168

Homes for Sale near Leonardtown High School

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  • /34

    $569,000

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft

    45991 Clarks Rd, California, MD 20619

    Renovated kitchen boasting granite counters and white cabinets. Open floorpan with extensive patio pavers to make a beautiful sitting area to take in the views of Patuxent River. New HVAC unit installed Aug 2025! DIRECT RIVER ACCESS with your private pier with electric and lift. Perfectly appointed two bedrooms with two full bathrooms, large and open great room off the kitchen with a large and

    Nicki Palermo RE/MAX One

    45991 Clarks Rd, California, MD 20619
  • /18

    $200,000

    • Land
    • 3.53 Acres
    • $56,657 per Acre

    0 Kiskadee Ln, Leonardtown, MD 20650

    The LAST BUILDING SITE in Avenmar! You won't want to miss this opportunity to purchase the last builder developed parcel in one of Leonardtown's most sought after communities! With over 3.5 wooded acres, this property offers a flat, private, wooded setting like no other. Community features pier, boat ramp, stables, pool, community center and so much more! Contact us for more info, or to set up a

    Pattee McInerney Scott McInerney RE/MAX One

    0 Kiskadee Ln, Leonardtown, MD 20650
  • /50

    $995,000

    • 5 Beds
    • 7 Baths
    • 8,640 Sq Ft

    44605 Old Saint Andrews Church Rd, California, MD 20619

    Endless Possibilities on 20+ Private Acres in the Heart of California, MD!Discover a unique opportunity with this marvelous estate home set on over 20 secluded acres—offering the perfect blend of privacy and convenience. Located just minutes from PAX River NAS, Solomons Island, shopping, dining, theaters, and more, this property is a rare gem in Southern Maryland.Whether you're

    Conor Loughran CENTURY 21 New Millennium

    44605 Old Saint Andrews Church Rd, California, MD 20619
  • /126

    $5,950,000

    • 5 Beds
    • 8 Baths
    • 12,113 Sq Ft

    41505 Knight Rd, Leonardtown, MD 20650

    Stunning. Welcome to a world of unparalleled luxury and breathtaking beauty. Nestled along the tranquil waters off of the Potomac River, this custom-built four level waterfront estate on almost 18 acres, is a testament to architectural brilliance and sophisticated design. As you approach the grand entrance, you are greeted by a circular driveway, detached 3-car garage, attached 2-car garage,

    Travis Gray Engel & Völkers Annapolis

    41505 Knight Rd, Leonardtown, MD 20650
  • /81

    $1,775,000

    • 6 Beds
    • 5.5 Baths
    • 6,646 Sq Ft

    45216 Clarkes Landing Rd, Hollywood, MD 20636

    VERY PRIVATE POINT of land with all-brick sprawling residence was designed to take full advantage of the waterfront lifestyle at this unique site. Cuckold Creek is highly sought after for boating and watersports, depth of water, surrounding value. This point has a unique private beach, a deep water private pier, and a beautiful elevation. Catch your own blue crabs at the pier and have summer

    Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

    45216 Clarkes Landing Rd, Hollywood, MD 20636
  • /50

    $585,000

    • Land
    • 0.98 Acre
    • $596,939 per Acre

    16129 Piney Point Rd, Piney Point, MD 20674

    Secluded Oyster House is residentially zoned as non-conforming water-dependent commercial use in a historic fishing village on St. George Island, just off the Potomac River near the Chesapeake Bay. Perfect for a business that requires water access. It could serve as a private marina for family and friends who need safe-harbor docking on the Intracoastal—reported 4’ MLW in the channel and at the

    Dawn Wood O'Brien Realty ERA Powered

    16129 Piney Point Rd, Piney Point, MD 20674
  • /59

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,014 Sq Ft

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This exceptional one-level rambler sits on 17 acres of peaceful, picturesque land, offering a rare blend of upscale living and rural charm. From the moment you arrive, you'll appreciate the serenity of the surroundings complete with scenic pond views, a circular paved driveway, and ample space for both leisure and purpose. Step inside to find an open-concept layout designed for both comfort and

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • /2

    $32,900

    • Land
    • 0.28 Acre
    • $117,500 per Acre

    Lot13,15,17 Third St, Piney Point, MD 20690

    12000Sqft lot to build a new home on. Close to water. In a Water access community

    Debbie Buckingham Samson Properties

    Lot13,15,17 Third St, Piney Point, MD 20690
  • /6

    $229,900

    • Land
    • 1.59 Acres
    • $144,591 per Acre

    23622 Kingston Shores Ln, California, MD 20619

    Come see this beautiful water front property and visualize building your dream home here. Perc has been completed previously. We have local builders that can help with building plans. There is a dock in place with a 2 boat slips. There is a community pier. This is an HOA community.

    Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    23622 Kingston Shores Ln, California, MD 20619
  • /32

    $659,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    18937 Hodges Ln, Leonardtown, MD 20650

    Are you dreaming of living on the water? This is your perfect opportunity! Well maintained rambler featuring waterfront, pier with boatlift, sunroom, 2-car attached garage, 1-car detached garage, 2-car carport. Gorgeous back yard, perfect for entertaining and spending those summer nights with friends and family. Get on your boat whenever the mood strikes you. This is the perfect home to just

    Ingrid Butler CENTURY 21 New Millennium

    18937 Hodges Ln, Leonardtown, MD 20650
  • /82

    $685,000

    • 4 Beds
    • 4.5 Baths
    • 4,399 Sq Ft

    22951 Cattail Ln, California, MD 20619

    Welcome to 22951 Cattail Ln, a beautifully maintained custom brick home in the sought-after Redwood subdivision of Wildewood. Perfectly situated near top-rated schools, shopping, and PAX River NAS, this home offers a blend of elegance, functionality, and modern updates. Step inside to find grand-scale living with 4 spacious bedrooms and 3 full baths upstairs, plus a flex room and full bath in the

    Charlotte Long EXP Realty, LLC

    22951 Cattail Ln, California, MD 20619
  • /40

    $625,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    45352 Sypher Rd, California, MD 20619

    This adorable waterfront getaway is the perfect spot for you to fully unwind and relax. Located directly along Sam Abell Cove, you'll enjoy peace and serenity while only living a short 5 minute drive from shopping or take a short boat ride to Solomons Island and other locations along the Patuxent River for drinks and dinner. There is also a 99 acre park just down the road. This charming cottage

    Helen Wernecke Berkshire Hathaway HomeServices PenFed Realty

    45352 Sypher Rd, California, MD 20619
  • /78

    $649,900

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    43088 Island View, Hollywood, MD 20636

    POSSIBLE OWNER FINANCING TO QUALIFIED BUYER - WATERFRONT - it is WAITING FOR YOU! Completely Renovated Home - New Roof, New Well, New Windows, New HVAC, New Water Heater, New Attic Insulation, New doors, siding, and gutters, New Kitchen and Appliances with Quartz Countertops, New Bathrooms with porcelain, New paint throughout, refinished hardwood floors, new paved driveway, new exterior

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • /3

    $95,000

    • Land
    • 0.84 Acre
    • $113,095 per Acre

    41815 Chelsey Faye Ln, Leonardtown, MD 20650

    Prime Build-Ready Lot – Bring Your Dream Home to Life!Discover the perfect canvas for your dream home on this beautiful [size] acre lot in [location]! This perc-tested property is ready for construction, offering the flexibility to bring your own builder or partner with Graham & Co Custom Creations to design and build a custom home tailored to your vision.Located in a serene

    Jessica Ascenzo JPAR Real Estate Professionals

    41815 Chelsey Faye Ln, Leonardtown, MD 20650
  • /139

    $20,000,000

    • 6 Beds
    • 4.5 Baths
    • 13,458 Sq Ft

    19700 Mulberry Fields Rd, Leonardtown, MD 20650

    Welcome to Historic Mulberry Fields, situated on just under 500 acres of fertile land with a mile-long view of the Potomac River’s white sand shoreline, is truly one of a kind. As you drive along the cedar-lined driveway, you are transported back in time as the magnificent manor house appears in front of you. It is the only remaining Georgian manor house in St. Mary’s County today. From the south

    Kornelia Stuphan Long & Foster Real Estate, Inc.

    19700 Mulberry Fields Rd, Leonardtown, MD 20650
  • /91

    $674,900

    • 3 Beds
    • 2.5 Baths
    • 3,478 Sq Ft

    23773 Meredith Ct, Hollywood, MD 20636

    Spacious home in desirable Hollywood location. (Abell's Ridge) The main level greets you with hardwood flooring in the Foyer. Large owners suite with two walk in closets. The owner's full bath features tile flooring, a double jetted soaking tub, separate shower.Four car garage with work area of garage heated. New HVAC in 2023. Fireplace has wood stove insert. Unfinished basement .

    Gloria Abell Coldwell Banker Jay Lilly Real Estate

    23773 Meredith Ct, Hollywood, MD 20636
  • /4

    $139,900

    • Land
    • 1.61 Acres
    • $86,894 per Acre

    44459 Marymax Ln, Hollywood, MD 20636

    Nothing left to do! The lot is perc'd, cleared and prepped. A building permit is in hand for the house you see pictured here. Even the impact fee has been paid. Electric has been brought to the end of the street. So much value here! Dreaming of building your perfect home but feeling overwhelmed by the process and permit delays? This exceptional lot in the heart of Hollywood eliminates the

    Michelle Camaioni RE/MAX One

    44459 Marymax Ln, Hollywood, MD 20636
  • /6

    $159,900

    • Land
    • 1.49 Acres
    • $107,315 per Acre

    40624 Breton Oaks Ln, Leonardtown, MD 20650

    Charming Cul-de-Sac Lot in Breton Oaks – No HOA!Discover the perfect place to build your dream home on this beautiful, private lot located in the peaceful cul-de-sac of Breton Oaks. This small, custom-built subdivision offers a tranquil setting, with all homes in the neighborhood uniquely designed by St. Maries Builders. You can choose to build with them or bring your own builder to bring

    Carol Kalmus-Choporis CENTURY 21 New Millennium

    40624 Breton Oaks Ln, Leonardtown, MD 20650
  • /35

    $999,900

    • Land
    • 10.2 Acres
    • $98,029 per Acre

    0 Ferny Hills Ln, Leonardtown, MD 20650

    Discover the ultimate canvas for your vision at this breathtaking 10.2-acre waterfront lot overlooking the serene Breton Bay. This rare gem is not just a piece of land; it's an invitation to create a life of adventure, tranquility, and natural beauty.Endless Possibilities:With perc approval already in place, this stunning property is ready for your dream home. Imagine waking up to

    Jennifer Goddard CENTURY 21 New Millennium

    0 Ferny Hills Ln, Leonardtown, MD 20650
  • /5

    $245,000

    • 2,160 Sq Ft

    23706 Three Notch Rd, Hollywood, MD 20636

    LOWER PRICE! DO NOT ATTEMPT TO ENTER THE HOUSE! Owner is unsure of structural condition. Said home was vandalized and stripped of most everything. It is at best, a Major Rehab. No one is to enter the Property without special permission and having signed a Waiver. If your Client wants to see the interior, it can be arranged after signing Waivers. Anyone entering the home would have had to sign

    Don Wares Long & Foster Real Estate, Inc.

    23706 Three Notch Rd, Hollywood, MD 20636
  • /22

    $1,070,000

    • 6 Beds
    • 5.5 Baths
    • 3,170 Sq Ft

    23790 Saint Clair Rd, California, MD 20619

    Investors dream! This is 2 houses with 4 additional waterfront lots deal! All furnishings convey! Big house has 4beds 3baths, small has has 2beds and 2.5bath! There are swings, gazebo, piers (more than 1) fire pits! Everything for you to enjoy this waterfront paradise and also generate airbnb income! Each waterfront lot alone is worth $175k! Current airbnb ratings are 4.5 star+. Great airbnb

    Seul Lee Samson Properties

    23790 Saint Clair Rd, California, MD 20619
  • /4

    $129,000

    • Land
    • 3.31 Acres
    • $38,973 per Acre

    19241 Pristine Way Ct, Drayden, MD 20630

    **THREE PERC SITES RECORDED***Discover the Perfect Setting for Your Dream Home!This beautiful, 3.31-acre buildable lot offers the peace and serenity you've been searching for, tucked away in the quiet community of Drayden. With **three perc sites recorded**, you’re ready to bring your vision to life and construct your dream home in this tranquil setting.Located just 10.5 miles

    Jessica Raley CENTURY 21 New Millennium

    19241 Pristine Way Ct, Drayden, MD 20630
  • /4

    $169,000

    • Land
    • 3.8 Acres
    • $44,474 per Acre

    46490 Frogs Marsh Rd, Drayden, MD 20630

    **THREE PERC SITES RECORDED**Discover the Perfect Setting for Your Dream Home!This beautiful, 3.80-acre buildable lot offers the peace and serenity you've been searching for, tucked away in the quiet community of Drayden. With **three perc sites recorded**, you’re ready to bring your vision to life and construct your dream home in this tranquil setting.Located just 10.5 miles from

    Jessica Raley CENTURY 21 New Millennium

    46490 Frogs Marsh Rd, Drayden, MD 20630
  • /6

    $899,000

    • Land
    • 1.29 Acres
    • $696,899 per Acre

    45410 Clarks Mill Rd, Hollywood, MD 20636

    DEEP WATER Don't miss this opportunity on some of the best waterfront you can find in Southern Maryland .Minutes from Solomons Island and the Chesapeake Bay. Close to shopping, restaurants,and entertainment. Build your waterfront oasis here. 4 lots totaling 2.5 acres on Hickory Landing Creek . There is only one address assigned to one of the lots , but the parcels included are parcels

    Steve Lowe United Real Estate Premier

    45410 Clarks Mill Rd, Hollywood, MD 20636
  • /4

    $129,000

    • Land
    • 2.53 Acres
    • $50,988 per Acre

    46530 Frogs Marsh Rd, Drayden, MD 20630

    **THREE PERC SITES RECORDED**Discover the Perfect Setting for Your Dream Home!This beautiful, 2.53-acre buildable lot offers the peace and serenity you've been searching for, tucked away in the quiet community of Drayden. With **three perc sites recorded**, you’re ready to bring your vision to life and construct your dream home in this tranquil setting.Located just 10.5 miles from the

    Jessica Raley CENTURY 21 New Millennium

    46530 Frogs Marsh Rd, Drayden, MD 20630
  • /8

    $150,000

    • Land
    • 0.23 Acre
    • $652,174 per Acre

    24250 N Patuxent Beach Rd, California, MD 20619

    WATERVIEW! Ready to build your dream home! This prime lot is 100% construction-ready, with well and septic approved. All permits completed and APPROVED. Time and Money have been invested to ensure the land is fully approved and prepped for new construction. Waterview. Across the bridge from Soloman's Island. Offering a clean slate for your custom build with a Roof DECK. Pick out your

    Danny Pham Fairfax Realty Select

    24250 N Patuxent Beach Rd, California, MD 20619
  • /30

    $845,000

    • 6,902 Sq Ft

    23900 N Patuxent Beach Rd, California, MD 20619

    This property is a package deal inclusive of two tax records and four structures. The layout is very unique. PRICED TO SELL! The property is located within the Limited Development Area Critical Area overlay and falls entirely within the 100' Critical Area Buffer. Most developments within this buffer require a variance under Critical Area standards, which would necessitate approval from

    Jennifer Lesesne RE/MAX One

    23900 N Patuxent Beach Rd, California, MD 20619
  • /9

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    26188 Skyview Dr, Hollywood, MD 20636

    JUST REDUCED WHAT A DEAL = HOME NEEDS SOME WORK = VACANT = WATERFRONT ON COLES CREEK. SELLER WILL PAY $40,000.00 TOWARD HOME IMPROVEMENTS IF SETTLEMENT CAN BE WITHIN 30 DAYS.

    Glen Elrod Elrod & Associates Real Estate, Inc

    26188 Skyview Dr, Hollywood, MD 20636
  • /2

    $225,000

    • Land
    • 7.5 Acres
    • $30,000 per Acre

    0 Wathen Rd, Leonardtown, MD 20650

    NEW CONSTRUCTION TO BE BUILT. This stunning lot is co-marketed with Caruso Homes, featuring the impressive DEERFIELD model—a four-bedroom floor plan with the option to include a convenient In-Law suite on the main level. Embrace the joy of gathering with loved ones in this thoughtfully designed open-concept home, highlighted by a spacious great room seamlessly connected to the kitchen. The

    Amber Williams Amber & Company Real Estate

    0 Wathen Rd, Leonardtown, MD 20650
  • /2

    $86,900

    • Land
    • 1.68 Acres
    • $51,726 per Acre

    22020 Victorian Dr, California, MD 20619

    Build you own home on this 1.677 acre lot in a great location!! No HOA in this community. The property has been perced and it's ready for your plans. Plat is available showing the perc location.

    Dawn Wood O'Brien Realty ERA Powered

    22020 Victorian Dr, California, MD 20619
  • /5

    $150,000

    • Land
    • 1.75 Acres
    • $85,714 per Acre

    45252 Happyland Rd, Valley Lee, MD 20692

    1.75 cleared acres zoned commercial. The address of 45252 Happyland Rd was assigned afterCommercial Outparcel C had an approved Perc. St. Mary’s County zoning is Rural Commercial Limited(RCL). Find information on uses of an RCL lot online at St. Mary's County comprehensive zoning ordinance. Excerpt from ordinance (RCL Jul 24, 2007... By the enactment of County Commissioners Ordinance No.

    Lawrence Lessin Save 6, Incorporated

    45252 Happyland Rd, Valley Lee, MD 20692
  • /3

    $175,000

    • Land
    • 7.58 Acres
    • $23,087 per Acre

    22501 Bull Rd, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left! Breton Knolls is a 24 lot subdivision in Leonardtown of 1-7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

    Mark Posey Greenmark Real Estate

    22501 Bull Rd, Leonardtown, MD 20650
  • /3

    $180,000

    • Land
    • 1.87 Acres
    • $96,257 per Acre

    40533 Breton Knolls Ct, Leonardtown, MD 20650

    Price Reduction! Only 5 lots left in Breton Knolls. Breton Knolls is a 24 lot subdivision in Leonardtown with 1 - 7.5 acre lots. HOA of $300 annually with a $500 initial capital contribution

    Mark Posey Greenmark Real Estate

    40533 Breton Knolls Ct, Leonardtown, MD 20650
  • /3

    $175,000

    • Land
    • 4.83 Acres
    • $36,232 per Acre

    24645 Springhill Ln, Leonardtown, MD 20650

    Breton Knolls is a 24-lot subdivision, conveniently located in Leonardtown, featuring lot sizes from 1 - 7 acres. Bring your own builder or ask us about one of our preferred builders. Breton Knolls HOA is $300 annually with an initial capital contribution of $500 per lot. Please contact us for additional information or to schedule a private showing.

    Mark Posey Greenmark Real Estate

    24645 Springhill Ln, Leonardtown, MD 20650
  • /10

    $1,999,999

    • 4 Beds
    • 2 Baths
    • 2,744 Sq Ft

    42520 Riverwinds Dr, Leonardtown, MD 20650

    Seller is entertaining offers now. Looking for elbow room? Look no further—this property offers plenty of land! It borders the Potomac River and Poplar Hill Creek, featuring expansive farmland and forested areas. Ideal for outdoor enthusiasts and nature lovers, this unique property offers breathtaking sunsets. Correct acreage is 165 acres. Don't miss out on this unique opportunity.

    John Gatton CENTURY 21 New Millennium

    42520 Riverwinds Dr, Leonardtown, MD 20650
  • /2

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    41650 Matthew Ct, Leonardtown, MD 20650

    This home features 4 spacious Bedrooms, an open Kitchen & great room w/built-in TV Niche over the gas Fireplace. There is a full basement w/rough-in. A Walk-in jetted tub and electric stair chair have been added. The property has a large, level fenced back yard with raised garden beds and is at the end of a cul-de-sac! The back deck provides space for cooking out and private entertaining.

    Paula Turner Pax River Realty LLC

    41650 Matthew Ct, Leonardtown, MD 20650
  • /2

    $44,900

    • Land
    • 0.71 Acre
    • $63,239 per Acre

    25106 Pinto Dr, Hollywood, MD 20636

    0.71 Acres of Land for Sale: Hollywood, Maryland 2063625106 Pinto Dr, Hollywood, MD 20636Features:Land is Approximately 5.34 Miles Away from Patuxent River (See Aerial Map.)Land is Approx. a 39 Minute Drive to King George, Virginia.Zoning:Residential

    Anjie Deonauth Rise Real Estate, LLC

    25106 Pinto Dr, Hollywood, MD 20636
  • /2

    $1,300,000

    • Land
    • 3.69 Acres
    • $352,304 per Acre

    44405 5 LOTS K & R Way, Hollywood, MD 20636

    Come join the BOOMING townhouse market in Southern Maryland with this prime parcel:3.69 acre parcel 1.6 miles from the St. Mary’s Regional Airport and Technology Park, 10miles from Patuxent River Naval Air Station/NAWCAD, less than one hour to DC/NorthernVirginia.The Villages at Clarks MillThe property currently has a Concept Plan for 18 townhome units approved by the

    Catherine Rose RE/MAX One

    44405 5 LOTS K & R Way, Hollywood, MD 20636
  • /2

    $999,000

    • Land
    • 8 Acres
    • $124,875 per Acre

    24699 Hollywood Rd, Hollywood, MD 20636

    Beautiful 8 acre corner lot in Hollywood, Md. Over 1500 feet of road frontage on Rt 235 and Hollywood/Leonardtown Rd combined. Vacant home that possibly could be renovated. Presently zoned R but could be zoned commercial. May possibly be subdivided in to building lots. Many possible uses for this property. Private business, car dealership, etc. Do not enter house

    Steve Lowe United Real Estate Premier

    24699 Hollywood Rd, Hollywood, MD 20636
  • /2

    $125,000

    • Land
    • 1.19 Acres
    • $105,042 per Acre

    24984 Sotterley Rd, Hollywood, MD 20636

    Emphasizing Key Features and Land Details: Discover the opportunity to own an expansive lot with an artisanal well on-site, offering over an acre of prime potential without HOA constraints. This level lot, previously home to a house, presents a clean canvas for your dream build. Adjacent property house is also available for sale, offering an extraordinary option for increased land ownership or

    Ron Lord Home Towne Real Estate

    24984 Sotterley Rd, Hollywood, MD 20636

Showing Results 81 - 120, Page 3 of 5

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