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Homes for Sale near Chopticon High School

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  • /38

    $499,000

    $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    30150 Huntt Rd, Mechanicsville, MD 20659

    PRICE IMPROVEMENTNEW 30 YEAR RoofCompletely renovated 3BR/2.5BA Cape Cod with attached garage. This move-in ready home features engineered hardwood flooring, custom crown molding, and faux wood blinds throughout. The updated kitchen includes granite countertops and new stainless steel appliances. Bathrooms offer custom tiled, upgraded showers. Additional features include ceiling fans,

    Agent Photo

    Vicki Alvey

    RE/MAX One

    30150 Huntt Rd, Mechanicsville, MD 20659
  • /2

    $12,000

    $13K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $48,000 per Acre

    0 Sunset Dr, Chaptico, MD 20621

    Motivated Seller!!! Looking for a lot in a water access community? Take a look at this flat, mostly cleared lot in desirable Southern Maryland. The community has beach access, club house, boat ramp, and much more. Buyer to perform all due diligence.

    Agent Photo

    Stephanie Rivers

    The Southside Group Real Estate

    0 Sunset Dr, Chaptico, MD 20621
  • /40

    $669,900

    • 4 Beds
    • 3.5 Baths
    • 3,812 Sq Ft

    25633 Scenic View St, Mechanicsville, MD 20659

    Stunning Custom Home with Spacious Living, Energy Savings & Room to GrowWelcome to this beautifully maintained 3,800-square-foot home in the desirable Grand View Haven community. Thoughtfully designed for comfortable everyday living and effortless entertaining, this home offers generous living spaces, quality finishes, and exceptional value.The bright, open floor plan features spacious

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    25633 Scenic View St, Mechanicsville, MD 20659
  • /44

    $650,000

    • 3 Beds
    • 1.5 Baths
    • 1,804 Sq Ft

    29270 Lilly Way, Mechanicsville, MD 20659

    Experience timeless farmhouse charm in Mechanicsville...your story starts here. If these walls could talk, they would whisper of cherished memories, home-cooked meals prepared with love, and celebrations shared with family and friends, including weddings once held on the grounds. This exceptionally maintained farmhouse is filled with warmth, character, and timeless appeal from the moment you step

    Agent Photo

    Connie Fitzgerald

    RE/MAX One

    29270 Lilly Way, Mechanicsville, MD 20659
  • /53

    $450,000

    $10K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    29849 Point Lookout Rd, Mechanicsville, MD 20659

    This well-maintained 3-bedroom, 2-bath rambler features a comfortable one-level layout, including a primary bedroom with a private full bathroom. The kitchen offers quartz countertops, stainless steel appliances, and plenty of workspace for everyday living and entertaining.Major updates include an HVAC system installed in 2018, a roof replaced in 2020, and appliances updated in 2018.

    Agent Photo

    Sarah Swann

    Baldus Real Estate, Inc.

    29849 Point Lookout Rd, Mechanicsville, MD 20659
  • /17

    $45,000

    • Land
    • 10,018 Sq Ft
    • $195,652 per Acre

    36685 Owens Dr, Maddox, MD 20621

    Build your home or a second home here in this quiet community. Neatly tucked away. This lot is cleared with a buffer for privacy. Minutes walk to the private pier, boating and fishing. Beautiful views of the Wicomico River. Come see the possibilities.

    Agent Photo

    Myra Wallace

    Samson Properties

    36685 Owens Dr, Maddox, MD 20621
  • /143

    $849,999

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,389 Sq Ft

    28575 Harvest Ln, Mechanicsville, MD 20659

    ******PRICE IMPROVEMENT: $849,999****** PLUS SELLER IS OFFERING $10K for a Buyer to use "Your Way" - Rate Buy Down, Closing Help, Buyer's Choice Welcome to your own private retreat in Southern Maryland. Set on 15 scenic acres, this beautifully maintained property offers the rare combination of space, privacy, recreation, and modern convenience. Inside, you'll find spacious rooms, soaring

    Agent Photo

    Sandi Foraci

    RE/MAX One

    28575 Harvest Ln, Mechanicsville, MD 20659
  • /38

    $492,500

    $3K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft

    36979 David Dr, Mechanicsville, MD 20659

    Beautifully updated home on a spacious 1+ acre lot in County Lakes! This well-maintained property features numerous upgrades that include: New front & back door, wrapped windows, soffit & fascia, 6" gutters with gutter guards, & Certainteed siding in 2026. New roof on home & garage and new kitchen sink & faucet in 2025. New water heater, electrical panel, washer & dryer in 2024. Major system

    Corry Deale RE/MAX One

    36979 David Dr, Mechanicsville, MD 20659
  • /49

    $590,000

    $10K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,297 Sq Ft

    28760 Hancock Dr, Mechanicsville, MD 20659

    Seller is offering closing assistance with an accepted offer! Inquire for details. This property offers an exceptional blend of indoor comfort and outdoor enjoyment. The eat-in kitchen features breakfast bar seating, wood cabinetry, a separate island for meal prep, recessed lighting, stainless steel appliances, and an attractive tile backsplash. The kitchen opens directly to the back deck,

    Farrah Fuchs Redfin Corp

    28760 Hancock Dr, Mechanicsville, MD 20659
  • /31

    $549,900

    Open Sat 12PM - 2PM $20K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,860 Sq Ft

    30020 Tomahawk Ct, Mechanicsville, MD 20659

    PRICED TO SELL! Privacy and Southern Maryland charm come together on nearly 1.5 acres at the end of a peaceful cul-de-sac. This tree-lined property creates a secluded retreat just 2 miles from the beach and features an impressive 3⁄4-acre privacy-fenced backyard, offering endless space for entertaining, pets, play, and outdoor enjoyment. It is conveniently located with easy access to Washington,

    Dorothy Bistransin Redfin Corp

    30020 Tomahawk Ct, Mechanicsville, MD 20659
  • /58

    $465,000

    $80K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    42161 Patuxent Dr, Mechanicsville, MD 20659

    Welcome to 42161 Patuxent Drive, a stunning waterview home that blends comfort, character, and thoughtful upgrades in a truly unique split-level layout. This 3-bedroom, 2.5-bathroom residence offers beautiful water views of the Patuxent River, spacious living areas, and exceptional functionality, both inside and out! The main level features an open-concept kitchen flowing into the dining area,

    Tim Farr Samson Properties

    42161 Patuxent Dr, Mechanicsville, MD 20659
  • /19

    $417,900

    • 4 Beds
    • 3 Baths
    • 1,798 Sq Ft

    35620 Aviation Yacht Club Rd, Mechanicsville, MD 20659

    See Interactive 3D Tour!! Discover this spacious 4-bedroom, 3-bath home in the desirable Wicomico Shores waterfront community in St. Mary’s County. Offering the perfect blend of comfort, efficiency, and recreation, this property is ideal for those who love boating, golfing, and outdoor entertaining.The home features fully owned solar panels (not leased) that deliver exceptional energy

    Konnie McCarthy MacNificent Properties LLC

    35620 Aviation Yacht Club Rd, Mechanicsville, MD 20659
  • /11

    $9,900

    • Land
    • 10,454 Sq Ft
    • $41,250 per Acre

    0 Fairview Dr Unit MDSM2031502, Bushwood, MD 20618

    Cleared Lot! Make an offer on this residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .24-acre lot is 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, basketball and tennis courts,

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Fairview Dr Unit MDSM2031502, Bushwood, MD 20618
  • /2

    $729,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    38261 Milestone Ln, Mechanicsville, MD 20659

    Imagine pulling into the driveway of your dream home, perfectly tailored to your personal style. Situated on a 1-acre lot on Milestone Lane off Old Village Road, this upcoming new construction opportunity by Litz Custom Homes offers the ultimate blend of privacy and modern Southern Maryland living. This thoughtfully designed 2,300 sq-ft rambler delivers a flawless open-concept layout featuring 3

    Michele Posey RE/MAX Realty Group

    38261 Milestone Ln, Mechanicsville, MD 20659
  • /2

    $425,000

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,006 Sq Ft

    42204 Ridge Rd, Mechanicsville, MD 20659

    Samara Dinnius JPAR Real Estate Professionals

    42204 Ridge Rd, Mechanicsville, MD 20659
  • /57

    $659,900

    • 5 Beds
    • 3 Baths
    • 2,888 Sq Ft

    28177 Ben Oaks Dr, Mechanicsville, MD 20659

    Spacious Colonial in sought-after Ben Oaks community. Original owners, well-maintained. Open main-level featuring stunning new hardwood floors, a dramatic two-story foyer, formal dining room, sitting room and a first-floor bedroom and full bath, which can serve as a home office, ideal for remote work. The spacious living area centers around a cozy gas fireplace and flows seamlessly into the

    Kimberly St. Laurent RE/MAX One

    28177 Ben Oaks Dr, Mechanicsville, MD 20659
  • /84

    $999,999

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,036 Sq Ft

    27320 Harpers Ct, Mechanicsville, MD 20659

    PRICE IMPROVED! 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

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    27320 Harpers Ct, Mechanicsville, MD 20659
  • /4

    $125,000

    • Land
    • 1.41 Acres
    • $88,652 per Acre

    00000 Bushwood, Bushwood, MD 20618

    New price, same great location! Build your new home in the heart of Sevent District. Southern Maryland tranquility awaits you in this most convenient setting. One mile to post office, one mile to school. Community park close by. Marinas, boat ramps, and historical sites all abound in 7D. Property has already been perced. The first step to building your dream home is having the land to build on.

    John Gatton CENTURY 21 New Millennium

    00000 Bushwood, Bushwood, MD 20618
  • /9

    $6,900

    $1K PRICE DROP
    • Land
    • 11,761 Sq Ft
    • $25,556 per Acre

    0 Upland Dr Unit MDSM2029166, Bushwood, MD 20618

    Private and wooded! Make an offer on this residential lot before it’s too late! Located in the friendly and welcoming waterfront community of Longview Beach, this .27-acre lot is ready for clearing and 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, basketball

    Aaron Dixon Berkshire Hathaway HomeServices PenFed Realty

    0 Upland Dr Unit MDSM2029166, Bushwood, MD 20618
  • /64

    $554,999

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,255 Sq Ft

    36026 Bay Dr, Chaptico, MD 20621

    You can call it HOME - Peaceful Waterfront living in Chaptico Maryland, approximately 6-10 miles from Mechanicsville Maryland and Leonardstowne; Carefully laid out in the Millpoint Shores Community, this 3 bedroom, 2.5-bath ranch-style home with Den/Family room and laundry room, is nestled on the banks of the stunning Wicomico River. Extending approximately 60ft the home has a private pier with

    Marvin Boone Samson Properties

    36026 Bay Dr, Chaptico, MD 20621
  • /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
  • /40

    $420,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    35442 Golf Course Dr, Mechanicsville, MD 20659

    PRIME GOLF COURSE LOCATION WITH GREAT AMENITIES AND NO HOA!Welcome to 35442 Golf Course Drive, Mechanicsville, MD 20659. Live where everyone wants to be! Nestled in the highly coveted Wicomico Shores community, this exceptional Rambler sits on a beautifully flat, level lot that backs directly to the golf course. Step out into a perfectly flat backyard that offers a completely clear, wide-open

    Dawn Bell RE/MAX One

    35442 Golf Course Dr, Mechanicsville, MD 20659
  • /26

    $489,900

    New Construction $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    25826 S Sandgates Rd, Mechanicsville, MD 20659

    New construction, ready and completed in desirable Mechanicsville! This beautiful home offers an open-concept floor plan with the living room, kitchen, and dining area flowing seamlessly together, making it perfect for everyday living and entertaining. The kitchen is a standout with a center island, gorgeous granite countertops, custom cabinetry with plenty of storage, and stainless steel

    Billy Rabbitt The Southside Group Real Estate

    25826 S Sandgates Rd, Mechanicsville, MD 20659
  • /20

    $510,000

    $5K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,004 Sq Ft

    37681 Asher Rd, Mechanicsville, MD 20659

    Welcome to 37681 Asher Road in Mechanicsville, Maryland—a charming and well-maintained property offering comfort, space, and privacy in a peaceful Southern Maryland setting. Situated on a spacious lot, this home provides the perfect balance of quiet country living while still being conveniently located near shopping, dining, and commuter routes.Inside, you’ll find a functional and inviting

    Christopher Carr HomeZu

    37681 Asher Rd, Mechanicsville, MD 20659
  • /35

    $449,900

    $37K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,548 Sq Ft

    37170 E Lakeland Dr, Mechanicsville, MD 20659

    This home is an incredible value at this price!!! You can walk through the front door into the heart of the home - the dining room and kitchen coming to life with the sounds and smells of home. (Maybe you want to move dining back into the eat-in kitchen and add a main level living room.) Or you can slide through glass doors from the back deck. The 400 sq ft addition has a whole variety of uses,

    Karen Hall Foxtrot Company

    37170 E Lakeland Dr, Mechanicsville, MD 20659
  • /86

    $729,900

    $20K PRICE DROP
    • 6 Beds
    • 3 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
  • /2

    $450,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    40626 Waterview Dr, Mechanicsville, MD 20659

    COMING SOON. WATERFRONT RAMBLER WITH 3 BEDROOM 1 BATH.

    Stella Barbour NOVA Brokers, LLC.

    40626 Waterview Dr, Mechanicsville, MD 20659
  • /31

    $500,000

    • 4 Beds
    • 3 Baths
    • 2,576 Sq Ft

    37580 Asher Rd, Mechanicsville, MD 20659

    A grand double-door entrance welcomes you into the foyer then head up to main level featuring hardwood floors, a spacious living room, a formal dining room perfect for gatherings, and kitchen with ample cabinet space, and room to expand. The main level also includes primary suite with a private bath alongside two additional bedrooms and a hall bath. The expansive lower level features a recreation

    Becky King Home Towne Real Estate

    37580 Asher Rd, Mechanicsville, MD 20659
  • /2

    $75,000

    • Land
    • 1.47 Acres
    • $51,020 per Acre

    0 Dannys Ln, Chaptico, MD 20621

    Perked lot for sale in the heart of Chaptico. A private, flat and cleared lot ready for you to bring your vision to life.

    Darrin Carter RE/MAX One

    0 Dannys Ln, Chaptico, MD 20621
  • /59

    $415,000

    $15K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    42205 Ridge Rd, Mechanicsville, MD 20659

    Welcome to 42205 Ridge Road in Mechanicsville, a move-in ready Colonial located in the established St. Mary's Beach community. Renovated in 2018, this 4 bedroom, 3 full bathroom home offers a comfortable and functional layout. The main level features a welcoming foyer, kitchen and dining area, breakfast nook, crown molding, and a full bathroom. Upstairs, you'll find all four bedrooms, including

    Ashley Frazier Five Star Real Estate

    42205 Ridge Rd, 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
  • /2

    $5,000

    • Land
    • 10,018 Sq Ft
    • $21,739 per Acre

    0 Lagoon Dr, Maddox, MD 20621

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 7/10/2026, 10:00 AM. Bidding ends 7/14/2026, 12:40 PM. List Price is Suggested Opening Bid. Deposit: $5,000 This lot of land is located in Chaptico, MD within St. Mary’s County. The property is in close proximity to Wicomico Shores Golf Course, Christ Episcopal Church, Bachelor's Hope,

    Adam Shpritz Ashland Auction Group LLC

    0 Lagoon Dr, Maddox, MD 20621
  • /36

    $550,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    37526 River Springs Rd, Avenue, MD 20609

    Priced below tax assessed value, this rare waterfront retreat on beautiful White’s Neck Creek offers a renovated guest house, private dock, and true Southern Maryland charm. Set on over half an acre in the established River Springs waterfront community, 37526 River Springs Road offers the kind of lifestyle buyers wait years to find: peaceful water views, navigable creek access, private outdoor

    Devin Moore Innovation Properties, LLC

    37526 River Springs Rd, Avenue, MD 20609
  • /63

    $488,000

    • 3 Beds
    • 3.5 Baths
    • 2,481 Sq Ft

    23230 Colton Point Rd, Avenue, MD 20609

    This beautiful home is back on the market!! The buyer's funding fell through so now's your chance to make this house your home! Beautiful Brick rambler on 1 acre in the sought after area of 7th District. This home has been meticulously cared for and features original hardwood floors that have been restored to their original beauty. The home has 3 bedrooms, two bathrooms, living room, family room,

    Diane Fenwick RE/MAX One

    23230 Colton Point Rd, Avenue, MD 20609
  • /2

    $760,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    27075 Widow Ln, Mechanicsville, MD 20659

    Coming soon! This expansive Cape Cod style home is a once in a lifetime find. Perfect for a farmette or luxurious retreat on 4.51 acres and no HOA. Enjoy a delicious nectarine from one of the many fruit trees while relaxing by your inground pool. The back yard features extensive hardscaping, mature landscaping and a fully fenced in yard. A gas fire feature and full shaded pergola set the scene

    Brittany Bahen JPAR Real Estate Professionals

    27075 Widow Ln, Mechanicsville, MD 20659
  • /4

    $225,000

    $25K PRICE DROP
    • 880 Sq Ft

    20910 Olen Mattingly Rd, Avenue, MD 20609

    Rare opportunity in the highly desirable 7th District of St. Mary’s County! This unique offering includes three separate waterfront lots totaling approximately 1.5 acres. Each lot currently contains existing structures that are in dilapidated condition and are likely tear-downs, offering a blank slate for buyers with vision. With its scenic waterfront setting and location in one of the county’s

    Justin Tiede The Southside Group Real Estate

    20910 Olen Mattingly Rd, Avenue, MD 20609
  • /19

    $369,000

    $10K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    39500 Thomas Dr, Mechanicsville, MD 20659

    Back on the market and better than ever! A BRAND NEW HVAC system (Rheem two stage 14.3 SEER) 1.58 Acres, with newer renovations, a huge primary bathroom, massive deck and a flat, useable yard, all for only $369,000. This little slice of heaven is at the end of a cul-de-sac right in the heart of Mechanicsville. With NO HOA, you can make this charming rambler yours before summer is over. Boasting 3

    Heather Cooksey RE/MAX One

    39500 Thomas Dr, Mechanicsville, MD 20659
  • /42

    $1,167,000

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

    21485 Canoe Neck Way, Abell, MD 20606

    Bob Tran ExecuHome Realty

    21485 Canoe Neck Way, Abell, MD 20606
  • /40

    $399,900

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,956 Sq Ft

    29910 Richard Cir, Mechanicsville, MD 20659

    Incredible opportunity to maximize square footage and value. Over 2500 Total Sq Ftg! Homes with this much living space at this price point are becoming increasingly difficult to find. With spacious interiors and room for comfortable living, this home stands out as one of the best values on the market. Discover your perfect retreat in the heart of Mechanicsville where comfort convenience, and

    Ruth Williams CENTURY 21 New Millennium

    29910 Richard Cir, Mechanicsville, MD 20659
  • /15

    $20,000

    • Land
    • 21,344 Sq Ft
    • $40,816 per Acre

    0 Scott Cir Unit MDSM2027260, Mechanicsville, MD 20659

    Over-sized mostly flat lot in the desirable water privileged community of Golden Beach. Community has access to Patuxent River with boat ramp, pier, beaches, picnic tables, grill and tot lot. Owner has not applied for perc however the neighboring lot perked so owner feels this lot should as well. Lot can possibly be used for boat storage or garage if not ready to build at this time.

    Christie Bowen CENTURY 21 New Millennium

    0 Scott Cir Unit MDSM2027260, Mechanicsville, MD 20659

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