167

Homes for Sale near Leonardtown High School

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  • /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
  • /92

    $655,000

    • 5 Beds
    • 3.5 Baths
    • 4,046 Sq Ft

    41402 Silver Charm Ct, Leonardtown, MD 20650

    Escape the stresses of everyday life and enjoy your breezy coastal retreat with the luxuries of a community that has it all from a spacious pool, basketball court, tennis court, playground, or feel free to frolic in the wide open green field. Designed to bring that beachy tranquility to your everyday life with a coastal design reminiscent of cool breezes and sandy beaches. Freshly painted with

    Kelly Padgett CENTURY 21 New Millennium

    41402 Silver Charm Ct, Leonardtown, MD 20650
  • /39

    $411,000

    • 4 Beds
    • 4 Baths
    • 2,016 Sq Ft

    43651 Marguerite St, California, MD 20619

    This stunning end-unit townhome boasts an abundance of natural light and offers 4 bedrooms, 2 full baths, 2 half baths, and just had a new roof put on! Meticulously maintained & move-in ready, the home features new carpeting in the bedrooms and stairways, fresh paint, and a new AC unit installed in 2021.The main level includes a versatile 4th bedroom and a convenient half bath. The second

    Rachel Hutton JPAR Real Estate Professionals

    43651 Marguerite St, California, MD 20619
  • /4

    $110,000

    • Land
    • 1.72 Acres
    • $63,953 per Acre

    19400 Brandon Way, Great Mills, MD 20634

    Last lot available in this very desirable neighborhood. Perc was performed last year in 2023 and passed. Build your dream home. 1.72 acres of land waiting for you. Nice location close to everything yet private. Got questions please ask.

    Melanie Montague EXP Realty, LLC

    19400 Brandon Way, Great Mills, MD 20634
  • /82

    $714,900

    • 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
  • /59

    $1,100,000

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

    41998 Pleasant Valley Ct, Hollywood, MD 20636

    This stunning and beautifully maintained Rambler sits on 17 picturesque acres, offering a rare opportunity for those seeking space, serenity, and unlimited potential. Whether you're envisioning a small vineyard, an events or wedding venue, a horse farm, farmette, or a thriving home-based business, this property is ready to accommodate your vision. The home features a well-designed floorplan, an

    Deanna Havenner CENTURY 21 New Millennium

    41998 Pleasant Valley Ct, Hollywood, MD 20636
  • /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

    $679,990

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

    43088 Island View, Hollywood, MD 20636

    WATERFRONT - PERFECT FOR THE HOT WEATHER AND 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 steps to the

    Donna Lacey CENTURY 21 New Millennium

    43088 Island View, Hollywood, MD 20636
  • /13

    $190,000

    • 1 Bed
    • 1 Bath
    • 759 Sq Ft

    23240 Chestnut Oak Ct, California, MD 20619

    This charming lower-level condo is move-in ready with fresh paint, new carpet, a brand-new HVAC system, and updated countertops. The newer appliances add to the modern feel of the home. Enjoy the convenience of easy access to your own private patio, perfect for relaxing or entertaining. The home is bright, airy, and shows like new, offering a fresh, inviting space for its new owner. Unit #1037.

    Cynthia Crispell CENTURY 21 New Millennium

    23240 Chestnut Oak Ct, California, MD 20619
  • /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
  • /32

    $429,900

    • 3 Beds
    • 3 Baths
    • 2,028 Sq Ft

    22362 Armstrong Dr, Leonardtown, MD 20650

    Charming Home with a Rare Double Lot in Society Hill, Leonardtown, MDSeller is wiling to Offer Some Seller Paid Closing Help!Nestled in the desirable Society Hill neighborhood of Leonardtown, this one-of-a-kind property offers a rare opportunity with its expansive double lot—a true gem in the community. While the home retains a timeless charm, it presents an exciting chance to add

    Chris Hill CENTURY 21 New Millennium

    22362 Armstrong Dr, Leonardtown, MD 20650
  • /121

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,968 Sq Ft

    18159 River Rd, Tall Timbers, MD 20690

    MAJOR PRICE REDUCTION JUST IN TIME FOR SUMMER SEASON!Seize the rare opportunity to own this beautifully updated waterfront home with breathtaking views of the Potomac River and Virginia Shore. This spacious and charming cottage boasts over 2,600 sq. ft. of living space, making it ideal for entertaining or unwinding in a peaceful retreat.The interior has been completely renovated, seamlessly

    Bill Oosterink CENTURY 21 New Millennium

    18159 River Rd, Tall Timbers, MD 20690
  • /23

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    23540 F D R Blvd Unit 405, California, MD 20619

    Reduced price ! Priced to sell! Life can be simple at this well maintained condo. Centrally located in St Marys County, close to Lexington Park, Solomons , and Leonardtown. Shopping is close. Open floorplan with a balcony. Kitchen features granite counters with an expansive breakfast bar. The main bedroom has walk-in closet and full ensuite bath with double vanities and large walk-in shower.

    William Thompson O'Brien Realty ERA Powered

    23540 F D R Blvd Unit 405, California, MD 20619
  • /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
  • /13

    $299,999

    • 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 single-family ranch-style home features 3 bedrooms and 1 bathroom. Built in 1961, it offers approximately 1,026 square feet of living space

    Greg Jones Keller Williams Legacy

    20959 Redgate Ln, Leonardtown, MD 20650
  • /4

    $165,000

    • Land
    • 1.61 Acres
    • $102,484 per Acre

    44459 Marymax Ln, Hollywood, MD 20636

    Drone photos coming soon! Dreaming of building your perfect home but feeling overwhelmed by the process and permitting delays? This exceptional lot in the heart of Hollywood eliminates the hassle! Fully approved for a building permit, this property is ready for a 2055 sq. ft. rambler on a 2055 sq. ft. basement—no waiting, no guesswork. The development work is complete, the excise tax is paid, and

    Michelle Camaioni RE/MAX Closers

    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
  • /2

    $35,000

    • Land
    • 0.55 Acre
    • $63,636 per Acre

    26379 Fielding Rd, Hollywood, MD 20636

    Perc Approved buildable lot in wateroriented Hollywood Shores Subdivision. Community pool and boat ramp available within subdivision. Preliminary site plan was drawn up by DH Steffens Surveying.Great deal for a nice buildable lot in a great neighborhood with water access!!!!!Tax ID:1906034942

    Bradley Franzen/Retired Franzen Realtors, Inc.

    26379 Fielding Rd, Hollywood, MD 20636
  • /29

    $999,900

    • Land
    • 10 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 stunning views

    Jennifer Goddard CENTURY 21 New Millennium

    0 Ferny Hills Ln, Leonardtown, MD 20650
  • /27

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft

    16430 Ball Point Rd, Piney Point, MD 20674

    Needs work. Sold as is. - possible owner financing with DP

    Keith Brooks Thurston Wyatt Real Estate, LLC

    16430 Ball Point Rd, Piney Point, MD 20674
  • /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
  • /2

    $45,900

    • Land
    • 0.71 Acre
    • $64,648 per Acre

    25106 Pinto Dr, Hollywood, MD 20636

    DISCOVER THIS .71 ACRE LOT AVAILABLE IN SOUGHT AFTER FENWICK MANOR COMMUNITY WITHIN SAINT MARY'S COUNTY. ZONING RNC. DRIVE BY TODAY TO DETERMINE FOR YOURSELF HOW IT CAN WORK FOR YOUR NEEDS! OWNER FINANCING AVAILABLE.

    Jennifer Drennan Taylor Properties

    25106 Pinto Dr, 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
    • 3.80 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 HomeSource

    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

    $169,000

    • Land
    • 0.23 Acre
    • $734,783 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
  • /3

    $59,000

    • Land
    • 3.57 Acres
    • $16,527 per Acre

    0 Piney Point Rd, Valley Lee, MD

    DISCOVER THIS 3.57 ACRE LOT AVAILABLE IN SOUGHT AFTER LEE VALLEY COMMUNITY WITHIN SAINT MARY'S COUNTY. ZONING RPD. DRIVE BY TODAY TO DETERMINE FOR YOURSELF HOW IT CAN WORK FOR YOUR NEEDS! OWNER FINANCING AVAILABLE.

    Jennifer Drennan Taylor Properties

    0 Piney Point Rd, Valley Lee, MD
  • /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
  • /130

    $1,374,950

    • 3 Beds
    • 3 Baths
    • 3,747 Sq Ft

    24991 Briscoe Rd, Hollywood, MD 20636

    MAJOR PRICE IMPROVEMENT!Experience the epitome of waterfront living at this exceptional property nestled along Spring Cove in the coveted Cuckold Creek of the Patuxent River. Meticulously maintained, this home boasts an extensive bulkhead that frames the shoreline, a wraparound pier, a private covered boat lift, and deep, protected waters, offering unrivaled access for aquatic

    Mark Posey Greenmark Real Estate

    24991 Briscoe Rd, Hollywood, MD 20636
  • /2

    $225,000

    • Land
    • 8 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
    • 8 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

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