112

Homes for Sale near Chopticon High School

Section Image Section Image
  • /96

    $1,300,000

    • 6 Beds
    • 3.5 Baths
    • 5,888 Sq Ft

    23155 Greenstone Dr, 3, Leonardtown, MD 20650

    Luxury, Space, and Sophistication – All in One Remarkable Property! Prepare to be impressed by this meticulously maintained almost 7,000 sq ft estate—a rare gem that blends luxury, comfort, and functionality in every detail. If your current home lacks character or space, this extraordinary residence will exceed all your expectations! Interior Highlights: • Gourmet Kitchen with oversized island,

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 387-9601

    23155 Greenstone Dr, 3, Leonardtown, MD 20650
  • /73

    $634,900

    • 5 Beds
    • 3 Baths
    • 2,162 Sq Ft

    39925 Mrs Graves Rd, Mechanicsville, MD 20659

    This house comes with a REDUCED RATE as low as 5.875% (APR 6.407%) as of 06/18/2025 through List & Lock. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.Welcome to Your Dream Home with Poolside Paradise!Nestled on a beautifully landscaped lot, this stunning 5-bedroom, 3-bath split-foyer home perfectly

    Agent Photo

    Connie Gunn

    CENTURY 21 New Millennium

    (240) 332-4107

    39925 Mrs Graves Rd, Mechanicsville, MD 20659
  • /2

    $45,000

    • Land
    • 0.03 Acre
    • $1,500,000 per Acre

    20720 Golden Thompson Rd, Coltons Point, MD 20626

    This is lot 10 on the campground.

    Agent Photo

    Vicki Alvey

    RE/MAX One

    (240) 474-0549

    20720 Golden Thompson Rd, Coltons Point, MD 20626
  • /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

    Agent Photo

    Rhonda Darden

    Cooperative Real Estate Maryland, LLC

    (240) 226-3669

    36764 Roberto Dr, Bushwood, MD 20618
  • /2

    $560,000

    • 4 Beds
    • 4 Baths
    • 3,410 Sq Ft

    39360 Thomas Dr, Mechanicsville, MD 20659

    Agent Photo

    Sharyn Ahmad

    RE/MAX Realty Group

    (240) 923-5516

    39360 Thomas Dr, Mechanicsville, MD 20659
  • /31

    $485,000 Open House 7/06

    • 4 Beds
    • 2.5 Baths
    • 1,770 Sq Ft

    40534 Miss Ettas Way, Leonardtown, MD 20650

    OPEN HOUSE, Sunday, July 6th 1 -3 PM. Welcome home to this beautifully maintained Cape Cod built by Hallmark Homes in 2016, situated on a peaceful 1.98-acre lot! Relax on the inviting front porch and take in the tranquil surroundings. Inside, you'll find a spacious living and dining room combo, perfect for entertaining. The kitchen features granite countertops, stainless steel appliances, and a

    Agent Photo

    Connie Fitzgerald

    RE/MAX Closers

    (240) 697-2564

    40534 Miss Ettas Way, Leonardtown, MD 20650
  • /67

    $624,900

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

    37420 River Springs Rd, Avenue, MD 20609

    Unique waterfront property w/ guest house. New dock, w/ marine grade lumber and stainless-steel fasteners was raised to be higher than the avg. high tide. Enjoy crabbing and sunset views from the dock in spring, summer and fall. Property has 69' of shoreline with 2' at low tide and 4-5' at high tide. Open concept floor plan w/ lots of light and water views. 2 BR, 1.5 bath and bonus

    Agent Photo

    Jimmy Hayden

    RE/MAX Realty Group

    (240) 896-3491

    37420 River Springs Rd, Avenue, MD 20609
  • /50

    $398,000

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft

    23745 Hicks Dr, Leonardtown, MD 20650

    Welcome to 23745 Hicks Drive, a thoughtfully updated rambler on over half an acre in the quiet Holly Oaks neighborhood of Leonardtown. With a spacious detached garage, a finished basement, and recent renovations throughout, this home offers comfort, functionality, and a great location—all with no HOA.Inside, you’ll find a bright and open layout featuring wide plank flooring, recessed lighting,

    Neil Smith Blackwell Real Estate, LLC

    23745 Hicks Dr, Leonardtown, MD 20650
  • /41

    $569,999

    • 4 Beds
    • 3.5 Baths
    • 3,318 Sq Ft

    26635 Del Ibera Ct, Mechanicsville, MD 20659

    Landscaping is updated and professional photos uploaded. Beautiful Colonial in quiet cul-da-sac. Brand New granite counters, 42" cabinets. The living room & full finished basement wired for surround sound. Features crown molding, open floor plan, hardwoods, tile and more. The primary owners suite is massive with the upgraded Grand Bath, huge separate walk in shower and walk in closet. New

    James Dick Long & Foster Real Estate, Inc.

    26635 Del Ibera Ct, Mechanicsville, MD 20659
  • /37

    $439,000

    • 4 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    35904 Army Navy Dr, Mechanicsville, MD 20659

    Beautiful split foyer home in the Wicomico Shores Community. Enjoy golf, tennis, the community beach and pier, the clubhouse and gorgeous sunsets in this comfortable and inviting neighborhood. The home was redone completely in 2021 and is beautiful and ready for new owners. It features 4 bedrooms, 2.5 baths, a living room upstairs and a family room and additional playroom or rec area in the

    Diane Fenwick RE/MAX One

    35904 Army Navy Dr, Mechanicsville, MD 20659
  • /10

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft

    29799 Allen Rd, Mechanicsville, MD 20659

    Live like you're on vacation all year in this spacious rambler located just blocks from the Patuxent River in desired Golden Beach community. The home offers 3 spacious bedrooms, large open kitchen with breakfast bar and dining area, kitchen also has a pass through to the huge 25x18 family room. The family room is wired for your home entertainment system, which includes speakers on the

    Christina Price Douglas Realty, LLC

    29799 Allen Rd, Mechanicsville, MD 20659
  • /38

    $449,000

    • 4 Beds
    • 2 Baths
    • 1,804 Sq Ft

    28989 Autumnwood Dr, Mechanicsville, MD 20659

    Beautifully updated 4 bedroom 2 bath home with all season room that has beautifully view and wonderful hardscape and fish pond. Large kitchen with room for a large table to sit a large group of friends to entertain.The landscape is so well done. Private setting with sun room and huge deck. Basement has a cozy fireplace and walk out. 3 bedrooms upstairs and one downstairs. This lot is magical.

    Barbara Blades CENTURY 21 New Millennium

    28989 Autumnwood Dr, Mechanicsville, MD 20659
  • /23

    $429,900

    • 4 Beds
    • 2 Baths
    • 1,472 Sq Ft

    27136 Dogwood Ln, Mechanicsville, MD 20659

    Fully Renovated | 1 Acre | No HOA | Energy-Efficient Upgrades Welcome to 27136 Dogwood Lane — a beautifully reimagined 4-bedroom, 2-bathroom home nestled on a quiet 1-acre lot in the established community of Beverly Estates. From the moment you arrive, you’ll notice the fresh new siding, roof, and windows, setting the tone for the thoughtful renovation throughout.Step inside to discover an open,

    Marcel Moore CENTURY 21 Envision

    27136 Dogwood Ln, Mechanicsville, MD 20659
  • /26

    $450,000

    • 4 Beds
    • 3 Baths
    • 1,640 Sq Ft

    38390 Golden Beach Rd, Mechanicsville, MD 20659

    Don’t miss this 4-level home situated on 3.57 partially cleared acres! Features 4 bedrooms, 3 full baths, and a 2-car garage with plenty of additional parking. The main level offers a living room, kitchen, and dining area. Upstairs includes a primary bedroom with private en-suite bath, plus two additional bedrooms and a second full bath.The first lower level has a large family room with

    Becky King Home Towne Real Estate

    38390 Golden Beach Rd, Mechanicsville, MD 20659
  • /51

    $460,000

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

    36903 Kimberly Ct, Mechanicsville, MD 20659

    Welcome to 36903 Kimberly Ct, a beautifully maintained 4-bedroom, 2-bath single-family home offering 2,264 square feet of comfortable living space on a sprawling 1.05-acre lot. Tucked away in a peaceful community, this home offers the perfect blend of privacy and convenience.Step inside and enjoy the spacious layout—ideal for both everyday living and entertaining. The home features generously

    Lisa VanDyke Exit Landmark Realty

    36903 Kimberly Ct, Mechanicsville, MD 20659
  • /72

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,697 Sq Ft

    23674 Jm Gough Ct, Leonardtown, MD 20650

    Welcome home to this beautifully updated Colonial located in a charming and quiet Leonardtown neighborhood—just minutes from local restaurants, shopping, and all the conveniences of town living.Freshly painted throughout and featuring brand-new carpet, this 4-bedroom, 2.5-bath gem is move-in ready and full of modern upgrades. The heart of the home is a gourmet kitchen with upgraded stainless

    Heather Foster RE/MAX One

    23674 Jm Gough Ct, Leonardtown, MD 20650
  • /68

    $549,900

    • 4 Beds
    • 3 Baths
    • 3,220 Sq Ft

    26255 Rison Ln, Mechanicsville, MD 20659

    Snuggled on a 5 acre lot near "Country Lakes Subdivision" you'll find your "Dream Home". Over 3,200 Finished Sqft! Its Open Floor Plan is decorated with taste and loaded with luxury: Kitchen with Granite Counter Tops, White/European Hung Cabinets, an Island with a breakfast bar, and Stainless Steel Appliances... Dinning Room with sliding glass doors leading to the balcony/deck and its

    Linda Lindley JPAR Real Estate Professionals

    26255 Rison Ln, Mechanicsville, MD 20659
  • /10

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,255 Sq Ft

    36026 Bay Dr, Chaptico, MD 20621

    Peaceful Waterfront living! This 3-bedroom, 2.5-bath ranch-style home sits on the stunning Wicomico River and features a private pier with a boat lift—perfect for fishing, crabbing, and enjoying the Chesapeake Aquatic lifestyle.The spacious backyard includes a large deck and gazebo, ideal for relaxing and entertaining while peaceful water views. Inside, the kitchen boasts granite countertops,

    Marvin Boone Samson Properties

    36026 Bay Dr, Chaptico, MD 20621
  • /35

    $524,900

    • 3 Beds
    • 2 Baths
    • 1,953 Sq Ft

    35836 Bay Dr, Chaptico, MD 20621

    Waterfront Elegance on the Wicomico River| 3 bed, 2 bath | recently renovated, .045 Acres Direct, Wicomico River Access, Discover the perfect blend of modern luxury and serene riverfront living, Nestled on a peaceful half-acre lot with breathtaking views of the Wicomico River, this meticulously renovated 3 bedroom, 2-bathroom home offers a rare opportunity to own a slice of paradise just moments

    Ebon Jackson EbonAries Realty Group, LLC.

    35836 Bay Dr, Chaptico, MD 20621
  • /36

    $499,000

    • 1 Bed
    • 1 Bath
    • 392 Sq Ft

    39020 Sonnie Way, Clements, MD 20624

    Imagine waking up each day to breathtaking sunrises over Saint Clements Bay! This delightful cottage offers a tranquil, vacation-like lifestyle with no HOA and prime waterfront access. It also presents income potential as it can sleep six. Meticulous planning has crafted this stunning home, which exudes the elegance of a high-end interior designer. Inside, you'll find a bright and airy living

    Julie Fuller EXP Realty, LLC

    39020 Sonnie Way, Clements, MD 20624
  • /71

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 2,105 Sq Ft

    36898 Bushwood Wharf Rd, Bushwood, MD 20618

    Embrace rural tranquility on this 1-acre St. Mary's County retreat, just moments from the Wicomico River's boating, fishing, and crabbing opportunities and , right at the Wharf, savor delicious meals at the restaurant . Enjoy the freedom of no HOA to craft your Baywise-certified paradise while staying conveniently close to Leonardtown’s amenities and major commuter routes to Pax River NAS,

    Beverly Aldridge Coldwell Banker Jay Lilly Real Estate

    36898 Bushwood Wharf Rd, Bushwood, MD 20618
  • /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
  • /40

    $439,000 New Construction

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

    24215 Thistle Place, Chaptico, MD 20621

    Here's a rare opportunity in Mill Point Shores! BRAND NEW CONSTRUCTION! This custom-built home is ready for its first owners! Enjoy views of the broad Wicomico River from the front porch, under the shade of the pecan tree. Built with your comfort in mind, this home features ceiling fans in nearly every room, with craftsman features, such as the 2-panel round-top interior doors, a custom-finished

    William Matthews RE/MAX One

    24215 Thistle Place, Chaptico, MD 20621
  • /75

    $505,000 Coming Soon

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

    20395 Bowles Rd, Coltons Point, MD 20626

    Welcome to Bowles Road Your Private Waterfront Retreat!Nestled on .85 acres of serene, natural beauty, this special property offers a rare opportunity to enjoy a true beachfront lifestyle. From the moment you arrive, you’re surrounded by nature and tranquility. Throughout the seasons, you’ll witness an abundance of wildlife right in your backyard – from graceful bald eagles and osprey to deer,

    Jessica Raley CENTURY 21 New Millennium

    20395 Bowles Rd, Coltons Point, MD 20626
  • /47

    $1,050,000

    • 5 Beds
    • 4 Baths
    • 4,700 Sq Ft

    20535 Golden Thompson Rd, Avenue, MD 20609

    Private Waterfront Retreat on St. Patrick's CreekDiscover this rare waterfront escape in Southern Maryland with over 500 feet of panoramic shoreline on scenic St. Patrick's Creek. Whether you're looking for a spacious family compound or a potential Airbnb investment, this versatile property offers endless possibilities.The main level features three generously sized bedrooms, three full baths, a

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    20535 Golden Thompson Rd, Avenue, MD 20609
  • /9

    $14,900

    • Land
    • 0.36 Acre
    • $41,389 per Acre

    0 Longview Unit MDSM2025626, Bushwood, MD 20618

    Nice Price! Make an offer on this beautiful residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .36-acre lot is mostly cleared and ready for a perc test. Longview Beach property owners who are up-to-date with the modest yearly HOA dues are granted access to community amenities, including the beach, boat ramp, fishing pier,

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Longview Unit MDSM2025626, Bushwood, MD 20618
  • /9

    $9,900

    • Land
    • 0.23 Acre
    • $43,043 per Acre

    0 Fielding Dr, 7, Milestown, MD 20618

    On Sale! Make an offer on this beautiful residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .23-acre lot is already cleared and ready for a perc test. Longview Beach property owners who are up-to-date with the modest yearly HOA dues are granted access to community amenities, including the beach, boat ramp, fishing pier,

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Fielding Dr, 7, Milestown, MD 20618
  • /36

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft

    38457 Laurel Ridge Ct, Mechanicsville, MD 20659

    Charming 3 bedroom, 2 bathroom rambler in Laurel Ridge. NO HOA. Fenced backyard and a new deck, with ramp. Eat in Kitchen looks through to living room. All bedrooms are a good size, and the primary has its own private deck area, a walk in closet and a room perfect for an office. Separate laundry room is right off the hallway. Don't miss out on this one!

    June Gray Residential Plus Real Estate

    38457 Laurel Ridge Ct, Mechanicsville, MD 20659
  • /9

    $825,000

    • 8 Beds
    • 6.5 Baths
    • 4,940 Sq Ft

    39550 Mount Wolf Rd, Charlotte Hall, MD 20622

    Private Waterfront Estate with Two Homes, Pool, and Scenic Views – A True Countryside RetreatTucked away at the end of a private road on 3 acres, this peaceful and secluded retreat offers the ultimate in country living with spectacular waterfront views of Indian Creek and an abundance of space for multi-generational living, entertaining, and outdoor recreation.The main residence features 6

    Laura Forbes CENTURY 21 New Millennium

    39550 Mount Wolf Rd, Charlotte Hall, MD 20622
  • /8

    $149,900

    • Land
    • 1.21 Acres
    • $123,884 per Acre

    27240 Yowaiski Mill Rd, Mechanicsville, MD 20659

    Nice building lot ready to go. Perked, with potential septic installation plat. Public water available. Huge 864 sq ft finished Amish workshop with open floor plan, heat, 20 amp electric service, a/c and 800 unfinished sq ft upstairs. Perfect for your home business. Smaller shed also conveys. Backs to huge farm.

    Beverly Moody RE/MAX Realty Group

    27240 Yowaiski Mill Rd, Mechanicsville, MD 20659
  • /13

    $225,000

    • Land
    • 6 Acres
    • $40,835 per Acre

    21047 Abell Rd, Abell, MD 20606

    Bring your plans and create your ideal retreat on this beautiful 5.51-acre flat lot, tucked away in a peaceful and private setting. Surrounded by mature and juvenile trees, this property offers a rare blend of tranquility and natural beauty, located just moments from scenic Back Creek.While no direct waterfront access, the proximity to the water enhances the serene atmosphere and offers

    Darrin Carter RE/MAX One

    21047 Abell Rd, Abell, MD 20606
  • /37

    $240,000

    • 2 Beds
    • 1 Bath
    • 812 Sq Ft

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659

    You will love this 2 bedroom rambler with seasonal views of the Patuxent River! Live near waterfront dining at Sandgates Inn and Seabreeze restaurants! This home is located in the area of Saint Marys Beach! The fenced in backyard is one of the highlights here! Current owners love watching fireworks from their own backyard during the fourth of July and other celebratory occasions. This is a

    April Caldwell Samson Properties

    27068 Cape Saint Marys Dr, Mechanicsville, MD 20659
  • /5

    $200,000

    • Land
    • 4.75 Acres
    • $42,105 per Acre

    0 Carol Ln, Golden Beach, MD 20659

    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 completed. Buyer is responsible for verifying

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    0 Carol Ln, Golden Beach, MD 20659
  • /11

    $16,900

    • Land
    • 0.41 Acre
    • $41,220 per Acre

    0 Oakley Dr Unit MDSM2025438, Bushwood, MD 20618

    Corner Lot! Submit an offer on this beautiful residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .41-acre corner lot is already cleared and ready for a perc test. Longview Beach property owners who are up-to-date with the modest yearly HOA dues are granted access to community amenities, including the beach, boat ramp, fishing

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Oakley Dr Unit MDSM2025438, Bushwood, MD 20618
  • /32

    $410,000

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

    29831 Lee Rd, Mechanicsville, MD 20659

    Beautifully renovated brick-front rambler with a one-car carport, brand new roof, siding, windows, gutters, and downspouts—ready for easy living! Enjoy a covered front porch and a welcoming new front door. Inside, the cozy living room features a charming brick fireplace and energy-efficient double-pane windows. The home shines with all-new light fixtures and durable LVP flooring throughout. The

    Frank McKnew RE/MAX Realty Group

    29831 Lee Rd, Mechanicsville, MD 20659
  • /41

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,722 Sq Ft

    22681 Fairview Dr, Bushwood, MD 20618

    Look no further!! Over 1,700 sq ft, 3 bedroom, 1 bath charming cottage is just what you are looking for! Explore serene living nestled in the Longview Beach community of Bushwood, MD. Arrive through the front entry to an open floor plan to include a modern kitchen, and living area with LVP flooring and brick surround fireplace. Kitchen is perfect for the chef of the family w/ ample countertop

    Cheryl Bare CENTURY 21 New Millennium

    22681 Fairview Dr, Bushwood, MD 20618
  • /35

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    23170 Longview Blvd, Bushwood, MD 20618

    JUST APPRAISED AT $392,000!**Charming Country Rambler on Spacious .7 Acre Lot**Welcome to peaceful country living in this beautifully maintained 3-bedroom, 2.5-bath rambler, perfectly situated on nearly of an acre of flat, lush lawn. This single-level home offers both comfort and convenience with a functional layout and room to breathe, inside and out.Step into a bright, open living area with

    Chris Norris JR. Topside Realty

    23170 Longview Blvd, Bushwood, MD 20618
  • /33

    $234,990

    • 3 Beds
    • 2 Baths
    • 2,020 Sq Ft

    42264 Ridge Rd, Mechanicsville, MD 20659

    Investor alert! Great fix and flip! 4 bedroom (possibly 5) 2 bath SFH with detached garage and a guest house with 2 rooms, nice sized lot. Property sold AS-IS, CASH or HARD MONEY LOAN.

    Heidi Heiderman Coldwell Banker Realty

    42264 Ridge Rd, Mechanicsville, MD 20659
  • /10

    $590,000

    • Land
    • 12 Acres
    • $50,950 per Acre

    0 Edgewater Pkwy, Mechanicsville, MD 20659

    Investment 32 Lots being sold together. Some are waterfront and some are 1 block away from the water and some are on the golf course in Wicomico Shores. The neighborhood offer a Golf Course, Club House, Restaurants, public boat launch, pier for fishing, public park, playground and tennis courts. This is a wonderful opportunity for your future. To view the lots on tax records you can use St

    Sandy Fehl Baldus Real Estate, Inc.

    0 Edgewater Pkwy, Mechanicsville, MD 20659
  • /3

    $175,000

    • 2 Beds
    • 1 Bath
    • 1,565 Sq Ft

    22333 Colton Point Rd, Bushwood, MD 20618

    This is a Diamond in the rough. Little elbow grease and you will have a nice home here. You can buy both or one of these properties. 22323 Colton is for sale too; The price is $155,000 it has a garage. There is a septic system but needs to be replaced per the county. The well is in. Large home with a circle driveway. There will be an easement for the house to the left of the property for using

    Debbie Buckingham Samson Properties

    22333 Colton Point Rd, Bushwood, MD 20618

Showing Results 1 - 40, Page 1 of 3

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