable living and versatile bonus spaces.The main home features a warm and functional

    Mike Jordan CENTURY 21 New Millennium

    45044 Deagles Boatyard Rd, Tall Timbers, MD 20690
  • 0 Saint Georges Park Rd, Piney Point, MD 20690
    0 Saint Georges Park Rd, Piney Point, MD 20690
    0 Saint Georges Park Rd, Piney Point, MD 20690
    /8

    $35,000

    • Land
    • 0.25 Acre
    • $140,000 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 land in a small quiet neighborhood and a short walking distance to water views. This lot includes 1 public EDU for sewer connection. Clear this lot and it is ready to be built on! There are 2 lots available next to each other. Buy 1 lot or buy them both! This parcel includes lot 8&10.

    Brittany Russell CENTURY 21 New Millennium

    0 Saint Georges Park Rd, Piney Point, MD 20690
  • 0 Saint Georges Park Rd, Piney Point, MD 20690
    0 Saint Georges Park Rd, Piney Point, MD 20690
    0 Saint Georges Park Rd, Piney Point, MD 20690
    /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
  • 24735 Red Hill Ct, Hollywood, MD 20636
    24735 Red Hill Ct, Hollywood, MD 20636
    24735 Red Hill Ct, Hollywood, MD 20636
    /33

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    24735 Red Hill Ct, Hollywood, MD 20636

    Welcome to this beautiful and spacious single-story home located in a very peaceful community. Perfectly designed for comfort and convenience, this property offers the ideal balance of modern living and serene surroundings. The open floor plan is thoughtfully designed, providing plenty of space to entertain and enjoy family gatherings. Every corner of this home feels inviting and expansive. The

    John Gatton CENTURY 21 New Millennium

    24735 Red Hill Ct, Hollywood, MD 20636
  • 41900 Nazareth Ct, Leonardtown, MD 20650
    41900 Nazareth Ct, Leonardtown, MD 20650
    41900 Nazareth Ct, Leonardtown, MD 20650
    /28

    $475,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    41900 Nazareth Ct, Leonardtown, MD 20650

    Welcome to the Academy Hills of Leonardtown. The main level features a traditional floor plan, recent upgrades including new carpet August 2025, stainless steel kitchen appliances, plenty of cabinet space, a formal dining room, and a convenient powder room. Major system updates include a brand-new Roof and a new HVAC system for added peace of mind.Upstairs, newly installed banisters, the

    Marizel Brewington RE/MAX One

    41900 Nazareth Ct, Leonardtown, MD 20650
  • 22186 Monterey Place, Leonardtown, MD 20650
    22186 Monterey Place, Leonardtown, MD 20650
    22186 Monterey Place, Leonardtown, MD 20650
    /30

    $510,000

    • 4 Beds
    • 2 Baths
    • 2,935 Sq Ft

    22186 Monterey Place, Leonardtown, MD 20650

    Beautiful brick rambler is almost 3,000 SF overlooking lake and golf course on full, walk-out basement (2,059 SF) w/ attached 2 car garage. Kitchen boasts brand new stainless appliances, pantry and lovely lake view! Lots of table space in the kitchen area or the formal dining area. Both family room and rec room have wood burning fireplaces. This Mid-century/Modern open floorplan is a delight with

    Barbara Stellway KW Metro Center

    22186 Monterey Place, Leonardtown, MD 20650
  • 17273 Crab Pot Ln, Piney Point, MD 20674
    17273 Crab Pot Ln, Piney Point, MD 20674
    17273 Crab Pot Ln, Piney Point, MD 20674
    /20

    $390,000

    • 3 Beds
    • 3 Baths
    • 2,112 Sq Ft

    17273 Crab Pot Ln, Piney Point, MD 20674

    "PRICE INPROVEMENT"Well lived in Town Home in Potomac Beach subdivision. This TH has main level and upper-level screened porches, 3 bedrooms, separate dining, living room, and huge two car garage. Originally built as a 4 bedroom/3 bathroom home; owner converted one of lower bedrooms into an office with wet bar area. Washer and dryer conveys. Amenities include onsite trash disposal, snow

    Alvin Frazier Home Towne Real Estate

    17273 Crab Pot Ln, Piney Point, MD 20674
  • 24675 Blackistone Rd, Hollywood, MD 20636
    24675 Blackistone Rd, Hollywood, MD 20636
    24675 Blackistone Rd, Hollywood, MD 20636
    /27

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    24675 Blackistone Rd, Hollywood, MD 20636

    FABULOUS ONE LEVEL LIVING WITH RAMP TO THE FRONT DOOR***3 BEDROOM***2 BATH RAMBLER***DOUBLE HUNG WINDOWS***LARGE EAT-IN KITCHEN***HARDWOOD FLOORS***FRESHLY PAINTED***UPDATED SEPTIC***2 CAR DETACHED GARAGE***SUN ROOM PORCH***WORKSHOP***1 CAR CARPORT***GENERATOR***METICULOUSLY MAINTAINED LAWN***PANTRY***HEAT PUMP WITH OIL BACK UP***FRONT DOOR RAMP***UPDATED METAL ROOF***2025 NEW DEHUMIDIFIER IN THE

    Candide Rayle CENTURY 21 New Millennium

    24675 Blackistone Rd, Hollywood, MD 20636
  • 40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    40461 Old Breton Beach Rd, Leonardtown, MD 20650
    /41

    $700,000

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

    40461 Old Breton Beach Rd, Leonardtown, MD 20650

    Welcome to 40461 Old Breton Beach Road—a breathtaking waterfront retreat on the shores of the Potomac River in Leonardtown, Maryland. Nestled in one of Southern Maryland’s most scenic and peaceful communities, this coastal-style home offers the perfect blend of charm, functionality, and panoramic water views that will leave you speechless. Perfect for a primary or rental. From the moment

    Dawn Riley RE/MAX One

    40461 Old Breton Beach Rd, Leonardtown, MD 20650
  • 41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    41430 Challedon Way, Leonardtown, MD 20650
    /79

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    41430 Challedon Way, Leonardtown, MD 20650

    Welcome to this spacious 5-bedroom, 3.5-bath home nestled on a beautiful corner lot in sought-after Leonard’s Grant. From the inviting covered porch to the thoughtfully designed open floor plan, this home offers both comfort and functionality.The gourmet kitchen seamlessly flows into the great room—perfect for entertaining. Step out onto the private patio just off the kitchen and savor your

    Heather Foster RE/MAX One

    41430 Challedon Way, Leonardtown, MD 20650
  • 23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    23264 Lindsay Dr, Leonardtown, MD 20650
    /59

    $610,000

    • 3 Beds
    • 2 Baths
    • 2,824 Sq Ft

    23264 Lindsay Dr, Leonardtown, MD 20650

    **Custom Floorplan** Front Load Garage with expanded guest parking on driveway, Upgraded cabinets, Countertops, and custom Primary suite walk in frameless glass shower. Built on an oversized premium corner lot. Customized Lusby model built in 2020 in the highly desirable Clarks Rest Community. This home has the builders 2-10 home warranty which transfers to the new homeowner. VA assumable

    Wayne & Christine Floyd RE/MAX Realty Group

    23264 Lindsay Dr, Leonardtown, MD 20650
  • 0 Cottonwood Pkwy, Wildewood, MD 20619
    0 Cottonwood Pkwy, Wildewood, MD 20619
    0 Cottonwood Pkwy, Wildewood, MD 20619
    /4

    $799,000

    • Land
    • 4.7 Acres
    • $170,000 per Acre

    0 Cottonwood Pkwy, Wildewood, MD 20619

    Elevate your investment portfolio with the remarkable opportunity presented by Cottonwood Parkway Outparcel C in the esteemed Wildewood Technology Park, California, MD. This prime plot, meticulously zoned for Office Business Park, offers an unparalleled canvas for visionary investors seeking to shape the commercial landscape. Positioned to cater to the evolving demands of office space in the

    Thomas McKay Berkshire Hathaway HomeServices PenFed Realty

    0 Cottonwood Pkwy, Wildewood, MD 20619

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